Holiday rentals with outdoor seating in Kendall County

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

Top-rated Holiday Houses with Outdoor Seating in Kendall County

Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

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Guest favourite

Guest suite in St. Charles

4.85 out of 5 average rating, 120 reviews

Cozy, Comfy, Close to Downtown

Discover serenity in our centrally located guest apartment in our charming St. Charles cottage. The space is pet-friendly with a fenced yard, featuring a spacious kitchen, living room, bath, queen-sized bed, and in-unit laundry. The yard offers views of the Fox River, a peaceful patio, friendly ducks, with award-winning parks & biking trails at your doorstep. Note: The unit is studio style located in the lower level of a home. The space is completely private. Only outdoor spaces shared. 😊🦆🪻🏡

Guest favourite

Home in Ottawa

4.99 out of 5 average rating, 151 reviews

Starved Rock - Fun Escape 2- Game Rooms-Art Studio

Welcome to FUN ESCAPE 2, your fun getaway near Starved Rock and Skydive. Great Group Space featuring multiple Game Room areas & Group Canvas Painting. Drive-in themed movie area, arcade, ping-pong table, board games, photo props, pool table, mini golf putt, air hockey & canvas painting. Maximum registered guests is 10, no other visitors. Three vehicle maximum allowed at the property. Penalty of $100 per person for violation of persons over 10. See below detailed description, fun for all.

Guest favourite

Home in Lockport

4.95 out of 5 average rating, 116 reviews

Historic Hideaway ~ Vintage 2bdrm Guest House Flat

A history buff’s dream filled with antiques & artifacts relating to Lockport, Chicago, Joliet, I & M Canal & "Route 66"! If you have roots in Illinois or Lockport, the Hideaway is for you! The entire upstairs 1,500 sq ft vintage 2 bedroom house apartment is all your own space. The flat is NOT shared with other guests/host. Family & Business Friendly. Private-entrance/self-check-in. *Can accommodate up to 6 guests. Extra charges apply after 2 guests. Have a 'historic' stay at the "Hideaway"

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 Naperville

4.94 out of 5 average rating, 102 reviews

California King Bed | Fast Wi-Fi | 75" Smart TV

Our 3bd, 2.5ba house is perfect for a group of friends or family looking for a clean, modern place in a wonderful, quiet neighborhood. Built w/ cathedral ceilings, there is plenty of space for 10 people to sleep comfortably (6 beds & several comfy couches), as well as 3 smart TVs (w/ complimentary Netflix), an indoor fireplace, a gas grill & large yard (including outdoor games), a desk space, & much more. Enjoy close access to main roads & large stores (Costco, Walmart, hardware stores, etc.)!

Guest favourite

Townhouse in Ottawa

4.99 out of 5 average rating, 143 reviews

Starved Rock Retreat w/hot tub & full-fenced yard!

Updated, 2-bedroom, 1 bathroom townhouse in a quiet neighborhood close to all amenities. This pet-friendly home features an open floor plan, deck with a year-round hot tub & seating area, along with a fully fenced-in yard. The main level also features a laundry room, two bedrooms (one room is an office/workout room) and full bathroom. Downtown Ottawa - 1.6 mile Starved Rock State Park - 14 mile Matthiessen State Park - 16 mile Buffalo Rock State Park - 5.8 mile Skydive Chicago - 4.7 mile

Guest favourite

Guest suite in St. Charles

5 out of 5 average rating, 271 reviews

Peaceful Private Coach-House in St. Charles

Enjoy our cozy and peaceful Coach-house , private entrance with everything you need for a wonderful stay. Newly renovated and updated throughout. Queen bed with mattress topper, studio area includes Smart TV, water station, Keurig coffee machine and quick-set lock. Even though you are less than a mile from downtown St. Charles and 4 miles to the Geneva train station you have a private area. You may see deer out your window overlooking the pool and tennis. Not suitable for children or pets.

Guest favourite

Home in St. Charles

4.95 out of 5 average rating, 218 reviews

“St Geneva” River View-7 minutes to the QCenter

Welcome to "St. Geneva"! I call it that because of the home's ideal location between 2 gorgeous and quaint towns-St. Charles and Geneva. Between the two towns there's plenty of shopping and night life to be had. The home is located along The Fox River. Just cross the two way street to access miles of biking/walking trails. Feel free to trolley my 2 kayaks over to the launch just a couple blocks away. Walk to the farmer’s market for fresh food to prepare in the fully equipped kitchen.

Guest favourite

Home in Montgomery

4.87 out of 5 average rating, 126 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

Guest suite in Naperville

4.95 out of 5 average rating, 369 reviews

Lake facing cozy little studio with private entry

This is a luxurious cozy little studio facing the lake, featuring a private entrance that is attached to a single family home. The studio is equipped with a top quality queen bed, an in-suite kitchenette including a mini fridge, microwave, and induction top, as well as a luxurious full bathroom. The studio is situated in the safest and friendliest neighborhoods in Naperville conveniently located close to cafes, restaurants, markets, a biking trail, and just minutes away from I88.

Guest favourite

Rental unit in Ottawa

4.95 out of 5 average rating, 319 reviews

Detached, private guest house! a ms

Come stay in our carriage house turned guest house!, the property has a swimming pool available during swimming season, which is June thru September. a separate Hot Tub and new BBQ for your private use; please indicate if you intend to use the pool during your stay, we need an hours notice to remove the cover; the hot tub is always ready to use. You will be sure to enjoy the proximity to restaurants, shopping in Ottawa, parks such as Starved Rock, and a variety of festivals.

Guest favourite

Home in Wilmington

5 out of 5 average rating, 99 reviews

Get Your Kicks at Our Refuge on Route 66

Find all the comforts of home when you have to be away. Our recently renovated and fully furnished home is located on Historic Route 66. Just blocks from "downtown" Wilmington featuring restaurants, a wine bar, a local brewery, and multiple antique stores. ✧ Easy access to everything that Joliet has to offer just 20 miles away, including the Autobahn and Route 66 Raceway. ✧ 7 miles to easily access I55 for a quick ride into Chicago.