Vacation rentals with a fireplace 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

Wooded 2 Home Getaway, Private Pickleball Court

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.

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.

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.

Your Unique Stay by the Tracks | LCP Collection

Our cozy home offers charm, comfort, and a touch of adventure! Located in Oswego, it’s perfect for relaxing or exploring. Here’s the fun part—you’re right by a railroad track! Occasionally, you’ll hear the friendly rumble of a passing train. Think of it as a cheerful wave from the conductor! We’ve added sound machines to keep things peaceful, and most guests say it adds charm to their stay. Also enjoy our game room with a classic Arcade Game! Hop aboard and book your unique getaway today!

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.

Charming 2-Bedroom Duplex with Modern Amenities

1100 SF unit is 15 min away from Chicago Premium Outlets - a discount mall, and I-88 which take you straight downtown. This property has 2 bedrooms, &.1 bathrooms. Master suite has a King bed, and 2nd bedroom has a Double bed. The living room has room for 1 air mattress. Plenty of Kitchen utensils, including cooking spices and oils! Children friendly & lots of technology. The space Nice sized home, with 1 car garage parking, driveway, and public parking.

Log Cabin in Woods: Pickleball, Hot Tub, Fire Pit

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.

The Luxe Suite

Newly constructed 1 Bedroom 1.5 Bedroom suite with chic decor. Just 20 mins from I-80 & I-55 and about an hour from Midway & O'hare. Full kitchen with office space available. Walk and bike trails near. Perfect for business trips and peaceful weekend getaways. Parking included in your stay.

Moxie - w/ Game Room- 4 Kings, Sleeps 15

Achieve ultimate satisfaction with this modern, fully stocked, stylish home with all the amenities. This home is a perfect blend of comfort, elegance and style in a space that is absolutely perfect for any size group.