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Holiday rentals with a pool in Illinois

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Illinois

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

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Guest favourite
The exterior of The Pool House is captured under a partly cloudy sky, featuring a combination of natural wood and light-colored siding. The entrance showcases a rounded door flanked by symmetrical windows, while vibrant greenery and flower beds add a touch of nature around the building.
Home in Belleville
4.95 out of 5 average rating, 276 reviews

The Pool House 1-Bedroom Home with Hot Tub & Pool

Soak in the hot tub or relax poolside at The Pool House! Its country setting is perfect for a relaxing stay, romantic getaway, business trip or spending time with your family. Enjoy a full kitchen, electric fireplace and spacious bedroom. *No parties allowed *No pets allowed *No smoking allowed *No photo shoots allowed Maximum of 5 guests We DO NOT have a TV, but you're welcome to bring one. We DO have WIFI. **Military discount is available. Please message us first by clicking "Contact host

Top guest favourite
A serene winter landscape is captured at dawn, showcasing trees adorned with shimmering ice. A wooden railing segments the view, emphasizing the vibrant orange and purple hues of the rising sun against a clear sky. Snow blankets the ground, enhancing the tranquil atmosphere.
Home in Cobden
4.96 out of 5 average rating, 102 reviews

4 mins to Bourbon Bar, hot tub, wine trail, views

Escape your worries in this spacious, serene retreat. Whether your exploring the local wineries, embarking on a girl’s trips, hiking scenic trails, enjoying a family vacation, or even casting a line on a fishing trip, our home is the perfect destination. After a day of adventure, unwind in the comfort of our well-appointed space. End your day by the pool, soak in the hot tub, or enjoy a campfire. Located just a short distance from Bald Knob Cross. Cameras actively recording at all times.

Top guest favourite
A well-maintained cabin is set amid lush greenery, featuring a stone accent facade. The exterior includes a two-car garage with a vibrant teal door, and a welcoming porch with blue chairs inviting relaxation. Spacious lawns surround the cabin, enhancing the natural setting.
Cabin in Galena
4.98 out of 5 average rating, 104 reviews

Fast Wi-Fi | EV Charger | Fireplace | Hot Tub

Unwind in our comfortable Galena Territory cabin with 3 bedrooms, 3 full baths and sofa sleeper. EV Charging outlet in garage. Strong Eero boosted Wi-Fi; Roku streaming on every floor. Stone wood burning fireplace. Three-season room with scenic sunrise and wooded views. Lower-level walkout to patio with hot tub, fire pit and beautiful stargazing. Minutes away from the Lake Galena Marina, golf, tennis, pool, and fitness center. 15 mins from Chestnut Mountain and historic downtown Galena.

Top guest favourite
A custom log cabin is framed by lush greenery and manicured landscaping. The warm wooden exterior features multiple gabled roofs and large windows. A stone pathway leads through the vibrant garden, creating an inviting approach to the entrance.
Cabin in Galena
4.96 out of 5 average rating, 127 reviews

Private, Galena Log Cabin

This custom log cabin is the perfect getaway for friends & family seeking the solitude of the Galena Territory and fine dining and shops just 10 minutes away on Galena's Main Street. Each of the 3-levels offers an owner's suite with bath. Cozy up to 2 fireplaces, grill on the deck, or make 'smores at the firepit. The cabin has high speed, fiber internet and the lower-level walkout features a 55” flat screen TV. Guests can access swimming pools & pool tables at the Owner's Club 7 minutes away.

Top guest favourite
Barn in Carthage
4.91 out of 5 average rating, 323 reviews

Cozy Garden Studio on Lake Linda w/swimspa + sauna

This spacious studio in a shady forest is a clean newly remodeled open unit. A 50 in smart TV is provided. It has a comfy queen sized bed, a full sized fridge, sink and microwave and a new cozy gas stove/fireplace. Guests have access to a shared space with electric stove, washer and dryer and additional bathroom with large shower. You will be surrounded by scenery consisting of a 44 acre lake, gardens, and woodlands filled with animals and a vast variety of birds and a new swimspa to share.

Top guest favourite
A charming log cabin is framed by vibrant autumn foliage, with trees and shrubs displaying various shades of orange and green. A circular driveway leads to the entrance, where a welcoming porch provides a space to enjoy the surrounding nature and seasonal changes.
Home in Murphysboro
4.99 out of 5 average rating, 150 reviews

Embers of Murphysboro

Escape to the beauty of Embers of Murphysboro.  The sprawling landscapes and cabin with high end amenities have everything to offer for a weekend getaway or larger gathering.  Sucumb to the beauty of nature around you that will awaken your inner senses and relax your mind.  Nestled upon a  26 acre property the cabin will astound you with picturesque landscapes and a lodging infused with both character and luxury.  Explore local wineries, hiking trails, fishing,  boating , dining and more...

Top guest favourite
Home in Rockton
4.97 out of 5 average rating, 101 reviews

HD Jameson House at River’s Edge

Nestled on the Rock River, the HD Jameson House, a National Historic Register gem, blends historic charm with modern amenities. Enjoy river views and with quaint shops and restaurants exploring the Village of Rockton is a perfect family-friendly retreat. This haven is surrounded by nature but close to numerous attritions, ideal for a romantic getaway or peaceful escape. The HD Jameson House offers a heavenly retreat, blending past beauty with present allure for everyone in the family.

Top guest favourite
The living area features mid-century modern furniture with vibrant green and orange chairs surrounding a coffee table. A gas fireplace is centered under a unique light fixture, and large windows allow views of the surrounding woods. A dining area is visible in the background.
Treehouse in Galena
4.99 out of 5 average rating, 204 reviews

Octagon treehouse Hottub-pool-fireplace-firepit

Unique "tree house" - an octagon tiny house, surrounded by the woods! 2 bedroom, 2 bathroom home you can enjoy the views of nature all around, with floor to ceiling windows. One king bed, one queen bed. Modern comforts with fun flash blacks. Private hot tub and firepit look into serene woods! Sit by the indoor gas fireplace and enjoy our record collection. Soak in a Japanese soaking tub. Enjoy fall colors or watch snow fall! Community indoor poor, seasonal outdoor pool, gym access

Top guest favourite
An outdoor fire pit is surrounded by several black Adirondack chairs, set among fallen leaves. The cabin is visible in the background, illuminated by warm lights, creating a cozy ambiance. Tall trees frame the scene, providing a sense of seclusion.
Cabin in Galena
4.98 out of 5 average rating, 167 reviews

Family Fun! Hot Tub•Fire Pit•Game Room•3 Kings!

Ultimate Family Escape in Galena Territory! Unwind, explore, and make memories at this chic, spacious cabin! Sip coffee on the deck as deer wander by, soak in the hot tub, and gather around the fire pit for s’mores. Relax on the screen porch or challenge the family with arcade games, air hockey, pinball, and darts! Enjoy Owner’s Club access with a pool, fitness center & pickleball. Adventure awaits—book your perfect getaway today! Family fun!-Hot tub-Fire pit-3 king beds-Game room

Top guest favourite
A charming two-story carriage house features a vibrant purple exterior. Sturdy wooden steps lead to a porch, and a welcoming sign hangs near the entrance. Surrounding greenery adds a natural touch, while the driveway accommodates parking near the garage underneath.
Flat in Ottawa
4.95 out of 5 average rating, 411 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.

Top guest favourite
A spacious pool area is surrounded by vibrant flower beds and lush green landscaping. Comfortable lounge chairs are arranged around the pool, which is flanked by a shaded gazebo area with seating. The house is visible in the background, reflecting a tranquil outdoor setting.
Home in Farmer City
4.97 out of 5 average rating, 128 reviews

Platypus Hills, Lake, Heated Pool, Hot tub,Firepit

This cozy 2-bedroom country house sits on 8 acres, sleeps 4 and overlooks Clinton Lake with amazing views. We offer a hot tub, heated pool, kayaks, 10 miles of hiking, hunting, and horse trails. The boat ramp is located at the end of the driveway and across the street. We are located 30 minutes between Bloomington & Champaign. All guests must be 18+. An additional $50 per person per night over 2. Pool open May-Sept. PLEASE READ THE ENTIRE LISTING TO ENSURE IT MEETS YOUR NEEDS.

Top guest favourite
A wooden Japanese Ofuro soaking tub is illuminated by soft ambient lighting. Two individuals relax with their feet visible, surrounded by lush greenery and colorful garden lights. A glass of wine rests within reach, enhancing the serene ambiance.
Guest house in Carbondale
4.99 out of 5 average rating, 273 reviews

Carbondale Pool House - Sauna, Hot Tub, Dogs OK

Rated in “Top 1%” by Airbnb, the Pool House is a separate cottage surrounded by gardens and swimming pool, with retro "Danish Modern" furniture, a gourmet kitchen and plush beds. We have recently added a Finnish Sauna and Japanese Ofuro Soaking Tub. We accept well behaved dogs for a fee of $35 a night. We allow only guests and friends of the Pool House on the grounds, gardens or pool. Hosts are Jane, anthropologist and D. a retired photojournalist for the New York Times.

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