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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, 2 bathrooms
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, 1.5 bathrooms
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, 1.5 bathrooms
1–6 Nov
4.94 out of 5 average rating, 123 reviews
Top guest favourite
Room in Windsor
Cozy room near Bradley Airport (1g)
1 king bed, 1 bathroom
5–10 Oct
4.9 out of 5 average rating, 39 reviews
Guest favourite
Guest house in Windsor
Your New England Summer Getaway!
1 bedroom, 2 beds, 1 bathroom
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, 3 bathrooms
13–18 Sept
4.97 out of 5 average rating, 75 reviews
Guest favourite
Room in Windsor
Cozy room near Bradley Airport (2g)
1 king bed, 1 bathroom
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, 2 bathrooms
1–6 Jun
4.96 out of 5 average rating, 78 reviews
Hotel in Windsor
Near Bradley Airport + Free Breakfast & Kitchen
1 bedroom, 2 beds, 1 bathroom
10–15 Oct
4.78 out of 5 average rating, 23 reviews
Guest favourite
Home in East Hartford
Family Retreat Near Hartford – Year-Round Getaway
5 bedrooms, 7 beds, 3 bathrooms
12–17 Sept
4.97 out of 5 average rating, 36 reviews
Guest favourite
Home in Bloomfield
The Majestic View | Luxury Stay Golf Views
4 bedrooms, 4 beds, 2.5 bathrooms
20–25 Sept
4.89 out of 5 average rating, 45 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 Oct
4.97 out of 5 average rating, 31 reviews
Guest favourite
Flat in Simsbury
Newly Renovated 2 Bedroom in Heart of Tariffville
2 bedrooms, 2 beds, 1.5 bathrooms
5–12 Oct
4.91 out of 5 average rating, 35 reviews
Home in Windsor
Spacious Yard w/ Gazebo: Charming Windsor Retreat
4 bedrooms, 6 beds, 3 bathrooms
4–9 Oct
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in East Hartford
A Beauty by the Park| 3 beds 1 Ba
2 bedrooms, 3 beds, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Guest suite in Simsbury
Powder Forest Guest House Room 2
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
4.99 out of 5 average rating, 81 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
Guest favourite
Rooms in Simsbury
Cozy and clean 2-bedroom suite
2 bedrooms, 3 beds, 1 bathroom
14–19 Sept
4.93 out of 5 average rating, 59 reviews