Vacation rentals with a patio in Pleasant Prairie

4.93 out of 5 average rating, 168 reviews

A welcoming living area is presented, featuring a spacious black sectional sofa and a cozy round chair. Natural light floods in through sliding glass doors, leading to an outside view. A subtle decor with plants and a table lamp adds to the inviting ambiance.

Home in Lake Geneva

Lake Geneva cottage with private beach access

This cute cottage for 6 is located just down the street from beautiful Lake Como that offers fishing, boating, and water sports. It is also just a short drive to Lake Geneva and all that it has to offer with its beautiful lake, shopping, historic buildings, and delicious restaurants. Along with the house you get access to the HOA covered private beaches and playgrounds nearby. There is also a bar and grill down the street with live music. Bring your family or your friends and welcome to my home.

5 out of 5 average rating, 155 reviews

Apartment in McHenry

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.

4.93 out of 5 average rating, 116 reviews

A bright living area features a comfortable sofa arranged around a modern coffee table. A work desk is positioned near the window, with natural light spilling in. Artwork adorns the walls, and greenery adds a touch of life to the space, enhancing the welcoming atmosphere.

Apartment in West Dundee

Charming Riverfront Stay | Heart of Downtown

Welcome to The Riverfronts! Three boutique hotel rooms perfectly situated along the river in downtown West Dundee, offering scenic views and modern comforts. ✔ Riverfront Location: Enjoy the scenic riverwalk just steps away. ✔ Prime Downtown Spot: In the heart of downtown Dundee, minutes from top attractions and dining. ✔ Exclusive Group Booking: Reserve just one or all three units for your entire party. ✔ Outdoor Firepit: Unwind by the firepit, perfect for evening gatherings. ✔ Sleeps 4: Each

4.91 out of 5 average rating, 234 reviews

Guest suite in Zion

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.

4.99 out of 5 average rating, 199 reviews

Apartment in Kenosha

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.

4.96 out of 5 average rating, 154 reviews

A rustic living area features warm wood paneling and a mounted TV above a cozy electric fireplace. A decorative sign adds a seasonal touch, while a soft rug enhances the inviting atmosphere. Natural light enters through nearby windows, illuminating the space.

Cabin in Castle Manor

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 recreational options at nearby lakes. Your ideal retreat beckons! 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.

4.98 out of 5 average rating, 120 reviews

A living area features a stone fireplace and large windows providing views of Lake Beulah. Comfortable seating surrounds a wooden coffee table. A dining table is visible, alongside decor elements that create a cozy ambiance. Natural light floods the space, enhancing the connection to the outdoors.

Home in East Troy

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

4.95 out of 5 average rating, 208 reviews

A spacious living area is highlighted by large windows offering views of the water. Colorful seating options, including bean bags and patterned chairs, complement a wooden coffee table. Sleek ceiling fixtures and a soft rug define the gathering space, enhancing the open layout.

Home in Richmond

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 !

Superhost

Home in Waukegan

4.85 out of 5 average rating, 148 reviews

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.

4.96 out of 5 average rating, 99 reviews

A modern kitchen features a large island with seating for four. Navy cabinets and quartz countertops complement stainless steel appliances. Pendant lights hang above the island, illuminating the space. Open shelving showcases kitchenware, while a blue accent wall adds a nautical touch to the room.

Home in Racine

Michigan Blvd Custom Home with Lake Michigan Views

New listing! Newly remodeled home on Michigan Blvd. Every inch on this home has been upgraded to create a beautiful and stylish home. Lake views and steps from North Beach, huge Kids Cove Playground & Racine Yacht Club. Less than a mile to Racine Zoo, downtown Racine shops and amazing restaurants. Crack the windows open and listen to the waves or enjoy your coffee or meal on the rear deck or front porch while gazing at Lake Michigan. Welcome to your oasis!

A breathtaking view of the sunset over Lake Como is framed by large glass doors. The patio features comfortable seating, adorned with potted plants, while the tranquil lake and lush greenery create a serene backdrop.

4.98 out of 5 average rating, 180 reviews

Serene Lakefront condo with magnificent view, pool

Welcome to this serene waterfront villa in Lake Geneva, Wisconsin, a haven for relaxation. This elegantly designed one-bedroom retreat is perfectly nestled on the shores of Lake Como, offering a blend of rustic charm and modern comfort. The real brick walls and cozy fireplace create a warm and inviting atmosphere, providing unforgettable memories in this beautiful Wisconsin setting. Local laws require all guests names and address be provided prior to check in.

4.97 out of 5 average rating, 181 reviews

A spacious living area features a large purple sofa with decorative pillows and a sleek side table. Vintage Chicago posters adorn the walls, while natural light fills the room through a window, complemented by soft, neutral tones throughout the space.

Apartment in Palatine

Huge Sofa-King Bed-Easy Parking-Private Deck-Retro

MId Century Modern 1 Bedroom With Private Entrance in Downtown Palatine! More Than 170 5 Star Reviews ★★★★★ "This place is amazing. It is so cute and cozy. The location is amazing, walking distance to everything downtown Palatine has to offer.." Abbey - February 2025 700sf Retro Apartment with a King Bed & Private Outdoor Space. Safe Off Street Parking. Just Steps to Public Transportation, Bars, Restaurants & More.

Popular amenities for Pleasant Prairie accommodations with an outdoor patio

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment rentals with a patio

Apartment in Highland Park

A spacious living room is featured with a comfortable sectional sofa, accented by several pillows. A coffee table is centered on a soft area rug, while large windows allow natural light to illuminate the space. Potted plants add a touch of greenery to the decor.

5 out of 5 average rating, 53 reviews

Full Apartment green oasis in law suite

4.94 out of 5 average rating, 64 reviews

A cozy living area features a red sofa adorned with decorative pillows, a wooden coffee table, and a round dining table surrounded by six chairs. Light illuminates the space, creating a warm atmosphere. The kitchen area is visible in the background.

Apartment in Waterford

Cozy lower level 2 bedroom apartment.

4.89 out of 5 average rating, 44 reviews

A spacious bed is neatly arranged with an assortment of decorative pillows, featuring soft grey and white linens. Flanking the bed are two nightstands, each with a small lamp. A piece of wall art with circular designs adds a touch of visual interest.

Apartment in Kenosha

Knots Landing

4.89 out of 5 average rating, 63 reviews

A bright living area is furnished with a light-colored couch between two armchairs. A round coffee table sits in the center, complemented by decorative elements. Natural light enters through sliding glass doors, illuminating the serene wall art and creating an inviting space.

Apartment in Lake Geneva

*Bounce to the Beach* Downtown Lake Geneva

5 out of 5 average rating, 6 reviews

A bright living area is showcased, featuring a gray sectional sofa and a minimalist coffee table. Natural light enters through two large windows, with a round mirror reflecting the space. A floor lamp stands beside the sofa, adding soft illumination to the neutral-toned carpet.

Apartment in Mundelein

The Modern Rooftop Retreat

4.88 out of 5 average rating, 42 reviews

A serene lake view is captured at sunset, with vibrant colors reflected on the water's surface. A wide wooden dock extends into the lake, lined with boat lifts and floating wave runner parking, inviting recreational activities and relaxation.

Apartment in Ingleside

Chain O' Lakes 3/1.5 Beach Penthouse and Boat Dock

4.94 out of 5 average rating, 31 reviews

A spacious living area showcases a comfortable gray sofa, a light wood coffee table, and a modern electric fireplace. A large projection screen dominates one wall, complemented by sleek kitchen appliances visible in the background. Soft lighting creates an inviting ambiance.

Apartment in Waukegan

Modern - 1 Bed + Airbed - 1Bath - Apartment

Superhost

A balcony is shown with two wooden chairs positioned to overlook the outdoor scenery. A small table holds a coffee cup. The wall is adorned with artificial greenery, and the flooring features interlocking wooden tiles.

Apartment in Racine

4.67 out of 5 average rating, 27 reviews

Red Brick Beach Loft: Antique Charm Meets Modern

House rentals with an outdoor patio

4.97 out of 5 average rating, 36 reviews

A historic photograph depicts a group of naval personnel in uniform standing on a grassy field, with rows of hats spread out in front. An imposing building is seen in the background, framed by trees on either side.

Home in Winthrop Harbor

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

5 out of 5 average rating, 17 reviews

Home in Castle Manor

Relaxing Lakefront Stay w/ Deck and great views

4.96 out of 5 average rating, 98 reviews

A bright living area features a spacious cream-colored sofa with colorful pillows, complemented by a sleek console table with barstools. A large TV is mounted on the wall, while natural light enters through windows and glass doors leading to the outdoor patio.

Home in Highland Park

Modern Retreat near Ravinia & Botanic Gardens

5 out of 5 average rating, 27 reviews

A wooden dock extends into a serene lake, bordered by lush greenery and trees. Gentle ripples reflect sunlight across the water's surface, creating a calming scene. The view captures the natural beauty of the lakeside setting, inviting relaxation and enjoyment of the outdoors.

Home in Burlington

Cozy Lakehouse Only 20 min to Lake Geneva Area

5 out of 5 average rating, 8 reviews

The historic Carpenter House is presented in a grand neo-classical style, featuring large columns and a covered front porch. Soft evening light reflects off numerous windows, while neatly manicured gardens and shrubbery frame the entrance, inviting guests to explore the property.

Home in Racine

Gorgeous Historical Mansion on Lake Michigan

4.97 out of 5 average rating, 30 reviews

A modern home exterior is presented, featuring a combination of stone and siding materials. Large windows allow natural light to enter, while the well-maintained landscaping includes diverse greenery surrounding the front pathway. A welcoming porch area is visible, providing an inviting entrance.

Home in Winthrop Harbor

The Harbor House - Amazing!

4.92 out of 5 average rating, 91 reviews

The king bed is presented with a white linen cover and flowery pillows, situated in a serene, softly lit room. A cedar barrel sauna, made of warm-toned wood, is shown outside among trees. The waterfront features a wooden dock extending towards the calm lake, surrounded by autumn foliage.

Home in Spring Grove

Pelican LakeHouse w/boat slip & sauna (sleeps 4)

4.98 out of 5 average rating, 93 reviews

A charming sidewalk scene features a row of quaint storefronts with colorful awnings and flower boxes. Benches are placed alongside trees, and a brick pathway leads past a trash receptacle. The inviting atmosphere reflects a friendly downtown setting.

Home in Grayslake

Adorable 2-bedroom home near downtown Grayslake!

Condo rentals with a patio

A spacious living area is characterized by light-colored leather sofas and a fireplace, providing a cozy atmosphere. A large television is mounted on the wall, and sliding glass doors lead to an outdoor space with seating visible beyond. The room features wooden flooring and brick walls.

4.86 out of 5 average rating, 22 reviews

Charming 1BR Condo with Patio, Near The Lake Genev

A cozy living area features a grey sectional sofa with patterned cushions and a comfortable armchair. A flat-screen television is mounted on a brick wall above a fireplace, complemented by nautical décor. Light enters through adjacent windows, enhancing the relaxed ambiance.

5 out of 5 average rating, 11 reviews

Sailor’s Delight: lakefront condo w/fireplace

4.92 out of 5 average rating, 50 reviews

A cozy living area is depicted, featuring a brick fireplace beneath a mounted television. Soft furnishings include a gray couch adorned with decorative pillows, positioned around a dark coffee table. Sheer curtains filter light from the nearby window, adding a touch of warmth to the space.

Condo in Geneva

Quaint, quiet condo minutes from Lake Geneva

A cozy bedroom features a plush king-sized bed with a light-colored duvet and decorative cushions. Natural light enters through large windows adorned with soft curtains. A comfortable bench sits at the foot of the bed, alongside a dark wood dresser and a small television.

4.96 out of 5 average rating, 114 reviews

The Landis, elegant with fireplace!

A two-story condo building is set amidst lush green lawns and trees. Balconies with seating areas can be seen on the upper level, while a patio on the lower level offers a space for outdoor dining. The pathway leads through the manicured grass.

3.83 out of 5 average rating, 6 reviews

Entire Updated Condo in Lake Geneva

The living area features a dark leather sofa adorned with blue throw pillows, accompanied by a light gray couch. A round woven pouf and an antique-style trunk serve as accent furniture. Large glass doors provide access to a balcony, with lake-themed decor on the wall.

4.96 out of 5 average rating, 165 reviews

LakeView-SummerPool-FamilyFriendly-CloseToTown

A living area features a dark sofa and two accent chairs, complemented by a wooden coffee table. A large window offers a view of the green outdoor space. Nautical-themed decor is visible, adding to the relaxed ambiance of the room.

4.08 out of 5 average rating, 12 reviews

Cute n Cozy Lake Geneva Interlaken Condo!