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Compare 102 Vacation Homes in Winchester with updated reviews, rates, and availability.
Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns
Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns
10.0 out of 10, Exceptional, (49)
1810 Brook Side Mill/House / EV Level 2 Charging on Site
1810 Brook Side Mill/House / EV Level 2 Charging on Site
10.0 out of 10, Exceptional, (68)
Hilltop Home with Great Views
Hilltop Home with Great Views
9.2 out of 10, Wonderful, (12)
Secluded Vermont Retreat w/ 25 Acres to Explore--Dog Heaven! Mountain Views!
Secluded Vermont Retreat w/ 25 Acres to Explore--Dog Heaven! Mountain Views!
9.8 out of 10, Exceptional, (110)
Lovely 2nd Floor Apartment
Lovely 2nd Floor Apartment
9.8 out of 10, Exceptional, (16)
The price is SAR 484
SAR 822 total
includes taxes & fees
24 Nov - 25 Nov
Charming barn studio apt, in lovely Peterborough NH overlooking the downtown.
Charming barn studio apt, in lovely Peterborough NH overlooking the downtown.
10.0 out of 10, Exceptional, (3)
Family Friendly Hilltop House In Putney Vermont
Family Friendly Hilltop House In Putney Vermont
9.4 out of 10, Exceptional, (53)
The price is SAR 732
SAR 1,287 total
includes taxes & fees
24 Nov - 25 Nov
Cozy Cottage Along Idyllic Green River
Cozy Cottage Along Idyllic Green River
10.0 out of 10, Exceptional, (43)
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 Winchester
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
9.0 out of 10, Wonderful, (42)
Charming Waterfront Log Cabin
Charming Waterfront Log Cabin
9.4 out of 10, Exceptional, (36)
Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT
Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT
10.0 out of 10, Exceptional, (48)
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.
Recent reviews of Winchester hotels
Recent reviews of Winchester hotels
5/5 Excellent
"Great place!"
A verified traveler stayed at Hampton Inn & Suites Keene
Posted 2 days ago