Vacation rentals with a firepit 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

Private Pickleball Court, Seats for All, See Deer

Arrive under the trees, soak in the quiet, and watch deer while you sip a hot beverage from the coffee bar. At Deer Run Lodge, you get two fully equipped homes connected by a sunroom—space to gather when you want, and privacy when you need. Spend the day playing pickleball on the regulation court, grill on the deck, soak in 2 hot tubs, then end by the fire pit beneath the stars. Though it feels secluded, you’re minutes from restaurants, the Fox River, and less than 15 minutes from Raging Waves.

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.

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.

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!

WATER FRONT LUXURY HOME WILL FEEL LIKE A RESORT!

LUXURY HOME WITH A SPECTACULAR VIEW OF THE WATER. EXECUTIVE BRICK HOME WITH BRAZILIAN CHERRY-HARD WOOD FLOORS. FLOOR TO CEILING WINDOWS IN FAMILY ROOM WITH 14' CEILINGS/DECORATIVE BRICK FIREPLACE. GOURMET KITCHEN W/ MAPLE CABINETS/GRANITE & SS APPS/EATING ISLAND. SUNROOM WITH BEAUTIFUL VIEW OF POND. LUXURY MASTER SUITE W/ LUXURY BATH. FULL FINISHED BASEMENT WITH 9' FOOT CEILINGS INC FULL BATH & BED. TRANQUIL BRICK PAVER PATIO. (Plus 100-acre park, paths, soccer & baseball fields, & more).

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.

The Loft-Rustic Retreat and Sauna

This unique space features a beautiful relaxing yard space and easy walking distance to downtown Oswego.. If you need a place to work quietly or stay overnight this is the ideal location to get rest and relaxation, as well as, enjoy the local tranquilities. Antique shopping, River adventures, Bike trails, and more! The Fox River Trail is a few blocks from the Loft and goes North all of the way up to Algonquin. Along the trail is the River where you can tube, kayak, canoe, fish…

Luxury private River Cabin retreat with zipline

Escape to this modern riverfront cabin surrounded by mature trees and peaceful nature. Enjoy private river access, complimentary kayaks, and an exciting zipline adventures. Relax by the river, explore the area, or simply unwind in a serene setting. You'll feel miles away from it all while still being just minutes from restaurants, grocery stores, bars, and local attractions. Perfect for couples, families, and friends seeking a unique blend of comfort, adventure, and relaxation.

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.

Barn with a Wiffleball Stadium, Wine Cellar +more!

Step into a one-of-a-kind, restored 1800s dairy barn with 10,000+ sq. ft. of unforgettable fun! Sleeps up to 10 and features a private wiffleball stadium, basketball & pickleball courts, hot tub, slide off the deck, spacious movie theater, arcade, skeeball machines, indoor putting green, firepit, bar, and wine cellar library. Rustic original barn beams meet epic amenities—perfect for large group getaways. Come visit and explore one of the most unique Airbnbs in the Midwest!

House 3BR 1.5 BATH/Sleeps8/ GameRm/DogFrdly/BBQ

Relax and recharge at our peaceful suburban retreat in Montgomery! Nestled in a quiet neighborhood yet close to shopping and local attractions, this spacious 3-bedroom home is perfect for families, small groups, or remote workers. Enjoy a huge kitchen and dining room for family meals, a cozy living area with smart TVs, and a game room with foosball and air hockey. Step outside to a private fenced backyard with a BBQ grill and fire pit — perfect for relaxing evenings.