Holiday Homes in Pleasant Prairie

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
24 Oct - 26 Oct
In one month
7 Nov - 9 Nov
In two months
5 Dec - 7 Dec
In three months
2 Jan - 4 Jan

Featured Holiday Homes in Pleasant Prairie and around

Quaint Bungalow, near Great Lakes Naval Base
Dining

Quaint Bungalow, near Great Lakes Naval Base

10.0 out of 10, Exceptional, (64)
"Wonderfully charming home in a great location!"
The price is €290
includes taxes & fees
11 Nov - 12 Nov
Quaint Bungalow, near Great Lakes Naval Base
Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View
Property grounds

Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View

9.6 out of 10, Exceptional, (87)
"Great very clean place . Everything they posted was true and we stay here again."
The price is €99
includes taxes & fees
13 Oct - 14 Oct
Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View
Pool Table, Grill & Patio | LCP Collection
Fridge, microwave, oven, stovetop

Pool Table, Grill & Patio | LCP Collection

2.0 star property
10.0 out of 10, Exceptional, (2)
"Very clean, peaceful and accommodating"
The price is €498
includes taxes & fees
3 Nov - 4 Nov
Pool Table, Grill & Patio | LCP Collection
This is a VACATION spot with a million dollar view!
Exterior

This is a VACATION spot with a million dollar view!

9.8 out of 10, Exceptional, (16)
"The house was beautiful and very close to my sisters house"
The price is €321
includes taxes & fees
13 Oct - 14 Oct
This is a VACATION spot with a million dollar view!
Beautiful and Cozy With 5 Bedrooms
Terrace/patio

Beautiful and Cozy With 5 Bedrooms

9.0 out of 10, Wonderful, (17)
"Everything was good"
The price is €451
includes taxes & fees
12 Oct - 13 Oct
Beautiful and Cozy With 5 Bedrooms
3-bedroom vacation home just a short walk to Lake Michigan
Terrace/patio

3-bedroom vacation home just a short walk to Lake Michigan

9.0 out of 10, Wonderful, (30)
"Hosts responded quickly and we enjoyed being close to the lake. "
The price is €193
includes taxes & fees
21 Oct - 22 Oct
3-bedroom vacation home just a short walk to Lake Michigan
Charming 3-bedroom house in Grayslake
Fridge, microwave, oven, stovetop

Charming 3-bedroom house in Grayslake

9.8 out of 10, Exceptional, (19)
"Fells like home very cozy calm area definitely a get away relaxing place "
The price is €343
includes taxes & fees
3 Nov - 4 Nov
Charming 3-bedroom house in Grayslake
Charming 2-bedroom house with a pier and kayaks in Paddock Lake
Smart TV

Charming 2-bedroom house with a pier and kayaks in Paddock Lake

10.0 out of 10, Exceptional, (8)
"Cute, clean, and a quick and easy drive to Kenosha. We enjoyed our stay. Highly recommend!"
The price is €215
includes taxes & fees
9 Nov - 10 Nov
Charming 2-bedroom house with a pier and kayaks in Paddock Lake
Near Lake 4BR w/ Hot Tub & Games | LCP Collection
Fridge, microwave, oven, stovetop

Near Lake 4BR w/ Hot Tub & Games | LCP Collection

9.8 out of 10, Exceptional, (17)
"Great property overall. The host was very accommodating and I highly recommend. "
The price is €580
includes taxes & fees
11 Nov - 12 Nov
Near Lake 4BR w/ Hot Tub & Games | LCP Collection
Mid-Century Modern Dream Getaway
Fridge, microwave, oven, stovetop

Mid-Century Modern Dream Getaway

9.8 out of 10, Exceptional, (11)
"Overall very nice stay. Kids and family loved the backyard! "
The price is €569
includes taxes & fees
18 Oct - 19 Oct
Mid-Century Modern Dream Getaway
7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool
Outdoor pool, a heated pool

7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool

9.8 out of 10, Exceptional, (212)
"Great place to stay! "
The price is €620
includes taxes & fees
22 Oct - 23 Oct
7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool
4Bed 3.5Ba Cozy New Construction! Close to Lake Geneva!
Outdoor dining

4Bed 3.5Ba Cozy New Construction! Close to Lake Geneva!

10.0 out of 10, Exceptional, (35)
"Beautiful home, tons of room for a family. Close easy drive to Lake Geneva. We enjoyed it so much we definitely will be back."
The price is €390
includes taxes & fees
12 Oct - 13 Oct
4Bed 3.5Ba Cozy New Construction! Close to Lake Geneva!
Feels like you are on vacation. Comfortable cozy! Like a breath of fresh air.
Outdoor dining

Feels like you are on vacation. Comfortable cozy! Like a breath of fresh air.

10.0 out of 10, Exceptional, (11)
"We enjoyed our stay at the house. The open spaces and high ceilings made the space feel special. Would love to reserve the space again in the future."
The price is €1,628
includes taxes & fees
15 Oct - 16 Oct
Feels like you are on vacation. Comfortable cozy! Like a breath of fresh air.
Navy Graduation ~ 6 Flags ~ Bristol Renaissance Faire ~ Casino ~ Outlet Malls
Smart TV, fireplace, table football, video library

Navy Graduation ~ 6 Flags ~ Bristol Renaissance Faire ~ Casino ~ Outlet Malls

9.8 out of 10, Exceptional, (33)
"Perfect for 3 families with a couple of dogs."
The price is €675
includes taxes & fees
21 Oct - 22 Oct
Navy Graduation ~ 6 Flags ~ Bristol Renaissance Faire ~ Casino ~ Outlet Malls
Gurnee home with King Queen beds for Vacations,six flags Celebrate Eid, Navy GL
Fridge, microwave, oven, stovetop

Gurnee home with King Queen beds for Vacations,six flags Celebrate Eid, Navy GL

9.0 out of 10, Wonderful, (6)
"Excellent location "
The price is €936
includes taxes & fees
12 Oct - 13 Oct
Gurnee home with King Queen beds for Vacations,six flags Celebrate Eid, Navy GL
Fabulous Lake House near Lake Geneva, 1.5 hours from Chicago!!
Terrace/patio

Fabulous Lake House near Lake Geneva, 1.5 hours from Chicago!!

9.8 out of 10, Exceptional, (90)
"We loved the beach the kids could have stayed there all day! Fishing was wonderful too! Such a fun house!"
The price is €669
includes taxes & fees
26 Oct - 27 Oct
Fabulous Lake House near Lake Geneva, 1.5 hours from Chicago!!
Large Lakehouse with hot tub. walk to public beach in Twin Lakes WI
Exterior

Large Lakehouse with hot tub. walk to public beach in Twin Lakes WI

9.8 out of 10, Exceptional, (13)
"Good stay"
The price is €847
includes taxes & fees
18 Oct - 19 Oct
Large Lakehouse with hot tub. walk to public beach in Twin Lakes WI
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Pleasant Prairie Hotel Reviews

Sonesta ES Suites Chicago Waukegan Gurnee

Sonesta ES Suites Chicago Waukegan Gurnee

10/10 Excellent
"Very helpful and friendly staff "
Selvin 2-night trip
Posted 1 day ago
Sonesta ES Suites Chicago Waukegan Gurnee

Find out more about Pleasant Prairie

Pleasant Prairie Holiday Homes information

Number of reviews
636
Accommodation
316 Holiday Homes
Lowest Price
€99
Highest Price
€1,628

Explore a world of travel with Expedia