House holiday rentals in Kendall County

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Top-rated house rentals in Kendall County

Guests agree: These houses are highly rated for location, cleanliness and more.

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Guest favourite
Home in Yorkville
4.88 out of 5 average rating, 24 reviews

3BR Retreat in a House 2Floor

Welcome to your peaceful 3BR retreat! Nested in a tranquil rural setting yet close to Raging Waves and Greater Chicago Area. This sun-filled 2nd floor unit offers Artsy Romantic style w nature views. Enjoy a private entrance, balcony overlooking a fruit garden, cozy kitchenette, elegant décor, workstations in every room! Perfect for families, couples, or small groups. For your romantic mood we got 4 U Smart RGB Lights & Smart Lights & Music in the Bathroom. Breed Deeper, Rest Better, have Fun!

Top Guest favourite
Home in Plano
5 out of 5 average rating, 7 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

Guest favourite
Home in Aurora
4.9 out of 5 average rating, 176 reviews

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.

Top Guest favourite
Home in Montgomery
5 out of 5 average rating, 15 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
Home in Plainfield
4.95 out of 5 average rating, 58 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).

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!

Guest favourite
Home in Montgomery
4.87 out of 5 average rating, 152 reviews

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.

Guest favourite
Home in Montgomery
4.89 out of 5 average rating, 37 reviews

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

Guest favourite
Home in Oswego
4.9 out of 5 average rating, 136 reviews

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.

Guest favourite
Home in Oswego
5 out of 5 average rating, 6 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.

Guest favourite
Home in Montgomery
5 out of 5 average rating, 6 reviews

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.

Superhost
Home in Oswego
5 out of 5 average rating, 4 reviews

Quaint Oswego Downtown Bungalow

Enjoy Staying at this Downtown Oswego Charming Bungalow . Downtown Oswego .3 M Event Centers Venue 5126 - 2 M Norfolk Farm Weddings - 6.2 M Ashley Farm Events - 6.7 M Bear Cave Lake Events 4.4 M Fox River Trail - .4 M River Edge Park - 6.2 Miles Caterpillar Corporate - Montgomery 2.5 M (Interns/Rotations Welcome) Hospitals within 14 Miles Travel Clinicians Welcome! Rush-Copley Hospital Edwards Hospital Mercy Hospital Delnor Hospital

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