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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
3 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
4.91 out of 5 average rating, 105 reviews
Guest favourite
Guest house in Windsor
Your New England Summer Getaway!
1 bedroom, 2 beds, 1 bathroom
12–17 Aug
4.97 out of 5 average rating, 39 reviews
Hotel in Windsor
Near Bradley Airport + Breakfast. Kitchen. Pool.
1 bedroom, 2 beds, 1 bathroom
12–17 Aug
4.8 out of 5 average rating, 20 reviews
Guest favourite
Home in Windsor
Spacious 3BR Home | Sleeps 8 | Near Hartford & BDL
3 bedrooms, 4 beds, 1.5 bathrooms
22–27 Aug
4.94 out of 5 average rating, 118 reviews
Guest favourite
Home in Windsor
Relax By The Water
2 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
4.96 out of 5 average rating, 75 reviews
Guest favourite
Cottage in Windsor
In-law apartment in Farmington River Cottage
1 bedroom, 1 double bed, 1 bathroom
21–26 Aug
4.89 out of 5 average rating, 219 reviews
Top guest favourite
Room in Windsor
Cozy room near Bradley Airport (1g)
1 king bed, 1 bathroom
13–18 Aug
4.89 out of 5 average rating, 37 reviews
Guest favourite
Guest suite in Windsor
Rustic Loft Apartment
2 bedrooms, 2 queen beds, 1.5 bathrooms
10–15 Sept
4.86 out of 5 average rating, 163 reviews
Guest favourite
Home in Windsor
By The River
5 bedrooms, 8 beds, 3 bathrooms
17–22 Aug
4.97 out of 5 average rating, 72 reviews
Top guest favourite
Guest suite in Simsbury
Powder Forest Guest House Room 3
1 bedroom, 3 beds, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 63 reviews
Home in Windsor
Spacious Yard w/ Gazebo: Charming Windsor Retreat
4 bedrooms, 6 beds, 3 bathrooms
23–28 Aug
5.0 out of 5 average rating, 3 reviews
Superhost
Flat in Hartford
Private Cozy Retreat
2 bedrooms, 2 queen beds, 1 bathroom
16–21 Aug
New place to stay
Guest favourite
Home in Tolland
Backyard Tiny House in the Woods
1 bedroom, 1 bed, 1.5 bathrooms
12–17 Aug
4.97 out of 5 average rating, 77 reviews
Home in Windsor
Cozy Family Luxury 8-Guest Hartford Getaway
2 bedrooms, 4 beds, 1 bathroom
16–21 Aug
New place to stay
Room in Windsor
Cozy room near Bradley Airport (2g)
1 king bed, 1 bathroom
13–18 Aug
5.0 out of 5 average rating, 4 reviews
Hotel in Windsor
Near Downtown Hartford + Breakfast. Kitchen. Pool.
1 bedroom, 2 beds, 1 bathroom
15–20 Aug
4.43 out of 5 average rating, 7 reviews
Guest favourite
Rooms in Simsbury
Cozy and clean 2-bedroom suite
2 bedrooms, 3 beds, 1 bathroom
17–22 Aug
4.93 out of 5 average rating, 55 reviews
Top guest favourite
Farm stay in West Simsbury
Flamig Farm Staycation
2 bedrooms, 4 beds, 1 bathroom
20–25 Sept
4.96 out of 5 average rating, 555 reviews