Vacation rentals with a pool in Kane County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Kane County

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

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Superhost

Villa in McHenry

4.95 out of 5 average rating, 20 reviews

Fabulous Cabin

WELCOME TO WATERFRONT LOG-SIDED HOME! ARTISAN CRAFTMANSHIP HOME OFFERS A BACKYARD OASIS SITUATED , NESTLED ON A PRIVATE POND, Heated POOL(closed till April 1st), GAZEBO, FIRE PIT, FISHING! 4 BEDROOMS AND 4.5 BATHS The homes sits on the highest point in the neighborhood and has stunning views in the front & backyard! Enjoy the mornings sitting on your front porch. The main floor is completed by an office, den and laundry room! The finished walkout basement in with a custom built bar, game area

Guest favorite

Home in Woodstock

4.87 out of 5 average rating, 52 reviews

Grand 1800s Victorian Gem: Updated/by Downtown

Step back in time with this Victorian, pet friendly, home featuring original pocket doors, gorgeous inlaid floors, & sparkling leaded glass windows. You will feel right at home with the comfort of the updated kitchen and baths with tons of space for all sized groups. This home is just three blocks from downtown Woodstock where you can dine, shop, & visit the famous opera house. Don't forget to visit the many scenes the movie Groundhog Day was filmed at throughout town and toast to world peace!

Guest favorite

Guest suite in Bartlett

4.96 out of 5 average rating, 207 reviews

Cozy & Spacious Suite in Quiet Neighborhood

This 950 sq. ft. guest suite is in a quiet, upscale neighborhood, less than 1/2 mile from Bartlett Hills Golf Club and a mile from Metra Train Station. 50 min. train ride to downtown Chicago. 10 min. walk to downtown Bartlett. A private entrance makes check-in easy and convenient, while offering privacy during your stay. Full kitchen, accessible bathroom, WIFI, and cable provided. Washer/Dryer available upon request. Pool is for registered guests only. Owners on site to assist if needed.

Guest favorite

Guest suite in St. Charles

5 out of 5 average rating, 274 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 favorite

Home in Schaumburg

4.96 out of 5 average rating, 25 reviews

Schaumburg Woodfield Pool House 4bedroom 2.5bath

Freshly updated house with in-ground POOL! Minutes to Woodfield mall and restaurants in Schaumburg. One of the only houses with private pool in the area. LOCATION: 35 min to downtown Chicago, 20 min to O'Hare airport, 20 min to Rosemont convention area MASTER BEDROOM extra large for primary guest(s). Unpack and stay awhile with a large walk in closet. Luxurious attached master bathroom with double sink and large walk in shower with bench. Pool is open from May until the end of September.

Guest favorite

Home in Schaumburg

4.95 out of 5 average rating, 20 reviews

Paradise 4BR w/ Pool & Games

Welcome to our family-friendly 4BR home. Enjoy lazy summer days by our sparkling pool, where you can soak up the sun and cool off with refreshing dips. Our well-appointed kitchen is ideal for preparing delicious meals together, and the cozy living areas provide ample space for relaxation and bonding. With nearby attractions and easy access to downtown Chicago, our home offers the perfect balance of suburban serenity and urban excitement. We can't wait to host you for an unforgettable stay!

Guest favorite

Home in Bloomingdale

4.94 out of 5 average rating, 35 reviews

Whole House with a Hot Tub!

Welcome to our spacious 4-bedroom home! Enjoy lounging in the airy living area or cooking in the fully equipped kitchen. With a master bedroom featuring a king bed and en-suite, a second bedroom with a king bed, a third with a queen, and an office space for the fourth bedroom, so there's plenty of room. Plus, unwind with a game of pool on the basement's pool table. High-speed internet keeps you connected. Book now for a spa session at our HotTub! Pool closing starting October 21st!

Superhost

Home in Schaumburg

4.82 out of 5 average rating, 11 reviews

Schaumburg Oasis with a Pool and Hidden Garden

When you arrive at our property, you'll immediately notice the charm of this two-story duplex, nestled in a quiet Schaumburg neighborhood. As you step inside, you'll be welcomed by a sense of tranquility, perfect for both family stays and business or leisure trips. Our unique retreat features a spacious private backyard with a fully fenced, beautiful garden bursting with vibrant flowers. Take advantage of the private swimming pool in the spring and summer ( May 15- September 15).

Superhost

Chalet in Ingleside

4.84 out of 5 average rating, 383 reviews

"A" Frame Brandenburg Lake

Getaway to a cozy 1 bedroom w/loft for 2, up to 6 people. Full kitchen 1.5 bath all season getaway. There is a piano as well. A tranquil home steps from a private lake. Oak and Pine surround you plus a stone fireplace, it feels like the North Woods. The A Frame guest house shares a 5 acre compound ( total 20 Acres) with the owners residence and caretaker cottage. The Volo Bog 800ft away. No hot tub Nov - May. Swimming pool usually June-October often cool to use in early June.

Guest favorite

Camper/RV in Plainfield

5 out of 5 average rating, 10 reviews

The Amanita

Welcome to The Amanita, a unique camper nestled in our spacious backyard, offering a rare retreat with over an acre of land in downtown Plainfield. This space offers privacy and a serene atmosphere with high-speed Wi-Fi, a kitchen, outdoor griddle, a family-friendly environment, and chickens! Experience the tranquility of nature and the excitement of downtown, including the Warehouse 109 district. Ideal for singles, couples, and small families, the Amanita awaits your visit!

Guest favorite

Home in Grayslake

4.97 out of 5 average rating, 29 reviews

Family-sized Indoor Heated Pool & Movie Theater!

**HUGE INDOOR HEATED POOL**THEATER**SLEEPS UP TO 18 MAX** Set on a private and quiet property, this home boasts a 24/7/365 huge heated indoor in-ground pool attached to the house that is yours to use exclusively. The house has a private movie theater and fully stocked gourmet kitchen! Our occupancy is 18 max visiting or staying. Bring your well-behaved, house-trained dog to join you for no additional fee! **30 day rental available** You will not be disappointed!

Guest favorite

Home in West Chicago

5 out of 5 average rating, 12 reviews

Cozy & Specious Private Basement Apartment

Nice and clean place to stay in West Chicago and call it your home during your personal or business trip. You'll enjoy the accessibility to all nearby restaurants, grocery stores and shopping mall. Close to major highways. You’ve your own private entrance & space. No SHARING!! Why Share if you can have your own private space for a reasonable rate. It is our priority to create an experience for you that is cozy, comfortable, and relaxing! Hope to see you soon!