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
Home in Windsor
Lakeside Retreat with Hot Tub
3 bedrooms
,
·
4 beds
,
·
2 private bathrooms
7–12 Sept
7–12 Sept
$2,068 SGD
$1,807 SGD
Show price breakdown
for 5 nights
,
·
4.92 out of 5 average rating, 316 reviews
4.92 (316)
Top guest favourite
Guest favourite
Serviced apartment in Windsor
New Studio Suite in Historic Gem
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
14–19 Jul
14–19 Jul
$842 SGD
Show price breakdown
for 5 nights
$842 SGD for 5 nights
Free cancellation
4.9 out of 5 average rating, 69 reviews
4.9 (69)
Guest favourite
Guest favourite
Guest suite in Windsor
Cozy Suite with Private Entrance
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
1–6 Jul
1–6 Jul
$480 SGD
Show price breakdown
for 5 nights
$480 SGD for 5 nights
Free cancellation
4.84 out of 5 average rating, 118 reviews
4.84 (118)
Top guest favourite
Guest favourite
Guest suite in Windsor
Dar's Dwelling - A suite place to stay.
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
13–18 Jul
13–18 Jul
$809 SGD
Show price breakdown
for 5 nights
$809 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 187 reviews
4.93 (187)
Top guest favourite
Guest favourite
Apartment in Windsor
Quiet Downtown Apartment with Everything You Need
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
15–20 Jul
15–20 Jul
$767 SGD
Show price breakdown
for 5 nights
$767 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 116 reviews
4.96 (116)
Guest favourite
Guest favourite
Flat in Windsor
Renovated Studio Apartment, full amenities
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
14–19 Aug
14–19 Aug
$653 SGD
Show price breakdown
for 5 nights
$653 SGD for 5 nights
Free cancellation
4.9 out of 5 average rating, 88 reviews
4.9 (88)
Top guest favourite
Guest favourite
Home in Windsor
Mounce Mansion - Country House-Sleeps 12+
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
2.5 bathrooms
2.5 bathrooms
28 Sept – 3 Oct
28 Sept – 3 Oct
$3,310 SGD
Show price breakdown
for 5 nights
$3,310 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 96 reviews
4.98 (96)
Guest favourite
Guest favourite
Home in Windsor
The Martock House · Ski-Inspired Sauna Retreat
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
23–28 Aug
23–28 Aug
$766 SGD
Show price breakdown
for 5 nights
$766 SGD for 5 nights
Free cancellation
4.86 out of 5 average rating, 43 reviews
4.86 (43)
Top guest favourite
Guest favourite
Cabin in Windsor
Private cottage on a lake - kayaks, SUP, fire pit
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$1,567 SGD
Show price breakdown
for 5 nights
$1,567 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 210 reviews
4.97 (210)
Cottage in Windsor
Falls Lake Cottage Retreat
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
8–13 Sept
8–13 Sept
$1,648 SGD
Show price breakdown
for 5 nights
$1,648 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Top guest favourite
Guest favourite
Flat in Windsor
Minutes to Wine Country- The Sunshine Suite
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
13–18 Jul
13–18 Jul
$891 SGD
Show price breakdown
for 5 nights
$891 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 93 reviews
4.96 (93)
Top guest favourite
Guest favourite
Chalet in Windsor
Rocky Brook Chalet
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
14–19 Sept
14–19 Sept
$1,357 SGD
Show price breakdown
for 5 nights
$1,357 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 259 reviews
4.96 (259)
Top guest favourite
Guest favourite
Flat in Windsor
Quiet Country 2 Bedroom Suite
2 bedrooms
2 bedrooms
,
·
2 king beds
2 king beds
,
·
1 bathroom
1 bathroom
29 Sept – 4 Oct
29 Sept – 4 Oct
$778 SGD
Show price breakdown
for 5 nights
$778 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 97 reviews
5.0 (97)
Guest favourite
Guest favourite
Place to stay in Windsor
Cozy Private Room – 2 mins to Ski Martock!
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
3–8 Jul
3–8 Jul
$430 SGD
Show price breakdown
for 5 nights
$430 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 8 reviews
5.0 (8)
Guest favourite
Guest favourite
Flat in Windsor
Gateway to Annapolis Valley | Windsor Studio Suite
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
8–13 Jul
8–13 Jul
$894 SGD
$814 SGD
Show price breakdown
for 5 nights
Free cancellation
4.92 out of 5 average rating, 12 reviews
4.92 (12)
Guest favourite
Guest favourite
Home in Windsor
Valley House, 6 min to Martock - Ski/Bike Basecamp
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
1–6 Jul
1–6 Jul
$1,201 SGD
Show price breakdown
for 5 nights
$1,201 SGD for 5 nights
Free cancellation
4.86 out of 5 average rating, 37 reviews
4.86 (37)
Top guest favourite
Guest favourite
Cottage in Windsor
Knotty Pine Cottage - cozy lakeside getaway!
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
17–22 Aug
17–22 Aug
$749 SGD
Show price breakdown
for 5 nights
$749 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 379 reviews
4.93 (379)
Guest favourite
Guest favourite
Home in Grand pré
Modern farmhouse in the heart of wine country!
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2.5 bathrooms
2.5 bathrooms
18–23 Oct
18–23 Oct
$2,390 SGD
Show price breakdown
for 5 nights
$2,390 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 8 reviews
5.0 (8)
Home in Windsor
Hemlock Hill Cottage
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
30 Aug – 4 Sept
30 Aug – 4 Sept
$1,884 SGD
Show price breakdown
for 5 nights
$1,884 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 3 reviews
5.0 (3)
1
2
3
4
…
15