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.

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Guest favourite

Home in Kenosha

5.0 out of 5 average rating, 26 reviews

Sister House Cottage-Beachy Charm-Driveway Parking

Sister House Cottage is a 1920’s bungalow charmingly furnished in a beachy vintage theme. A restful screened in front porch looks out onto a quiet tree filled, family oriented neighborhood. Enjoy the many lovely beaches in Kenosha with provided beach towels, lawn chairs and sand toys! Just a 5 minute drive to Lake Michigan! 3 blocks from large park with playground, disc golf and garden. To help make your family stay more relaxing we offer a portable crib, stroller and high-chair for your use.

14–21 Aug

$206 SGD per night

Guest favourite

Home in Pleasant Prairie

5.0 out of 5 average rating, 14 reviews

Large Modern Lake Michigan Beach House & Game Room

Our beach-house is located just across the street from Lake Michigan and a few min walk to the beach on 1.5 acres of lush greenery and old trees. Chicago and Milwaukee are both about 1hr away. Relax by the cozy fireplace, play games outside or in the garage/game room, cook elaborate meals in our well equipped chef’s kitchen, then get a full night’s rest in high thread count comfy beds lulled to sounds of nature. Year round golf course, shopping, nature trails, bars, and restaurants are nearby.

10–17 Jun

$537 SGD per night

Guest favourite

Cabin in Spring Grove

4.9 out of 5 average rating, 20 reviews

Enjoy a Getaway @ The Lake-Heim by Chain-O-Lakes

Enjoy a comfy retreat in this cute 1BR home nestled right next to Grass Lake, IL. A lovely space to unwind and relax by the lake whether it is work or play. Awake refreshed to a quiet morning, ready for a day of water activities with impressive views. Early risers can catch a sunrise to die for. Indulge in the comfort and tranquility of this lakehouse cabin. We conduct regular pest treatment to keep pests away, but being close to nature and the lake, expect occasional bugs in warmer weather.

3–10 May

$180 SGD per night

Superhost

Home in Kenosha

4.79 out of 5 average rating, 14 reviews

Beach Home with Park, Lake Michigan Waterfront

Come experience life on the edge of Lake Michigan! Located on a dead end street, this brick home has a private fenced in backyard, a stunning view of the lake and a park across the street! Beach access just a few minutes away. Charter Fishing close by! Ice Fishing in the harbor during winter months. 3 bedrooms, one queen, two full size beds 2 Full Bathrooms (walk in showers) Full Kitchen-no oven enclosed backyard for pets. Kennedy Park right across the street Tennis Courts very close by.

23–30 Aug

$310 SGD per night

Guest favourite

Home in Richmond

4.94 out of 5 average rating, 88 reviews

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 !

15–22 Mar

$282 SGD per night

Guest favourite

Home in Round Lake Beach

4.89 out of 5 average rating, 151 reviews

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.

12–19 Apr

$325 SGD per night

Superhost

Home in Pleasant Prairie

5.0 out of 5 average rating, 9 reviews

Lakehouse Escape! 2 Bedroom, 1.5 Baths, Private!

Amazing property located on Lake Michigan. No houses to the North, no houses to the West, nothing but beautiful Lake Michigan to the East, your own personal sunrise! Come discover the rich history of this unique corner of Kenosha County. From Edith Rockefeller McCormick to Al Capone to Joe Louis, you will be surprised at what Carol Beach has to offer! 200' of lake frontage, 2 bedrooms with 1.5 baths. Maximum relaxation! Super private on a secluded street. 60 mins from Chicago!

28 Jan – 4 Feb

$565 SGD per night

Guest favourite

Guest suite in Zion

4.89 out of 5 average rating, 140 reviews

Non-smoking, attached mother-in-law suite.

30 minutes away from the Naval Station 5 minutes away from the beach. 10 minutes to Wisconsin. 1 hour to O’Hare Airport and downtown Chicago. 1 hour to Milwaukee 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 7PM.

16–23 May

$117 SGD per night

Guest favourite

Home in West Allis

4.97 out of 5 average rating, 160 reviews

Near to all Milwaukee favorites/ Free Parking/WiFi

Make yourself, family or friends at home in this Cozy comfortable upper 2 bedroom, 1 bathroom house with Wisconsin charm! It’s a great location in the city of West Allis just a short drive to everywhere in Milwaukee. I appreciate that you considered my Airbnb listing! Please feel free to contact me on how I can improve your stay. Also, please take a moment to review my house rules. Can wait to host you, thanks!!!

2–9 Sep

$105 SGD per night

Guest favourite

Flat in Kenosha

4.98 out of 5 average rating, 114 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.

30 Oct – 6 Nov

$163 SGD per night

Guest favourite

Home in Kenosha

5.0 out of 5 average rating, 24 reviews

Waterfront w/Lake Views, walk to the beach!

Enjoy your coffee with sunrise views of Lake Michigan from the private back deck. Waterfront property and 5 mins walking distance to the beach, Simmons Island Park & Rec area. Close to downtown Kenosha, and walking distance to many restaurants and bars. Approx. 30mins to Six Flags, and 1hr South of Milwaukee and 1hr North of Chicago. Metra train station nearby to take you into Chicago.

19–26 Apr

$307 SGD per night

Guest favourite

Cottage in Fox Lake

4.94 out of 5 average rating, 111 reviews

Waterfront Cottage in the Heart of Fox Lake

Spend the weekend or a lengthy stay in the heart of Fox Lake. Enjoy our lakefront cottage with enough beds to sleep 6. Our home is the perfect getaway to enjoy everything from fishing & water sports, dining, nightlife or even snowmobiling and skiing in the winter. Or relax with family and friends at this peaceful place along the lake with beautiful views. Canoe available on site.

13–20 Sep

$270 SGD per night