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Holiday villas in Chester, VT

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All 17 Rentals in the Chester Area
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From
€163
Per Night
1 / 9
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Chester
1 Bedroom, 1 Bathroom, Sleeps 3
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From
€163
Per Night
1 / 10
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Chester
3 Bedrooms, 2 Bathrooms, Sleeps 10
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From
€448
Per Night
1 / 30
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Chester
6 Bedrooms, 7 Bathrooms, Sleeps 18
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From
€97
Per Night
1 / 10
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Chester
1 Bedroom, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
The Tower Room in Hugging Bear Inn and Shoppe, a bed 'n breakfast Inn. Cozy and romantic with queen-sized bed, full private bathroom with shower and air-conditioning for hot weather days. A round room (actually hexagonal) in the tower of this Victorian home overlooks the village green. Full Vermont... View all property information
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From
€113
Per Night
1 / 10
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Chester
1 Bedroom, 1 Bathroom, Sleeps 4
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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
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From
€113
Per Night
1 / 11
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Chester
1 Bedroom, 1 Bathroom, Sleeps 5
Details 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
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From
€143
Per Night
1 / 21
Chester
5 Bedrooms, 3 Bathrooms, Sleeps 10
Details 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
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From
€204
Per Night
1 / 17
Chester
5 Bedrooms, 3 Bathrooms, Sleeps 10
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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
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The following rentals are within 15 kilometers of Chester, Vermont.

From
€98
Per Night
1 / 11
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Saxtons River
1 Bedroom, 1 Bathroom, Sleeps 3
Bookings
Details 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
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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...
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From
€110
Per Night
1 / 24
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Perkinsville
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (12) 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
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
High Shelter Farm is a sheep farm offering complete privacy from the road, lovely views of Mount Ascutney, and 5 miles of recreational trails through the 270 acre property. The four-room guest apartment is the 1200 square foot ground floor of our farmhouse. Your hosts live on the upper floors... View all property information
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5 of 5 stars Reviewed 11 March 2014
We could not have asked for more. This place is heavenly, and Grace (the owner), was wonderful. We can hardly wait to visit again; this time for much longer. All you need to...
5 of 5 stars Reviewed 30 September 2013
High Shelter Farm was a fantastic vacation in every way and Grace was wonderful, too! When we arrived Grace had muffins, eggs from her chickens, bread, milk and cider. It was a...
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From
€254
Per Night
1 / 16
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Perkinsville
5 Bedrooms, 4 Bathrooms, Sleeps 12
Booking
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Mountain Views
  • Satellite TV
  • Shared Outdoor Pool...
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
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From
€359
Per Night
1 / 10
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Proctorsville
3 Bedrooms, 2 Bathrooms, Sleeps 10
Booking
Details 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
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From
€151
Per Night
1 / 22
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Grafton
1 Bedroom, 1 Bathroom, Sleeps 2
Booking
Details 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
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From
€530
Per Night
1 / 17
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Perkinsville
5 Bedrooms, 2 Bathrooms, Sleeps 12
Details Reviews (4) Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
  • Mountain Views
  • Private Outdoor...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Secluded mountain retreat located on 83 acres with private mountain and pond. Originally built in 1910 as a gentleman's hunting lodge, this 'Arts & Craft' style home is a wonderful year round retreat. Newly renovated interior, new pictures to come upon completion in July 2013!!! This home... View all property information
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From
€530
Per Week
1 / 12
Grafton
4 Bedrooms, 2 Bathrooms, Sleeps 8
Details Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Grafton Log Home: Charming log house in an Alpine-like meadow with great views in a peaceful setting. This home is equipped with a fireplace, eat in kitchen, dining area, 4 bedrooms (sleeps 8), 2 baths, and large deck. Internet Located about 4 miles from center of town, on a dead-end gravel... View all property information
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From
€113
Per Night
1 / 11
Saxtons River
4 Bedrooms, 2 Bathrooms, Sleeps 8
Details Make Enquiry
Amenities & Details
  • 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
PLEASE NOTE: Our house is rented for the winter 2010-2011. We do have availability before November 30, 2010 and after March 31, 2011. Thanks for your interest! Charming four bedroom post and beam house privately situated on a mountain and surrounded by 22 acres of its own forested land with... View all property information
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From
€1,148
Per Week
1 / 24
Cavendish
5 Bedrooms, 3 Bathrooms, Sleeps 12
Details Make Enquiry
Amenities & Details
  • Grill
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Arranged over 3 floors this is a traditionally constructed log cabin approximately 20 years old set in 4.5 acres of woodland. The building is constructed from 15” thick logs built around a breeze block basement construction and features a main house with porch, deck, adjacent small garage designed... View all property information
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Suitability

  • Wheelchair access (0)
  • Elder access (3)
  • Suitable for children (0)
  • Pet friendly (6)
  • Smoking allowed (1)

Amenities

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  • Other outdoor space (14)
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