Holiday rentals with outdoor seating in Kendall County

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

Large Luxury Home: King Beds, Theater & BBQ

Relax and enjoy this sunny, fully outfitted family haven! ### FUN: Finished basement with a Movie Theater (projector), ping-pong, and PlayStation. We even have a toy-filled dresser for the kids! ### COMFORT: Fully stocked chef’s kitchen (mixer/Air Fryer), King/Queen beds, and a large master suite. ### PERKS: Huge yard with a stone patio, grill, and fire pit. Includes a 2-car garage and in-home laundry. ### SAFE: Professionally cleaned and sanitized before every stay for your peace of mind.

River Access|GM Room| Firepit|King|W/D+Jacuzzi Tub

Welcome to Fox River Retreat, a 1,000 sq. ft. riverside oasis where relaxation meets recreation. Nestled in a quiet area, this serene getaway is perfect for family gatherings, couples getaway or fishing trips, offering endless opportunities to unwind and make lasting memories. ★ Large backyard with space to relax and play ★ Garage with pool table, arcade, mini putt, and 70" TV ★ Less than 1 mile to downtown Yorkville ★ 18 miles to Naperville ☆☆ Come experience the best of Yorkville with us!

5 bdrm 7 bed 2.5 bth Ranch w Fenced Yard Sleeps 10

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.

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

Private Riverfront: Kayak-Fire Pit-Near Water Park

Escape to a peaceful riverfront retreat on over half an acre with beautiful water views! Ideal for families, couples, or those working in the area, the home offers wildlife sightings, a cozy fireplace, fire pit, and a fun Nintendo Switch. Watch the sunrise or full moon rise from a beautiful patio. Private chef, sound healing yoga, private driver, and kayak rentals are available upon request for an additional fee. Golf, dining, shopping, and Illinois’ largest water park are minutes away.

Riverfront Townhome in Downtown Yorkville

➢ Everything is sanitized/washed/cleaned after every guest ➢ Right on Fox river ➢ Raging Waves Waterpark - 4.1mi ➢ Yak Shack (Canoe & kayak rental) - 0.8mi ➢ Saw Wee Kee Park - 6mi ➢ Fast, Dedicated Wifi ➢ Free parking in attached garage for 2 compact-size cars + additional free parking onsite. ➢ 3 Smart TVs (Living Room, Bedrooms) ➢ Fully equipped + stocked kitchen / bathroom / laundry ➢ Located Downtown Yorkville ➢ Pack 'n Play ➢ High chair ➢ Kurig coffee maker ➢ King size beds

4 bedrooms 2.1 bath, Basement - Aurora, Naperville

Location, Location, Location. Four bedrooms. Great-sized home. Strategic location near I-88, Chicago Outlet mall, Rush-Copley Hospital, and new Shopping strips, near RT 59 train station. Full English basement, Light & bright w/9ft ceilings & large windows. Great deck for your outdoor enjoyment. Oswego 308 Schools & onsite park. Your family will be close to everything when you stay at this centrally-located place. It’s 7 beds, up to 10 people includes the basement.

Log Cabin Oasis: Pickleball, Hot Tub, Deer, Pets

Visitors call Deer Run Lodge “a hidden gem,” “peaceful and spotless,” and “the perfect mix of rustic and modern.”They mention seeing deer every day, super-comfy beds, thoughtful touches, and wonderful, responsive hosts. Whether you’re planning a family weekend, couples’ retreat, or friends’ getaway, this cabin delivers relaxation, comfort, and a front-row seat to nature’s quiet magic.

Fox River House

Relax with your family and friends at this peaceful place! Enjoy beautiful Fox River in the back yard! The house is minutes away from downtown Yorkville, Raging Waves Waterpark and right next to beautiful Silver Springs park. There are ton of fun activities and places to explore around! The nearby towns offer great restaurants and events. We provide the firewood for your stay!

Luxury Riverfront Retreat w/ Game Room + Fire Pit

Welcome to Dovehill, a luxury riverfront escape where comfort, connection, and adventure meet. Perfect for families, friends, and group getaways, this elegant 3-bedroom, 3-bath home offers direct access to the Fox River, resort-style amenities, and expansive outdoor living — all set against the peaceful backdrop of nature.