Vacation rentals with outdoor seating in Kendall County

Large Family Home w/Garage-King beds, Fast Wi-Fi

Relax and enjoy this open, well lit piece of suburbia designed and furnished to be the fully outfitted home away from home. Before every reservation this home is throughly cleaned and given ozone and UV treatment to sanitize. This home includes amenities like the fire pit and grill on the back porch, the 2 car garage, and a finished basement with a ping pong table and PlayStation. Particular favorites also include the fully outfitted kitchen, and the large master bedroom with a private bath.

Guest Quarters: Play Pickleball, Watch Deer, Relax

Deer Run Lodge Guest Quarters is nestled within a wooded area in Yorkville. It's a great place to relax. It has the amenities you need while you are away from home plus a regulation size pickleballs court. Feels out of the way, yet is close to stores, restaurants and various activities. Area Activities: -Raging Waves -Fox River is perfect for water activities -Marge Cline Whitewater Course -Silver Springs State Park -Saw WeeKee Park for mountain biking Restaurants within a 5-20 minute drive.

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.

Nice, Private Ranch Home

Nice private ranch home in a quiet neighborhood. Fox River and the river bike trail are only 3 minutes away, Rush Copley Medical Center, lots of shopping and dining options within minutes, Phillips park zoo, and water park very close, major roadways to Chicago. 10 min, from downtown Aurora where you can find the Hollywood Casino, Paramount theatre, many shopping stores and you can enjoy a walk along the Fox river, Fox valley mall and the Chicago premium outlets mall are only 20min away.

Retreat on Fox River w/ Stunning Views & Hot Tub!

Experience the ultimate riverfront getaway at this stunning home that sets the standard for luxury and elegance along the Fox River. The interior spans 6,300+ sq. ft. across 3 levels of impeccably designed space and features 7 bedrooms, 6 king-size beds, and 4.5 baths to comfortably accommodate up to 16 guests. Set on over 2 acres of wooded grounds, the estate features a long list of luxe amenities including a dock, hot tub, fire pit, 2 kitchens, entertainment room & parking for 10 cars.

Quiet area/Petfriendly/Wi-fi/5 beds/1.5 bath

Discover a unique jungle-inspired getaway in a quiet, spacious neighborhood. Perfect for families and pet lovers, this home features a fenced backyard with a BBQ and outdoor seating for relaxation. Enjoy nearby activities such as fishing, a water park, parks, a zoo, scenic trails, go-karts, golfing, mini golf, and shopping just minutes away. Key Details ★Pets Welcome (ck rules) ★Free Driveway Parking (no garage access) ★No Parties, Events, Smoking, or Vaping Indoors ★60 mins to Chicago

Renovated Farm Home with Private Woods

Welcome to Oakberry, a peaceful country estate with a stunning 5 bedroom farm home backed by 8 acres of forest trails. Thoughtfully renovated, this home is loaded with new modern comforts without sacrifice of the timeless character and craftsmanship one would expect from one of areas finest 19th-century homes. Whether reconnecting with nature or simply relaxing on our super comfortable beds while enjoying blazing fast WIFI, there is something here for everybody to love.

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.

Route66 Themed/PetFriendly/Yard/Deck/FreeParking

Relax with the whole family at this peaceful place to stay. We combined stylish Route 66 Decor and many amenities. Enjoy our patio area with plenty of seating space along with our long patio dining table. Fully equipped kitchen and Washer and Dryer in the unit. Parking for 2 compact cars in the driveway, and 1 more on the street. This home is on the right-hand side of a duplex building.