Holiday Homes in Chester

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Featured Holiday Homes in Chester

Whimsical Room & Private Bathroom in Historic Inn
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!"
The price is AU$260
includes taxes & fees
2 Nov - 3 Nov
Whimsical Room & Private Bathroom in Historic Inn
Chester Farmhouse Ski Retreat near Slopes
9.6 out of 10, Exceptional, (15)
"Great cozy home for our trip to Vermont. Very comfortable. Recommend walking over to country girl dinner and the Scottish pub."
The price is AU$623
includes taxes & fees
16 Oct - 17 Oct
Chester Farmhouse Ski Retreat near Slopes
Cozy Vermont Cabin · Mountain Views · Near Okemo
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. "
The price is AU$1,563
includes taxes & fees
16 Oct - 17 Oct
Cozy Vermont Cabin · Mountain Views · Near Okemo
Family Friendly Hilltop House In Putney Vermont
9.4 out of 10, Exceptional, (56)
"The property was beautiful--great views, super peaceful, and fabulous hosts. "
The price is AU$394
includes taxes & fees
16 Oct - 17 Oct
Family Friendly Hilltop House In Putney Vermont
Cozy 3br condo @West Dover Vt. Heated pool, tennis, pickleball and pool table.
10.0 out of 10, Exceptional, (5)
"Great location to Mt Snow and its surroundings. Easy, pleasant and accommodating communications with the host. Comfortable accommodations. "
The price is AU$677
includes taxes & fees
16 Oct - 17 Oct
Cozy 3br condo @West Dover Vt. Heated pool, tennis, pickleball and pool table.
Lake Front Family Friendly Escape
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!"
The price is AU$612
includes taxes & fees
16 Oct - 17 Oct
Lake Front Family Friendly Escape
Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit
9.4 out of 10, Exceptional, (16)
"Very nice home! Plenty of room for everyone and a short drive to the mountain! Perfect "
The price is AU$765
includes taxes & fees
2 Nov - 3 Nov
Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
7.8 out of 10, Good, (52)
"Location was great, pool, hot tubs and sauna were great"
The price is AU$388
includes taxes & fees
20 Oct - 21 Oct
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
The Mountain Escape!
9.6 out of 10, Exceptional, (20)
"Easy booking, clean home, great location and the owner very easy to get in touch with."
The price is AU$958
includes taxes & fees
19 Oct - 20 Oct
The Mountain Escape!
The Carol - 10 minutes to Okemo & Newly Renovated
10.0 out of 10, Exceptional, (6)
"Check in and check out were incredibly easy, house decor was eclectic upscale, beds were super comfortable. Thank you Chris! Would definitely stay here again"
The price is AU$465
includes taxes & fees
21 Oct - 22 Oct
The Carol - 10 minutes to Okemo & Newly Renovated
Mountain Stay | Save 10% This Week Only | Hiking
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."
The price is AU$852
includes taxes & fees
2 Nov - 3 Nov
Mountain Stay | Save 10% This Week Only | Hiking
Mountain Oasis - Hot Tub, Sauna, Fire Pit, & MORE!
9.8 out of 10, Exceptional, (27)
"EXCELLENT location managed by an amazing host who was very communicative and helpful!Hottub was perfect, plenty of sleeping and activities available at the house and in the immediate area (local food was AWESOME)."
The price is AU$981
includes taxes & fees
20 Oct - 21 Oct
Mountain Oasis - Hot Tub, Sauna, Fire Pit, & MORE!
Beautiful home offering privacy on 7 acres with private pond
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!"
The price is AU$773
includes taxes & fees
19 Oct - 20 Oct
Beautiful home offering privacy on 7 acres with private pond
Enjoy this authentic and cozy VT Barn with Brand New Hot Tub
2.0 star property
The price is AU$774
includes taxes & fees
27 Oct - 28 Oct
Enjoy this authentic and cozy VT Barn with Brand New Hot Tub
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
9.8 out of 10, Exceptional, (103)
"A lovely time enjoying the off-season in a ski town. "
The price is AU$674
includes taxes & fees
16 Oct - 17 Oct
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
9.8 out of 10, Exceptional, (25)
"Family ski weekend. Our stay was very comfortable. Communication with host was phenomenal, always prompt and courteous Location is nice , very close to the ski resorts "
The price is AU$981
includes taxes & fees
16 Oct - 17 Oct
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
MT Holly Ski/lake house hideaway(Avail. Daily, weekends & seasonally Dec-April)
9.8 out of 10, Exceptional, (19)
"Everything was as expected. Very clean, great location. Would stay again!"
The price is AU$834
includes taxes & fees
16 Oct - 17 Oct
MT Holly Ski/lake house hideaway(Avail. Daily, weekends & seasonally Dec-April)
Must-See Okemo Mountain Resort, 18 Miles Away, Beautiful Place. Visit Now.
The price is AU$572
includes taxes & fees
9 Nov - 10 Nov
Must-See Okemo Mountain Resort, 18 Miles Away, Beautiful Place. Visit Now.
Secluded Mountain Retreat: Gorgeous Views, Five Mins to Stratton, Sauna, Firepit
2.0 star property
9.4 out of 10, Exceptional, (11)
"No hassles great place as described in listing. Clean and has all necessary amenities. Would happily stay there again "
The price is AU$1,120
includes taxes & fees
16 Oct - 17 Oct
Secluded Mountain Retreat: Gorgeous Views, Five Mins to Stratton, Sauna, Firepit
Ski in Ski out Condo! Pool access
9.0 out of 10, Wonderful, (2)
"Great location with plenty of space for the whole family. Highly recommend!"
The price is AU$836
includes taxes & fees
20 Oct - 21 Oct
Ski in Ski out Condo! Pool access
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

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Chester Holiday Homes information

Number of reviews
339
Accommodation
949 Holiday Homes
Lowest Price
AU$260
Highest Price
AU$1,563