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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
28 Oct – 2 Nov
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4.89 out of 5 average rating, 221 reviews
Guest favourite
Home in Windsor
Island Vibes
3 bedrooms, 4 beds
4–9 Oct
4.92 out of 5 average rating, 110 reviews
Guest favourite
Guest suite in Windsor
Rustic Loft Apartment
2 bedrooms, 2 queen beds
29 Sept – 4 Oct
4.86 out of 5 average rating, 165 reviews
Top guest favourite
Home in Windsor
Quiet Comfy Getaway 3 BR Home | Close to BDL
3 bedrooms, 4 beds
1–6 Nov
4.94 out of 5 average rating, 123 reviews
Guest favourite
Guest house in Windsor
Your New England Summer Getaway!
1 bedroom, 2 beds
27 Sept – 2 Oct
4.98 out of 5 average rating, 43 reviews
Guest favourite
Home in Windsor
By The River
5 bedrooms, 9 beds
27 Sept – 2 Oct
4.97 out of 5 average rating, 75 reviews
Hotel in Windsor
Near Bradley Airport + Free Breakfast & Kitchen
1 bedroom, 2 beds
18–23 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
5–10 Oct
4.9 out of 5 average rating, 39 reviews
Home in Windsor
Cozy Family Luxury 8-Guest Hartford Getaway
2 bedrooms, 4 beds
26 Sept – 1 Oct
New place to stay
Guest favourite
Room in Windsor
Cozy room near Bradley Airport (2g)
1 king bed
5–10 Oct
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Windsor
Relax By The Water
2 bedrooms, 3 beds
1–6 Jun
4.96 out of 5 average rating, 78 reviews
Home in Windsor
Vintage Windsor Home: Private Yard & Covered Deck
3 bedrooms, 4 beds
20–25 Sept
4.46 out of 5 average rating, 28 reviews
Home in Bloomfield
Modern Lux Home-close to downtown Hartford
4 bedrooms, 5 beds
12–17 Oct
Home in Windsor
Spacious Yard w/ Gazebo: Charming Windsor Retreat
4 bedrooms, 6 beds
4–9 Oct
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Room in Windsor
Cozy One Bedroom w/ Private bath, in Windsor CT
1 queen bed
1–6 Oct
4.97 out of 5 average rating, 31 reviews
Guest favourite
Home in Bloomfield
The Majestic View | Luxury Stay Golf Views
4 bedrooms, 4 beds
20–25 Sept
4.89 out of 5 average rating, 45 reviews
Flat in Windsor
Landing | Modern 2BD, Gym, Courtyard
2 bedrooms, 2 beds
1–6 Jul
4.57 out of 5 average rating, 7 reviews
Top guest favourite
Flat in Bloomfield
Bloomfield Bungalow
1 bedroom, 2 beds
11–16 Oct
4.98 out of 5 average rating, 57 reviews
Hotel in Windsor
Near Downtown Hartford + Free Breakfast & Kitchen
1 bedroom, 2 beds
4–9 Oct
4.43 out of 5 average rating, 7 reviews