We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Rentals and Homes in Chester, VT

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
dd/mm/yyyy dd/mm/yyyy
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    List your property
    Payment Protection
    Use a credit card to book with our Peace of Mind Protection.Learn more
    Find a rental
    Price per night
    Min
    to
    Max
    Bedrooms
    Any
    Amenities
    Select
    Payment
    Select
    Go to map view
    More filters
    All 67 Rentals in the Chester Area
    loading...
    From
    €504
    / Night
    Payment Protection
    View Details
    1 / 30
    Chester
    6 Bedrooms / 7 Bathrooms / Sleeps 18
    Overview Make Enquiry
    From
    €284
    / Night
    Payment Protection
    View Details
    1 / 12
    Chester
    5 Bedrooms / 2 Bathrooms / Sleeps 14
    Overview Make Enquiry
    From
    €109
    / Night
    Payment Protection
    View Details
    1 / 10
    Chester
    1 Bedroom / 1 Bathroom / Sleeps 2
    traveller have booked this property
    Overview Make Enquiry
    From
    €127
    / Night
    Payment Protection
    View Details
    1 / 10
    Chester
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Internet Access
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    A room with calming earth tones. This is a medium sized room with one queen and one full double bed, private bathroom with shower and air-conditioning for hot weather days. This listing is an option for renting an individual room in the Inn. The entire Inn can be rented as well. Please check our... View all property information
    Make Enquiry
    Location Information
    Chester, Vermont 05143
    From
    €127
    / Night
    Payment Protection
    View Details
    1 / 11
    Chester
    1 Bedroom / 1 Bathroom / Sleeps 5
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Internet Access
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Overlooking the village green, this bright and spacious room accommodates a family or group of people. Has two queen-sized beds and a love-seat sleeper sofa with a twin bed. Has wall-to-wall carpeting, private bath with shower and air conditioning for hot weather days. Also features a infrared... View all property information
    Make Enquiry
    Location Information
    Chester, Vermont 05143
    From
    €183
    / Night
    View Details
    1 / 21
    Chester
    5 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Charming Antique Colonial/Farmhouse with 5 bedrooms, 3 full baths, two living rooms, huge dining room. Also has a great covered outdoor space (see pics, it's hard to describe), a two-acre field, frontage on the middle branch Williams River, large hay barn, covered two-car parking (and plenty of... View all property information
    Make Enquiry
    Location Information
    Chester, Vermont 05143
    From
    €229
    / Night
    View Details
    1 / 17
    Chester
    5 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Classic colonial; Large white 2-story 1819 farmhouse w 5 BR, 3 B, rustic family room w/ fireplace; 2 parlors w fireplace, large eat-in kitchen, DR office w INternet WiFi; cable; phone; BR w fireplace; huge red barn w deck and hottub; lovely small river in back; beautifully furnished w period... View all property information
    Make Enquiry
    Location Information
    Chester, Vermont

    The following rentals are within 25 kilometers of Chester, Vermont.

    From
    €115
    / Night
    Payment Protection
    View Details
    1 / 17
    5 of 5 stars (2) Excellent
    Alstead, NH
    4 Bedrooms / 1 Bathroom / Sleeps 6
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Fireplace
    • Grill
    • Private Fishing...
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    'The Way Life Should Be!'. Ring the dinner bell to get the kids' attention down by the lake in this 1930's 4 bedroom classic NH cottage with classic pine paneling and large stone fireplace. Large 1/2 acre yard just feet from a private swimming area with private dock with 3 canoes, a kayak and a... View all property information
    Make Enquiry
    Location Information
    Alstead, New Hampshire 03602
    5 of 5 stars Reviewed 25 January 2015
    Very accommodating hosts and nearby residents friendly to renters. Cottage is a well-kept jewel, with vintage appointments and tasteful modern updates/comforts; very important to...
    5 of 5 stars Reviewed 12 November 2014
    This 1930's cabin delivers exactly what the owners describe it will - quiet, private lake, friendly residents, and only 20 minutes North of Keene and 15 East of Walpole. The cabin...
    See all reviews
    From
    €160
    / Night
    View Details
    1 / 11
    5 of 5 stars (1) Excellent
    Ludlow
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Fireplace
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    This 2 bedroom, ground floor Okemo condo is located in the popular Winterplace development. Newly remodeled, with an emphasis on using environmentally friendly materials. The owner of this property used much thought and care in choosing several organic materials for your comfort. The ultimate in... View all property information
    Make Enquiry
    Location Information
    Ludlow, Vermont 05149
    From
    €110
    / Night
    Payment Protection
    View Details
    1 / 11
    5 of 5 stars (4) Excellent
    Saxtons River
    1 Bedroom / 1 Bathroom / Sleeps 3
    travellers have booked this property
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Mountain Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Southeastern Vermont, near Bellows Falls, Putney, Brattleboro, across the street from Vermont Academy. Quiet, private, apartment attached to the main house. Organic garden for grazing, lovely view of the surrounding hills, classic New England village with an inn, village market, pub, four season... View all property information
    Make Enquiry
    Location Information
    Saxtons River, Vermont 05154
    5 of 5 stars Reviewed 8 October 2014
    Jack and Susie's apartment was a cozy, efficient place to have as our home base for enjoying VT. It was clean, quiet, and we had fridge, stove, & microwave in case we wanted to...
    5 of 5 stars Reviewed 2 August 2014
    I've just returned from a week in Saxtons River during which I stayed at the Peters' attractive, efficient, air-conditioned, and well planned studio apartment. The double bed was...
    See all reviews
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    From
    €229
    / Night
    Payment Protection
    View Details
    1 / 24
    5 of 5 stars (8) Excellent
    Ludlow
    4 Bedrooms / 2 Bathrooms / Sleeps 10
    travellers have booked this property
    Overview Reviews (8) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    The Okemo House, fully renovated in 2012, is the consummate Vermont ski chalet, located just steps from the base lodge of Okemo Mountain in Ludlow, Vermont. With beds to sleep 10, this home is on a private wooded lot with views of the Okemo ski resort and is a spacious 2,000 square foot home with 4... View all property information
    Make Enquiry
    Location Information
    Ludlow, Vermont 05149
    5 of 5 stars Reviewed 6 November 2014
    This is a great rental property for so many reasons. First, the house is so close to the base lodge and the ski slopes - right down the street. Second, the house is great for...
    See all reviews
    From
    €202
    / Night
    Payment Protection
    View Details
    1 / 20
    5 of 5 stars (5) Excellent
    Claremont, NH
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    traveller have booked this property
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Mountain Views
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Welcome to North Star House and the Connecticut River Scenic Byway. Located on 700 acres in Cornish and Claremont New Hampshire, North Star House is the result of our year-long top-to-bottom restoration of this 1855 historic home. We’ve retained all of the historic features – slate roof, antique... View all property information
    Make Enquiry
    Location Information
    Claremont, New Hampshire 03743
    5 of 5 stars Reviewed 3 March 2015
    This is the second year in a row two families have rented this lovely country house for a ski weekend. The entry is a mud room which was great to put winter boots, ski clothes...
    5 of 5 stars Reviewed 5 January 2015
    This is a great house for a ski vacation. The house comfortably slept 8, and more could fit. A converted farmhouse, it has all the creature comforts. We went over to Mount...
    See all reviews
    From
    €229
    / Night
    Payment Protection
    View Details
    1 / 12
    4 of 5 stars (1) Very good
    Ludlow
    6 Bedrooms / 2 Bathrooms / Sleeps 16
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Summer Fun-Swimming, Boating, Fishing and More! Lake Rescue Chalet – an amenity-packed lake house with a private dock and three boats! This house has it all – a glorious outdoor hot tub to sink into on a cool summer evening. Six bedrooms. Two kitchens – one new, one recently renovated – two... View all property information
    Make Enquiry
    Location Information
    Ludlow, Vermont 05149
    4 of 5 stars Reviewed 16 July 2014
    We were very pleased with the rental and would stay again in a moment's notice. The area was great, good fishing and boating, and the amenities in the cabin and at Okemo were...
    See all reviews
    From
    €206
    / Night
    Payment Protection
    View Details
    1 / 20
    4.5 of 5 stars (3) Very good
    Windham
    5 Bedrooms / 3 Bathrooms / Sleeps 10
    travellers have booked this property
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Mountain Views
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    The Windham Country House, a spacious contemporary home, sits on a secluded country road, providing you with peace, privacy and beautiful scenery, while being near many of southern Vermont's summer activities. GREAT ACCOMMODATIONS The Windham Country House has five large, lovely bedrooms and three... View all property information
    Make Enquiry
    Location Information
    Windham, Vermont 05359
    5 of 5 stars Reviewed 24 June 2014
    First of all, I want to thank Mary for being very friendly in providing us with information and details on getting to their house. We (group of 7) did not get to meet them since...
    See all reviews
    From
    €147
    / Night
    View Details
    1 / 7
    5 of 5 stars (1) Excellent
    Ludlow
    2 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Fireplace
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    This 2 bedroom, ground floor Okemo condo is located in the Kettle Brook community. A 2 story, ski on/off condo with a great location on the Bull Run trail. Beautiful wooded setting with a nice view down the slope. Bedroom #1: (Main Level) 2 sets of bunk beds with a trundle under one of the lower... View all property information
    Make Enquiry
    Location Information
    Ludlow, Vermont 05149
    From
    €156
    / Night
    Payment Protection
    View Details
    1 / 20
    5 of 5 stars (1) Excellent
    Ludlow
    5 Bedrooms / 3 Bathrooms / Sleeps 13
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    'LITTLE BROOK HOUSE AT ECHO LAKE' Looking for the perfect summer getaway for your group in Central Vermont’s lakes region? Little Brook House at Echo Lake – a spacious, non-smoking, five-bedroom, 2.5-bath retreat with hot tub, Jacuzzi bath and loads of amenities -- is perfect for large families,... View all property information
    Make Enquiry
    Location Information
    Ludlow, Vermont 05149
    5 of 5 stars Reviewed 5 December 2013
    Stayed here in late September. I didn't really know the area and wanted to explore so we were not there much during the day. There were only 2 of us and our dogs. We used the...
    See all reviews
    From
    €242
    / Night
    Payment Protection
    View Details
    1 / 15
    5 of 5 stars (1) Excellent
    Walpole, NH
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Mountain Views
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Our three-bedroom farmhouse is completely stocked including washer/dryer, dishwasher, satellite TV, complimentary wifi, farmer’s porch with rocking chairs, gas grill, picnic table, fire pit, hiking trails, and more. It’s a perfect retreat for week-long vacations, family reunions/getaways,... View all property information
    Make Enquiry
    Location Information
    Walpole, New Hampshire 03608
    5 of 5 stars Reviewed 20 August 2013
    The farmhouse is fully equipped as advertised, and very comfortable and quiet. Our family especially enjoyed the kittens, the cattle, and the lovely surroundings. We we were...
    See all reviews
    From
    €202
    / Night
    Payment Protection
    View Details
    1 / 24
    5 of 5 stars (1) Excellent
    Ludlow
    5 Bedrooms / 2 Bathrooms / Sleeps 10
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Location is everything: We are across the street from the new South Face Village Ski Lift being installed Summer 2015! The Trailside Road Chalet is a beautiful ski chalet with a pool table, 5 bedrooms, 2 bathrooms and plenty of space to spread out! Completely renovated in the Summer of 2014, the... View all property information
    Make Enquiry
    Location Information
    Ludlow, Vermont 05149
    5 of 5 stars Reviewed 18 December 2014
    This house was great!!! We came with the extended family and stayed for a weekend. Okemo was almost fully open - even though it was early season. We dropped off the skiers in...
    See all reviews
    From
    €160
    / Night
    Payment Protection
    View Details
    1 / 22
    5 of 5 stars (2) Excellent
    Londonderry
    3 Bedrooms / 1 Bathroom / Sleeps 8
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Mountain Views
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Welcome to The Humphreys Farmhouse, a 65-acre year-round vacation home in Vermont. Located in the heart of the Green Mountains minutes away from skiing in the winter, and hiking, swimming and many other activities in the summer, Humphreys Farm is a great place to get away from it all and have fun.... View all property information
    Make Enquiry
    Location Information
    Londonderry, Vermont 05148
    From
    €275
    / Night
    View Details
    1 / 8
    5 of 5 stars (1) Excellent
    Ludlow
    2 Bedrooms / 3 Bathrooms / Sleeps 7
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Fireplace
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • ?
    About this property
    This 2 bedroom, 2 bath Okemo condo is located in the Bixby House at Jackson Gore. Ski on / off from this building location. BR#1: King + full bath w/ jacuzzi jetted single person tub; Bedroom #2: 1 Bunk bed with the lower bunk being queen size and the upper bunk a twin; Living room: Queen sleep... View all property information
    Make Enquiry
    Location Information
    Ludlow, Vermont 05149
    Get the List
    From
    €1,186
    / Night
    Payment Protection
    View Details
    1 / 10
    5 of 5 stars (2) Excellent
    Ludlow
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Gym
    • Hot Tub
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    This spacious condominium is 'top of the line' for Okemo Mountain Resort. Park in the heated underground garage and board the express elevator to the top floor where you will be surrounded by the elegance of a deluxe full kitchen, 3 bedrooms, 3 bathrooms, an entertainment center with TV/DVD, a... View all property information
    Make Enquiry
    Location Information
    Ludlow, Vermont 05149
    5 of 5 stars Reviewed 15 February 2015
    Recently stayed at this spacious condo at Adams House. Steps from the ski trail, snow tubing, and a great outdoor hot tub. This location is close to the Jackson Gore Inn but...
    See all reviews
    From
    €137
    / Night
    Payment Protection
    View Details
    1 / 16
    5 of 5 stars (7) Excellent
    Ludlow
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (7) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Mountain Views
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    A contemporary lakefront Vermont cottage nestled in the pines offers views of the lake from the large deck. The cozy 1400 square foot home centers on a wood-accented cathedral great room. A stone fireplace provides warmth on a cold winter evening. A fully equipped galley kitchen extends from the... View all property information
    Make Enquiry
    Location Information
    Ludlow, Vermont 05149
    5 of 5 stars Reviewed 18 February 2015
    we had a lovely stay at the cottage. It was easy to get to and the owners were easy to work with. It was very convenient to Okemo and to the downtown area. We were thrilled to...
    5 of 5 stars Reviewed 6 January 2015
    This house is just perfect for my group of 6. Everything is exactly as described. It's clean, warm & cozy, has everything that you need. Owner is very nice & thoughtful as well...
    See all reviews
    From
    €1,099
    / Month
    Payment Protection
    View Details
    1 / 12
    Ludlow
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    traveller have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Mountain Views
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    There is no better place to stay than Winterplace Condominium, #F-201! Winterplace is located on beautiful Okemo Mountain. F-201 is a large end unit with three spacious bedrooms and two full baths. The unit has large garden windows giving it bright rooms and beautiful views! Vermont has it... View all property information
    Make Enquiry
    Location Information
    Ludlow, Vermont 05149
    From
    €275
    / Night
    Payment Protection
    View Details
    1 / 15
    Londonderry
    3 Bedrooms / 2 Bathrooms / Sleeps 7
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    House is super clean with new roof, newer carpet & newer interior paint!! Open floor plan with wood burning stove. Very clean & comfortable. Perfect for families or group of friends. Open floor plan living room, dining room & kitchen. 1 loft bedroom has king size bed w/ private bath, 1 bedroom... View all property information
    Make Enquiry
    Location Information
    Londonderry, Vermont 05148
    From
    €215
    / Night
    View Details
    1 / 9
    Ludlow
    3 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Fireplace
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    This 3 bedroom with loft Okemo condo is located in the popular Winterplace development, and is within walking distance to the trail. This top floor, two level condo has vaulted ceilings above the main living area, making it open and bright. Bedroom #1: Queen + full bath; Bedroom #2: Queen + full... View all property information
    Make Enquiry
    Location Information
    Ludlow, Vermont 05149
    From
    €321
    / Night
    Payment Protection
    View Details
    1 / 16
    Ludlow
    4 Bedrooms / 2 Bathrooms / Sleeps 10
    traveller have booked this property
    Overview Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Beautifully decorated ski home at base of Okemo Ski Resort/ Jackson Gore. 1/3 of a mile from Jackson Gore ski lodge entrance. 1 mile from Okemo entrance. Furnished with brand new stainless appliance & granite counter tops. All new mattresses and bedding. New couch, loveseat and chairs. New... View all property information
    Make Enquiry
    Location Information
    Ludlow, Vermont 05149
    From
    €275
    / Night
    Payment Protection
    View Details
    1 / 29
    Jamaica
    3 Bedrooms / 3 Bathrooms / Sleeps 10
    traveller have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Balcony
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Mountain Views
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Nestled on 11.5 scenic acres. Minutes from Stratton, Mount Snow, Magic Mountain, and Bromley. Perfect for large family or multiple families this 3 bedroom, 3 full bath home is available for weekends, by the week, or monthly rental. Sleeps 8-10 comfortably. Caretaker is minutes away for your... View all property information
    Make Enquiry
    Location Information
    Jamaica, Vermont 05343
    From
    €165
    / Night
    Payment Protection
    View Details
    1 / 12
    Jamaica
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Internet Access
    • Mountain Views
    • Safe
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Wonderful 2-story log cabin with 3 bedrooms, 2 baths and hardwood floors throughout. The most prominent feature of the house is the large floor to ceiling fireplace that is perfect after a long day of skiing. Home has full internet access, with Direct TV and large flat screen TV. Has a large... View all property information
    Make Enquiry
    Location Information
    Jamaica, Vermont 05343
    From
    €169
    / Night
    Payment Protection
    View Details
    1 / 22
    Grafton
    1 Bedroom / 1 Bathroom / Sleeps 2
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Grill
    • Internet Access
    • Mountain Views
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Enjoy a getaway situated on the brook, less than a mile from the town center of Grafton. The cabin offers a perfect place for anyone looking for a relaxing and peaceful get-away. We have designed the cabin with the goal of making it a very special place. The cabin was built in 2009 with logs from... View all property information
    Make Enquiry
    Location Information
    Grafton, Vermont 05146
    From
    €183
    / Night
    View Details
    1 / 9
    Ludlow
    2 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Fireplace
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    This 2 bedroom with loft Okemo condo is located in the popular Winterplace development, and is within walking distance to the trail. This top floor, two level end condo has vaulted ceilings above the main living area, making it open and bright. Bedroom #1: Queen + full bath; Bedroom #2: Queen +... View all property information
    Make Enquiry
    Location Information
    Ludlow, Vermont 05149
    From
    €109
    / Night
    Payment Protection
    View Details
    1 / 8
    Ludlow
    3 Bedrooms / 2 Bathrooms / Sleeps 10
    traveller have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Internet Access
    • Mountain Views
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    3 Bedroom 2 full bath with finished basement playroom including air hockey and 3 HD TV's. Large kitchen/eating area with granite and tile floor, living room, and master bedroom/bath on first floor. 2 bedrooms with 3 twin beds in one and 4 twins in the other and a full bath on the second floor.... View all property information
    Make Enquiry
    Location Information
    Ludlow, Vermont 05149
    From
    €504
    / Night
    Payment Protection
    View Details
    1 / 9
    Ludlow
    9 Bedrooms / 4 Bathrooms / Sleeps 26
    Overview Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Great View of the Mountain, walk to shops and Restaurants ...8-bedrooms plus and 4 full Baths ...Two Kitchens and two dinning rooms plus Living room and a separate Den (for the kids) View all property information
    Make Enquiry
    Location Information
    Ludlow, Vermont 05149
    From
    €275
    / Night
    Payment Protection
    View Details
    1 / 9
    Ludlow
    5 Bedrooms / 3 Bathrooms / Sleeps 14
    Overview Make Enquiry
    Amenities & Details
    • Grill
    • Mountain Views
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    5 bedroom, 3 bath house in wooded setting for weekly or weekend rental. Nicely decorated and very clean. Enjoy the mountains or just relax. Walk to lake, boat rentals, near golf, shopping, hiking. 5 minutes from Okemo, 20 minutes from Killington. great summer or for fall foliage View all property information
    Make Enquiry
    Location Information
    Ludlow, Vermont 05149
    From
    €179
    / Night
    Payment Protection
    View Details
    1 / 26
    Ludlow
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    This cozy and clean three bedroom/two full bath cabin, which sleeps 6 people, offers comfort, privacy, complete amenities, easy access, and all the beauty of the Okemo Valley at an affordable price. It's perfect for weekend getaway and vacation all year round. Location, location, location: the... View all property information
    Make Enquiry
    Location Information
    Ludlow, Vermont 05149‎
    From
    €504
    / Night
    View Details
    1 / 9
    Ludlow
    4 Bedrooms / 4 Bathrooms / Sleeps 13
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Fireplace
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    This 4 bedroom plus den single family home is located within walking distance to the Bull Run trail. Multi-level arrangement offers lots of space; enjoy cooking in the kitchen or relaxing in the large living room with fireplace. Main entry level: Mud room, Kitchen, Living Room, Dining Room, 1/2... View all property information
    Make Enquiry
    Location Information
    Ludlow, Vermont 05149
    From
    €183
    / Night
    Payment Protection
    View Details
    1 / 17
    Ludlow
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    This cabin is located on private 1/2 acre lot with private driveway it has 2 Bedrooms and a Loft One bedroom has single bunk beds The other bedroom has queen size bed The loft has a queen size air mattress It has a slate floor through out the house,nice hickory kitchen Cool bathroom with all... View all property information
    Make Enquiry
    Location Information
    Ludlow, Vermont 05149
    From
    €275
    / Night
    Payment Protection
    View Details
    1 / 11
    Jamaica
    4 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Mountain Views
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Quaint and rustic log home, Very private. open floor with cathedral ceiling. Covered porch. Only 3 miles from Stratton Mountain entrance, and 15 minutes from Bromley Close to Manchester premium outlet stores. Golf, hiking, horseback riding, white water rafting are all within minutes from the... View all property information
    Make Enquiry
    Location Information
    Jamaica, Vermont 05343
    From
    €229
    / Night
    Payment Protection
    View Details
    1 / 26
    Ludlow
    3 Bedrooms / 2 Bathrooms / Sleeps 13
    Overview Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    New Listing 1st Night 1/2 Off! Charming Ski Chalet Close to Main St & Okemo Mtn Welcome to The Hromada Inn! (The 'H' is silent) Our home is located less than an half mile from Main Street, Ludlow and less than 2 miles from Okemo Mountain Ski Resort. Just purchased in August of 2013 our family... View all property information
    Make Enquiry
    Location Information
    Ludlow, Vermont 05149
    From
    €229
    / Night
    Payment Protection
    View Details
    1 / 24
    Jamaica
    4 Bedrooms / 3 Bathrooms / Sleeps 9
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Mountain Views
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Historic and Serene. Sleeps a Family + Friends, Furry or Otherwise. Welcome to our Jamaica farmhouse, a place with space to live and breathe the beauty that Vermont has to offer. Simple, authentic, and perfectly close to the village, yet quiet and serene. The peaceful sound of water over stones... View all property information
    Make Enquiry
    Location Information
    Jamaica, Vermont 05343
    From
    €618
    / Night
    View Details
    1 / 15
    Ludlow
    5 Bedrooms / 5 Bathrooms / Sleeps 15
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Fireplace
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    This 5 bedroom, 5 bath single family home is located a short walk of 200 yards to the Sachem trail. Multi-level arrangement offers lots of space; enjoy cooking in the kitchen, lounging in the large living room with wood burning fireplace, hanging out in the rec. room or relaxing in the hot tub.... View all property information
    Make Enquiry
    Location Information
    Ludlow, Vermont 05149
    From
    €284
    / Night
    Payment Protection
    View Details
    1 / 16
    Perkinsville
    5 Bedrooms / 4 Bathrooms / Sleeps 12
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Mountain Views
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Beautiful contemporary mountain home in Vermont sitting in 150 acres of private land. Borders a State Park with beautiful trails and an 80 ft Cascade. 5 Bedrooms, sleeps up to 12. This sprawling home features a large kitchen, separate dining room, spacious living room with stone fireplace and... View all property information
    Make Enquiry
    Location Information
    Perkinsville, Vermont 05151
    From
    €206
    / Night
    Payment Protection
    View Details
    1 / 12
    Brownsville
    Studio / 3 Bathrooms / Sleeps 7
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Internet Access
    • Mountain Views
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    The condominium lies on the West face of historical Ascutney Mt in the small town of Brownsville. The condominium consists of 3 bedrooms, 2 1/2 bathrooms, a small family rec room, living room, and dining area. A very comfy and warm atmosphere with access to a full service sports and fitness center.... View all property information
    Make Enquiry
    Location Information
    Brownsville, Vermont 05089
    From
    €550
    / Night
    Payment Protection
    View Details
    1 / 5
    Walpole, NH
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Mountain Views
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Looking for a more casual atmosphere? The East Wing of the Caleb Foster Farm House (1860) just might be your style. The first floor features rooms that openly flow into one another, including a full kitchen with a dining table and a spacious, sunny living room that’s equipped with a full... View all property information
    Make Enquiry
    Location Information
    Walpole, New Hampshire 03608
    From
    €403
    / Night
    Payment Protection
    View Details
    1 / 10
    Proctorsville
    3 Bedrooms / 2 Bathrooms / Sleeps 10
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Our home is a beautiful 3 bedroom, 2 bath with large family room and sleeps 10. In winter we are 4 minutes to skiing at the fabulous resort of Okemo/Jackson Gore. You ski, board, ice skate, snowmobile, snow shoe, cross country or go to the spa for a day of fun. At our house we have an outdoor hot... View all property information
    Make Enquiry
    Location Information
    Proctorsville, Vermont 05153
    From
    €147
    / Night
    View Details
    1 / 6
    Ludlow
    2 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Fireplace
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    This 2 bedroom, top floor Okemo condo is located in the Kettle Brook community. A 2 story, mountainside condo, this is just a short walk from the trail. Beautiful setting with wooded views. Bedroom #1 (Upstairs in Loft): King + full bath; Bedroom #2 (Main level): 2 set of bunk beds (4 Twins); Full... View all property information
    Make Enquiry
    Location Information
    Ludlow, Vermont 05149
    From
    €270
    / Night
    Payment Protection
    View Details
    1 / 23
    Ludlow
    5 Bedrooms / 3 Bathrooms / Sleeps 16
    traveller have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    This Okemo Mountain home is the perfect Vermont getaway within walking distance of the slopes. TAKE NOTE: We will be completely renovating the main level of the home this fall (2014) including a new kitchen with cherry cabinets, granite counters, and stainless steel appliances. The main... View all property information
    Make Enquiry
    Location Information
    Ludlow, Vermont 05149
    From
    €321
    / Night
    Payment Protection
    View Details
    1 / 13
    Londonderry
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Internet Access
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Quaint New England town located in the lush Green Mountains of Vermont. Wonderful year round activities. A great winter sports area, downhill skiing, snow boarding, sledding, ice skating, cross country skiing, snowmobiling, and horse draw sleigh rides. Only minutes to Stratton, Bromley, Okemo and... View all property information
    Make Enquiry
    Location Information
    Londonderry, Vermont 05148
    From
    €916
    / Night
    Payment Protection
    View Details
    1 / 13
    Walpole, NH
    8 Bedrooms / 2 Bathrooms / Sleeps 18
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Sauna
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Rochambeau Lodge is a comfortably rustic renovated barn situated inAlyson's Orchard. It is filled with country furnishings that give it a unique and unforgettable charm. Rochambeau overlooks the beautiful Walpole countryside. Inside, you will find a fully equipped kitchen with a gorgeous 12-foot... View all property information
    Make Enquiry
    Location Information
    Walpole, New Hampshire 03608
    From
    €824
    / Night
    Payment Protection
    View Details
    1 / 10
    Walpole, NH
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Mountain Views
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    The West Wing of the Caleb Foster Farm House (1860) is truly a wonder. This impeccably restored property recently underwent a complete renovation and features exceptional architectural detailing by local artisans. You will find lovely antiques and fine artwork in each room, as well as gorgeous... View all property information
    Make Enquiry
    Location Information
    Walpole, New Hampshire 03608
    From
    €137
    / Night
    View Details
    1 / 14
    Ludlow
    3 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Comfortable house at pristine lake with all amenities. Available after April 2010. Two full baths, 3 bedrooms , living room with fire place, dining room (seats 7, plus extra table for 3) Master bedroom: Queen plus bunks, 2nd bedroom: full size plus bunks, 3rd bedroom: 2 twins,all have TVs... View all property information
    Make Enquiry
    Location Information
    Ludlow, Vermont 05149