Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Homes
Homes
NEW
NEW
Experiences
Experiences, new
NEW
NEW
Services
Services, new
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
Guest favourite
Guest favourite
Cottage in Windsor
In-law apartment in Farmington River Cottage
1 bedroom
,
·
1 bed
,
·
1 private bathroom
21–26 Aug
21–26 Aug
$707 SGD
Show price breakdown
for 5 nights
$707 SGD for 5 nights
,
·
4.89 out of 5 average rating, 219 reviews
4.89 (219)
Guest favourite
Guest favourite
Home in Windsor
Island Vibes
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
23–28 Aug
23–28 Aug
$1,534 SGD
Show price breakdown
for 5 nights
$1,534 SGD for 5 nights
Free cancellation
4.91 out of 5 average rating, 105 reviews
4.91 (105)
Guest favourite
Guest favourite
Home in Windsor
Spacious 3BR Home | Sleeps 8 | Near Hartford & BDL
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1.5 bathrooms
1.5 bathrooms
22–27 Aug
22–27 Aug
$1,543 SGD
Show price breakdown
for 5 nights
$1,543 SGD for 5 nights
Free cancellation
4.94 out of 5 average rating, 118 reviews
4.94 (118)
Guest favourite
Guest favourite
Home in Windsor
Relax By The Water
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
7–12 Sept
7–12 Sept
$1,454 SGD
Show price breakdown
for 5 nights
$1,454 SGD for 5 nights
4.96 out of 5 average rating, 75 reviews
4.96 (75)
Hotel in Windsor
Near Bradley Airport + Breakfast. Kitchen. Pool.
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
11–16 Aug
11–16 Aug
$1,089 SGD
$976 SGD
Show price breakdown
for 5 nights
Free cancellation
4.8 out of 5 average rating, 20 reviews
4.8 (20)
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
11–17 Aug
11–17 Aug
$997 SGD
Show price breakdown
for 6 nights
$997 SGD for 6 nights
Free cancellation
4.97 out of 5 average rating, 39 reviews
4.97 (39)
Guest favourite
Guest favourite
Room in Windsor
Homy Retreat for Professionals
1 double bed
1 double bed
,
·
1 bathroom
1 bathroom
11–16 Aug
11–16 Aug
$362 SGD
Show price breakdown
for 5 nights
$362 SGD for 5 nights
Free cancellation
4.89 out of 5 average rating, 9 reviews
4.89 (9)
Guest favourite
Guest favourite
Home in Windsor
By The River
5 bedrooms
5 bedrooms
,
·
8 beds
8 beds
,
·
3 bathrooms
3 bathrooms
17–22 Aug
17–22 Aug
$4,226 SGD
Show price breakdown
for 5 nights
$4,226 SGD for 5 nights
4.97 out of 5 average rating, 72 reviews
4.97 (72)
Top guest favourite
Guest favourite
Room in Windsor
Cozy room near Bradley Airport (1g)
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
12–17 Aug
12–17 Aug
$652 SGD
$572 SGD
Show price breakdown
for 5 nights
4.89 out of 5 average rating, 37 reviews
4.89 (37)
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
$826 SGD
Show price breakdown
for 5 nights
$826 SGD for 5 nights
Free cancellation
4.86 out of 5 average rating, 163 reviews
4.86 (163)
Home in Windsor
Spacious Yard w/ Gazebo: Charming Windsor Retreat
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
3 bathrooms
3 bathrooms
23–28 Aug
23–28 Aug
$2,740 SGD
Show price breakdown
for 5 nights
$2,740 SGD for 5 nights
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Superhost
Superhost
Room in East Hartford
Cozy private room .
1 bed
1 bed
,
·
1.5 bathrooms
1.5 bathrooms
23–28 Aug
23–28 Aug
$365 SGD
Show price breakdown
for 5 nights
$365 SGD for 5 nights
Free cancellation
4.91 out of 5 average rating, 184 reviews
4.91 (184)
Home in Windsor
Cozy Family Luxury 8-Guest Hartford Getaway
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$1,139 SGD
Show price breakdown
for 5 nights
$1,139 SGD for 5 nights
Free cancellation
New place to stay
New
Top guest favourite
Guest favourite
Guest suite in Simsbury
Powder Forest Guest House Room 3
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$884 SGD
Show price breakdown
for 5 nights
$884 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 63 reviews
5.0 (63)
Top 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
23–28 Aug
23–28 Aug
$886 SGD
Show price breakdown
for 5 nights
$886 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 77 reviews
4.97 (77)
Superhost
Superhost
Flat in Hartford
Private Cozy Retreat
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$929 SGD
Show price breakdown
for 5 nights
$929 SGD for 5 nights
Free cancellation
New place to stay
New
Guest favourite
Guest favourite
Rooms in Simsbury
Cozy and clean 2-bedroom suite
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
17–22 Aug
17–22 Aug
$860 SGD
$772 SGD
Show price breakdown
for 5 nights
Free cancellation
4.93 out of 5 average rating, 55 reviews
4.93 (55)
Room in Windsor
Cozy room near Bradley Airport (2g)
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
12–17 Aug
12–17 Aug
$767 SGD
$670 SGD
Show price breakdown
for 5 nights
Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Top guest favourite
Guest favourite
Flat in Bloomfield
Bloomfield Bungalow
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
22–27 Aug
22–27 Aug
$978 SGD
Show price breakdown
for 5 nights
$978 SGD for 5 nights
4.98 out of 5 average rating, 53 reviews
4.98 (53)
1
2
3
4
…
15
