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 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
Type of place
Show map
Search results; 744 homes in Winthrop Harbor
744 homes in Winthrop Harbor
Guest favourite
Guest favourite
Guest suite in Zion
Cozy mother inlaw suite. Private. Next to beach.
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
23–28 Aug
23–28 Aug
$736 SGD
Show price breakdown
for 5 nights
$736 SGD for 5 nights
4.91 out of 5 average rating, 254 reviews
4.91 (254)
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
,
·
2 bathrooms
2 bathrooms
9–14 Aug
9–14 Aug
$2,398 SGD
$2,175 SGD
Show price breakdown
for 5 nights
4.98 out of 5 average rating, 52 reviews
4.98 (52)
Top guest favourite
Guest favourite
Home in Winthrop Harbor
The Harbor House - Amazing!
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
2.5 bathrooms
2.5 bathrooms
12–17 Sept
12–17 Sept
$3,304 SGD
Show price breakdown
for 5 nights
$3,304 SGD for 5 nights
4.97 out of 5 average rating, 36 reviews
4.97 (36)
Home in Zion
Secluded Retreat with Workspaces & Nature Trails
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
30 Aug – 4 Sept
30 Aug – 4 Sept
$1,209 SGD
Show price breakdown
for 5 nights
$1,209 SGD for 5 nights
Free cancellation
4.66 out of 5 average rating, 113 reviews
4.66 (113)
Guest favourite
Guest favourite
Room in Zion
Homie's House
1 bed
1 bed
,
·
1 bathroom
1 bathroom
24–29 Aug
24–29 Aug
$434 SGD
$383 SGD
Show price breakdown
for 5 nights
Free cancellation
5.0 out of 5 average rating, 20 reviews
5.0 (20)
Home in Zion
Beautiful & Cozy, Sears Home.
5 bedrooms
5 bedrooms
,
·
9 beds
9 beds
,
·
2 bathrooms
2 bathrooms
9–14 Aug
9–14 Aug
$3,350 SGD
$2,319 SGD
Show price breakdown
for 5 nights
4.7 out of 5 average rating, 113 reviews
4.7 (113)
Guest favourite
Guest favourite
Flat in Waukegan
Charming apartment downtown |4.8mi from Navy Base
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
8–13 Aug
8–13 Aug
$1,216 SGD
Show price breakdown
for 5 nights
$1,216 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Superhost
Superhost
Dome in Pleasant Prairie
Unique Dome Home Golf Range Experience by the Lake
4 bedrooms
4 bedrooms
,
·
8 beds
8 beds
,
·
2.5 bathrooms
2.5 bathrooms
15–20 Aug
15–20 Aug
$4,617 SGD
$3,847 SGD
Show price breakdown
for 5 nights
4.86 out of 5 average rating, 112 reviews
4.86 (112)
Top guest favourite
Guest favourite
Home in Pleasant Prairie
Breathtaking view @lakefront
3 bedrooms
3 bedrooms
,
·
7 beds
7 beds
,
·
2 bathrooms
2 bathrooms
30 Aug – 4 Sept
30 Aug – 4 Sept
$4,346 SGD
Show price breakdown
for 5 nights
$4,346 SGD for 5 nights
5.0 out of 5 average rating, 17 reviews
5.0 (17)
Guest favourite
Guest favourite
Room in Winthrop Harbor
2. Modern Retreat
1 bed
1 bed
,
·
1 bathroom
1 bathroom
17–22 Aug
17–22 Aug
$381 SGD
Show price breakdown
for 5 nights
$381 SGD for 5 nights
5.0 out of 5 average rating, 19 reviews
5.0 (19)
Guest favourite
Guest favourite
Room in Winthrop Harbor
3. Modern Retreat
1 double bed
1 double bed
,
·
3 bathrooms
3 bathrooms
7–12 Sept
7–12 Sept
$341 SGD
Show price breakdown
for 5 nights
$341 SGD for 5 nights
4.97 out of 5 average rating, 67 reviews
4.97 (67)
Hotel room in Zion
Comfort Meets Charm: 2 Rooms, Library, Games & Gym
2 bedrooms
2 bedrooms
,
·
4 queen beds
4 queen beds
,
·
2 bathrooms
2 bathrooms
4–9 Aug
4–9 Aug
$2,083 SGD
Show price breakdown
for 5 nights
$2,083 SGD for 5 nights
Free cancellation
Room in Zion
Homie's house
2 queen beds
2 queen beds
,
·
WC
WC
10–15 Aug
10–15 Aug
$428 SGD
Show price breakdown
for 5 nights
$428 SGD for 5 nights
Free cancellation
4.56 out of 5 average rating, 18 reviews
4.56 (18)
Top guest favourite
Guest favourite
Home in Kenosha
Kenosha Retreat - Created to help you Relax
3 bedrooms
3 bedrooms
,
·
2 bathrooms
2 bathrooms
16–21 Aug
16–21 Aug
$1,087 SGD
Show price breakdown
for 5 nights
$1,087 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 13 reviews
5.0 (13)
Top guest favourite
Guest favourite
Guest suite in Kenosha
Kenosha - enjoy great food and Lake Michigan
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
24–29 Aug
24–29 Aug
$589 SGD
Show price breakdown
for 5 nights
$589 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 149 reviews
4.93 (149)
Guest favourite
Guest favourite
Flat in Waukegan
The Rooftop Haven
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1.5 bathrooms
1.5 bathrooms
11–16 Sept
11–16 Sept
$1,100 SGD
Show price breakdown
for 5 nights
$1,100 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 145 reviews
4.95 (145)
Guest favourite
Guest favourite
Home in Kenosha
Kenosha Gateway Getaway
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
21–26 Aug
21–26 Aug
$1,595 SGD
Show price breakdown
for 5 nights
$1,595 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 65 reviews
4.95 (65)
Top guest favourite
Guest favourite
Home in Kenosha
Southside Ranch
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2.5 bathrooms
2.5 bathrooms
16–21 Aug
16–21 Aug
$1,290 SGD
$1,112 SGD
Show price breakdown
for 5 nights
Free cancellation
5.0 out of 5 average rating, 10 reviews
5.0 (10)
1
2
3
4
…
15