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 Winthrop
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 Winthrop
Over 1,000 homes in Winthrop
Guest favourite
Guest favourite
Room in Winthrop
Private Room ,Hyde Away-upstairs
1 bedroom
,
·
2 beds
,
·
1 bathroom
4–9 Jul
4–9 Jul
$868 SGD
Show price breakdown
for 5 nights
$868 SGD for 5 nights
,
·
4.87 out of 5 average rating, 39 reviews
4.87 (39)
Top guest favourite
Guest favourite
Flat in Winthrop
A little piece of heaven
4.98 out of 5 average rating, 120 reviews
4.98 (120)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
18–23 Sept
18–23 Sept
$1,066 SGD
Show price breakdown
for 5 nights
$1,066 SGD for 5 nights
Top guest favourite
Guest favourite
Room in Winthrop
Private Room ,Piano Room
4.96 out of 5 average rating, 54 reviews
4.96 (54)
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
4–9 Jul
4–9 Jul
$792 SGD
Show price breakdown
for 5 nights
$792 SGD for 5 nights
Guest favourite
Guest favourite
Cabin in Winthrop
Cozy cabin in a very fun and convenient location.
5.0 out of 5 average rating, 6 reviews
5.0 (6)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
4–11 Jul
4–11 Jul
$1,987 SGD
Show price breakdown
for 7 nights
$1,987 SGD for 7 nights
Guest favourite
Guest favourite
Flat in Winthrop
Jill's Place!
4.95 out of 5 average rating, 83 reviews
4.95 (83)
,
·
2 beds
2 beds
,
·
No bathroom
No bathroom
12–17 Jul
12–17 Jul
$1,278 SGD
Show price breakdown
for 5 nights
$1,278 SGD for 5 nights
Guest favourite
Guest favourite
Cabin in Winthrop
Quaint & cozy cabin in beautiful wooded setting
4.97 out of 5 average rating, 92 reviews
4.97 (92)
,
·
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$1,331 SGD
$1,068 SGD
Show price breakdown
for 5 nights
Guest favourite
Guest favourite
Cottage in Winthrop
Cozy Keyes Cottage | Lakefront • Dock • Kayaks
4.98 out of 5 average rating, 44 reviews
4.98 (44)
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
18–23 Jul
18–23 Jul
$4,627 SGD
$4,065 SGD
Show price breakdown
for 5 nights
Top guest favourite
Guest favourite
Home in Winthrop
Sandy Beach on Cobbosseecontee Lake!
4.93 out of 5 average rating, 14 reviews
4.93 (14)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
2–9 Sept
2–9 Sept
$2,931 SGD
Show price breakdown
for 7 nights
$2,931 SGD for 7 nights
Guest favourite
Guest favourite
Cottage in Manchester
Cobbossee Lake Cottage – 3 Bedroom, 2 Bath
4.89 out of 5 average rating, 28 reviews
4.89 (28)
,
·
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
28 Sept – 3 Oct
28 Sept – 3 Oct
$1,530 SGD
Show price breakdown
for 5 nights
$1,530 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Winthrop
Quiet Lakefront Home, Private Dock!
5.0 out of 5 average rating, 27 reviews
5.0 (27)
,
·
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
1 bathroom
1 bathroom
26–31 Aug
26–31 Aug
$3,007 SGD
Show price breakdown
for 5 nights
$3,007 SGD for 5 nights
Guest favourite
Guest favourite
Home in Winthrop
Lake house on Annabessacook
4.94 out of 5 average rating, 16 reviews
4.94 (16)
,
·
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
6–11 Sept
6–11 Sept
$2,208 SGD
Show price breakdown
for 5 nights
$2,208 SGD for 5 nights
Top guest favourite
Guest favourite
Tiny home in Winthrop
Lakefront guest cottage,
5.0 out of 5 average rating, 39 reviews
5.0 (39)
,
·
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
28 Sept – 3 Oct
28 Sept – 3 Oct
$1,142 SGD
Show price breakdown
for 5 nights
$1,142 SGD for 5 nights
Top guest favourite
Guest favourite
Cottage in Winthrop
Little Landing Cottage | Lakefront · Dock · Kayaks
5.0 out of 5 average rating, 19 reviews
5.0 (19)
,
·
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
12–17 Jul
12–17 Jul
$4,191 SGD
$3,804 SGD
Show price breakdown
for 5 nights
Guest favourite
Guest favourite
Home in Winthrop
Central downtown & beach area, fish from backyard
4.76 out of 5 average rating, 46 reviews
4.76 (46)
,
·
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
1 bathroom
1 bathroom
19–24 Jul
19–24 Jul
$2,094 SGD
Show price breakdown
for 5 nights
$2,094 SGD for 5 nights
Top guest favourite
Guest favourite
Rooms in Winthrop
Winthrop House Circa 1843
5.0 out of 5 average rating, 66 reviews
5.0 (66)
,
·
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
12–17 Jul
12–17 Jul
$1,142 SGD
Show price breakdown
for 5 nights
$1,142 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Wayne
Peaceful Getaway at The Ledges
4.94 out of 5 average rating, 230 reviews
4.94 (230)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
21–26 Aug
21–26 Aug
$1,218 SGD
Show price breakdown
for 5 nights
$1,218 SGD for 5 nights
Guest favourite
Guest favourite
Home in Winthrop
July 7-14 Available: Large Porches & Living Space!
4.95 out of 5 average rating, 20 reviews
4.95 (20)
,
·
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
2.5 bathrooms
2.5 bathrooms
28 Sept – 4 Oct
28 Sept – 4 Oct
$3,958 SGD
Show price breakdown
for 6 nights
$3,958 SGD for 6 nights
Guest favourite
Guest favourite
Cottage in Winthrop
Cobbossee Lake cottage with dock
5.0 out of 5 average rating, 13 reviews
5.0 (13)
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
26–31 Jul
26–31 Jul
$3,730 SGD
Show price breakdown
for 5 nights
$3,730 SGD for 5 nights
Superhost
Superhost
Room in Monmouth
Private upstairs room on Mill Pond
4.84 out of 5 average rating, 106 reviews
4.84 (106)
,
·
2 double beds
2 double beds
,
·
1.5 bathrooms
1.5 bathrooms
12–17 Jul
12–17 Jul
$495 SGD
Show price breakdown
for 5 nights
$495 SGD for 5 nights
1
2
3
4
…
15