Vacation 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 favorite

A sparkling pool is surrounded by a spacious patio featuring several green plants in blue pots. A decorative wall with an American flag adds character, while the area is bordered by a white fence and trees provide a natural backdrop.

Home in Belleville

4.95 out of 5 average rating, 254 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 favorite

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

4.95 out of 5 average rating, 108 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.

Guest favorite

A wooden deck area is covered by a sloped roof, featuring a spacious swim spa with access steps. An umbrella provides shade over the spa, and signs outlining pool rules are mounted nearby. A shaded seating area is seen beside a black storage unit.

Barn in Carthage

4.91 out of 5 average rating, 304 reviews

Cozy Garden Studio in Lake Linda Barn w/swimspa

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 favorite

A spacious outdoor area is highlighted by a large swimming pool with inviting waters. Surrounding the pool, sun loungers provide ample relaxation space. The cabin features a wooden exterior and a large patio area, framed by vibrant trees and landscaping that showcases the beauty of the surroundings.

Home in Murphysboro

4.99 out of 5 average rating, 138 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 favorite

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

4.98 out of 5 average rating, 174 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 favorite

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, 132 reviews

*Fall Fun* *Hot tub-Fire-3 king beds-Game room*

Relax, unwind, & explore at this fall retreat in Galena Territory! Escape to this cozy, spacious cabin for a peaceful fall getaway. Sip morning coffee as snow falls through the trees, then unwind in the hot tub or by the fireplace. Roast marshmallows around the fire pit or enjoy arcade games, air hockey, darts, and more indoors. Stay active with access to the owner's club—indoor pool, fitness center, and pickleball (8 amenity cards included). Perfect for relaxation and fall adventure!

Guest favorite

A circular swimming pool is surrounded by a wooden deck, featuring whimsical inflatable floats in various shapes. Lush greenery and trees provide shade around the pool area, creating a relaxing outdoor space for leisure and enjoyment.

Apartment in Ottawa

4.95 out of 5 average rating, 388 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 favorite

A serene view of the Pool House from the swimming pool, showcasing a welcoming porch adorned with colorful flowers. The pool's clear blue water reflects the bright sunlight, and vibrant, large-colored balls float gracefully on the surface.

Guesthouse in Carbondale

4.99 out of 5 average rating, 262 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.

Guest favorite

The cabin's exterior is gently nestled among lush greenery, showcasing wood siding and a welcoming red front door. A paved pathway leads through manicured landscaping, with trees providing shade in the vicinity. The serene lake is visible behind the cabin, enhancing the natural setting.

Cabin in West Salem

4.96 out of 5 average rating, 138 reviews

Lake Cabin in the Woods

🌲Looking for a relaxing getaway? Need a peaceful stopover on your Midwestern travels? Craving tranquility in a remote setting? Look no further—Lake Cabin in the Woods is your perfect retreat! Nestled about 60 miles from both Effingham, IL and Evansville, IN, our cabin offers the solitude you’re seeking without being too far from major highways. Located between Interstate 70 and Interstate 64, it’s a serene escape with easy access to wherever your journey leads.

Guest favorite

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 and overlooks Clinton Lake with amazing views. We offer a hot tub, heated pool, kayaks, and 10 miles of hiking, hunting, and horse trails. The boat ramp is located at the end of the driveway. 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.

Guest favorite

A refreshing above-ground pool is surrounded by a wooden deck, leading to a serene lake view. Lush green trees frame the area, and the calm water reflects the surrounding nature. Sunlight filters through the branches, enhancing the tranquil setting.

Home in Salem

4.9 out of 5 average rating, 165 reviews

Private Cabin w/Pool on Lake Centralia, sleeps 12.

Welcome to Deer Creek Cabin on Lake Centralia. Relax with the whole family at this peaceful private retreat. A large deck surrounds the pool for all your family fun. Fishing and kayaking are just steps away. Enjoy your morning coffee in the screened-in porch overlooking a quiet cove of the beautiful lake. It is common to see deer, geese, ducks, turtles, and blue heron. As night falls, cozy up around the fire pit to make more family memories.

Top guest favorite

An above-ground pool is set amidst a lush green lawn, surrounded by trees. The deck area features steps leading up to the pool's edge, where colorful pool floats are visible. The peaceful outdoor space invites relaxation and enjoyment.

Yurt in Homewood

4.97 out of 5 average rating, 119 reviews

Glamping Yurt&RV Gaming Room Pool/Hotub/Court more

GLAMPING FUN! April - mid Nov RV w/bathroom - 2 beds 20' Safari Yurt - 4 beds Gaming Room w/bathroom queen & sofa sleeper Xbox Series X & PS5 Gazebo w/2 twin beds (seasonal) Outdoor wooden Barrel-Sauna 27' above ground Pool 6-7 Person outdoor hot-tub Fresh Eggs (seasonal) mini golf 3-n-1 Court; Event Yurt add on $180 up to 15 additional non/overnight guest Contact me for Fall/Winter Glamping no more than 10