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Holiday Rentals in Middletown Springs

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    Don't let other travellers get your favourite Middletown Springs area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 31 Rentals in Middletown Springs
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    The following rentals are within 25 kilometers of Middletown Springs.
    HICKORY RIDGE VERMONT LOG CABIN1 / 26
    (16)Excellent
    Rupert
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    VERMONT COTTAGE ON THE LAKE1 / 26
    (7)Very good
    Wells
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pawlet
    4 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    Clifford Country Bed & Breakfast, open May-October1 / 24
    (12)Excellent
    Mount Holly
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Internet Access
    • Parking
    • Shared Garden
    • Central Heating
    • Porch
    • Outdoor Dining Area
    • Mountain Views
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    If you are looking for a nice getaway of buzzing city life to get in touch with Vermonts picturesque nature and landscapes. This is the place for you.We stayed during October...
    Reviewed 15 August 2017
    Emily is a fabulous hostess, a very good cook, and a master gardener. She used her garden veggies and herbs for our meals. Her B&B was warm and inviting and very clean...
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    About this property
    Not just a place to stay. Property features beautiful flower gardens, bountiful vegetable beds, woodland paths with seating areas for relaxation, children's toys and more. Conveniently located in the Okemo Valley in southern Vermont, easily accessible from New York or Boston for a weekend or...
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    Mount Holly, Vermont 05758
    Private Room - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Pond Mountain Inn: Garden Cottage1 / 18
    (10)Excellent
    Wells
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Patio
    • Mountain Views
    • DVD Player
    • Washer
    • Air Conditioning
    • Internet Access
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 September 2015
    My husband and I stayed at the cottage for a few days in September 2015. The accommodations were amazing. The cottage is spacious, comfortable and quiet with all the comforts...
    Reviewed 19 September 2015
    At the end of our holiday, our family had a vote on various holiday categories and Glenn and Kay were unanimous winners of best accommodation and best breakfast - no mean feat...
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    About this property
    2 Bedroom Cottage, 1 Bath, Sleeps 5 Sunsets over Pond Mountain flood the cottage brilliantly through large western-facing windows situated in the slim pillars of the pines that provide peace and tranquility and fresh air which is uniquely Vermont. Garden Cottage Amenities Full American Breakfast...
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    Wells, Vermont 05774
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    The Hermit Thrush Treehouse1 / 20
    (3)Very good
    West Pawlet
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 August 2017
    We were gifted this two night stay in the Hermit Thrush Tree-house and were so delighted in it's whimsical, artsy surroundings nestled in a wooded forest. Rik the owner was very...
    Reviewed 27 September 2016
    Stunning and peaceful setting off the beaten track. Rik was very helpful in answering all our questions before our stay and gave plenty of directions to find the tree house. He...
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    About this property
    The Hermit Thrush Treehouse The Hermit Thrush is only available to rent between June 15th and Sept 15th due to the fact that it has no heat and is not insulated. Everybody loves the idea of a tree house. There is something freeing, natural and connective to our childhood in the idea. Feel the...
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    West Pawlet, Vermont 05775
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Pond Mountain Inn: Loft Apartment Suite1 / 17
    (22)Excellent
    Wells
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Cable/satellite TV
    • Grill
    • Mountain Views
    • Washer
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 August 2017
    We stayed a week at the cottage. It was our fourth time at Pond Mountain Inn! We discovered new hiking trails with breathtaking views nearby. Lake St Catherine is also a great...
    Reviewed 3 April 2017
    My wife and I enjoyed a stay at this lovely Bed and Breakfast. The accommodations were beautiful. This is not your average b n b. Full Kitchen and living room in the loft. It's...
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    About this property
    Panoramic sunrise views come alive with champagne light in this rustic, deeply comfortable spacious suite with accented reclaimed Maine barn timbers and beamed vaulted ceiling feels like a cabin in the woods. Loft Apartment Amenities Queen Bed & Pullout Queen Bed with 300 Thread Count 100%...
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    Wells, Vermont 05774
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    4 Season Fun So Vermonts Beautiful Log Cabin1 / 12
    (5)Excellent
    Mount Tabor
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Patio
    • Porch
    • Grill
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 July 2017
    My dog and I spend 3 nights in this great little cabin. I originally chose this cabin due to it being located near doggy daycare but it ended up being a great location. Right...
    Reviewed 29 November 2016
    My husband and I stayed with our 4 year-old son and my husband's aunt over Thanksgiving. It's a very cute place. Everything was clean and in good shape. It is quite small so...
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    About this property
    Great All Seasons Fun Winter Summer Fall fun. Winter: We are smack in the middle of Southern Vts Major Ski Resorts. Bromley, Stratton, Okemo and Killington. Summer: We are back to back with the Green Mtn National Forest. Fantastic hiking trails for all ages, relax at the swimming holes...
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    Mount Tabor, Vermont 05739
    Cabin Holiday Rental - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    ROSE'S  COZY  MOUNTAINVIEW  duplex-B-1 / 19
    (18)Excellent
    Rutland
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Patio
    • Washer
    • DVD Player
    • Mountain Views
    • Central Heating
    • Cable/satellite TV
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Overall, this place is cozy and make us feel like at home. The living room is large so that 8 of us can chat and play a board game. The host is very friendly and eager to answer...
    Reviewed 14 February 2017
    Chris was very kind and accommodating from the very start! House had plenty of room and was spacious enough for the 10 of us. Cozy and relaxing atmosphere. Would definitly...
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    About this property
    Comfortably set up 2 bedroom home.Large rooms,nice view of mountains.Red barn across the way,pretty sunset views.Cable T.V.in each b.r.linens included.1 1/2 bathrooms,loads of storage/closet space.Eat-in kitchen w/ plenty of cabinets.Kitchen has all you will need(except food!)D.R./L.R.-w/ sleeper...
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    Rutland, Vermont 05701
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    HOUSESHARE at  ROSE'S COZY MOUNTAINVIEW  duplex1 / 22
    (7)Very good
    Rutland
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Central Heating
    • Parking
    • Outdoor Dining Area
    • Internet Access
    • Washer
    • Mountain Views
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 January 2017
    We came for the foliage last year and snowboarding last weekend because Chris's house is so convenient and he's such a great host and friend. The room is cozy and well decorated...
    Reviewed 25 January 2017
    Friendly host provides with excellent services including great breakfast. Chris (the owner) have companied with me and shared his stories. We'll visit again!
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    About this property
    This listing is currently my home.I am offering it as a homeshare with me and my friendly dog. This is for people looking to short term homeshare or folks who want a cheap,clean and quick base for Hiking,Kayaking,Spelunking,Antiquing,SKIING/SNOW BOARDING/SNOWSHOEING. It is the 'A'-side of my...
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    Location Information
    Rutland, Vermont 05701
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Danby
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Grill
    • Internet Access
    • Patio
    • Washer
    • Private Outdoor Pool (Unheated)
    • Mountain Views
    • DVD Player
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    TREAT YOURSELF TO A 2017 VERMONT GETAWAY - See our property site 'METTAWEE' - this property can be rented together with the Littlebranch House (See property No: 211410) providing space for larger groups year round! Contact us at charris@mettawee. or by phone at area code 203 then 952-8045....
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    Danby, Vermont 05739
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    ROSE'S COZY MOUNTAINVIEW-A-1 / 22
    (5)Excellent
    Rutland
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Central Heating
    • Parking
    • Washer
    • Balcony
    • Wi-Fi
    • Mountain Views
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 September 2017
    We had such a great time staying here for a long weekend. Chris was an awesome host, very accommodating! The house is very close to trails, lakes/ponds, and several ski resorts...
    Reviewed 14 February 2017
    Chris was very kind and accommodating. House had plenty of room for us to relax and sleep. Very cozy and spacious. Would definitly recommend!
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    About this property
    This side of my Duplex is my actual home.A cozy & comfortable place to unwind, relax & enjoy Vermont's beauty. Lovely views,serene,spacious and bright 2 bedroom home on 1&1/2 acre.Lawn,woods,small brook,Apple trees,grapes.Large new driveway. 1-mile walk to bus. QUIET,PRIVATE,PEACEFUL! Guest...
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    Rutland, Vermont 05701
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Castleton
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
    • Internet Access
    • Air Conditioning
    • Cable/satellite TV
    • Parking
    • Private Garden
    • Waterfront
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our beautiful home is located on a quiet street right on the canal that leads directly to the lake. It is a 1 block walk to the beach! We are a few minutes to the ski resorts and seconds from water activities. There is hiking and biking right down the road. We have a newly updated bathroom and...
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    Castleton, Vermont 05732
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Mount Holly
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Washer
    • Parking
    • Internet Access
    • Grill
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Dive into a bevy of outdoor adventures when you book your next escape to this alpine Ludlow home. Whether you're coming to ski, hike, fish, or golf, you'll be able to enjoy the outdoors without hassle. Set over three miles from the Jackson Gore Center access at Okemo Mountain Resort, and just under...
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    Mount Holly, Vermont 05758
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Danby
    6 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Mountain Views
    • Parking
    • Central Heating
    • Washer
    • Grill
    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Everyone who has stayed here agrees that it is one of the most beautiful locations they have ever been to. A unobstructed view of the undeveloped Green Mountain National Forest across idyllic hayfields cannot be beaten! Located on a plateau in the 'Valley of Vermont,' this vacation villa -...
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    Danby, Vermont 05739
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 12
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    Wells
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
    • Waterfront
    • Mountain Views
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Butternut Hill Condo is located near Lake St. Catherine and sits on 20 acres. This two bedroom one bath condo has an open flood plan that will comfortably accommodate up to 4 people. With a full kitchen, open dining room/living room area with wood stove, Dish TV and internet access. Bedroom #1 has...
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    Wells, Vermont 05774
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Mount Holly
    5 Bedrooms, 4 Bathrooms, Sleeps 15 Quick View
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    • Wi-Fi
    • Washer
    • Hot Tub
    • Patio
    • DVD Player
    • Skiing: Property Is In A Ski Resort
    • Cable/satellite TV
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The log home is located in Mt.Holly vermont in the town of Belmont, which is minutes from Okemo & Jackson Gore ski resort and centrally located to Killington, Stratton, Bromley, Magic Mtn ski resorts. All within a half hour drive. The home is a 5 bdrm plus a den home on ten acres with access to...
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    Mount Holly, Vermont 05758
    Cabin Holiday Rental - 5 Bedrooms, 4 Bathrooms, Sleeps 15
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    3 Season Cabin - sleeping porch lake trails playground1 / 21
    (1)Excellent
    Mount Holly
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Porch
    • Parking
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 May 2015
    We had a fantastic time here it is in a very scenic beautiful location and it is very peaceful the owner even left us some homemade maple syrup and listings of stuff to do in...
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    About this property
    Cabins are available for rent from June 1 to October 5. Forest Echo Farm in Mt. Holly, Vermont, offers an escape to the wilderness within a comfortable, rustic setting. Our three rental cabins provide you with a vacation spot amidst 400 acres of Vermont forest and meadows. Forest Echo Farm is...
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    Location Information
    Mount Holly, Vermont 05758
    Cabin Holiday Rental - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    Bomoseen
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Mountain Views
    • Parking
    • Grill
    • Patio
    • DVD Player
    • Wi-Fi
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Available: Birch Cabin: 2 Bedroom $750 per week. Saturday to Saturday only Spruce Cabin: 3 Bedroom $850 per week. Saturday to Saturday only Spring/Fall rates: minimum 2 nights Our rustic three acre camp consists of three cottages, (two guest cabins) a small boathouse and an authentic Native...
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    Bomoseen, Vermont 05732
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Fair Haven
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Washer
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lake front camp, converted 1955 motor home, set on Lake Hortonia in the Vermont Lake Region.This camp has 2 bedrooms and will sleep 4. One bedroom has a full size bed the other bedroom is a bunk room, with 2 single beds. (These beds are best for someone under 5'10' tall.) Full bathroom with...
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    Fair Haven, Vermont 05743
    Cabin Holiday Rental - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Danby
    6 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Mountain Views
    • Washer
    • DVD Player
    • Parking
    • Internet Access
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    TREAT YOURSELF TO A 2017 VERMONT GETAWAY - See our property site 'METTAWEE' - this property - 'Littlebranch' - can be rented together with the Mettawee Pool House (property #211411), providing space for larger groups and exclusive use of your private pool - year round! You can contact us...
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    Danby, Vermont 05739
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 12
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    Mendon
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Central Heating
    • Wi-Fi
    • Grill
    • Cable/satellite TV
    • Mountain Views
    • Parking
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Over 100 positive reviews on the most popular web sites. 10 minutes to Pico and 20 to the top of Killington. Excellent for TRAVEL NURSES,PROFESSIONALS,G.E. INTERNS,FAMILIES RENT MY HOME ! WONDERFUL LOCATION NEAR EVERYTHING It's a duplex. Each side has 2 large bedrooms. You can also rent the -A-...
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    Mendon, Vermont 05701
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    Rutland
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    • Grill
    • Shared Garden
    • Mountain Views
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cozy One bedroom, full eat -in kitchen, living room, full bath and bonus room/ office space, maple hardwood floors, with garage parking. Convenient location*, great back yard for entertaining or relaxing. <BR><BR>Getaway to Vermont for a weekend this summer - boating, hiking, mountain biking - or...
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    Rutland, Vermont 05701
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Mendon
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Terrace
    • DVD Player
    • Balcony
    • Internet Access
    • Parking
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Featuring panoramic views of the northern Taconic Mountain range, this 5 bedroom home is the perfect place to enjoy some beautiful scenery, relax, and play in both the snow and the sun! Located in Mendon, Vermont, this gorgeous vacation home is just under 12 miles away from the Killington Ski Area...
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    Location Information
    Mendon, Vermont 05701
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    Rutland
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Skiing: Property Is In A Ski Resort
    • Central Heating
    • Grill
    • Parking
    • Washer
    • Mountain Views
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2 Bedroom Unit available - fully equipped for a few nights away to enjoy all Vermont has to offer EVERY season. Unit has maple hardwood flooring, furnished for comfort, beds with quality linens. Unit(s) can be stocked upon arrival. <BR><BR>Lovely back yard with BBQ area - quiet space - enjoy a...
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    Rutland, Vermont 05701
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Mendon
    7 Bedrooms, 7 Bathrooms, Sleeps 22 Quick View
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    • Terrace
    • Balcony
    • Central Heating
    • Mountain Views
    • Grill
    • Washer
    • Hot Tub
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This charming contemporary home is perfect for family vacations, reunions, and gatherings. The gorgeous panoramic view of Pico, Killington, and Mendon Mountains can be enjoyed all year round either cuddled next to a fireplace or from an outside deck which wraps this unique 7 bedroom 6.5 bathroom...
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    Mendon, Vermont 05701
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 22
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    Wells
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Terrace
    • Washer
    • Parking
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Butternut Hill Condo is located near Lake St. Catherine and sits on 20 acres. This two bedroom one bath condo has an open flood plan that will accommodate up to 4 people very comfortably. With a full kitchen, open dining room/living room area with wood stove, Dish TV and internet access. Bedrooms...
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    Wells, Vermont 05774
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Rupert
    5 Bedrooms, 4 Bathrooms, Sleeps 15 Quick View
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    • DVD Player
    • Mountain Views
    • Internet Access
    • Cable/satellite TV
    • Grill
    • Air Conditioning
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy a peaceful retreat when you stay at this 5-bedroom, 3.5-bathroom vacation rental villa which sleeps 15 in Rupert, Vermont. Nestled in a valley of the Green Mountain National Forest, this wonderfully charming victorian home was built in 1856, ensuring the ultimate home-away-from-home...
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    Rupert, Green Mountains 05768
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 15
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    Mount Holly
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Central Heating
    • Private Garden
    • Shared Garden
    • Mountain Views
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Large, bright bedroom with ensuite bathroom (shower) in small 3-room Bed & Breakfast in the Green Mountains of Vermont. Mountain and garden view. Common spaces include living and dining room, decks, beautiful outside seating areas. Breakfast included. Free WiFi, local attractions, hostess is...
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    Location Information
    Mount Holly, Vermont 05758
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Wallingford
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Central Heating
    • Internet Access
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    At the base of national forest. Hiking and privacy. 3 bedroom 2 1/2 bath in main living area plus inlaw apartment in lower level. 1.25 acres with beautiful river frontage.
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    Location Information
    Wallingford, Vermont 05773
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Rutland
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Surround yourself with the bucolic landscape of western Vermont with a stay at this charming Rutland vacation home! Located just a short drive from Pico Mountain and Killington, this elegant home features two large decks with tranquil views of a pond and seasonal waterfall. This home is located on...
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    Location Information
    Rutland, Vermont 05701
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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