
Vacation rentals with a patio in Pleasant Prairie
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Top-rated patio rentals in Pleasant Prairie
Guests agree: these patio rentals are highly rated for location, cleanliness, and more.

*King bed *Outdoor Living *Sought-After Area
Welcome to our sophisticated ranch style home, nestled in the serene, central Chicago neighborhood of Northbrook. This carefully curated home offers a peaceful retreat in a walkable neighborhood with nearby shopping and dining. With its elegant decor, comfortable furnishings, and modern amenities, the home provides a haven of relaxation. Whether you're enjoying a cup of coffee on the private patio or exploring the area, this home provides the perfect backdrop for a memorable vacation experience.

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.

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 !

Meridian Landing
Meridian Landing is a newly renovated 1 bedroom/1 bath apartment with 2 patios. It is located near downtown and only 3 blocks from Lake Michigan. With many restaurants, taverns and shopping within walking distance, you can enjoy some of the most popular activities/festivals Kenosha has to offer, or enjoy your private suite in a great neighborhood. Meridian has a fully stocked kitchen, a pull-out sofa sleeper, a washer and dryer, an electric fireplace and free off-street parking.

Corner Lakefront Property
This unique place has a style all its own. This corner lake house comes with a huge fenced-in yard, as well as a balcony off of the master bedroom and 2 parking spots. We offer 3 kayaks with life jackets, 1 paddle board, paddle boat and fishing poles, fire pit, outdoor and indoor games. We have 3 bedrooms with beds included, as well as a futon couch a trundle bed and a pull-out couch bed (6 potential beds total). This comes with 2 TVs, fireplace, WiFi, bar, new fridge and more.

Cabin- Perfect For Holidays- Decorations for XMAS
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.

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 Pleasant Prairie patio rentals
Apartment rentals with a patio

Bay View Upper w/King Bed & Parking

Full Apartment green oasis in law suite

Spacious & Private 2 bdrm in the heart of Bayview

Cozy lower level 2 bedroom apartment.

Milwaukee Oasis: A Serene Retreat Near the Lake

The Modern Rooftop Retreat

Modern - 1 Bed + Airbed - 1Bath - Apartment

Beach Front Studio at Petite Lake Resort, #1B
House rentals with a patio

Harbor Haven/Near Base/Great America/Game Room/Gym

Beach Home 3BR with Park, Lake Michigan Waterfront

North Beach Bungalow

Nancy's Place

Waterfront w/Lake Views, walk to the beach!

Beautiful Twin Lakes home + lovely private setting

Happy Days! Pro Cleaned, Self Check In

The Harbor House - Amazing!
Condo 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-Bed 2-Bath Modern Luxury Home on Pistakee Lake
Quick stats about vacation rentals with a patio in Pleasant Prairie

Total vacation rentals
Explore 10 vacation rentals in Pleasant Prairie

Nightly prices starting at
Pleasant Prairie vacation rentals start at G$12,549 GYD per night before taxes and fees

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

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of Pleasant Prairie vacation rentals include wi-fi 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!
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- Lincoln Park
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- Navy Pier
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- 875 North Michigan Avenue
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- Lincoln Park Zoo
- Garfield Park Conservatory
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- Brookfield Zoo
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- Willis Tower
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- The 606
- Milwaukee County Zoo
- Racine North Beach
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- Chicago Cultural Center
- Richard Bong State Recreation Area




