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Holiday Homes and Apartments Chester, VT and nearby

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    Chester
    5 Bedrooms, 2 Bathrooms, Sleeps 14 | Quick View
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    1 / 10
    4 of 5 stars (1) Very good
    Chester
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    Chester
    Private Room, 2 Bathrooms, Sleeps 2 | Quick View
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    Chester
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Air Conditioning
    • Internet Access
    • Porch
    • Satellite TV
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    • Waterfront
    • Washer
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    • Child-friendly
    • ?
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    • 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
    Location Information
    Chester, Vermont 05143
    Chester
    Private Room, 7 Bathrooms, Sleeps 18 | Quick View
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    • Satellite TV
    • Terrace
    • Air Conditioning
    • Balcony
    • DVD Player
    • Porch
    • Internet Access
    • Secure Parking
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This listing is an option for renting the entire Inn. Individual rooms can be rented as well. Please check our other listings for individual rooms. Thank you!!! Bed & Breakfast Inn and Teddy Bear and Toy Shop. The Inn - an historic Victorian residence circa 1850, is an enchanting B & B in the... View all property information
    Location Information
    Chester, Vermont 05143
    Chester
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
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    About this property
    Charming 1820 stone house, The Cairn, just off Rte 103 in a small village enclave reached by crossing the historic Bartonsville covered bridge- rebuilt after hurricane Irene. The house is surrounded by a lovely garden that reaches down to the Williams River in the back. The main floor has an open... View all property information
    Location Information
    Chester, Vermont 05143
    Chester
    Private Room, 1 Bathroom, Sleeps 5 | Quick View
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    • Balcony
    • Terrace
    • DVD Player
    • Air Conditioning
    • Internet Access
    • Porch
    • Satellite TV
    • Secure Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    Location Information
    Chester, Vermont 05143
    Chester
    Private Room, 1 Bathroom, Sleeps 4 | Quick View
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    • Terrace
    • Secure Parking
    • Porch
    • Internet Access
    • Balcony
    • Air Conditioning
    • Satellite TV
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    Location Information
    Chester, Vermont 05143
    1 / 17
    Chester
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Air Conditioning
    • Hot Tub
    • Satellite TV
    • Grill
    • Patio
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • 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
    Location Information
    Chester, Vermont
    1 / 8
    Chester
    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • ?
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    • x
    About this property
    Beautiful country cottage set on an idyllic 4 acre property, with a majestic view of the mountains, and across the street from the Tater Hill Golf course. In addition to the main house, there is a barn that can accommodate two cars and parking space for at least four additional cars. The... View all property information
    Location Information
    Chester, Vermont 05143
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    The following rentals are within 15 kilometres of Chester, Vermont.

    1 / 16
    4.5 of 5 stars (3) Very good
    Perkinsville
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Internet Access
    • Central Heating
    • Mountain Views
    • Washer
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    • Private Outdoor...
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    • 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
    Location Information
    Perkinsville, Vermont 05151
    4 of 5 stars Reviewed 30 March 2016
    Overall the house is a very good rental option. It is really beautiful inside and outside and has beautiful surroundings. All rooms are really spacious and have comfortable...
    4 of 5 stars Reviewed 11 September 2015
    Very spacious home and great yard with lots to do..hiking trails close, swimming pool and tennis courts/basketball hoop and pool table inside. Something for everyone. The house...
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    1 / 22
    5 of 5 stars (2) Excellent
    Londonderry
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
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    • Mountain Views
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    Location Information
    Londonderry, Vermont 05148
    1 / 12
    Grafton
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
    • DVD Player
    • Balcony
    • Grill
    • Internet Access
    • Central Heating
    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
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    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
    Location Information
    Grafton, Vermont 05146
    Proctorsville
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
    • Satellite TV
    • Washer
    • Patio
    • Hot Tub
    • Mountain Views
    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • 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
    Location Information
    Proctorsville, Vermont 05153
    Perkinsville
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    • DVD Player
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    • Grill
    • Mountain Views
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Come and enjoy a beach view in VT! refreshing yourself in a lovely beach painting room. Our place is a 200 year old farmhouse which is located in a big farm scenic private area in Perkinsville, Vermont. We have a covered bridge at one end of our road. It's quiet dirt road which is perfect for... View all property information
    Location Information
    Perkinsville, Vermont 05151
    Londonderry
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Washer
    • Internet Access
    • Grill
    • Satellite TV
    • Outdoor Dining Area
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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
    Location Information
    Londonderry, Vermont 05148
    1 / 20
    4.5 of 5 stars (3) Very good
    Windham
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Internet Access
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    • Balcony
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    • Mountain Views
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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.<BR><BR>GREAT ACCOMMODATIONS<BR>The Windham Country House has five large, lovely bedrooms... View all property information
    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...
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    1 / 24
    Andover
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Grill
    • Internet Access
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    • Patio
    • Hot Tub
    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Ski Okemo is 10 minutes away. Snowmobile from this new Townhouse on VAST Vermont Snowmobile Trails, hundreds of miles of marked and groomed trails. Snowmobile rentals available. Free shuttle bus to Ski Mountain across the street. Nearby XC Skiing trail, ice skating area, sledding hill, lakes with... View all property information
    Location Information
    Andover, Vermont
    Grafton
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    • Grill
    • DVD Player
    • Shared Garden
    • Mountain Views
    • Internet Access
    • Waterfront
    • Parking
    • Porch
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • 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
    Location Information
    Grafton, Vermont 05146
    Perkinsville
    Private Room, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
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    • Mountain Views
    • Washer
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    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    A beautiful bed and breakfast Vermont getaway! with 3 comfortable bedrooms available. Our place is a 200 year old farmhouse which is located in a big farm scenic private area in Perkinsville, Vermont. We have a covered bridge at one end of our road. It's quiet dirt road which is perfect for biking,... View all property information
    Location Information
    Perkinsville, Vermont 05151
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    Perkinsville
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    • Washer
    • Mountain Views
    • Grill
    • DVD Player
    • Central Heating
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    You will definitely love this classic, unique, beautiful and comfortable studio room. It's a great space for your vocation. Our place is a 200 year old farmhouse which is located in a big farm scenic private area in Perkinsville, Vermont. We have a covered bridge at one end of our road. It's quiet... View all property information
    Location Information
    Perkinsville, Vermont 05151
    Andover
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Wi-Fi
    • Central Heating
    • Secure Parking
    • Mountain Views
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    LOG HOME 8 MILES FROM OKEMO MOUNTAIN. LOCATED ON TOP OF TERRIBLE MOUNTAIN WITH BEAUTIFUL VIEWS OF MAGIC MOUNTAIN. FULLY EQUIPPED KITCHEN, COFFEE MAKER , MICROWAVE, STOVE, REFRIGERATOR. BEDS ALL HAVE LINENS. THIS IS A TURN KEY. SLEEPS 10 IN BEDS. BEAUTIFUL AND READY TO RENT. HOLIDAY RENTALS... View all property information
    Location Information
    Andover, Vermont 05143
    Grafton
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • Washer
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    • Central Heating
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    • Patio
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    • Grill
    • Balcony
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Built circa 1840, our home, called the West Corner, is nestled in the west end of the village center, providing unusual privacy for an in village home. It is very private, yet only a minute's walk to the main street, village park & the tavern, the general store and churches. Grafton is a very... View all property information
    Location Information
    Grafton, Vermont 05145
    Grafton
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • DVD Player
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    • Shared Garden
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    The vintage barn studio offers an open living plan with Queen bed, fully equipped gourmet kitchen and a cozy seating area w/ fireplace. Once an artist's studio, it is has been painstakingly renovated with a "reduce reuse recycle" philosophy. The studio it is adorned with beautiful antique wide... View all property information
    Location Information
    Grafton, Vermont 05145
    Perkinsville
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    • Central Heating
    • Grill
    • Washer
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    • DVD Player
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    A cozy and comfortable room with the sun shines all day! It is an opened bright space with big windows all around. Our place is a 200 year old farmhouse which is located in a big farm scenic private area in Perkinsville, Vermont. We have a covered bridge at one end of our road. It's quiet dirt road... View all property information
    Location Information
    Perkinsville, Vermont 05151
    Grafton
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
    • Private Garden
    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This cute Vermont farmhouse is just 10 minutes to Magic, 20 minutes to Bromley and 25 minutes to Stratton. On the main level there is the master bedroom with a full bath, kitchen, dining, and large living area with a comfortable fireplace and a bonus woodstove to keep you extra warm during those... View all property information
    Location Information
    Grafton, Vermont 05146