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Search results; Over 1,000 homes in Windsor

Guest favourite
Home in Windsor
Island Vibes
3 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
4.92 out of 5 average rating, 108 reviews
Top guest favourite
Home in Windsor
Quiet Comfy Getaway 3 BR Home | Close to BDL
3 bedrooms, 4 beds, 1.5 bathrooms
7–12 Sept
4.94 out of 5 average rating, 121 reviews
Hotel in Windsor
Near Bradley Airport + Breakfast. Kitchen. Pool.
1 bedroom, 2 beds, 1 bathroom
1–6 Sept
4.78 out of 5 average rating, 23 reviews
Top guest favourite
Room in Windsor
Cozy room near Bradley Airport (1g)
1 king bed, 1 bathroom
1–6 Sept
4.89 out of 5 average rating, 38 reviews
Guest favourite
Guest house in Windsor
Your New England Summer Getaway!
1 bedroom, 2 beds, 1 bathroom
1–7 Sept
4.98 out of 5 average rating, 40 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
Hotel in Windsor
Near Downtown Hartford + Breakfast. Kitchen. Pool.
1 bedroom, 2 beds, 1 bathroom
6–11 Sept
4.43 out of 5 average rating, 7 reviews
Guest favourite
Home in Windsor
By The River
5 bedrooms, 9 beds, 3 bathrooms
7–12 Sept
4.97 out of 5 average rating, 74 reviews
Top guest favourite
Place to stay in Windsor
Cozy One Bedroom w/ Private bath, in Windsor CT
1 bedroom, 1 queen bed, 1 bathroom
1–6 Sept
4.97 out of 5 average rating, 31 reviews
Guest favourite
Cottage in Windsor
In-law apartment in Farmington River Cottage
1 bedroom, 1 double bed, 1 bathroom
19–24 Oct
4.89 out of 5 average rating, 219 reviews
Home in Windsor
Cozy Family Luxury 8-Guest Hartford Getaway
2 bedrooms, 4 beds, 1 bathroom
26 Sept – 1 Oct
New place to stay
Room in Windsor
Cozy room near Bradley Airport (2g)
1 king bed, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Bloomfield
The Majestic View | Luxury Stay Golf Views
4 bedrooms, 4 beds, 2.5 bathrooms
13–18 Sept
4.9 out of 5 average rating, 42 reviews
Guest favourite
Home in South Windsor
Grampa Potatoes Homestead LLC
2 bedrooms, 3 beds, 1.5 bathrooms
26 Sept – 1 Oct
4.87 out of 5 average rating, 76 reviews
Top guest favourite
Home in Bloomfield
Spacious Charming New England Cape
6 bedrooms, 8 beds, 3.5 bathrooms
1–6 Sept
4.96 out of 5 average rating, 156 reviews
Top guest favourite
Room in Simsbury
Sunrise House Bedroom and private bath
1 king bed, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 12 reviews
Home in Windsor
Spacious Yard w/ Gazebo: Charming Windsor Retreat
4 bedrooms, 6 beds, 3 bathrooms
6–11 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in East Hartford
Family Retreat Near Hartford – Year-Round Getaway
5 bedrooms, 7 beds, 3 bathrooms
6–11 Sept
4.97 out of 5 average rating, 34 reviews