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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
21–26 Aug
,
4.89 out of 5 average rating, 219 reviews
Guest favourite
Home in Windsor
Island Vibes
3 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
4.92 out of 5 average rating, 108 reviews
Guest favourite
Home in Windsor
Spacious 3BR Home | Sleeps 8 | Near Hartford & BDL
3 bedrooms, 4 beds, 1.5 bathrooms
7–12 Sept
4.94 out of 5 average rating, 118 reviews
Hotel in Windsor
Near Bradley Airport + Breakfast. Kitchen. Pool.
1 bedroom, 2 beds, 1 bathroom
18–23 Aug
4.76 out of 5 average rating, 21 reviews
Guest favourite
Guest house in Windsor
Your New England Summer Getaway!
1 bedroom, 2 beds, 1 bathroom
18–24 Aug
4.97 out of 5 average rating, 39 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
30 Aug – 4 Sept
4.97 out of 5 average rating, 72 reviews
Top guest favourite
Room in Windsor
Cozy room near Bradley Airport (1g)
1 king bed, 1 bathroom
24–29 Aug
4.89 out of 5 average rating, 38 reviews
Top guest favourite
Guest suite in Simsbury
Powder Forest Guest House Room 2
1 bedroom, 2 beds, 1 bathroom
18–23 Aug
4.99 out of 5 average rating, 78 reviews
Guest favourite
Home in West Hartford
Home away from home
2 bedrooms, 2 queen beds, 1 bathroom
26 Sept – 1 Oct
4.89 out of 5 average rating, 123 reviews
Top guest favourite
Flat in Bloomfield
Bloomfield Bungalow
1 bedroom, 2 beds, 1 bathroom
22–27 Aug
4.98 out of 5 average rating, 53 reviews
Superhost
Home in Vernon
Red Door Retreat
3 bedrooms, 3 beds, 1 bathroom
29 Aug – 3 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Guest suite in South Windsor
Premium Private Suite • Entry • Wrkspace • Parking
1 bedroom, 1 queen bed, 1 bathroom
2–7 Oct
4.88 out of 5 average rating, 292 reviews
Room in Windsor
Cozy room near Bradley Airport (2g)
1 king bed, 1 bathroom
24–29 Aug
5.0 out of 5 average rating, 4 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
Top guest favourite
Home in Bloomfield
The Majestic View | Luxury Stay Golf Views
4 bedrooms, 4 beds, 2.5 bathrooms
23–28 Aug
4.9 out of 5 average rating, 42 reviews
Home in Windsor
Spacious Yard w/ Gazebo: Charming Windsor Retreat
4 bedrooms, 6 beds, 3 bathrooms
31 Aug – 5 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Enfield
FROG Suite Apartment
1 bedroom, 1 queen bed, 1 bathroom
23–28 Aug
4.99 out of 5 average rating, 334 reviews
Superhost
Home in Manchester
Comfy Nest | 3BR Sleeps 7 | 15 mins to Hartford
3 bedrooms, 4 beds, 1 bathroom
23–28 Aug
4.87 out of 5 average rating, 47 reviews