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Search results; Over 1,000 homes in Windsor

Guest favourite
Guest suite in Windsor
Rustic Loft Apartment
2 bedrooms, 2 beds, 1.5 private bathrooms
10–15 Sept
,
4.86 out of 5 average rating, 160 reviews
Guest favourite
Guest house in Windsor
Your New England Summer Getaway!
1 bedroom, 2 beds, 1 bathroom
11–16 Jul
5.0 out of 5 average rating, 31 reviews
Top guest favourite
Home in Windsor
Quiet Comfy Getaway 3 BDR home
3 bedrooms, 4 beds, 1.5 bathrooms
19–24 Jul
4.94 out of 5 average rating, 109 reviews
Guest favourite
Home in Windsor
Island Vibes
3 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
4.91 out of 5 average rating, 103 reviews
Guest favourite
Home in Windsor
Relax By The Water
2 bedrooms, 3 beds, 2 bathrooms
31 Aug – 5 Sept
4.96 out of 5 average rating, 74 reviews
Top guest favourite
Cottage in Windsor
In-law apartment in Farmington River Cottage
1 bedroom, 1 double bed, 1 bathroom
2–7 Aug
4.9 out of 5 average rating, 215 reviews
Guest favourite
Home in Manchester
Charming Cape Home, Close to All
4 bedrooms, 5 beds, 1 bathroom
12–17 Jul
4.89 out of 5 average rating, 102 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
21–26 Jul
4.97 out of 5 average rating, 30 reviews
Guest favourite
Farm stay in Bloomfield
Auerfarm Farmstay Crispin Cottage (173)
2 bedrooms, 3 beds, 1 bathroom
26–31 Jul
4.9 out of 5 average rating, 61 reviews
Top guest favourite
Room in Windsor
Calling all foodies who seek an amazing breakfast!
1 king bed, 1 bathroom
8–13 Jul
4.88 out of 5 average rating, 26 reviews
Hotel in Windsor
Near Bradley Airport + Breakfast. Kitchen. Pool.
1 bedroom, 2 beds, 1 bathroom
8–13 Jul
4.83 out of 5 average rating, 18 reviews
Top guest favourite
Guest suite in Simsbury
Powder Forest Guest House Room 1
1 bedroom, 2 beds, 1 bathroom
12–17 Jul
4.98 out of 5 average rating, 99 reviews
Guest favourite
Home in Windsor
By The River
5 bedrooms, 8 beds, 3 bathrooms
12–17 Jul
4.97 out of 5 average rating, 68 reviews
Guest favourite
Home in East Hartford
A Beauty by the Park| 3 beds 1 Ba
2 bedrooms, 3 beds, 1 bathroom
27 Jul – 1 Aug
5.0 out of 5 average rating, 5 reviews
Guest favourite
Room in Windsor
Breakfast is the most important meal of the day!
1 single bed, 1 bathroom
8–13 Jul
5.0 out of 5 average rating, 11 reviews
Home in East Hartford
Smithstead Whitney
1 bedroom, 2 beds, 1 bathroom
19–24 Jul
4.62 out of 5 average rating, 202 reviews
Top guest favourite
Home in Tolland
Backyard Tiny House in the Woods
1 bedroom, 1 bed, 1.5 bathrooms
16–21 Aug
4.98 out of 5 average rating, 66 reviews
Top guest favourite
Room in Windsor
Cozy room near Bradley Airport (1g)
1 king bed, 1 bathroom
11–16 Jul
4.89 out of 5 average rating, 35 reviews
Guest favourite
Home in West Hartford
Home away from home
2 bedrooms, 2 queen beds, 1 bathroom
19–24 Jul
4.87 out of 5 average rating, 110 reviews