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

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5.0 (95)
Scenic River View
Up to 7 guests
Airbnb$201
Vrbo$280
Average Nightly Rate
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5.0 (14)
Cozy Agawam Studio w/ Yard: 2 Miles to Six Flags!
Up to 5 guests
Vrbo$160
Airbnb$173
Average Nightly Rate
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5.0 (72)
Hilda’s Riverside Retreat
Up to 4 guests
Vrbo$150
Airbnb$156
Average Nightly Rate
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5.0 (145)
Moose Lodge on Clatter Ridge Farm
Up to 8 guests
Airbnb$400
Vrbo$400
Average Nightly Rate
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5.0 (98)
Artist Longmeadow 3bdrmHOUSE worldly retreat
Up to 6 guests
Vrbo$199
Airbnb$218
Average Nightly Rate
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5.0 (1)
Adventure Awaits! Cozy Unit Near Attractions, Breakfast
Up to 2 guests
Vrbo$138
Airbnb$150
Average Nightly Rate
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5.0 (33)
The Hills Of New England
Up to 2 guests
Airbnb$87
Vrbo$105
Average Nightly Rate

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5.0 (1)
Ultimate West Simsbury 5 Bedroom House Rental with Private Pool and Outdoor Spa
Up to 8 guests
Airbnb$566
Vrbo$566
Average Nightly Rate
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5.0 (7)
Cheerful 4 bedroom residential country home
Up to 10 guests
Airbnb$199
Vrbo$219
Average Nightly Rate

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5.0 (22)
Downtown Hartford Apartment!
Up to 4 guests
Airbnb$99
Vrbo$100
Average Nightly Rate
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5.0 (77)
Private, spacious In-Law Suite (BR, LR, Bath, Kit)
Up to 2 guests
Airbnb$85
Vrbo$85
Average Nightly Rate
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5.0 (140)
The Loft @ Lost Acres ~ A Peaceful Rural Escape on a Farm Vineyard!
Up to 4 guests
Airbnb$124
Vrbo$149
Average Nightly Rate
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5.0 (185)
Charming Ranch Home, Backyard Sanctuary, GameRoom, Convenient to Town Center
Up to 8 guests
Airbnb$135
Vrbo$135
Average Nightly Rate
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4.9 (128)
The Cliffview Farmhouse in the Heart of Horse Country!
Up to 10 guests
Airbnb$179
Vrbo$214
Average Nightly Rate
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4.9 (128)
Serene & cozy lakefront getaway on Congamond's pristine North Pond
Up to 8 guests
Vrbo$150
Airbnb$200
Average Nightly Rate
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4.8 (22)
Lakefront Granby Escape w/ Private Dock & Kayaks!
Up to 6 guests
Vrbo$179
Airbnb$180
Average Nightly Rate
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4.5 (78)
Urban Contemporary Buckingham Apartments A2
Up to 4 guests
Vrbo$90
Airbnb$100
Average Nightly Rate
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0.0 (0)
Nature Escape! 4 Comfy Units for Large Groups, Near Attractions, Breakfast
Up to 12 guests
Vrbo$552
Airbnb$598
Average Nightly Rate
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0.0 (0)
Nature Escape! 3 Comfy Units, Pool, Breakfast, Parking
Up to 12 guests
Airbnb$447
Vrbo$474
Average Nightly Rate
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0.0 (0)
2 Comfy Units for Business Travel and Adventure
Up to 8 guests
Airbnb$298
Vrbo$317
Average Nightly Rate
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0.0 (0)
Outdoor Getaway! Near State Parks & Attractions, Breakfast
Up to 2 guests
Airbnb$149
Vrbo$155
Average Nightly Rate
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0.0 (0)
Adventure Awaits! Near State Parks & Attractions, Breakfast
Up to 2 guests
Airbnb$149
Vrbo$158
Average Nightly Rate
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0.0 (0)
Outdoor Getaway! Unit Near Attractions, Breakfast
Up to 2 guests
Airbnb$149
Vrbo$155
Average Nightly Rate
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0.0 (0)
NEW! Quaint East Hartford Hideaway: Great Location
Up to 5 guests
Vrbo$158
Airbnb$172
Average Nightly Rate
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5.0 (99)
Hampshire Room
Up to 2 guests
Airbnb$58
Average Nightly Rate
  1. United States
  2. Connecticut
  3. Windsor Vacation Rental Price Comparison

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

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