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 Pleasant Prairie
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; 913 homes in Pleasant Prairie
913 homes in Pleasant Prairie
Superhost
Superhost
Dome in Pleasant Prairie
Unique Dome Home Golf Range Experience by the Lake
4 bedrooms
,
·
8 beds
,
·
2.5 private bathrooms
9–14 Aug
9–14 Aug
$4,030 SGD
Show price breakdown
for 5 nights
$4,030 SGD for 5 nights
,
·
4.86 out of 5 average rating, 109 reviews
4.86 (109)
Top guest favourite
Guest favourite
Home in Kenosha
Southside Ranch
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2.5 bathrooms
2.5 bathrooms
2–7 Aug
2–7 Aug
$1,001 SGD
Show price breakdown
for 5 nights
$1,001 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Top guest favourite
Guest favourite
Home in Pleasant Prairie
Lake Michigan Spa Escape-Sauna-Hot Tub-Massage-Gym
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
10–15 Aug
10–15 Aug
$6,407 SGD
$5,154 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 13 reviews
5.0 (13)
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
2–7 Aug
2–7 Aug
$2,634 SGD
Show price breakdown
for 5 nights
$2,634 SGD for 5 nights
4.98 out of 5 average rating, 50 reviews
4.98 (50)
Top guest favourite
Guest favourite
Home in Kenosha
Bright, Airy, Backyard by Carthage, UWP, Microsoft
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
16–21 Aug
16–21 Aug
$3,239 SGD
Show price breakdown
for 5 nights
$3,239 SGD for 5 nights
4.98 out of 5 average rating, 149 reviews
4.98 (149)
Guest favourite
Guest favourite
Room in Zion
Homie's House
1 bed
1 bed
,
·
1 bathroom
1 bathroom
2–7 Aug
2–7 Aug
$437 SGD
$386 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 20 reviews
5.0 (20)
Superhost
Superhost
Home in Kenosha
Cozy 4 Bedroom House near the lake
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
1 bathroom
1 bathroom
23–28 Aug
23–28 Aug
$1,116 SGD
Show price breakdown
for 5 nights
$1,116 SGD for 5 nights
Pay $0 today
Free cancellation
4.72 out of 5 average rating, 43 reviews
4.72 (43)
Top guest favourite
Guest favourite
Home in Salem Lakes
Twin Pines at Cross Lake
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
10–15 Aug
10–15 Aug
$1,093 SGD
Show price breakdown
for 5 nights
$1,093 SGD for 5 nights
Pay $0 today
Free cancellation
4.94 out of 5 average rating, 33 reviews
4.94 (33)
Top guest favourite
Guest favourite
Flat in Kenosha
Blue Sky Landing
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
4–9 Oct
4–9 Oct
$494 SGD
Show price breakdown
for 5 nights
$494 SGD for 5 nights
Pay $0 today
Free cancellation
4.99 out of 5 average rating, 70 reviews
4.99 (70)
Hotel in Kenosha
Get away in Kenosha w/ Amenities
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
1–6 Aug
1–6 Aug
$1,685 SGD
Show price breakdown
for 5 nights
$1,685 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Flat in Kenosha
Knots Landing
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
8–13 Sept
8–13 Sept
$649 SGD
Show price breakdown
for 5 nights
$649 SGD for 5 nights
Pay $0 today
Free cancellation
4.89 out of 5 average rating, 66 reviews
4.89 (66)
Guest favourite
Guest favourite
Home in Kenosha
Beach Home 3BR with Park, Lake Michigan Waterfront
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
26–31 Oct
26–31 Oct
$1,657 SGD
$1,372 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
4.88 out of 5 average rating, 78 reviews
4.88 (78)
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
2–7 Aug
2–7 Aug
$3,422 SGD
Show price breakdown
for 5 nights
$3,422 SGD for 5 nights
4.97 out of 5 average rating, 35 reviews
4.97 (35)
Top guest favourite
Guest favourite
Home in Beach Park
B’s Farmhouse Cottage 2-bedroom duplex.
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1 bathroom
1 bathroom
9–14 Aug
9–14 Aug
$1,105 SGD
Show price breakdown
for 5 nights
$1,105 SGD for 5 nights
Pay $0 today
Free cancellation
4.98 out of 5 average rating, 269 reviews
4.98 (269)
Top guest favourite
Guest favourite
Home in Round Lake Beach
Round Lake Getaway Retreat
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
4–9 Oct
4–9 Oct
$1,182 SGD
Show price breakdown
for 5 nights
$1,182 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 206 reviews
5.0 (206)
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
$4,380 SGD
Show price breakdown
for 5 nights
$4,380 SGD for 5 nights
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Guest favourite
Guest favourite
Home in Beach Park
Cozy 2 bedroom home with a study
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$1,088 SGD
Show price breakdown
for 5 nights
$1,088 SGD for 5 nights
Pay $0 today
Free cancellation
4.86 out of 5 average rating, 100 reviews
4.86 (100)
Guest favourite
Guest favourite
Flat in Kenosha
Designer luxury loft in perfect downtown location
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
2 bathrooms
2 bathrooms
9–14 Aug
9–14 Aug
$1,238 SGD
Show price breakdown
for 5 nights
$1,238 SGD for 5 nights
4.83 out of 5 average rating, 77 reviews
4.83 (77)
Top guest favourite
Guest favourite
Cottage in Trevor
The Lakehouse-3bdr/Lakefront/Wi-Fi
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
23–28 Aug
23–28 Aug
$1,677 SGD
Show price breakdown
for 5 nights
$1,677 SGD for 5 nights
Pay $0 today
Free cancellation
4.97 out of 5 average rating, 153 reviews
4.97 (153)
1
2
3
4
…
15