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Search results; Over 1,000 homes in Windsor

Guest favourite
Room in Windsor
Breakfast is the most important meal of the day!
1 bedroom, 1 bed, 1 shared bathroom
8–13 Sept
,
5.0 out of 5 average rating, 11 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
23–28 Jul
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
31 Jul – 5 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
22–27 Jul
Guest favourite
Cottage in Windsor
In-law apartment in Farmington River Cottage
4.89 out of 5 average rating, 217 reviews, 1 bedroom, 1 bed, 1 bathroom
16–21 Aug
Top guest favourite
Home in Windsor Locks
The Hangar
4.98 out of 5 average rating, 42 reviews, 3 bedrooms, 8 beds, 1 bathroom
27 Jul – 1 Aug
Flat in Canton
Modern and spotless apartment in North Canton
New place to stay, 2 bedrooms, 2 beds, 1 bathroom
9–14 Aug
Guest favourite
Farm stay in Bloomfield
Auerfarm Farmstay Crispin Cottage (173)
4.9 out of 5 average rating, 62 reviews, 2 bedrooms, 3 beds, 1 bathroom
22–27 Jul
Top guest favourite
Flat in Enfield
Beautifully Renovated Riverfront Apartment Home
4.97 out of 5 average rating, 65 reviews, 1 bedroom, 1 bathroom
27 Jul – 1 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
26–31 Jul
Superhost
Cabin in Enfield
Vintage Riverview Cottage
4.9 out of 5 average rating, 100 reviews, 1 bedroom, 1 bed, 1 bathroom
26–31 Jul
Guest favourite
Home in West Hartford
Home away from home
4.88 out of 5 average rating, 114 reviews, 2 bedrooms, 2 beds, 1 bathroom
11–16 Aug
Guest favourite
Cottage in Enfield
Hilda’s Riverside Retreat
4.84 out of 5 average rating, 199 reviews, 2 bedrooms, 3 beds, 2 bathrooms
9–14 Aug
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
16–21 Aug
Top guest favourite
Home in East Hartford
A Beauty by the Park| 3 beds 1 Ba
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 3 beds, 1 bathroom
27 Jul – 1 Aug
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