Best price vacation rentals in Windsor, VT 05089, USA • 150 Listings
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Windsor, VT 05089, USA Vacation Rentals | 

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5.0 (39)
Dog Friendly Home in S. Woodstock
Up to 7 guests
Airbnb$393
Vrbo$395
Average Nightly Rate
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5.0 (51)
Beautiful Modern Cabin on a Vermont Farm - Stunning Panoramic Views!
Up to 6 guests
Airbnb$195
Vrbo$395
Average Nightly Rate
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5.0 (8)
Log Cabin Retreat on 40 Acres
Up to 8 guests
Airbnb$609
Vrbo$636
Average Nightly Rate
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5.0 (13)
NEW LISTING! Hartland Bungalow
Up to 2 guests
Vrbo$127
Airbnb$150
Average Nightly Rate
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5.0 (105)
Stunning Modern Cabin on Beautiful Vermont Farm
Up to 4 guests
Airbnb$155
Vrbo$295
Average Nightly Rate
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5.0 (5)
Villa Near Biking and Hiking Trails | Pool, Restaurant + Fitness Center Access!
Up to 8 guests
Airbnb$172
Vrbo$184
Average Nightly Rate
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5.0 (22)
Chic Cabin near Killington for Relaxing and Co-working
Up to 12 guests
Vrbo$782
Airbnb$899
Average Nightly Rate

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5.0 (116)
Country Home next to Blow-Me-Down Covered Bridge in the Old Cornish Art Colony!
Up to 6 guests
Airbnb$172
Vrbo$175
Average Nightly Rate
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5.0 (105)
New Delightful Cozy Space in Woodstock Village
Up to 4 guests
Airbnb$200
Vrbo$200
Average Nightly Rate

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5.0 (223)
IT'S FOLIAGE SEASON!
Up to 4 guests
Airbnb$135
Vrbo$150
Average Nightly Rate
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5.0 (35)
Villa with a Fireplace Near the Trails | Pool + Fitness Center Access!
Up to 6 guests
Airbnb$167
Vrbo$177
Average Nightly Rate
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4.9 (66)
Charming and Chic Vacation Rental
Up to 4 guests
Airbnb$250
Vrbo$250
Average Nightly Rate
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4.9 (110)
Cozy Historic Hilltop Cottage with Mount Ascutney View
Up to 4 guests
Airbnb$185
Vrbo$185
Average Nightly Rate
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4.9 (18)
Villa with Pool + Fitness Center Access! | Awesome Location Near the Trails
Up to 10 guests
Airbnb$186
Vrbo$197
Average Nightly Rate
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4.9 (7)
Cottage perched above Lull's Brook.
Up to 3 guests
Airbnb$266
Vrbo$304
Average Nightly Rate
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4.6 (98)
Secluded Luxury Home on Huge Property with Mountain Views - Near Slopes
Up to 10 guests
Vrbo$373
Airbnb$381
Average Nightly Rate
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4.5 (28)
Riverside Retreat w/Deck by Cornish-Windsor Bridge
Up to 10 guests
Airbnb$399
Vrbo$399
Average Nightly Rate
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0.0 (0)
Vermont Villa Near the Trails | Pool + Fitness Center Access!
Up to 2 guests
Airbnb$130
Vrbo$139
Average Nightly Rate
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0.0 (0)
Mountain view home with deck, wood fireplace, washer/dryer, and high-speed WiFi
Up to 8 guests
Vrbo$189
Airbnb$258
Average Nightly Rate
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0.0 (0)
NEW! The Little House - quiet two bedroom, one and a half bath home in great...
Up to 5 guests
Vrbo$150
Airbnb$179
Average Nightly Rate
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5.0 (39)
Fat Sheep Farm & Cabins - Four Corners Cabin
Up to 6 guests
Airbnb$195
Average Nightly Rate
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5.0 (62)
19th Century Bohemian Barn House
Up to 4 guests
Airbnb$250
Average Nightly Rate
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5.0 (75)
Fat Sheep Farm & Cabins - Sunset Cabin
Up to 4 guests
Airbnb$155
Average Nightly Rate
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5.0 (99)
Connecticut River Odyssey
Up to 3 guests
Airbnb$165
Average Nightly Rate
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5.0 (45)
Scenic South Woodstock, Vermont home
Up to 6 guests
Vrbo$400
Average Nightly Rate
  1. United States
  2. Vermont
  3. Windsor Vacation Rental Price Comparison

Compare Airbnb vs. Booking.com vs. Vrbo prices for vacation rentals in Windsor, VT 05089, USA

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