Rent The Cottages - Vacation Rentals in Pleasant Prairie

Harbor Haven Game Room Gym From US $374
         

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10.0 (1 Review)
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SpringHill Suites by Marriott Kenosha From US $115
         

9.6 (376 Reviews)
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Beautiful! Near Microsoft Mt Pleasant Sleeps 8 From US $216
         

10.0 (32 Reviews)
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Charming! Near Microsoft Mt Pleasant - Sleeps 8 From US $216
         

10.0 (26 Reviews)
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Heavenly! Near Microsoft Mt Pleasant - Sleeps 6 From US $79
         

10.0 (12 Reviews)
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Harbor Haven/Game Room/Gym From US $328
         

10.0 (9 Reviews)
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  • Pet Friendly

Luxury Places to Stay in Pleasant Prairie

Over 78+ Luxury Places to Stay in or Near Pleasant Prairie
Beautiful homes a From US $20,963
         

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Beautiful and Cozy With 5 Bedrooms From US $703
         

9.0 (17 Reviews)
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The Executive Home Away from Home From US $502
         

10.0 (4 Reviews)
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  • Pet Friendly
Beachhouse Nature Retreat with Firepit and Game Room From US $394
         

Lake Town Beach Bungalow
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From US $351
         

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Beach Lake Michigan King Bed Pet Friendly From US $345
         

8.8 (15 Reviews)
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  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Pleasant Prairie

Over 18+ Top-Rated Vacation Rentals with a Pool in or Near Pleasant Prairie
The Stella Hotel & Ballroom From US $129
         

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9.4 (1013 Reviews)
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Fairfield Inn & Suites Kenosha Pleasant Prairie From US $110
         

9.2 (669 Reviews)
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Hampton Inn & Suites Kenosha Pleasant Prairie From US $99
         

9.0 (632 Reviews)
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Fairfield Inn & Suites by Marriott Kenosha Pleasant Prairie From US $165
         

Hampton Inn & Suites Kenosha Pleasant Prairie From US $193
         

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8.9 (122 Reviews)
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Best Western Executive Inn Kenosha/Pleasant Prairie From US $87
         

8.8 (1014 Reviews)
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  • Pool
Doubletree by Hilton Pleasant Prairie Kenosha From US $111
         

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8.8 (953 Reviews)
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Pet-Friendly Vacation Rentals in Pleasant Prairie

Over 16+ Pet-Friendly Vacation Rentals in or Near Pleasant Prairie
Beach Lake Michigan King Bed Pet Friendly From US $229
         

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Days Inn by Wyndham Pleasant Prairie Kenosha From US $75
         

8.4 (344 Reviews)
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  • Pet Friendly
Cozy and comfy 4 bedroom From US $298
         

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Large Vacation Homes & Villas in Pleasant Prairie

Over 6+ Large Vacation Homes & Villas in or Near Pleasant Prairie
Trendy! Pro Cleaned, Self Check In - Sleeps 10 From US $172
         

9.2 (7 Reviews)
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Outrageous! Near Microsoft Mt Pleasant - Sleeps 18 From US $185
         

Wheelchair Accessible Vacation Homes in Pleasant Prairie

Over 13+ Wheelchair Accessible Vacation Homes in or Near Pleasant Prairie
The Stella Hotel & Ballroom From US $199
         

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8.9 (288 Reviews)
Hotel
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  • TV
Country Inn & Suites by Radisson Kenosha - Pleasant Prairie From US $91
         

Country Inn & Suites by Radisson Kenosha - Pleasant Prairie From US $142
         

Candlewood Suites Kenosha – Pleasant Prairie by IHG From US $94
         

Best Western Executive Inn Kenosha - Pleasant Prairie From US $132
         

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8.0 (418 Reviews)
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  • Pet Friendly
Comfort Inn & Suites Kenosha-Pleasant Prairie From US $90
         

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8.4 (1004 Reviews)
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Candlewood Suites Kenosha - Pleasant Prairie by IHG From US $126
         

8.0 (60 Reviews)
Hotel
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  • Pet Friendly
Wyndham Garden Kenosha Harborside From US $97
         

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7.8 (1002 Reviews)
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Pleasant Prairie Varoom and Airbnb Places to Stay Under $200

Over 25+ Pleasant Prairie Varoom and Airbnb Places to Stay Under $200
Comfort Inn & Suites Kenosha-Pleasant Prairie From US $122
         

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7.6 (272 Reviews)
Hotel
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  • Pet Friendly
Motel Sun Inn From US $67
         

6.8 (275 Reviews)
Hotel
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Kenosha Gateway Getaway From US $165
         

9.8 (19 Reviews)
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Kenosha Lighthouse Retreat From US $166
         

9.8 (10 Reviews)
House
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Cozy 2BR home near Lake and Universities. From US $126
         

10.0 (1 Review)
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Fabulous! Near Microsoft Mt Pleasant - Sleeps 4 From US $172
         

Instantly Bookable Vacation Homes in Pleasant Prairie

Over 9+ Instantly Bookable Vacation Homes in or Near Pleasant Prairie
Modern Lakeside Villa From US $543
         

10.0 (24 Reviews)
House
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LESS THAN 1 MILE OFF FREEWAY From US $271
         

9.4 (3 Reviews)
Apartment
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Luxe Waterfront Home on Lake Michigan w/ Deck From US $527
         

4.8 (8 Reviews)
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Cozy Cottage by the Big Lake From US $110
         

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About Pleasant Prairie Vacation Rentals

With more than 87 Pleasant Prairie vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rentthecottages and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Pleasant Prairie.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Rentthecottages Pleasant Prairie, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Pleasant Prairie. Places to stay near Pleasant Prairie are 448.77 ft² on average, with prices averaging $448 a night.

Rentthecottages makes it easy and safe to find and compare vacation rentals in Pleasant Prairie with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Pleasant Prairie

Type Count
Vacation Homes 46
Hotels with Suites 31
Holiday Apartments 7
Cabin Rentals 1
Others 1
Villas 1

Use these Quick Filters to Find a Vacation Rental in Pleasant Prairie

Pro Tip: Rentthecottages makes it easy to compare the best listings on Rentthecottages homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Rentthecottages homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Pleasant Prairie.

Weather in Pleasant Prairie

View the weather forecast for Pleasant Prairie before booking your Pleasant Prairie Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F