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

Unique Dome Home Golf Range Experience by the Lake
As featured in Golf Digest, this memorable place is anything but ordinary! Our spacious dome home is perfect for a quiet weekend away or hosting a large group of people. Located on a secluded driving range with your own private access and 1 mile west of Lake Michigan, our location is perfect! Beaches, parks and two golf courses all within 10 miles from the house! Here in the winter? No problem! We have ski hills all around us! Our home is the perfect place to resort to after a day on the slopes.

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.

Adorable 2-bedroom home near downtown Grayslake!
Welcome to Mellow Yellow, an adorable home with everything you need. Located close to downtown Grayslake where you will find restaurants, bars and cute hometown stores. Walk to Jones Island to relax on the beach or head to the Aquatic Family Center for a dip in the pool. Enjoy nearby attractions, Lake County Fairgrounds, Six Flags Great America, Great Lakes Naval Base, and Gurnee Mills Mall, or spend the day in Chicago which is 29 miles. Check out my guidebook for places to eat and visit!

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 !

Minutes from naval base casino and six flags
Your family will be close to everything when you stay at this centrally-located place. Naval base and six Flags great America and NEW CASINO are just down the road less than 10 minutes . We are only about 45 min from downtown chicago. About 35 from O’Hare. And less than 10 from Gurnee mills. Plenty of restaurants within minutes and Starbucks is only 3 minutes away. 10 mins from Waukegan beach The house sits on 3 property lot, so it’s very private with no real next door neighbors.

Cozy mother inlaw suite. Private. Next to beach.
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.

A Frame Cabin located near multiple 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.

Secluded in the Woods, Hot Tub
Owl's Rest Cabin is nestled in acres of fully wooded, peaceful forest. This is a cozy couple's retreat or small family getaway with a fireplace, hot tub, full kitchen, washer/dryer, located 4 minutes from Lake Mary and 15 min to Lake Geneva. Many activities nearby - festivals, hiking, boat rentals, golf, beach, downhill skiing, tubing, and snow shoeing. Eco conscious cabin, including Level 2 electric vehicle charging & more. Please message us with any questions.

Garden View Studio • Walk to Downtown • Fire Pit
✔ Prime Downtown Spot: In the heart of downtown Dundee, minutes from top attractions and dining. ✔ Outdoor Firepit: Unwind by the firepit, perfect for evening gatherings. ✔ Sleeps 4: Each unit accommodates up to 4 guests. 1 queen, 1 full sofa bed. ✔ Riverfront Location: Enjoy the scenic riverwalk just steps away. ✔ Off-Street Parking: Convenient and secure parking for your stay. ✔ Exclusive Group Booking: Reserve just one or all five units for your entire party.

6th Ave Harborside
Perfectly located near downtown Kenosha, this cozy and comfortable home makes it easy to enjoy the best of the area. Ride the bikes to the farmers market, stroll to the beach, or spend time along the marina and harbor. The large dining room invites long meals and relaxed evenings together. An ideal home base for a peaceful getaway, visiting family, or attending local events. One night stays are available on a limited basis - reach out for details!

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 Pleasant Prairie Holiday Houses with Outdoor Verandahs
Apartment rentals with a patio

Walk to downtown McHenry. Heart of the Fox River

Cozy lower level 2 bedroom apartment.

Stylish 3-bd place with back yard & free parking

The Treehouse

*Bounce to the Beach* Downtown Lake Geneva

Meridian Landing

Beach Front Studio at Petite Lake Resort, #1B

Red Brick Beach Loft: Antique Charm Meets Modern
Holiday House Rentals with a Verandah

Scenic Waterfront Lake Michigan Escape

Nancy's Place

Relaxing Lakefront Stay w/ Deck and great views

Casa Monarca • 3.5 Bathrooms • Top 1%

Modern & Spacious Retreat • Fast Wi-Fi •Desk• Yard

Lago Amore - Channel house, pier, kayaks

Gorgeous Historical Mansion on Lake Michigan

Luxury 4BR near Six Flags & Naval Base
Holiday condos with a patio

Charming 1BR Condo with Patio, Near The Lake Genev

Green oasis in law suite

Sailor’s Delight: lakefront condo w/fireplace

Quaint, quiet condo minutes from Lake Geneva

The Landis, elegant condo w/ king bed & fireplace!

Poolside condo by Lake - walk up to Ridge Resort

Enjoy onsite Waterpark in this family friendly 1BD

LakeView-SummerPool-FamilyFriendly-CloseToTown
Quick stats about holiday rentals with a patio in Pleasant Prairie

Total holiday rentals
Explore 20 holiday rentals in Pleasant Prairie

Nightly prices starting at
Pleasant Prairie holiday rentals start at $84 AUD per night before taxes and fees

Verified guest reviews
Over 1,410 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Pleasant Prairie holiday 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!
Destinations to explore
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- Lincoln Park
- Wrigley Field
- Millennium Park
- United Center
- Grant Park
- Navy Pier
- 875 North Michigan Avenue
- Six Flags Great America
- Humboldt Park
- Alpine Valley Resort
- Union Park
- Lincoln Park Zoo
- Chicago River Walk
- Wilmot Mountain Ski Resort
- Frank Lloyd Wright Home and Studio
- Garfield Park Conservatory
- Loyola University Chicago
- Oak Street Beach
- Illinois Beach State Park
- Willis Tower
- Milwaukee County Zoo
- Naval Station Great Lakes
- Riviera Theatre
- Baird Center





