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Holiday rentals with outdoor seating in Kendall County

Find and book unique rentals with outdoor seating on Airbnb

Top-rated rentals with outdoor seating in Kendall County

Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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Townhouse in Plainfield

4.63 out of 5 average rating, 30 reviews

Luxury Duplex | 4 bed | Modern & Spacious

Welcome to your ultimate home away from home at The Plainfield Place Duplex! Our 3-bed, 2.5-bath private duplex is a true gem tucked away in a peaceful cul-de-sac. This is not your average vacation rental – it's a wonderland of amenities and guest freebies just waiting to be explored. Discover all the local hotspots and hidden gems with a quick browse of our House Manual. Savor the best eats and explore the most exciting attractions in town. Rest easy, and rest assured - you are in great hands.

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, 162 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

Cabin in Yorkville

5 out of 5 average rating, 25 reviews

Wooded Oasis w/Hot Tub & 2 Connected Living Areas

Retreat to Deer Run Lodge-a great place for extended family get togethers and reuniting with friends. You will find ample seating for everyone and areas to even get away from all the activity for some more private time. The 3 full bathrooms and 2 full kitchens will be appreciated. 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.

Home in Montgomery

4.5 out of 5 average rating, 8 reviews

One-level/Big Fenced Yard/3bedroom single fam home

This vibrantly decorated home is sure to please all manner of traveler from its central location minutes away from shopping to its large back yard and fire pit. Having a weekend or a week+ away is lovely, with ample space and sleeping arrangements for. You'll love the fully equipped kitchen, washer and dryer and the peace that comes with a suburban area home. Parking for 4 cars in the driveway and 2 more on the street. (Unit has been updated, newer pictures coming soon. Layout still the same)

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, 130 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

4.88 out of 5 average rating, 33 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

Townhouse in Yorkville

4.79 out of 5 average rating, 151 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

Home in Yorkville

New place to stay

River Views*Game room* Backyard* King W/D* Parking

Welcome to Fox River Retreat, a 1,000 sq. ft. riverside escape where relaxation meets recreation. Nestled in a quiet neighborhood, this cozy getaway is perfect for family gatherings or fishing trips, offering endless opportunities to unwind and make lasting memories. ★ Large backyard with space to relax and play ★ Garage with pool table and arcade games ★ Less than 1 mile to downtown Yorkville ★ 18 miles to Naperville ☆☆ Come experience the best of Yorkville with us! ☆☆

Home in Yorkville

4 out of 5 average rating, 6 reviews

Caretakers Cabin Where Country & City Meet

Enjoy a remodeled 2-bed, 1-bath home just outside Yorkville and across from a Water Park. With 5 beds, it’s perfect for families, or group gatherings. Features include a basketball court, chipping green, batting cage, fire pit, grill and eating area. Set in a large, tree-filled property with open spaces, it offers relaxation and fun. Located behind Greg's main home, it’s close to local attractions. RV and large truck parking available. Ideal for a memorable getaway!

Flat 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

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Popular amenities for outdoor seating rentals in Kendall County

Free parking on premises

Air conditioning

House rentals with outdoor seating

Guest favourite

Private room in Aurora

5 out of 5 average rating, 8 reviews

Quiet retreat room in a shared townhse

Home in Montgomery

4.63 out of 5 average rating, 32 reviews

No Stairs/Quiet/Gameroom/Fast Wifi & Garage

Home in Montgomery

4.54 out of 5 average rating, 24 reviews

3bd home/5 beds/Gameroom/office/Wifi&Parking

Apartment rentals with outdoor seating

Guest favourite

Flat in St. Charles

4.93 out of 5 average rating, 234 reviews

Vintage Charm

Guest favourite

Flat in Marseilles

4.85 out of 5 average rating, 274 reviews

Country Apt/ Dog Approved!

Guest favourite

Flat in St. Charles

4.98 out of 5 average rating, 169 reviews

Peaceful apartment close to everything

Guest favourite

Flat in Batavia

5 out of 5 average rating, 51 reviews

Beautiful upstairs apartment- completely private

Guest favourite

Flat in St. Charles

4.89 out of 5 average rating, 19 reviews

Spacious, Comfy, Close to Downtown

Guest favourite

Flat in Geneva

4.94 out of 5 average rating, 52 reviews

XMAS Walk-1 blk! *Pets w fee*FreeParking*!

Guest favourite

Flat in Ottawa

4.94 out of 5 average rating, 328 reviews

Detached, private guest house! a ms

Guest favourite

Flat in St. Charles

4.94 out of 5 average rating, 255 reviews

Upstairs get-away!

Apartment rentals with outdoor seating

Apartment in Downers Grove

4.87 out of 5 average rating, 54 reviews

Upscale, Smoke and Pet Free, Washer Dryer, Balcony

Apartment in Lombard

4.93 out of 5 average rating, 44 reviews

Pond View, Washer Dryer, Non Smoking, Pet Free

Guest favourite

Apartment in Downers Grove

4.92 out of 5 average rating, 60 reviews

Upscale, Washer Dryer, Smoke Free, Pet Free,

Guest favourite

Apartment in Geneva

4.98 out of 5 average rating, 99 reviews

- King Bed - Massive Yard - Fully-Equipped Condo -

Apartment in Lombard

4.91 out of 5 average rating, 45 reviews

Pond View, Washer Dryer, Non Smoking Community

Guest favourite

Apartment in Aurora

4.96 out of 5 average rating, 25 reviews

Beautiful 1-bedroom condo with a pond view

Guest favourite

Apartment in Aurora

4.9 out of 5 average rating, 29 reviews

Private Studio Near Fox River! Casino! & Downtown!

Destinations to explore