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Compare 5 Villas in Chester with updated reviews, rates, and availability.

The Brown House. Indoor pool - Spa - Sauna - Gameroom
Pool
The Brown House. Indoor pool - Spa - Sauna - Gameroom
8.2 out of 10, Very Good, (22)
"It was our yearly Guys weekend, everyone had a Great time. The house with every bedroom having a full bath was fantastic you couldn’t ask for more We spent many hours in the indoor pool and the 2 jacuzzi’s we will definitely stay there again"
The Brown House. Indoor pool - Spa - Sauna - Gameroom
Keene Villa Near Skiing, Swimming & Hiking!
Keene Vacation Rental | 4BR | 5BA | 6,000 Sq Ft | Stairs Required for Access
Keene Villa Near Skiing, Swimming & Hiking!
10.0 out of 10, Exceptional, (10)
"It was an absolute privilege to stay in this huge, beautifully appointed, and comfortable home. The host have provided every convenience, including excellent technology. The grounds are incredible as well. Perfect location across the street from the golf course. Very quiet and private. Comfortable mattresses and bedding. Just perfect."
Keene Villa Near Skiing, Swimming & Hiking!
Private wing of the Largest Colonial Revival Mansion in the US
Exterior
Private wing of the Largest Colonial Revival Mansion in the US
Private wing of the Largest Colonial Revival Mansion in the US
Keene Villa Near Skiing, Swimming & Hiking!
Living area
Keene Villa Near Skiing, Swimming & Hiking!
3.0 star property
Keene Villa Near Skiing, Swimming & Hiking!
Hakuna Matata - GetAway
Exterior
Hakuna Matata - GetAway
3.5 star property
6.0 out of 10, (1)
Hakuna Matata - GetAway
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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Other property types in Chester

Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Front of property
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
3.0 star property
9.0 out of 10, Wonderful, (39)
"Everything was wonderful. Easy in and out. Near to almost everything. Beautiful area. I left my keys by mistake and they were wonderful in getting them back to me. I would stay there again. "
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Outdoor spa tub
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
9.8 out of 10, Exceptional, (196)
"A few weeks ago my partner and I stayed at the Hideway Cabin for the fifth year in a row. We made this a yearly tradition of ours. I cannot say enough about the place! The cabin very clean and cozy. The kitchen and bedrooms are stocked with all the necessities. It is located only a few, short minutes from Ludlow's center of town. The hot tub is amazing. I love seeing the stars shining bright at night. Highly recommend!"
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, Trim a Tree! 45% Off! Free Pool
Located in the Okemo Mt. Community, a mile to the base lodge
Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, Trim a Tree! 45% Off! Free Pool
9.8 out of 10, Exceptional, (164)
"The property is exactly like the pictures indicate. The house is in a friendly neighborhood outside of town. The house is very comfortable and spacious. The host responds to your messages in timely manner, and, she is very workable. Would definitely stay there again "
Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, Trim a Tree! 45% Off! Free Pool
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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