How much does it cost to stay in house rentals in Pleasant Prairie?

Experience the best of Pleasant Prairie with our house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Are there vacation rentals with a dedicated workspace in Pleasant Prairie?

Yes! Work meets play with ease at over 20 vacation rentals in Pleasant Prairie featuring dedicated workspaces. Stay connected and productive in your home away from home.

Do house rentals in Pleasant Prairie have air conditioning?

Absolutely! We offer over 10 house rentals with air conditioning in Pleasant Prairie. Enjoy a tailored experience with all the comforts you desire.

Do house rentals in Pleasant Prairie have wifi?

Absolutely! We offer over 20 house rentals with wifi in Pleasant Prairie. Enjoy a tailored experience with all the comforts you desire.

Are there family-friendly vacation rentals in Pleasant Prairie?

Pleasant Prairie has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

Do house rentals in Pleasant Prairie have a kitchen?

Absolutely! We offer over 20 house rentals with a kitchen in Pleasant Prairie. Enjoy a tailored experience with all the comforts you desire.

Do house rentals in Pleasant Prairie have free parking?

Absolutely! We offer over 10 house rentals with free parking in Pleasant Prairie. Enjoy a tailored experience with all the comforts you desire.

What are the most popular amenities for House Rentals in Pleasant Prairie?

Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with a kitchen, over 20 homes with wifi, over 10 homes with air conditioning, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

Vacation rentals in Pleasant Prairie

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Pleasant Prairie

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite

Condo in Racine

4.97 out of 5 average rating, 232 reviews

Gorgeous Main Street Apt with Lake Views (APT2)

Gorgeous, open concept Main Street apartment on 3rd level, with views of downtown and partial views of the lake and harbor. New mini kitchen with 2 induction stove top burners, a microwave, toaster, and all the cookware and utensils needed for a getaway. Supersize custom island, comfy furnishings, and convenient to everything downtown. Unique building is connected to parking garage. Drive up to the 3rd floor - walk just 10 steps to your door - enjoy the views from above, without the climb.

Guest favorite

Cabin in Salem

4.98 out of 5 average rating, 114 reviews

Cozy Log Cabin Perfect for Holidays, Near Skiing

Experience the allure of Salem Lakes Chalet, featuring modern comforts nestled within a quaint 3-story log cabin. Relax in a fenced yard offering picturesque vistas of woods, and relish in the variety of recreational options at nearby lakes. Your ideal retreat beckons! Enjoy the northern ambiance without the lengthy journey—be amazed by our expansive wall of windows! Whether you are in town to visit family or looking for a retrieve from the city we are conveniently located 10 mins from I-94.

Guest favorite

Guest suite in Racine

4.9 out of 5 average rating, 253 reviews

Racine theme Airbnb at the Red Birch on Erie

Home is set in a quiet neighborhood with a working vegetable farm for a backyard where deer, squirrels, geese and birds entertain. You will enjoy unobstructed, amazing sunsets along with Racine themed artwork and memorabilia, all retro and eclectic in design. It's a short drive to the Lake Michigan shoreline and just minutes away from downtown and the finest beaches! You're host has props from his Old Times photo studio that are available for photography on the grounds in special settings.

Guest favorite

Home in Kenosha

4.92 out of 5 average rating, 260 reviews

A Home for your Holiday! Hot tub/Chefs Kitchen

Come gather, relax & celebrate at our 1 acre estate near beaches, dining & Carthage College! The designer interior features 5 BR/4 Bath, chef's kitchen with Viking & Subzero, Coffee/Espresso Bar, dining area for 12, 2 spacious family rooms with piano, fireplace and TVs. Enjoy dining, lounging & fun in the great outdoors w/hot tub, fire pit, basketball, pickleball, ping pong & lawn games! Beaches are walkable under a mile & near lively downtown w/ harbor, restaurants, shopping & museums.

Guest favorite

Home in Antioch

4.9 out of 5 average rating, 126 reviews

Lakefront, beautiful views, spacious and private.

With panoramic views of the lake, you’ll love the stunning sunsets, private beach, pier, and kayaks. Experience outstanding fishing and walk to downtown for restaurants, bars, shopping, theater, and concerts in the park. Skiing at Wilmot/Vail is just a short drive away. Inside, unwind by two fireplaces, three TV screens, or play a game on the pool table. The large wet bar and expansive kitchen are perfect for gatherings, with additional space in the dining areas, private office, and gym.

Guest favorite

Home in Round Lake Beach

4.99 out of 5 average rating, 125 reviews

Round Lake Getaway Retreat

Looking for a calming, peaceful lakeside getaway for you and your loved one? Come stay at our remodeled retreat with private waterfront access to Round Lake. Enjoy peace and reflection meditating on the spirited lake waters rolling into shore. Wake up to inspirational lake views with soul warming coffee, tea or cocoa. Savor deep or lazy conversation with your loved one, surrounded by dreamy décor and captivating nature. Come and relax, restore, and rejuvenate by the lake!

Superhost

Home in Fox Lake

4.9 out of 5 average rating, 159 reviews

Beach Bungalow Getaway ★ Chain O Lakes

Outdoor enthusiasts will be delighted with this quaint romantic cottage. Walk down to the lake to enjoy boating, swimming, fishing, and more. The fall colors, hiking, and nature setting is especially breathtaking this time of year. Experience all the comforts of home in this newly remodeled lake cottage desirably located on Lippincott Point. Perfect for gathering with friends by the lakeside fire pit, boating “the chain” and all that lake life has to offer!

Guest favorite

Home in Racine

4.91 out of 5 average rating, 133 reviews

The Beach House at Michigan Blvd.

Always Professionally Cleaned, Disinfected, and Absolutely Stunning 5 Bedroom Beach House across from a Top 10 Rated Beach. Relax in this completely renovated and professionally designed home. Enjoy breathtaking views, gorgeous sunrises on the front porch, and luxury accommodations. Walk to the beach, the zoo, downtown, and the marinas. Or, enjoy a relaxing bike ride along the pristine lakeshore. Perfect for any family size or occasion!

Guest favorite

Apartment in Kenosha

4.99 out of 5 average rating, 152 reviews

Downtown-Treetop Deck-2Bd/2Bth

This one-of-a-kind, shabby-chic second floor apartment is in the heart of Downtown Kenosha, walking distance to coffee shops, restaurants, museums, and Lake Michigan beaches. Enjoy the large, completely secluded back deck equipped to grill, dine, and relax tucked amongst neighborhood buildings with a tree top view. The apartment is great for a romantic rendezvous, a girlfriend getaway, or for an extended stay.

Superhost

Home in Fox Lake

4.88 out of 5 average rating, 114 reviews

Lakefront Paradise

Relax and have fun with the family and friends at this unique getaway! We are situated directly on the lakefront with private access to our pier where you can enjoy world class sunset views. Jump in and go swimming, roast s'mores over a campfire right next to the water, grill up some burgers on the spacious deck or get some rest in our luxurious suites in this newly renovated (June 2021) home.

Guest favorite

Cottage in Twin Lakes

4.9 out of 5 average rating, 10 reviews

Lakefront Cottage w/Boat Rentals

There is no better feeling than relaxing by the lake, listening to the waves lap on the shore and watching a majestic sunset over Lake Mary. This little lakeside bungalow is the perfect place to stay when you need to float all your worries away. Indeed, there is magic on this planet… and it is contained in water.

Superhost

Cottage in Antioch

4.83 out of 5 average rating, 166 reviews

#1 The Lodge @ The Cottages on Petite Lake

This beautiful and spacious lakefront lodge has views, charm and wonderful amenities. Enjoy your morning coffee with a beautiful sunrise from your private deck right over the water. Spend your days on the lake with the beach just steps away. End the night with a bonfire or movie in the comfortable great room.

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Pleasant Prairie vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Pleasant Prairie's top sights

Pleasant Prairie Premium Outlets59 locals recommend

Bristol Renaissance Faire35 locals recommend

Franks Diner24 locals recommend

The Spot Drive-In17 locals recommend

Jelly Belly Center16 locals recommend

Kenosha Kingfish Baseball Club10 locals recommend

Other great vacation rentals in Pleasant Prairie

Guest favorite

Guest suite in Wind Lake

4.85 out of 5 average rating, 20 reviews

Secret Garden Getaway

Superhost

Home in Fox Lake

4.88 out of 5 average rating, 51 reviews

Stunning Lake Views, Huge Deck, Water Fun!

Superhost