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

Townhouse in Galena

4.9 out of 5 average rating, 20 reviews

Townhome - Indoor Pool, Arcade, Hiking, Skiing

Come and relax in our 3 level townhome. There are 2 large living rooms for conversation and entertaining (give the children their own space to enjoy). Lower level living room has private arcade machines, foosball, and a big screen television. Multi-level decks to enjoy your morning coffee in peace. Walking distance to Stone Drift Spa and Eagle Ridge Resort. Short drive to everything: - Eagle Ridge Resort: 1 min - The Galena Territory Owners' Club: 5 mins - Downtown Galena: 15 mins - Chestnut

Superhost

Home in Galena

4.87 out of 5 average rating, 123 reviews

Sweet Escape~Galena Territory~Hot Tub~Pool Table

Beautiful 6 bedroom, 5.5 bath home with a screened-in hot tub, pool table & fire-pit table in the gorgeous Galena Territory - perfect for enjoying Galena! The home boasts 4 en suite bedrooms, 3 king beds, 3 queen beds, and 1 twin bed. Bedrooms have a 32" smart TV. The large kitchen has a table that seats 6 and 3 island bar stools. The dining room seats 8. There are 2 refrigerators. There is a deck and screened-in porch, a living room and family room with a 65" flat-screen TV & DVD player.

Guest favourite

Home in Rockford

5 out of 5 average rating, 8 reviews

5 Acres of Solitude and Fun!

Escape to our countryside oasis, where luxury meets fun for the whole family! Set on 5 acres, our 6-bedroom, 4-bath, with a fully functional kitchen, is a retreat that feels like home. Outside, an inground heated pool (open middle of May through middle/end of September), offering hours of splashing and soaking under the sun. Nearby, a tranquil koi pond provides a peaceful retreat for quiet moments amidst nature's beauty. If you are seeking relaxation and good times, this destination is perfect.

Top guest favourite

Guest house in Lebanon

4.96 out of 5 average rating, 194 reviews

Pool, Hot Tub and Dog Paradise

As of 9/24/24 the pool is closed. Located close to Scott Air Force Base and STL. Home is on 5 acres and has plenty of privacy. Beds are memory foam mattresses. Heated pool (Mid-May - Mid-September). Pet friendly (dog/cat) & have 1 XL kennel and 1 small pet carrier we can set up. Our home has a large circle drive that goes behind the barn. There is more than enough room for Handicap parking, the gate and sidewalk to the main patio are 48 inches wide. We have a handicap shower seat as well.

Superhost

Home in Marion

4.83 out of 5 average rating, 36 reviews

Lakehouse-indoor pool and hottub

Never have a bad day at the lake again. Our lakefront home boasts a private heated indoor pool and hot tub so that even a rainy day at the lake can still be fun. Four bedrooms and four bathrooms plus two sleeper sofas can sleep up to 12. And our newly renovated above garage space with its own bathroom and kitchenette allows two families to stay together yet still have their privacy. This spacious home is the perfect family friendly retreat for families that want a fun lake vacation.

Superhost

Home in Carbondale

4.76 out of 5 average rating, 136 reviews

Brick Estate with pool in Quiet Neighborhood

Large fully furnished 4 BR, 3 BTH house in a beautiful, quiet neighborhood in Carbondale. Private pool & large backyard. Very safe & walkable neighborhood. Inspected and licensed by the City of Carbondale. Carbondale Vacation Rental Unit License Number 24-06. Basement with bar, pool table, ping pong. Complete kitchen with all utensils & cookware. Garden patio w/ Weber grill, tables, chairs, beautiful landscaping, etc. ***Pool is open from Memorial Day through Labor Day***

Top guest favourite

Guest house in Carbondale

4.99 out of 5 average rating, 249 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 favourite

Home in Galena

4.9 out of 5 average rating, 119 reviews

Modern Home w/Amazing Views, Hot Tub, Game Room

Modern home on the hill with great views overlooking the valley. Main level features a dining room, living room w/fireplace & sitting area for reading time. Nice size deck off the main w/gas grill & seating. Good size kitchen! ML also has King bedroom/full bath. Upper Level has 2 bdrms/full bath. Lower level has bar area, foosball, air hockey, bdrm/bath, walkout to deck & HOT TUB! Outside features a firepit and play area for the kids. Great place for families to enjoy!!

Top guest favourite

Home in Galena

4.92 out of 5 average rating, 158 reviews

DunPuttin Place

Nestled on a secluded hillside that overlooks miles of Galena Territory's wildlife preserve, DunPuttin Place offers its guests total privacy, yet the convenience of being only minutes from the area's many popular amenities. DunPuttin Place is not just another carbon copy resort rental. It is a unique private home that has many features seldom found in vacation rentals. It has been tastefully designed and decorated to comfortably accommodate up to 12 guests of all ages.

Top guest favourite

Home in Belleville

4.96 out of 5 average rating, 228 reviews

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

Soak in the hot tub or relax poolside at The Pool House! Its rural 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 guest number is 5. We DO NOT have a TV, but do have WIFI. **Military discount is available. Please message us first by clicking "Contact host".

Guest favourite

Home in Grayslake

4.98 out of 5 average rating, 51 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 favourite

Home in Salem

4.9 out of 5 average rating, 138 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.