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 Winchester
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 Winchester
Over 1,000 homes in Winchester
Top guest favourite
Guest favourite
Home in Winchester
RARE Tiny House 2 BEDS + Free WiFi + 30m to Ottawa
2 bedrooms
,
·
2 beds
,
·
1 private bathroom
11–16 Sept
11–16 Sept
$852 SGD
Show price breakdown
for 5 nights
$852 SGD for 5 nights
,
·
4.97 out of 5 average rating, 204 reviews
4.97 (204)
Top guest favourite
Guest favourite
Flat in Winchester
1 bedroom furnished suite
4.94 out of 5 average rating, 231 reviews
4.94 (231)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
4–9 Aug
4–9 Aug
$596 SGD
Show price breakdown
for 5 nights
$596 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Guest suite in Winchester
2 bedroom suite
4.97 out of 5 average rating, 241 reviews
4.97 (241)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
1–6 Sept
1–6 Sept
$758 SGD
Show price breakdown
for 5 nights
$758 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Flat in Winchester
Bright Modern Apartment Backing onto Golf Course
4.97 out of 5 average rating, 37 reviews
4.97 (37)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
19–24 Jul
19–24 Jul
$769 SGD
Show price breakdown
for 5 nights
$769 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Room in Ottawa
French Farmhouse 35 min to Downtown
4.93 out of 5 average rating, 90 reviews
4.93 (90)
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
23–28 Jul
23–28 Jul
$449 SGD
Show price breakdown
for 5 nights
$449 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Home in Chesterville
Small Town Waterfront Retreat for 6 Adults +2 kids
5.0 out of 5 average rating, 8 reviews
5.0 (8)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
16–21 Aug
16–21 Aug
$1,060 SGD
Show price breakdown
for 5 nights
$1,060 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Cottage in Iroquois
Garden Shack
4.9 out of 5 average rating, 420 reviews
4.9 (420)
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
19–24 Jul
19–24 Jul
$974 SGD
Show price breakdown
for 5 nights
$974 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Room in Kemptville
1 Room + Private Bath in a Country Log Chalet
4.97 out of 5 average rating, 467 reviews
4.97 (467)
,
·
1 double bed
1 double bed
,
·
1 bathroom
1 bathroom
11–16 Aug
11–16 Aug
$620 SGD
Show price breakdown
for 5 nights
$620 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Bungalow in Mountain
Cozy Country Bungalow
4.85 out of 5 average rating, 66 reviews
4.85 (66)
,
·
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
12–17 Aug
12–17 Aug
$790 SGD
Show price breakdown
for 5 nights
$790 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Flat in Embrun
Eastern Ontario at its best!
4.93 out of 5 average rating, 59 reviews
4.93 (59)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
25–30 Jul
25–30 Jul
$961 SGD
Show price breakdown
for 5 nights
$961 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Flat in Kemptville
Road trip Luxury Private Entrance Suite near 416
4.97 out of 5 average rating, 65 reviews
4.97 (65)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
19–24 Jul
19–24 Jul
$565 SGD
$506 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Bungalow in Kemptville
East Suite - at Abbott Road Suites
4.91 out of 5 average rating, 45 reviews
4.91 (45)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1.5 bathrooms
1.5 bathrooms
24–29 Jul
24–29 Jul
$848 SGD
Show price breakdown
for 5 nights
$848 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Cottage in Kemptville
Rideau River Retreat - Waterfront Home
4.84 out of 5 average rating, 109 reviews
4.84 (109)
,
·
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
30 Sept – 5 Oct
30 Sept – 5 Oct
$1,585 SGD
$1,315 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Room in Kemptville
Double bedroom-Private-Rideau River, water access.
4.88 out of 5 average rating, 17 reviews
4.88 (17)
,
·
1 double bed
1 double bed
,
·
1 bathroom
1 bathroom
16–21 Jul
16–21 Jul
$526 SGD
Show price breakdown
for 5 nights
$526 SGD for 5 nights
Pay $0 today
Free cancellation
Place to stay in Ottawa
Creekside Retreat - 1BR Spacious Basement Suite
New place to stay
New
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
26–31 Jul
26–31 Jul
$414 SGD
Show price breakdown
for 5 nights
$414 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Tiny home in Johnstown
Hook wine and sinker
4.92 out of 5 average rating, 298 reviews
4.92 (298)
,
·
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
25–30 Sept
25–30 Sept
$682 SGD
Show price breakdown
for 5 nights
$682 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Home in Ottawa
Tranquil Private Guest Suite | Kitchen & Bath
4.98 out of 5 average rating, 41 reviews
4.98 (41)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
19–24 Jul
19–24 Jul
$745 SGD
Show price breakdown
for 5 nights
$745 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Flat in Kemptville
Kemptville Suites ~ Queen Suite 3
5.0 out of 5 average rating, 6 reviews
5.0 (6)
,
·
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
No bathroom
No bathroom
25–30 Jul
25–30 Jul
$1,253 SGD
Show price breakdown
for 5 nights
$1,253 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Place to stay in Ottawa
"KTM Cave " A Cozy suite near Ottawa Airport.
4.9 out of 5 average rating, 279 reviews
4.9 (279)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
27 Jul – 1 Aug
27 Jul – 1 Aug
$449 SGD
Show price breakdown
for 5 nights
$449 SGD for 5 nights
Pay $0 today
Free cancellation
1
2
3
4
…
15