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Search results; Over 1,000 homes in Windsor

Top guest favourite
Cottage in Windsor
In-law apartment in Farmington River Cottage
1 bedroom, 1 bed, 1 private bathroom
19–24 Aug
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4.9 out of 5 average rating, 215 reviews
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
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
Island Vibes
4.91 out of 5 average rating, 103 reviews, 3 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
Guest favourite
Guest suite in Windsor
Rustic Loft Apartment
4.86 out of 5 average rating, 161 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
30 Jul – 4 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
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
Home in Windsor
By The River
4.97 out of 5 average rating, 68 reviews, 5 bedrooms, 8 beds, 3 bathrooms
17–22 Aug
Guest favourite
Home in East Hartford
Family Retreat Near Hartford – Year-Round Getaway
4.97 out of 5 average rating, 29 reviews, 5 bedrooms, 7 beds, 3 bathrooms
26–31 Jul
Top guest favourite
Flat in Bloomfield
Bloomfield Bungalow
4.98 out of 5 average rating, 51 reviews, 1 bedroom, 2 beds, 1 bathroom
28 Jul – 2 Aug
Hotel in Windsor
Near Downtown Hartford + Breakfast. Kitchen. Pool.
4.43 out of 5 average rating, 7 reviews, 1 bedroom, 2 beds, 1 bathroom
1–6 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
Farm stay in Bloomfield
Auerfarm Farmstay Crispin Cottage (173)
4.9 out of 5 average rating, 61 reviews, 2 bedrooms, 3 beds, 1 bathroom
26–31 Jul
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
24–29 Sept
Guest favourite
Home in East Hartford
A Beauty by the Park| 3 beds 1 Ba
5.0 out of 5 average rating, 5 reviews, 2 bedrooms, 3 beds, 1 bathroom
27 Jul – 1 Aug
Home in East Hartford
Smithstead Whitney
4.63 out of 5 average rating, 203 reviews, 1 bedroom, 2 beds, 1 bathroom
19–24 Jul
Top guest favourite
Rooms in Simsbury
Cozy and clean 2-room suite
4.92 out of 5 average rating, 52 reviews, 2 bedrooms, 3 beds, 1 bathroom
28 Jul – 2 Aug
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