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Cottages, Villas, Apartments in Pleasant Prairie
Holiday Rentals
USA
Wisconsin (WI)
Cottages, Villas, Apartments in Pleasant Prairie
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Internet or Wifi (48)
Air Conditioning (45)
Washer/Dryer (36)
Grill (26)
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Kid friendly (44)
Pet friendly (11)
Smoking allowed (2)
Wheelchair access (0)
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Holiday Rental House (43)
Condominium/Apartment (5)
Cabin Holiday Rental (0)
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Boat Available (6)
Waterfront (4)
Private Chef (0)
Private Beach (0)
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Distance from
5 mi
Pleasant Prairie Premium Outlets
Pleasant Prairie RecPlex
I-94 Visitor Information Center
Kenosha Sand Dunes
Pleasant Prairie Park
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48 rentals
in Pleasant Prairie.
LESS THAN 1 MILE OFF FREEWAY
3
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 5
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Sleeps
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Trendy! Pro Cleaned, Self Check In - Sleeps 10
6
Holiday Rental House
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5 bedrooms
2 bathrooms
Sleeps 10
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Sleeps
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Beautiful homes a
Holiday Rental House
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6 bedrooms
2 bathrooms
Sleeps 4
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Sleeps
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Modern Lakeside Villa
4
Holiday Rental House
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3 bedrooms
4 bathrooms
Sleeps 8
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Sleeps
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The Executive Home Away from Home
1
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 8
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Cozy Wisconsin Escape w/ Deck, Grill & Fire Pit!
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 6
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The following properties within 20 miles of Pleasant Prairie match all your filters:
The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft
125
Holiday Rental House
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6 bedrooms
4 bathrooms
Sleeps 14
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Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View
2
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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Charming farmhouse in the country
36
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 4
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Perfectly Cozy! Close to so many places. Pet friendly. Great private backyard.
5
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 8
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Outrageous! Near Microsoft Mt Pleasant - Sleeps 18
76
Holiday Rental House
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6 bedrooms
2 bathrooms
Sleeps 16
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Tiny home in not so tiny Yard
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 3
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Welcome to Captain’s Quarters
3
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 8
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Furnished 2 Bedroom Ranch in Pleasant Prairie
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
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Fabulous! Near Microsoft Mt Pleasant - Sleeps 4
8
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
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fast wifi, perfect remote worker home, 6 acres of secluded nature
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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☆2bdrm Apt near Naval Base - 6 Flags - Casino☆
10
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 4
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Retreat near Golf Course! Minutes from Lake Michigan! LongTerm-6 months+ Rental.
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 4
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Heavenly! Near Microsoft Mt Pleasant - Sleeps 6
10
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 6
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****Game Room Included**** Cozy 3BR Home
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Charming! Near Microsoft Mt Pleasant - Sleeps 8
10
Holiday Rental House
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4 bedrooms
1 bathroom
Sleeps 8
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Sleeps
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Modern! Professionally Cleaned, Self Check In - Sleeps 10
39
Holiday Rental House
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5 bedrooms
2 bathrooms
Sleeps 10
Match:
Sleeps
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Beautiful! Near Microsoft Mt Pleasant Sleeps 8
10
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 8
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Sleeps
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Lake Michigan Waterfront Kenosha Retreat For Eight People!!
10
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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Welcome Familys!!
5
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 6
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Sleeps
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Beautiful and Cozy With 5 Bedrooms
11
Holiday Rental House
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5 bedrooms
2 bathrooms
Sleeps 13
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Victorian! Professionally Cleaned, Self Check In - Sleeps 10
57
Holiday Rental House
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5 bedrooms
2 bathrooms
Sleeps 10
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Sleeps
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Bright, Airy Keno Home with Patio and Yard
2
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 10
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Large home for group gatherings! Reunions. Business travel.
10
Holiday Rental House
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6 bedrooms
4 bathrooms
Sleeps 12
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Lake Michigan Vacation Rental w/ Private Beach!
3
Holiday Rental House
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5 bedrooms
4 bathrooms
Sleeps 12
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great home in Waukegan for navy graduate families close distance to navy base!!
9
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 10
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The Victory Park Ranch
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 8
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Harbor Haven/Game Room/Gym
4
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 11
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Huge 6-bedroom house with WiFi, fitness, Games and Comfort in Great Lake
Holiday Rental House
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6 bedrooms
4 bathrooms
Sleeps 12
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Cozy Family Ranch close to Naval Base, Great America, Casino and more
3
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 6
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Mid-Century Modern Dream Getaway
3
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 7
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Cozy second floor deplex 2-bedroom in peaceful Kenosha with AC, heat and WiFi
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 5
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The Red Brick Flat- 15 minutes from Naval base!
Condo/Apartment
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4 bedrooms
1 bathroom
Sleeps 7
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The Brick Arch- 3 bedroom home
2
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 12
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Carthage Lakehouse
6
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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2-bedroom house in peaceful Waukegan with WiFi, AC
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 3
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Entire 3 Bedroom Cozy Unit
5
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 6
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The Office Loft- 2 Bedroom
Condo/Apartment
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4 bedrooms
2 bathrooms
Sleeps 7
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3-bedroom house WiFi in lovely Waukegan Near Gurnee
9
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 6
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Cozy 2 bedroom home with a study.
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
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Spacious 5-bedroom home - amazing backyard with fire pit. Great for gatherings
1
Holiday Rental House
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5 bedrooms
4 bathrooms
Sleeps 9
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Relaxing beach-style sanctuary in quiet area!
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 9
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3 Bedroom Home near Naval Base!
6
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 6
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1
Showing results 1-48 of 48
Frequently Asked Questions about Pleasant Prairie
Do any holiday rentals in Pleasant Prairie have a pool?
Yes, here are some popular holiday rentals in Pleasant Prairie that have a pool:
LESS THAN 1 MILE OFF FREEWAY
Trendy! Pro Cleaned, Self Check In - Sleeps 10
Beautiful homes a
See all holiday rentals with a pool in Pleasant Prairie on Tripadvisor
Do any holiday rentals in Pleasant Prairie have internet access?
Yes, here are some popular holiday rentals in Pleasant Prairie that have internet access:
LESS THAN 1 MILE OFF FREEWAY
Trendy! Pro Cleaned, Self Check In - Sleeps 10
Beautiful homes a
See all holiday rentals in Pleasant Prairie on Tripadvisor
What are the best pet friendly rentals in Pleasant Prairie?
The best pet friendly rentals in Pleasant Prairie are:
The Executive Home Away from Home
LESS THAN 1 MILE OFF FREEWAY
Trendy! Pro Cleaned, Self Check In - Sleeps 10
See all pet friendly holiday rentals in Pleasant Prairie on Tripadvisor
What are some great rentals in Pleasant Prairie that are kid friendly?
Some of the most popular kid friendly rentals in Pleasant Prairie are:
LESS THAN 1 MILE OFF FREEWAY
Trendy! Pro Cleaned, Self Check In - Sleeps 10
Modern Lakeside Villa
See all kid friendly holiday rentals in Pleasant Prairie on Tripadvisor
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