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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
21–26 Aug
,
4.89 out of 5 average rating, 219 reviews
Guest favourite
Home in Windsor
Island Vibes
3 bedrooms, 4 beds
23–28 Aug
4.92 out of 5 average rating, 108 reviews
Hotel in Windsor
Near Bradley Airport + Breakfast. Kitchen. Pool.
1 bedroom, 2 beds
18–23 Aug
4.77 out of 5 average rating, 22 reviews
Guest favourite
Home in Windsor
Quiet Comfy Getaway 3 BR Home | Close to BDL
3 bedrooms, 4 beds
7–12 Sept
4.94 out of 5 average rating, 118 reviews
Guest favourite
Guest house in Windsor
Your New England Summer Getaway!
1 bedroom, 2 beds
18–24 Aug
4.97 out of 5 average rating, 39 reviews
Guest favourite
Guest suite in Windsor
Rustic Loft Apartment
2 bedrooms, 2 queen beds
10–15 Sept
4.86 out of 5 average rating, 163 reviews
Top guest favourite
Room in Windsor
Cozy room near Bradley Airport (1g)
1 king bed
20–25 Aug
4.89 out of 5 average rating, 38 reviews
Guest favourite
Home in Windsor
By The River
5 bedrooms, 8 beds
30 Aug – 4 Sept
4.97 out of 5 average rating, 72 reviews
Top guest favourite
Place to stay in Windsor
Cozy One Bedroom w/ Private bath, in Windsor CT
1 bedroom, 1 queen bed
31 Aug – 5 Sept
4.97 out of 5 average rating, 31 reviews
Guest favourite
Guest suite in South Windsor
Premium Private Suite • Entry • Wrkspace • Parking
1 bedroom, 1 queen bed
2–7 Oct
4.88 out of 5 average rating, 292 reviews
Room in Windsor
Cozy room near Bradley Airport (2g)
1 king bed
20–25 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Farm stay in West Simsbury
Flamig Farm Staycation
2 bedrooms, 4 beds
20–25 Sept
4.96 out of 5 average rating, 555 reviews
Guest favourite
Farm stay in Bloomfield
Auerfarm Farmstay Crispin Cottage (173)
2 bedrooms, 3 beds
13–18 Sept
4.9 out of 5 average rating, 63 reviews
Room in Hartford
Queen Suite Minutes from Downtown + Free Breakfast
2 beds
18–23 Aug
4.71 out of 5 average rating, 7 reviews
Superhost
Room in Enfield
R4 FreePrivate Parking|Close AirPort|SixFlags|BigE
1 queen bed
31 Aug – 5 Sept
New place to stay
Superhost
Flat in Windsor Locks
Apt near Big E, Six Flags, Bradley airport
1 bedroom, 1 queen bed
30 Aug – 4 Sept
4.82 out of 5 average rating, 202 reviews
Guest house in Manchester
The Modern Garden Suite: With Private Entrance
1 bedroom, 2 beds
23–28 Aug
New place to stay
Top guest favourite
Room in Agawam
Hampshire Room
1 king bed
23–28 Aug
4.89 out of 5 average rating, 324 reviews
Top guest favourite
Flat in Simsbury
Ensign House Room
1 bedroom, 2 beds
18–23 Sept
4.99 out of 5 average rating, 463 reviews