Windsor Vacation Rentals
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Our top choices for Windsor vacation homes
1. Cozy VT Retreat • Coffee Bar •Fireplace • Near Quechee Gorge • Min to Woodstock
Cozy VT Retreat • Coffee Bar •Fireplace • Near Quechee Gorge • Min to WoodstockHartford
10.0 out of 10, Exceptional, (177 reviews)
"Clean, well maintained property. Perfect decor for a quaint Vermont town."
Joann
The price is CA $260
CA $612 total
includes taxes & fees
Oct 25 - Oct 26
2. Peaceful Stay w/ Pond & Massage Chair | Near Okemo
Peaceful Stay w/ Pond & Massage Chair | Near OkemoLudlow
The price is CA $183
CA $653 total
includes taxes & fees
Oct 13 - Oct 14
3. 180-degree panoramic views of Vermont's mountains from the Living room, Hot Tub
180-degree panoramic views of Vermont's mountains from the Living room, Hot TubHartford
9.0 out of 10, Wonderful, (8 reviews)
"Plenty of room beautiful view"
Anthony A.
The price is CA $456
CA $839 total
includes taxes & fees
Oct 26 - Oct 27
4. Sugar River Treehouse -relaxing escape among the trees on the serene Sugar River
Sugar River Treehouse -relaxing escape among the trees on the serene Sugar RiverNewport
9.6 out of 10, Exceptional, (27 reviews)
"Amazing weekend stay with our pup! Looking forward to staying here in the summer! "
Naydene G.
The price is CA $320
CA $617 total
includes taxes & fees
Oct 12 - Oct 13
5. 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 $171
CA $592 total
includes taxes & fees
Nov 3 - Nov 4
6. Luxury Condo Tucked in the Heart of Killington
Luxury Condo Tucked in the Heart of KillingtonKillington
10.0 out of 10, Exceptional, (1 review)
"We were very surprised. The accommodation's well worth the amount we paid. I was surprised how from the start to the close of our Anniversary get away It was such an easygoing experience. The host left fresh towels and bedding linens. The host kept in contact the entire way booking this condo. It was roomy nice Quiet!! I loved the privacy yet close to everything Killington has to offer. Our anniversary was special as we went with the host recommendation for a local resturaunt the Garlic. We have...
Melinda D.
The price is CA $134
CA $414 total
includes taxes & fees
Nov 3 - Nov 4
7. 4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo
4-Season Vermont Cabin · 12 Acres, Mountain Views · OkemoChester
10.0 out of 10, Exceptional, (5 reviews)
"Clean, spacous house, good location and great scenes of the mountains."
pauline
The price is CA $766
CA $1,417 total
includes taxes & fees
Oct 11 - Oct 12
8. Pet Friendly | Game Room | Minutes to Woodstock and Killington
Pet Friendly | Game Room | Minutes to Woodstock and KillingtonBridgewater
10.0 out of 10, Exceptional, (3 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 $285
CA $746 total
includes taxes & fees
Nov 3 - Nov 4
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
Six South St Hotel
10/10 Excellent
Find out more about Windsor
Windsor Vacation Homes information
Number of reviews | 365 |
|---|---|
Accommodation | 809 Vacation Homes |
Lowest Price | CA $414 |
Highest Price | CA $1,417 |
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