Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Homes
Homes
Experiences
Experiences
Services
Services
Start your search
Location
Homes in Windsor
Check in / Check out
Any week
Guests
Add guests
Become a host
Help Centre
Become a host
It’s easy to start hosting and earn extra income.
Refer a host
Find a co-host
Log in or sign up
filters
Filters
Price
Type of place
Show map
Search results; Over 1,000 homes in Windsor
Over 1,000 homes in Windsor
Top guest favourite
Guest favourite
Room in Windsor
Calling all foodies who seek an amazing breakfast!
1 bedroom
,
·
1 bed
,
·
1 shared bathroom
8–13 Sept
8–13 Sept
$1,379 SGD
Show price breakdown
for 5 nights
$1,379 SGD for 5 nights
,
·
4.88 out of 5 average rating, 26 reviews
4.88 (26)
Guest favourite
Guest favourite
Home in Windsor
Island Vibes
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
25–30 Aug
25–30 Aug
$1,721 SGD
$1,524 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
4.92 out of 5 average rating, 108 reviews
4.92 (108)
Guest favourite
Guest favourite
Home in Windsor
Quiet Comfy Getaway 3 BR Home | Close to BDL
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1.5 bathrooms
1.5 bathrooms
7–12 Sept
7–12 Sept
$1,498 SGD
Show price breakdown
for 5 nights
$1,498 SGD for 5 nights
Pay $0 today
Free cancellation
4.94 out of 5 average rating, 119 reviews
4.94 (119)
Guest favourite
Guest favourite
Guest house in Windsor
Your New England Summer Getaway!
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
20–25 Aug
20–25 Aug
$837 SGD
Show price breakdown
for 5 nights
$837 SGD for 5 nights
Pay $0 today
Free cancellation
4.97 out of 5 average rating, 39 reviews
4.97 (39)
Hotel in Windsor
Near Bradley Airport + Breakfast. Kitchen. Pool.
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
20–25 Aug
20–25 Aug
$942 SGD
Show price breakdown
for 5 nights
$942 SGD for 5 nights
Pay $0 today
Free cancellation
4.78 out of 5 average rating, 23 reviews
4.78 (23)
Guest favourite
Guest favourite
Cottage in Windsor
In-law apartment in Farmington River Cottage
1 bedroom
1 bedroom
,
·
1 double bed
1 double bed
,
·
1 bathroom
1 bathroom
21–26 Aug
21–26 Aug
$795 SGD
$682 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
4.89 out of 5 average rating, 219 reviews
4.89 (219)
Guest favourite
Guest favourite
Guest suite in Windsor
Rustic Loft Apartment
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1.5 bathrooms
1.5 bathrooms
10–15 Sept
10–15 Sept
$905 SGD
$828 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
4.86 out of 5 average rating, 163 reviews
4.86 (163)
Top guest favourite
Guest favourite
Room in Windsor
Cozy room near Bradley Airport (1g)
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
21–26 Aug
21–26 Aug
$648 SGD
$568 SGD
Show price breakdown
for 5 nights
4.89 out of 5 average rating, 38 reviews
4.89 (38)
Guest favourite
Guest favourite
Home in Windsor
By The River
5 bedrooms
5 bedrooms
,
·
9 beds
9 beds
,
·
3 bathrooms
3 bathrooms
30 Aug – 4 Sept
30 Aug – 4 Sept
$3,967 SGD
Show price breakdown
for 5 nights
$3,967 SGD for 5 nights
4.97 out of 5 average rating, 73 reviews
4.97 (73)
Hotel in Windsor
Near Downtown Hartford + Breakfast. Kitchen. Pool.
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
6–11 Sept
6–11 Sept
$833 SGD
Show price breakdown
for 5 nights
$833 SGD for 5 nights
Pay $0 today
Free cancellation
4.43 out of 5 average rating, 7 reviews
4.43 (7)
Top guest favourite
Guest favourite
Guest suite in Simsbury
Powder Forest Guest House Room 4
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
23–28 Aug
23–28 Aug
$949 SGD
Show price breakdown
for 5 nights
$949 SGD for 5 nights
Pay $0 today
Free cancellation
4.99 out of 5 average rating, 87 reviews
4.99 (87)
Guest favourite
Guest favourite
Home in Tolland
Backyard Tiny House in the Woods
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1.5 bathrooms
1.5 bathrooms
12–17 Sept
12–17 Sept
$896 SGD
Show price breakdown
for 5 nights
$896 SGD for 5 nights
Pay $0 today
Free cancellation
4.97 out of 5 average rating, 77 reviews
4.97 (77)
Top guest favourite
Guest favourite
Flat in Bloomfield
Bloomfield Bungalow
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
31 Aug – 5 Sept
31 Aug – 5 Sept
$971 SGD
Show price breakdown
for 5 nights
$971 SGD for 5 nights
4.98 out of 5 average rating, 53 reviews
4.98 (53)
Top guest favourite
Guest favourite
Farm stay in West Simsbury
Flamig Farm Staycation
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
20–25 Sept
20–25 Sept
$1,289 SGD
Show price breakdown
for 5 nights
$1,289 SGD for 5 nights
Pay $0 today
Free cancellation
4.96 out of 5 average rating, 555 reviews
4.96 (555)
Home in Windsor
Vintage Windsor Home: Private Yard & Covered Deck
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1.5 bathrooms
1.5 bathrooms
9–14 Sept
9–14 Sept
$1,201 SGD
Show price breakdown
for 5 nights
$1,201 SGD for 5 nights
4.42 out of 5 average rating, 26 reviews
4.42 (26)
Room in Windsor
Cozy room near Bradley Airport (2g)
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
21–26 Aug
21–26 Aug
$762 SGD
$665 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Top guest favourite
Guest favourite
Flat in Simsbury
Ensign House Room
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
18–23 Sept
18–23 Sept
$1,239 SGD
Show price breakdown
for 5 nights
$1,239 SGD for 5 nights
Pay $0 today
Free cancellation
4.99 out of 5 average rating, 463 reviews
4.99 (463)
Top guest favourite
Guest favourite
Rooms in Avon
Heidi's Hide-Away 2 1/2 Bedroom Suite
3 bedrooms
3 bedrooms
,
·
2 queen beds
2 queen beds
,
·
2 bathrooms
2 bathrooms
9–14 Nov
9–14 Nov
$999 SGD
$871 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
4.9 out of 5 average rating, 182 reviews
4.9 (182)
Superhost
Superhost
Home in Vernon
Red Door Retreat
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
29 Aug – 3 Sept
29 Aug – 3 Sept
$1,022 SGD
Show price breakdown
for 5 nights
$1,022 SGD for 5 nights
5.0 out of 5 average rating, 3 reviews
5.0 (3)
1
2
3
4
…
15