Pet-friendly holiday rentals in Kendall County

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Kendall County

Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

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Superhost

Home in Oswego

5 out of 5 average rating, 4 reviews

Townhome w/Trails & Urban Charm

Welcome to our charming 2-level townhome. Your front yard opens onto a scenic walking path, part of the Park District's 20 miles of trails. Beyond your backyard fence lies the vibrant heart of "new Oswego," blending nature & urban convenience. The main level features 2 bedrooms & 2 bathrooms, while the lower level has a 3rd bedroom with a private bath. Enjoy family time in the spacious living/dining room, then take a 3-minute walk to the intersection of Route 34 & Douglas for shopping & dining.

Guest favourite

Home in Aurora

4.89 out of 5 average rating, 161 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.

Guest favourite

Home in Plainfield

4.96 out of 5 average rating, 47 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).

Guest favourite

Home in Montgomery

4.87 out of 5 average rating, 128 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

4.87 out of 5 average rating, 31 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

Guest house in Yorkville

5 out of 5 average rating, 21 reviews

1 Bedroom Nature Retreat w/Hot Tub Close to Stores

Deer Run 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.

Townhouse in Yorkville

4.79 out of 5 average rating, 149 reviews

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

Superhost

Home in Oswego

4.79 out of 5 average rating, 33 reviews

Cozy Downtown Home:Oldie But Goodie, Pet-Friendly

"Step into the past with our charming older home, brimming with character and history. While it may need a bit of updating, it offers a unique experience for those who appreciate the charm of vintage homes. Embrace the quirks and relish in the nostalgia of a bygone era, making it a perfect retreat for enthusiasts of classic style and timeless appeal. Your stay promises a cozy atmosphere and a glimpse into the past, where every creak and imperfection tells a story of its own."

Rental unit in Yorkville

New place to stay

Riverside Retreat/Fishing/Kayaking/Extended Stays

Welcome to our Riverfront Townhome in Downtown Yorkville! Ideal for extended stays, our home is right on the Fox River. Enjoy nearby attractions like Raging Waves Waterpark (4.1mi), Yak Shack for canoe and kayak rentals (0.8mi), and Saw Wee Kee Park (6mi). Our townhome offers: - Fast, dedicated Wi-Fi - Free parking in an attached garage for 2 compact cars + additional free parking onsite - Pet-friendly accommodations (pet fees apply) - Washer/dryer in the garage

Barn in Oswego

New place to stay

The Barn - Town & country escape

Welcome to this exceptional luxury residence. This stunning masterpiece beautifully combines historical elements with modern design, creating a remarkable fusion of the past and present. Originally a dairy barn, it showcases unparalleled craftsmanship and innovation. The iconic silo stands as a testament to its heritage, adding character to the beautifully landscaped grounds. It is just a short drive from Venue 5126 and perfect for wedding parties.

Superhost

Rental unit in Yorkville

4.72 out of 5 average rating, 18 reviews

Quiet 2bd1.5 bath/Ext Stay Disc/FREE WI-FI/Parking

Quiet area steps away from the Fox River. Perfect to relax and go fishing or boating. 2 bedroom 1.5 bath with washer, dryer and dishwasher. Your home away from home. 2 small car garage or 1 suv. Location is right by shopping, Water Parks, minigolf, gas stations, Parks, and walking trails. Great for wedding parties because there's a chapel right down the street. NO SMOKING/VAPING INSIDE, NO PARTIES OR EVENTS.

Guest favourite

Home in Yorkville

5 out of 5 average rating, 6 reviews

Adorable Ranch Bungalow

Forget your worries in this spacious and serene space. Newly remodeled, single family ranch with fenced in yard. Large enclosed front porch and a back deck for enjoying privacy and nature. Beautiful hardwood floors throughout and a short walk to bars, Riverwalk and minutes from major shopping and grocery stores. One car garage for your use. Pets are welcome.