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Search results; Over 1,000 homes in Windsor

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Guest favourite
Room in Windsor
Cozy One Bedroom w/ Private bath, in Windsor CT
1 bedroom, 1 bed, 1 shared bathroom
1–6 Oct
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4.97 out of 5 average rating, 31 reviews
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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
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Guest favourite
Home in Windsor
A Tranquil Getaway Wrapped in Island Vibes
3 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
4.92 out of 5 average rating, 110 reviews
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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
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Guest favourite
Home in Windsor
By The River
5 bedrooms, 9 beds, 3 bathrooms
27 Sept – 2 Oct
4.97 out of 5 average rating, 75 reviews
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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, 44 reviews
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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, 222 reviews
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Hotel in Windsor
Near Bradley Airport + Free Breakfast & Kitchen
1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
4.78 out of 5 average rating, 23 reviews
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Top guest favourite
Room in Windsor
Cozy room near Bradley Airport (1g)
1 king bed, 1 bathroom
12–17 Oct
4.9 out of 5 average rating, 40 reviews
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Guest favourite
Room in Windsor
Cozy room near Bradley Airport (2g)
1 king bed, 1 bathroom
12–17 Oct
5.0 out of 5 average rating, 6 reviews
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Home in Windsor
Cozy Family Luxury 8-Guest Hartford Getaway
2 bedrooms, 4 beds, 1 bathroom
26 Sept – 1 Oct
New place to stay
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Guest favourite
Home in East Hartford
Family Retreat Near Hartford – Year-Round Getaway
5 bedrooms, 7 beds, 3 bathrooms
26 Sept – 1 Oct
4.97 out of 5 average rating, 36 reviews
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Home in Bloomfield
Modern Lux Home-close to downtown Hartford
4 bedrooms, 5 beds, 2.5 bathrooms
12–17 Oct
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Guest favourite
Farm stay in Granby
The Farmhouse at Maple View Farm
4 bedrooms, 6 beds, 2 bathrooms
11–16 Oct
4.89 out of 5 average rating, 348 reviews
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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, 47 reviews
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Flat in Windsor
Landing | Modern 2BD, Pool, Clubhouse
2 bedrooms, 2 beds, 2 bathrooms
1–6 Jul
4.57 out of 5 average rating, 7 reviews
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Home in Windsor
Vintage Windsor Home: Private Yard & Covered Deck
3 bedrooms, 4 beds, 1.5 bathrooms
20–25 Sept
4.46 out of 5 average rating, 28 reviews
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Superhost
Home in Hartford
Beautiful Historic Home
3 bedrooms, 5 beds, 1 bathroom
20–25 Sept
4.84 out of 5 average rating, 188 reviews
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Hotel in Windsor
Near Downtown Hartford + Free Breakfast & Kitchen
1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
4.43 out of 5 average rating, 7 reviews