Vacation rentals with a patio in Kendall County

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Top-rated patio rentals in Kendall County

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Top guest favorite

A bright and airy attic space is presented, featuring a spacious bed with a red coverlet. Decorative pillows add color to a cozy seating area with a dark sofa. Overhead fans complement the pleasing ambiance, and a kitchenette is subtly integrated in the background.

Home in Yorkville

5 out of 5 average rating, 5 reviews

3BR Retreat in a House 2Floor

Welcome to your peaceful 3BR retreat! Nested in a tranquil rural setting yet close to Raging Waves and Greater Chicago Area. This sun-filled 2nd floor unit offers Artsy Romantic style w nature views. Enjoy a private entrance, balcony overlooking a fruit garden, cozy kitchenette, elegant décor, workstations in every room! Perfect for families, couples, or small groups. For your romantic mood we got 4 U Smart RGB Lights & Smart Lights & Music in the Bathroom. Breed Deeper, Rest Better, have Fun!

A serene creek flows through a lush green landscape, surrounded by trees with budding leaves. In the background, a house is partially visible amid the foliage, creating a peaceful natural setting.

Home in Plano

Little Rock Woods Retreat

Escape from it all at our tranquil getaway in the woods. Wander the trails exploring nature on this 26 Acre wooded property, including 1000 ft of frontage along Little Rock Creek. Gather with family & friends for a BBQ on the large screened porch and adjoining deck, play bags or shoot hoops in the spacious yard or just enjoy watching the wildlife and listening to the owls hooting back & forth. With 2 kitchens and 2 laundry areas, smart TVs throughout this is the ideal spot for family gatherings

Top guest favorite

A spacious glass sliding door opens to a patio with outdoor seating overlooking a serene body of water. A fire pit is positioned on the concrete surface, surrounded by four chairs, while trees and grass frame the peaceful view.

Guest suite in Oswego

4.95 out of 5 average rating, 19 reviews

Live it up on the Lake.

Very modern setup in your own walkout lower level of a house. All the amenities and steps away from nature too! Sunrise wake up calls if you want, or remain shrouded in seclusion until you are ready to make your coffee and walk outside to the beautiful sounds of nature. Just a mile away from everything you need. Walmart, Meijer, Sam's club, a veritable bevy of restaurants and more...a few miles away from the Fox Valley Mall. A few miles away from Historic Naperville. C'mon out! Stay with us.

Guest favorite

A spacious living area is presented with a large, U-shaped sectional sofa and a matching armchair. A coffee table sits in the center, complemented by light hardwood floors and a patterned area rug. Natural light filters through a nearby dining space, featuring a table set for meals.

Home in Montgomery

5 out of 5 average rating, 8 reviews

5 bdrm/2.5 bth/Fenced Yard/Quiet St /Pet friendly

Escape with your family at this tranquil retreat, nestled in the heart of Montgomery near highways 34 and 25. Situated on a quiet street, this spacious home boasts five bedrooms, ensuring ample space for everyone. The master bedroom features a queen-size bed and en-suite bathroom, other bedrooms offer: queen bed, full-size bed, twin bed with twin bed trundle, and the last bedroom offers a bunk bed. The property also has a fenced yard with a patio, ideal for outdoor entertaining & relaxation.

A living room features two beige sofas adorned with colorful cushions in shades of orange and teal. A coffee table sits in the center, surrounded by a patterned area rug. Bright blue curtains frame the windows, and a vibrant tree artwork adds a pop of color to the wall.

Home in Montgomery

4.62 out of 5 average rating, 13 reviews

One-level/Big Fenced Yard/3bedroom single fam home

This vibrantly decorated home is sure to please all manner of traveler from its central location minutes away from shopping to its large back yard and fire pit. Having a weekend or a week+ away is lovely, with ample space and sleeping arrangements for. You'll love the fully equipped kitchen, washer and dryer and the peace that comes with a suburban area home. Parking for 4 cars in the driveway and 2 more on the street. (Unit has been updated, newer pictures coming soon. Layout still the same)

Guest favorite

A spacious living room features a large sectional sofa and two blue upholstered chairs, arranged around a black coffee table on a light area rug. A flat-screen TV is mounted on the wall, flanked by shelves with decorative items. Natural light enters through large windows with sheer curtains.

Home in Oswego

4.89 out of 5 average rating, 131 reviews

Cozy 4-bedroom ranch - minutes from everything

Relax and have fun with the whole family at this peaceful place to stay. It is located within walking distance from US Route 34 in the middle of shopping centers such as Meijer, Jewels, Target, Walmart, great restaurants, bars, entertainment, hair and nail salons, gas stations, etc. There are 5 beds (1 king and 4 queens plus a queen-size air mattress and a twin pull-out bed) and 3 couches waiting for their guests. The house is cleaned and sanitized before every reservation.

A spacious living area features a large sectional sofa arranged around a coffee table, with natural light filtering through window blinds. A decorative plant and various accent items are present. The fireplace is positioned beneath a wall-mounted TV, enhancing the cozy ambiance.

Home in Yorkville

4.38 out of 5 average rating, 13 reviews

Chicagoland Getaway With Vintage Game Room!

Bring the whole family! Perfect for graduation get togethers or large family vacations. Located near the largest waterpark in Illinois. With 3 bedrooms, 2.5 baths, finished basement with a vintage game room, and an adult lounge area. The game room (dubbed the GAME ZONE) is full of vintage gaming consoles for the kids or the kid in you! Following, there is plenty of backyard space to enjoy the weather and outdoor activities. Keep an eye out, you may even see a hummingbird!

A spacious living room is highlighted by a large, ornate mirror above a classic fireplace. Soft gray carpeting covers the floor, and two tall windows provide natural light, framed by elegant drapes. A comfortable sectional sofa and a wooden TV stand complete the inviting space.

Home in Oswego

Luxury Farm Home with Private Woods

Welcome to Oakberry, a luxurious country estate nestled on a picturesque hill within 8+ acres of pristine forest, just minutes from Oswego. This serene retreat offers a blend of natural beauty and modern comfort. Recently renovated, this home offers contemporary conveniences with the timeless character of its 19th-century craftsmanship. Immerse yourself in nature's tranquility while enjoying the elegance of this unique home. Your dream getaway awaits—welcome to Oakberry!

Home in Montgomery

4.57 out of 5 average rating, 42 reviews

Handicap Accessible/Workers/Parkng/GameRoom&Yard

Quiet and Spacious 3bdrm/1/5 bath house. Great location, near shopping and entertainment. Great for Workers or families. All one floor, so no stairs!! Huge eat in kitchen loaded with amenities to make you feel right at home. We have a game room with Pool table/Pingpong/air hockey game. Kick back and relax! NO SMOKING,/NO VAPING INDOORS, NO ILLEGAL DRUGS, NO PARTIES AND NO GATHERINGS. Fenced-in yard with small firepit, BBQ and outdoor chairs. 2 car garage

The exterior of the residence is captured from above, showcasing a modern barn structure with a metal roof and a distinctive silo. The landscaped grounds feature lush greenery and a spacious deck area, inviting relaxation and outdoor gatherings.

Barn in Oswego

4.93 out of 5 average rating, 29 reviews

The GC Barn - Town & Country Escape

Welcome to this exceptional luxury residence—a unique blend of history and modern design. Once a dairy barn, it features high-end craftsmanship and a signature silo that honors its heritage. Please note: This home is not an event venue—maximum 20 registered guests. All vehicles must be parked in the driveway; no street parking allowed. This home is in a quiet residential area with longtime neighbors; we kindly ask that all house rules be respected.

Superhost

A charming bungalow exterior is adorned with vibrant decorations, including red lanterns and festive displays. The porch features white railings and blooming planters, providing a welcoming atmosphere. A pathway leads to the front door, framed by greenery and a grassy lawn.

Home in Oswego

Quaint Oswego Downtown Bungalow

Enjoy Staying at this Downtown Oswego Charming Bungalow . Downtown Oswego .3 M Event Centers Venue 5126 - 2 M Norfolk Farm Weddings - 6.2 M Ashley Farm Events - 6.7 M Bear Cave Lake Events 4.4 M Fox River Trail - .4 M River Edge Park - 6.2 Miles Caterpillar Corporate - Montgomery 2.5 M (Interns/Rotations Welcome) Hospitals within 14 Miles Travel Clinicians Welcome! Rush-Copley Hospital Edwards Hospital Mercy Hospital Delnor Hospital