Vacation rentals with a patio in Pleasant Prairie

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Top-rated patio rentals in Pleasant Prairie

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Guest favorite

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.

May 20 – 27

G$34,628 GYD per night

Guest favorite

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.

Jul 20 – 27

G$78,038 GYD per night

Guest favorite

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.

Jul 1 – 8

G$27,083 GYD 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.

Oct 1 – 8

G$45,967 GYD per night

Guest favorite

Home in Racine

5.0 out of 5 average rating, 6 reviews

Stately Home on Michigan Blvd with Lake Views

New Listing! 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 or the huge front outdoor deck with amazing views of Lake Michigan! Anywhere you gaze, you will find a visually stimulating experience in this home! Steps from Lake Michigan, North Beach, and Kids Cove Playground. Less than a mile to Racine Zoo, downtown Racine shops and restaurants.

May 28 – Jun 4

G$53,528 GYD per night

Guest favorite

Home in Round Lake Beach

4.89 out of 5 average rating, 153 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.

Aug 21 – 28

G$56,894 GYD 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!

Mar 22 – 29

G$84,993 GYD per night

Guest favorite

Guest suite in Zion

4.89 out of 5 average rating, 142 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.

May 16 – 23

G$16,866 GYD per night

Guest favorite

Apartment in Kenosha

4.98 out of 5 average rating, 115 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.

Nov 3 – 10

G$24,391 GYD per night

Guest favorite

Home in Kenosha

5.0 out of 5 average rating, 25 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.

Dec 6 – 13

G$45,579 GYD per night

Guest favorite

Cottage in Fox Lake

4.94 out of 5 average rating, 112 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.

Oct 13 – 20

G$39,643 GYD per night

Guest favorite

Vacation home in Kenosha

4.87 out of 5 average rating, 45 reviews

The Casa

This modern, rustic home features beautiful original carved doors and beams throughout. Highrise windows pull in natural light, surrounding guests with the sights and sounds of nature. Beautiful renovations to highlight brick oven and kitchen inlays. Plenty of spacious places to study, read and gather. Highlighted features are a double fireplace and recreational room.

Aug 12 – 19

G$84,294 GYD per night