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12 Dec - 14 Dec
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Vacation Homes in Chester

Interior
Whimsical Room & Private Bathroom in Historic Inn

Vacation Home in Chester Depot

8.8 out of 10, Excellent, (9)
"After a long month of work I needed a weekend in VT to calm the nerves. This was a beautiful spot to be in, glad I was here!"
United States
Paul S.
The price is SAR 484
SAR 761 total
includes taxes & fees
2 Dec - 3 Dec
Whimsical Room & Private Bathroom in Historic Inn
Terrace/patio
Chester Farmhouse Ski Retreat near Slopes

Vacation Home in Chester Depot

9.6 out of 10, Exceptional, (16)
"This was my second time staying at this property. Everything was great just like last year. I highly recommend it if you are staying in Chester, VT. "
United States
Lori N.
The price is SAR 559
SAR 1,307 total
includes taxes & fees
2 Dec - 3 Dec
Chester Farmhouse Ski Retreat near Slopes
Fridge, microwave, oven, stovetop
Cozy Vermont Cabin · Mountain Views · Near Okemo

Vacation Home in Chester

10.0 out of 10, Exceptional, (3)
"We really enjoyed our stay at this home. It had everything we needed and was very comfortable. The countryside around this part of Vermont is beautiful. We found lots of great museums and restaurants. "
United States
Donald M.
The price is SAR 2,023
SAR 3,791 total
includes taxes & fees
2 Dec - 3 Dec
Cozy Vermont Cabin · Mountain Views · Near Okemo
Property grounds
Family Friendly Hilltop House In Putney Vermont

Vacation Home in Putney

9.4 out of 10, Exceptional, (57)
"The property was beautiful--great views, super peaceful, and fabulous hosts. "
United States
Louis T.
The price is SAR 555
SAR 1,063 total
includes taxes & fees
8 Dec - 9 Dec
Family Friendly Hilltop House In Putney Vermont
Fridge, microwave, oven, stovetop
Lake Front Family Friendly Escape

Vacation Home in Newport

10.0 out of 10, Exceptional, (4)
"Great visit! The house is perfectly outfitted for a relaxing vacation. Super clean and updated. Really enjoyed the warm waters of Crescent Lake!"
United States
Ann R.
The price is SAR 473
SAR 1,384 total
includes taxes & fees
2 Dec - 3 Dec
Lake Front Family Friendly Escape
Outdoor dining
Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9

Vacation Home in Walpole

10.0 out of 10, Exceptional, (50)
"Worked out perfectly for us!"
United States
Andrew P.
The price is SAR 945
SAR 2,076 total
includes taxes & fees
2 Dec - 3 Dec
Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9
Interior
Charming Cavendish Guesthouse

Vacation Home in Cavendish

9.8 out of 10, Exceptional, (7)
"Just as described with Everything we needed. Very comfy and roomy. Loved the private feeling and backyard. Would highly recommend to anyone wanting to stay in this area of Vermont."
United States
deborah m.
The price is SAR 601
SAR 1,056 total
includes taxes & fees
2 Dec - 3 Dec
Charming Cavendish Guesthouse
TV, fireplace, books, offices
Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit

Vacation Home in Bridgewater

9.6 out of 10, Exceptional, (17)
"Very nice home! Plenty of room for everyone and a short drive to the mountain! Perfect "
United States
Gerri B.
The price is SAR 645
SAR 2,009 total
includes taxes & fees
2 Dec - 3 Dec
Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit
Interior
Beautiful home offering privacy on 7 acres with private pond

Vacation Home in West Windsor

10.0 out of 10, Exceptional, (30)
"Very relaxing house, we all enjoyed the fireplaces and pellet stove and the well-equipped kitchen allowed us to cook beautiful meals. The property is gorgeous and neighbors are far away. This was the perfect place for a friends reunion/ski trip!"
United States
Roy S.
The price is SAR 763
SAR 1,830 total
includes taxes & fees
3 Dec - 4 Dec
Beautiful home offering privacy on 7 acres with private pond
2 bedrooms, WiFi, bed sheets
Enjoy this authentic and cozy VT Barn with Brand New Hot Tub

Vacation Home in Londonderry

2.0 star property
8.0 out of 10, Very Good, (1)
"I was "sold" & excited when I saw the pictures online bc the barn looked really neat. Although the barn was a neat concept, the pictures ARE NOT accurate, it is not as updated as pictured & it was VERY DISAPPOINTING. I now understand the non-refundable policy bc what you see online is definitely NOT what you walked into when you opened the door & they don't want to have to give people their back. Although we had fun, the accommodations were VERY misleading & disappointing. "
United States
Christine M.
The price is SAR 952
SAR 1,860 total
includes taxes & fees
2 Dec - 3 Dec
Enjoy this authentic and cozy VT Barn with Brand New Hot Tub
Interior
The Dorothy-10 minutes from Okemo- freshly renovated

Vacation Home in Cavendish

9.6 out of 10, Exceptional, (4)
"We had an enjoyable stay! Our hosts were very communicative and thought of the details for our stay!"
United States
Maya T.
The price is SAR 574
SAR 1,092 total
includes taxes & fees
2 Dec - 3 Dec
The Dorothy-10 minutes from Okemo- freshly renovated
Interior
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts

Vacation Home in Stratton

7.8 out of 10, Good, (52)
"Location was great, pool, hot tubs and sauna were great"
United States
Lin M.
The price is SAR 371
SAR 1,071 total
includes taxes & fees
2 Dec - 3 Dec
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
Outdoor spa tub
Stratton Mountain Home - Hot Tub, Fire Pit & Game Loft

Vacation Home in Jamaica

9.6 out of 10, Exceptional, (21)
"House was perfect and just what we were looking for! Very clean, great hot tub, loved the fire pit!Cassie was incredibly helpful with local recommendations and going above and beyond!Highly recommend!"
United States
Neal T.
The price is SAR 732
SAR 2,964 total
includes taxes & fees
2 Dec - 3 Dec
Stratton Mountain Home - Hot Tub, Fire Pit & Game Loft
Smart TV, fireplace, table tennis
Cozy 3br condo @West Dover Vt. Heated pool, tennis, pickleball and pool table.

Vacation Home in Dover

10.0 out of 10, Exceptional, (5)
"We enjoyed our stay."
United States
Anonymous traveler
The price is SAR 1,010
SAR 2,358 total
includes taxes & fees
15 Dec - 16 Dec
Cozy 3br condo @West Dover Vt. Heated pool, tennis, pickleball and pool table.
Fridge, microwave, oven, stovetop
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

Vacation Home in Ludlow

9.8 out of 10, Exceptional, (103)
"A lovely time enjoying the off-season in a ski town. "
United States
Ed C.
The price is SAR 713
SAR 1,522 total
includes taxes & fees
2 Dec - 3 Dec
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
Fridge, microwave, oven, stovetop
Mountain Stay | Skiing | Hiking | Sleeps 8

Vacation Home in Bridgewater

9.6 out of 10, Exceptional, (7)
"My family enjoyed this house and there was plenty of space for sleeping and for the kids to play. Conveniently located for skiing at Killington."
United States
Owen C.
The price is SAR 713
SAR 2,025 total
includes taxes & fees
2 Dec - 3 Dec
Mountain Stay | Skiing | Hiking | Sleeps 8
Fridge, microwave, oven, stovetop
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore

Vacation Home in Mt Holly

9.8 out of 10, Exceptional, (36)
"Wonderful cabin, well stocked, host was attentive and quick to address any questions."
United States
Eyal O.
The price is SAR 506
SAR 1,840 total
includes taxes & fees
2 Dec - 3 Dec
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
Outdoor dining
Charming Home Walk to Downtown!

Vacation Home in Keene

10.0 out of 10, Exceptional, (2)
"Thanks to Bill and Angela. We had a wonderful few days staying in your clean, quiet, and very comfortable home. We often choose VRBOs for our travels, whether in the U.S. or abroad—Freiburg, Paris, Bangkok—and this has truly been one of the best experiences.The highlight: this home is the most well-equipped place we’ve ever stayed in—everything we could possibly need was provided, and more. Complete in every way!On top of that, the location is perfect—close to shopping, hiking, fishing, and even...
United States
Xilin J.
The price is SAR 919
SAR 2,426 total
includes taxes & fees
2 Dec - 3 Dec
Charming Home Walk to Downtown!
Terrace/patio
Ski in Ski out Condo! Pool access

Vacation Home in Stratton

8.8 out of 10, Excellent, (3)
"Great location with plenty of space for the whole family. Highly recommend!"
United States
Joseph S.
The price is SAR 584
SAR 1,829 total
includes taxes & fees
2 Dec - 3 Dec
Ski in Ski out Condo! Pool access
Exterior
Beautiful Village Home, Short Walk to Restaurants, Shops, On Shuttle Route

Vacation Home in Ludlow

9.8 out of 10, Exceptional, (84)
"We had a great stay at this home for a long weekend skiing at Okemo. "
United States
Lisa W.
The price is SAR 713
SAR 1,522 total
includes taxes & fees
2 Dec - 3 Dec
Beautiful Village Home, Short Walk to Restaurants, Shops, On Shuttle Route
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chester Hotel Reviews

Jackson Gore Village

Jackson Gore Village

10/10 Excellent
"Very clean, everyone was so nice. Food at restaurant is a little pricey but was very good. "
William 2-night trip
Posted 1 day ago
Jackson Gore Village