Windsor Vacation Rentals
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Our top choices for Windsor vacation homes
1. Beautiful 3-bedroom house with AC in charming Bridgewater
Beautiful 3-bedroom house with AC in charming BridgewaterBridgewater
10.0 out of 10, Exceptional, (2 reviews)
"Great house with fun decorations. Comfortable with lots of room; full kitchen with ample dining area. Loved the coffee available and the sound machine in the bedroom- great conveniences! Communication around booking were great with easy check in and check out."
Susan S.
The price is CA $276
CA $724 total
includes taxes & fees
Sep 14 - Sep 15
2. Lakefront Family Fun Retreat
Lakefront Family Fun RetreatNewport
10.0 out of 10, Exceptional, (5 reviews)
"Great visit! The house is perfectly outfitted for a relaxing vacation. Super clean and updated. Really enjoyed the warm waters of Crescent Lake!"
Ann R.
The price is CA $166
CA $568 total
includes taxes & fees
Sep 28 - Sep 29
3. @SunapeeSeasons—Across from Dewey Beach, Lake View, 8 Min. from Mt. Sunapee
@SunapeeSeasons—Across from Dewey Beach, Lake View, 8 Min. from Mt. SunapeeSunapee
10.0 out of 10, Exceptional, (26 reviews)
"The perfect winter stay for our family! Perfect location, close to Mount Sunapee. Gorgeous views and home. Host was extremely welcoming and responsive, and the whole stay was easy."
Amanda R.
The price is CA $217
CA $797 total
includes taxes & fees
Sep 16 - Sep 17
4. Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson GoreMt Holly
9.8 out of 10, Exceptional, (42 reviews)
"This house has great hang out space and plenty of space for a big family!"
Cheri V.
The price is CA $186
CA $673 total
includes taxes & fees
Sep 15 - Sep 16
5. Luxury Condo Tucked in the Heart of Killington
Luxury Condo Tucked in the Heart of KillingtonKillington
The price is CA $130
CA $403 total
includes taxes & fees
Sep 29 - Sep 30
6. Soonipi Casa by Sunapee Stays Peekaboo views of Mount Sunapee
Soonipi Casa by Sunapee Stays Peekaboo views of Mount SunapeeSunapee
10.0 out of 10, Exceptional, (58 reviews)
"Wonderful place to stay for our trip. Great location and the house was nicely updated. "
Andrew W.
The price is CA $261
CA $581 total
includes taxes & fees
Sep 13 - Sep 14
The price is CA $253
CA $565 total
includes taxes & fees
Sep 13 - Sep 14
8. Luxury Farmhouse Mins 2 Okemo w/Hot Tub & Fire Pit!
Luxury Farmhouse Mins 2 Okemo w/Hot Tub & Fire Pit!Mount Holly
10.0 out of 10, Exceptional, (11 reviews)
"We had a great time in this beautiful house for a family ski trip. It is located right off the main highway and 8min drive away from Okemo. It has all the amenities we wanted- including hot tub, cozy underground family entertainment room and parking garage. Heidi, the host was super prompt and all instructions about the house were very thorough. "
Chi L.
The price is CA $328
CA $1,199 total
includes taxes & fees
Sep 22 - Sep 23
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 Windsor Hotel Reviews
Align Inn Vermont
8/10 Good
Find out more about Windsor
Windsor Vacation Homes information
Number of reviews | 265 |
|---|---|
Accommodation | 809 Vacation Homes |
Lowest Price | CA $375 |
Highest Price | CA $1,387 |
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