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 Winthrop Harbor
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
Price filter
Type of place
Type of place filter
Show map
Search results; 712 homes in Winthrop Harbor
712 homes in Winthrop Harbor
Top guest favourite
Guest favourite
Home in Winthrop Harbor
The Harbor House - Amazing!
3 bedrooms
,
·
6 beds
,
·
2.5 private bathrooms
14–19 Sept
14–19 Sept
$3,687 SGD
$3,263 SGD
Show price breakdown
for 5 nights
,
·
4.97 out of 5 average rating, 38 reviews
4.97 (38)
Home in Winthrop Harbor
The North Ranch | Near Navy Base, Marina & Metra
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
18–23 Oct
18–23 Oct
$1,666 SGD
Show price breakdown
for 5 nights
$1,666 SGD for 5 nights
Free cancellation
New place to stay
New
Guest favourite
Guest favourite
Room in Winthrop Harbor
2. Modern Retreat
1 bed
1 bed
26 Sept – 1 Oct
26 Sept – 1 Oct
$394 SGD
$337 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 20 reviews
5.0 (20)
Guest favourite
Guest favourite
Guest suite in Zion
Cozy Mother inlaw Suite. Private. Next to beach.
1 bedroom
1 bedroom
,
·
2 beds
2 beds
30 Sept – 5 Oct
30 Sept – 5 Oct
$606 SGD
Show price breakdown
for 5 nights
$606 SGD for 5 nights
4.9 out of 5 average rating, 261 reviews
4.9 (261)
Top guest favourite
Guest favourite
Home in Winthrop Harbor
Harbor Haven/Near Base/Great America/Game Room/Gym
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
3–8 Oct
3–8 Oct
$2,946 SGD
Show price breakdown
for 5 nights
$2,946 SGD for 5 nights
4.98 out of 5 average rating, 56 reviews
4.98 (56)
Home in Zion
Secluded Retreat with Workspaces & Nature Trails
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
17–22 Oct
17–22 Oct
$1,205 SGD
$1,095 SGD
Show price breakdown
for 5 nights
Free cancellation
4.62 out of 5 average rating, 117 reviews
4.62 (117)
Guest favourite
Guest favourite
Room in Winthrop Harbor
3. Modern Retreat
1 double bed
1 double bed
19–24 Sept
19–24 Sept
$388 SGD
$337 SGD
Show price breakdown
for 5 nights
4.97 out of 5 average rating, 67 reviews
4.97 (67)
Home in Zion
Beautiful & Cozy, Sears Home.
5 bedrooms
5 bedrooms
,
·
9 beds
9 beds
5–10 Oct
5–10 Oct
$2,403 SGD
$2,119 SGD
Show price breakdown
for 5 nights
4.7 out of 5 average rating, 119 reviews
4.7 (119)
Superhost
Superhost
Dome in Pleasant Prairie
Unique Dome Home Golf Range Experience by the Lake
4 bedrooms
4 bedrooms
,
·
8 beds
8 beds
15–20 Sept
15–20 Sept
$4,295 SGD
Show price breakdown
for 5 nights
$4,295 SGD for 5 nights
4.86 out of 5 average rating, 114 reviews
4.86 (114)
Home in Winthrop Harbor
This one feels like Home
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
1–6 Jan
1–6 Jan
$1,016 SGD
Show price breakdown
for 5 nights
$1,016 SGD for 5 nights
Free cancellation
4.73 out of 5 average rating, 44 reviews
4.73 (44)
Guest favourite
Guest favourite
Home in Waukegan
Modern & Spacious Retreat • Fast Wi-Fi •Desk• Yard
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
17–22 Oct
17–22 Oct
$2,705 SGD
Show price breakdown
for 5 nights
$2,705 SGD for 5 nights
4.93 out of 5 average rating, 30 reviews
4.93 (30)
Superhost
Superhost
Room in Winthrop Harbor
4. Luxury Basement Escape
2 double beds
2 double beds
20–25 Sept
20–25 Sept
$413 SGD
Show price breakdown
for 5 nights
$413 SGD for 5 nights
4.77 out of 5 average rating, 30 reviews
4.77 (30)
Top guest favourite
Guest favourite
Home in Beach Park
Casa Monarca • 3.5 Bathrooms • Top 1%
3 bedrooms
3 bedrooms
,
·
7 beds
7 beds
12–17 Oct
12–17 Oct
$2,569 SGD
$2,040 SGD
Show price breakdown
for 5 nights
Free cancellation
4.99 out of 5 average rating, 108 reviews
4.99 (108)
Hotel room in Zion
Comfort Meets Charm: 2 Rooms, Library, Games & Gym
2 bedrooms
2 bedrooms
,
·
4 queen beds
4 queen beds
17–22 Sept
17–22 Sept
$1,746 SGD
Show price breakdown
for 5 nights
$1,746 SGD for 5 nights
Superhost
Superhost
Home in Kenosha
Freshly Renovated 3 Bedroom House with 4 Beds
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
20–25 Sept
20–25 Sept
$1,008 SGD
$877 SGD
Show price breakdown
for 5 nights
Free cancellation
4.81 out of 5 average rating, 31 reviews
4.81 (31)
Top guest favourite
Guest favourite
Home in Pleasant Prairie
Breathtaking view @lakefront
3 bedrooms
3 bedrooms
,
·
8 beds
8 beds
27 Oct – 1 Nov
27 Oct – 1 Nov
$4,022 SGD
$3,505 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 27 reviews
5.0 (27)
Guest favourite
Guest favourite
Home in Lindenhurst
Peaceful Family & Fur-Friendly home near Navy Base
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
18–23 Oct
18–23 Oct
$1,119 SGD
$921 SGD
Show price breakdown
for 5 nights
4.91 out of 5 average rating, 86 reviews
4.91 (86)
Home in Beach Park
5BR Comfort & Charm | Fast Wifi + Quiet Location
5 bedrooms
5 bedrooms
,
·
5 queen beds
5 queen beds
11–16 Oct
11–16 Oct
$2,027 SGD
$1,759 SGD
Show price breakdown
for 5 nights
4.77 out of 5 average rating, 47 reviews
4.77 (47)
Home in Waukegan
Charming 5BR Waukegan Home | Spacious & Cozy
5 bedrooms
5 bedrooms
,
·
5 beds
5 beds
4–9 Oct
4–9 Oct
$1,950 SGD
Show price breakdown
for 5 nights
$1,950 SGD for 5 nights
New place to stay
New
1
2
3
4
…
15