Holiday rentals with a fireplace in Kendall County

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Top-rated Accommodation with Fireplace in Kendall County

Guests agree: these holiday homes with a fireplace are highly rated for location, cleanliness and more.

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Top Guest favourite

Cabin in Yorkville

5 out of 5 average rating, 36 reviews

Retreat: Pickleball Coming Soon, 2 Hot Tubs, Deer

Experience a relaxing retreat at Deer Run Lodge—two fully equipped, connected living spaces—essentially 2 homes joined by a climate controlled sunroom. Watch wildlife from the deck, gazebo, or one of two hot tubs. Unwind by the fire pit, dine outdoors, or enjoy indoor/outdoor games. Each side has its own kitchen and living space—offering the perfect balance of togetherness and privacy. Restaurants are just 5–20 minutes away. Illinois’ largest water park Raging Waves is less than 15 minutes away.

Guest favourite

Cabin in Yorkville

4.95 out of 5 average rating, 22 reviews

Log Cabin in Woods: Pickleball in Relaxing Oasis

Nestled in a wooded area, Deer Run Lodge Log Cabin offers a unique blend of seclusion and comfort, perfect for those seeking a tranquil getaway. This charming log cabin can comfortably accommodate up to 6 guests, featuring 3 bedrooms and 2 bathrooms. Pickleball court coming soon! Area Activities: - Raging Waves - Fox River is perfect for water activities - Marge Cline Whitewater Course - Silver Springs State Park - Saw Wee Kee Park for mountain biking. Restaurants within a 5-20 minute drive.

Guest favourite

Home in Plano

5 out of 5 average rating, 5 reviews

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 favourite

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.

Top Guest favourite

Home in Montgomery

5 out of 5 average rating, 14 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.

Top Guest favourite

Guesthouse in Yorkville

4.98 out of 5 average rating, 40 reviews

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 get away for vacation or while on a work trip. It has the amenities you need while you are away from home. 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.

Private room in Yorkville

Yorkville private room 2

"Yorkville Private Room is great for couples, solo adventurers, and business travelers. Experience the comfortable and casual vibe. Room 2 is a private room with a shared bathroom for up to 2 guests. It is one of our brightest rooms. Our place offers a unique blend of comfort and charm, making it truly special. Nestled in a serene location, it is perfect for relaxation and rejuvenation. Whether you're here for a getaway or a special occasion, our place promises an unforgettable experience."

Guest favourite

Home in Plainfield

4.95 out of 5 average rating, 57 reviews

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).

Superhost

Home in Oswego

4.22 out of 5 average rating, 9 reviews

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!

Home in Yorkville

4.33 out of 5 average rating, 15 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!

Home in Oswego

5 out of 5 average rating, 4 reviews

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.

Home in Montgomery

New place to stay

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, &.1.5 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.