We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Search results; Over 1,000 homes in Windsor

Photo 1 of 29

Guest favourite

Cottage in Windsor

In-law apartment in Farmington River Cottage

1 bedroom, 1 bed, 1 private bathroom

31 Oct – 5 Nov

$680 SGD for 5 nights

,

4.89 out of 5 average rating, 222 reviews

Photo 1 of 28

Guest favourite

Home in Windsor

Quiet Comfy Getaway 3 BR Home | Close to BDL

3 bedrooms, 4 beds

7–12 Nov

$1,376 SGD for 5 nights

Free cancellation

4.94 out of 5 average rating, 123 reviews

Photo 1 of 24

Guest favourite

Home in Windsor

A Tranquil Getaway Wrapped in Island Vibes

3 bedrooms, 4 beds

4–9 Oct

$1,534 SGD for 5 nights

Free cancellation

4.92 out of 5 average rating, 111 reviews

Photo 1 of 16

Guest favourite

Guest suite in Windsor

Rustic Loft Apartment

2 bedrooms, 2 queen beds

20–25 Oct

$881 SGD for 5 nights

Free cancellation

4.86 out of 5 average rating, 166 reviews

Photo 1 of 11

Home in Windsor

Bright Entire Home Available for extended stays!

2 bedrooms, 2 queen beds

3–8 Sept

$877 SGD for 5 nights

Free cancellation

Photo 1 of 13

Guest favourite

Guest house in Windsor

Your New England Summer Getaway!

1 bedroom, 2 beds

26–31 Oct

$844 SGD for 5 nights

Free cancellation

4.98 out of 5 average rating, 44 reviews

Photo 1 of 29

Guest favourite

Home in Windsor

By The River

5 bedrooms, 9 beds

18–23 Oct

$2,537 SGD for 5 nights

4.97 out of 5 average rating, 76 reviews

Photo 1 of 29

Home in Windsor

Cozy Family Luxury 8-Guest Hartford Getaway

2 bedrooms, 4 beds

26–31 Oct

$1,102 SGD for 5 nights

Free cancellation

New place to stay

Photo 1 of 6

Guest favourite

Room in Windsor

Cozy room near Bradley Airport (2g)

1 king bed

12–17 Oct

$642 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 6 reviews

Photo 1 of 6

Top guest favourite

Room in Windsor

Cozy room near Bradley Airport (1g)

1 king bed

12–17 Oct

$437 SGD for 5 nights

4.9 out of 5 average rating, 41 reviews

Photo 1 of 24

Hotel in Windsor

Near Bradley Airport + Free Breakfast & Kitchen

1 bedroom, 2 beds

1–6 Oct

$1,245 SGD for 5 nights

Free cancellation

4.78 out of 5 average rating, 23 reviews

Photo 1 of 29

Flat in Windsor

Landing | Modern 2BD, Pool, Clubhouse

2 bedrooms, 2 beds

5–10 Oct

$1,237 SGD for 5 nights

Free cancellation

4.57 out of 5 average rating, 7 reviews

Photo 1 of 18

Top guest favourite

Home in Windsor

Relax By The Water

2 bedrooms, 3 beds

1–6 Jun

$1,803 SGD for 5 nights

Free cancellation

4.96 out of 5 average rating, 79 reviews

Photo 1 of 29

Hotel in Hartford

Queen Suite Minutes from Downtown + Free Breakfast

2 beds

1–6 Oct

$796 SGD for 5 nights

Free cancellation

4.38 out of 5 average rating, 26 reviews

Photo 1 of 29

Home in Windsor

Vintage Windsor Home: Private Yard & Covered Deck

3 bedrooms, 4 beds

26–31 Oct

$1,209 SGD for 5 nights

4.46 out of 5 average rating, 28 reviews

Photo 1 of 29

Guest favourite

Home in Windsor

Spacious Yard w/ Gazebo: Charming Windsor Retreat

4 bedrooms, 6 beds

4–9 Oct

$2,739 SGD for 5 nights

5.0 out of 5 average rating, 5 reviews

Photo 1 of 6

Guest favourite

Room in Windsor

Cozy One Bedroom w/ Private bath, in Windsor CT

1 queen bed

1–6 Oct

$468 SGD for 5 nights

Free cancellation

4.97 out of 5 average rating, 32 reviews

Photo 1 of 29

Superhost

Home in Windsor Locks

Cozy 3bedr house in Windsor Locke near BDL airport

3 bedrooms, 3 beds

4–9 Oct

$936 SGD for 5 nights

Free cancellation

4.38 out of 5 average rating, 21 reviews

Photo 1 of 29

Superhost

Home in Hartford

Beautiful Historic Home

3 bedrooms, 5 beds

11–16 Oct

$1,472 SGD for 5 nights

Free cancellation

4.84 out of 5 average rating, 190 reviews