
Holiday rentals with a patio in Pleasant Prairie
Find and book unique rentals with patio on Airbnb
Top-rated rentals with patio in Pleasant Prairie
Guests agree: these rentals with a patio are highly rated for location, cleanliness and more.

Walk to downtown McHenry. Heart of the Fox River
NO PETS Entire 2nd. floor. 1 block away from downtown, Fox River Riverwalk & Pokémon Gym. Full stocked kitchen, books, games, toys & extra amenities to make your stay beyond relaxing. 4:20 allowed in backyard & not in view of under the age of 21. Private smoking area in front too. Minutes away from 2 State Parks, 1 with free boat/kayak launch. Several marinas, boat rental, golf courses & huge variety of entertainment. Look at Bettye's Guidebook for more information & nearby entertainment.

Knots Landing
Close to Downtown and Lake Michigan- Knots Landing is a studio with big appeal! It features a kitchenette with microwave, toaster, hot/cold Water station with Keurig, and everything needed to enjoy a meal at home. Private access with individual outside doors for every unit. This studio also features a covered concrete porch with a beautiful vine that stretches above the patio furniture (April through October). Walking distance to many restaurants/taverns and 3 blocks to the public boat launch.

Stunning Home Across The Street From North Beach
Newly remodeled home on Michigan Blvd. We went the extra mile in creating this beautifully curated, lush, and stylish home! Kick back and relax in one of the many thoughtfully designed rooms and the huge front outdoor deck with amazing views of Lake Michigan! Anywhere you gaze, you will find a visually stimulating experience in this home! Across the street from Lake Michigan, North Beach, and Kids Cove Playground. Short walk to Racine Zoo, the Marina, downtown Racine shops and restaurants.

Nonsmoke, No Cleaning Fees, No Long Chore Lists.
25 minutes away from the Naval Station 5 minutes away from the beach. 10 minutes to Wisconsin. 1 hour 40 minutes to O’Hare Airport and downtown Chicago. 40 minutes to Milwaukee Airport 25 minutes to Six Flags and Great Wolf Lodge. Safe and quiet neighborhood with plenty of wildlife right in the back yard. This Mother in Law suite has tons of natural light. For nature lover’s this unit is close to the beach and there are walking trails nearby. Small children maybe heard from 7AM to 8PM.

Downtown-Treetop Deck-2Bd/2Bth
Discover this one-of-a-kind, shabby-chic second-floor apartment in the heart of Downtown Kenosha — just steps from coffee shops, restaurants, museums, and the shores of Lake Michigan. Ideal for travelers who want everything within walking distance. Relax and unwind on the spacious, completely private back deck — your own hidden oasis tucked among treetops and historic neighborhood buildings. Perfect for stays up to four guests. Please note: This property is not suitable for young children.

Farm House Retreat w/ Private Backyard & Garage
Comfort, convenience and country views await you! Relax on the private patio and soak up the beautiful scenery. Minutes from the lakefront, Racine Zoo and short drive to Milwaukee, you'll enjoy this completely updated home. Cook a meal in the fully stocked kitchen and kick back in the comfy family room. Whether you are here to visit family, attend special events or business travel, you'll find everything you need here. And if you're a little country at heart, the view will not disappoint.

Lakeside Getaway
Relax with the whole family at this peaceful, home on Lake Beulah. With the gorgeous lake and surrounding nature, you will feel you are hours up North, minus the long commute! Wake up and enjoy coffee on the deck. Bring your boat or grab a floaty and soak up the sun as you spend the day on the water. Wind down while you watch a stunning sunset from your own pier. Enjoy a show at the nearby Alpine Valley. Countless memories are just waiting to be made. Come play hard and relax even harder

TheGlassCabin @ HackmatackRetreat
The Pond House, a vintage glass cabin filled with art, water views & eclectic vibes privately perched on the sacred grounds of Hackmatack Retreat Center. Native prairie, a winding slow river, two ponds, 200+ year old oaks & big sky- Countless places to curl up, gathering, focus-- nooks and crannies indoors and out, we offer “time out for time in” amidst this noisy world. Minutes from 2 small towns, all amenities, we're all about peace & ease-- let us custom curate your experience !

Enjoy Life Right on the Lake with Amazing Views
Welcome all Chain O'Lakes boaters and waterfront seekers to the resort style living that Fox Lake has to offer! Located directly on Fox Lake, enjoy breakfast on your beautiful deck, coffee, or wine on the balcony, then a day on the water. This stunning, meticulously maintained 1850+ square feet lakefront home was completely renovated in 2020. Have dinner on the deck with a view of the lake and the make your s’mores in the fire pit all while being on the edge of Mineola Bay.

Cabin Close to Local Skiing and nearby Lakes
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 nearby lakes. 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. Brought to you by NCL Properties.

Historic Downtown Libertyville Loft
Enjoy a stylish experience at this centrally-located 1600 square foot place. Located in the heart of Downtown Libertyville, half way between Chicago and Milwaukee. Close to Six Flags, Great Lakes Navy Base, Lake Michigan beaches, forest preserves, train station and the Chain of Lakes. Downtown Libertyville is a trendy town offering several restaurants, shops and fun events. Book one of the only units truly Downtown Libertyville.

Entire Modern Lakehouse, Steps to Lake Michigan
Need a peaceful getaway, with the entire place to yourself? We are delighted to offer you a modern, spacious two-story home at our Lakehouse AirBnB. You won't want to pass up the charm and proximity to Lake Michigan. This amenity-filled place is designed for guests with modern tastes and a hankering need for peace and relaxation.
Popular amenities for rentals with patio in Pleasant Prairie
Flat rentals with a patio

Full Apartment green oasis in law suite

Cozy lower level 2 bedroom apartment.

The Main on the Fox-hot tub/sauna/fire pit/kayaks

The Treehouse

Great place|1 BD Kitchen| Pool

*Bounce to the Beach* Downtown Lake Geneva

The Modern Rooftop Retreat

Modern - 1 Bed + Airbed - 1Bath - Apartment
House rentals with a patio

Beach Home 3BR with Park, Lake Michigan Waterfront

Beautiful Twin Lakes home 2 mi from Wilmot Resort

Corner Lakefront Property

Luxury 4BR near Six Flags & Naval Base

Gorgeous Historical Mansion on Lake Michigan

Guest Favorite: Clean, Cozy & Close to All

Adorable 2-bedroom home near downtown Grayslake!

Minutes from naval base casino and six flags
Apartment rentals with a patio

Boutique Coastal Modern 2 Bedroom (Historic Area)

Williams Street Villa 2 King Beds (Downtown)

RJ Warner Boutique Home. Modern Luxury

Beautiful Downtown Home - 2 Blks from Lake

Scandinavian Chic Getaway - King Bed - Downtown

Enjoy onsite Waterpark in this family friendly 1BD

4/2 Modern Luxury Home on Pistakee Lake with Pool
Quick stats about holiday rentals with a patio in Pleasant Prairie

Total holiday rentals
Explore 10 holiday rentals in Pleasant Prairie

Nightly prices starting at
Pleasant Prairie holiday rentals start at € 51 per night before taxes and fees

Verified guest reviews
Over 1,420 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
10 of Pleasant Prairie holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Pleasant Prairie rentals

4.9 Average rating
Pleasant Prairie stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
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- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Six Flags Great America
- 875 North Michigan Avenue
- Humboldt Park
- Alpine Valley Resort
- Oak Street Beach
- Wicker Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Frank Lloyd Wright Home and Studio
- Brookfield Zoo
- Wilmot Mountain Ski Resort
- Willis Tower
- Illinois Beach State Park
- The 606
- Milwaukee County Zoo
- Racine North Beach
- Villa Olivia
- Chicago Cultural Center
- Richard Bong State Recreation Area




