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Search results; Over 1,000 homes in Windsor

Guest favourite
Cottage in Windsor
In-law apartment in Farmington River Cottage
1 bedroom, 1 bed, 1 private bathroom
19–24 Aug
,
4.89 out of 5 average rating, 216 reviews
Guest favourite
Home in Windsor
Island Vibes
4.91 out of 5 average rating, 104 reviews, 3 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
Guest favourite
Guest house in Windsor
Your New England Summer Getaway!
5.0 out of 5 average rating, 34 reviews, 1 bedroom, 2 beds, 1 bathroom
29 Jul – 3 Aug
Guest favourite
Home in Windsor
Quiet Comfy Getaway 3 BDR home
4.94 out of 5 average rating, 112 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
1–6 Aug
Guest favourite
Home in Windsor
Relax By The Water
4.96 out of 5 average rating, 74 reviews, 2 bedrooms, 3 beds, 2 bathrooms
31 Aug – 5 Sept
Guest favourite
Guest suite in Windsor
Rustic Loft Apartment
4.86 out of 5 average rating, 162 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
10–15 Sept
Top guest favourite
Place to stay in Windsor
Cozy One Bedroom w/ Private bath, in Windsor CT
4.97 out of 5 average rating, 30 reviews, 1 bedroom, 1 bed, 1 bathroom
4–9 Aug
Superhost
Flat in Windsor Locks
Apt near Big E, Six Flags, Bradley airport
4.83 out of 5 average rating, 199 reviews, 1 bedroom, 1 bed, 1 bathroom
8–13 Aug
Top guest favourite
Home in Windsor Locks
The Hangar
4.98 out of 5 average rating, 41 reviews, 3 bedrooms, 8 beds, 1 bathroom
26–31 Jul
Hotel in Windsor
Near Bradley Airport + Breakfast. Kitchen. Pool.
4.83 out of 5 average rating, 18 reviews, 1 bedroom, 2 beds, 1 bathroom
19–24 Jul
Top guest favourite
Guest suite in Simsbury
Powder Forest Guest House Room 3
5.0 out of 5 average rating, 59 reviews, 1 bedroom, 3 beds, 1 bathroom
7–12 Aug
Guest favourite
Home in Manchester
Charming Cape Home, Close to All
4.89 out of 5 average rating, 104 reviews, 4 bedrooms, 5 beds, 1 bathroom
27 Jul – 1 Aug
Top guest favourite
Room in East Hartford
PVT. ROOM in Charming Home outside Dtwn Hartford.
4.96 out of 5 average rating, 135 reviews, 1 double bed, 1 bathroom
11–16 Aug
Top guest favourite
Home in Tolland
Backyard Tiny House in the Woods
4.99 out of 5 average rating, 67 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
23–28 Aug
Top guest favourite
Room in Windsor
Cozy room near Bradley Airport (1g)
4.89 out of 5 average rating, 35 reviews, 1 king bed, 1 bathroom
10–15 Aug
Guest favourite
Guest suite in East Granby
10 Hillcrest
4.85 out of 5 average rating, 416 reviews, 1 bedroom, 1 bed, 1 bathroom
27 Jul – 1 Aug
Room in Windsor
Cozy room near Bradley Airport (2g)
5.0 out of 5 average rating, 4 reviews, 1 bed, 1 bathroom
10–15 Aug
Guest favourite
Home in East Hartford
A Beauty by the Park| 3 beds 1 Ba
5.0 out of 5 average rating, 6 reviews, 2 bedrooms, 3 beds, 1 bathroom
27 Jul – 1 Aug
Top guest favourite
Farm stay in West Simsbury
Flamig Farm Staycation
4.96 out of 5 average rating, 552 reviews, 2 bedrooms, 4 beds, 1 bathroom
20–25 Sept