Holiday rentals with a pool in Illinois River

The Nautical Nest

Welcome to Key West of the midwest! Enjoy 3 neighborhood swimming pools. Live music on the weekends during the summer. Pickleball, sand volleyball, hiking, biking... watching boats and at the harbor. This is a beautifully decorated two-story Cottage that boasts of many amenities. 2 BR, 1 full bath, and living room with sleeper sofa to cozily host up to 6 guests. A beautiful outdoor entertaining area. Separate and private entranced second level. Laundry & garage are avail for 3+ month renters.

909 & Vine Photo Worthy Home With Pool & Hot Tub

Imagine a luxurious location with versatile design capabilities that convert to your needs. Offering accommodations and VIP services that provide you with all the comforts of home, and then some. Experience a private outdoor space to relax poolside, soak in the hot tub, sit by a fire, or take a peaceful stroll through beautiful gardens and lush grounds. For those days where you want to just stay inside, we offer board games, an Xbox One game console, and 5 TV's with streaming capabilities.

Ophelia House

At Ophelia House we are focused on our guests having a home away from home. We would like you to experience a stress free stay during your time here. Enjoy our common outdoor living area with ample seating, fire feature, hot tub and a pool- it’s an awesome spot to unwind! We are also located next to the start of the Kickapoo Rail Trail for biking, walking, and running so bring your bike or shoes and enjoy some fresh air. With ease of interstate access, shopping, and University of Illinois.

Carico - Isolated, comfortable single family home

A newly remodeled stand-alone home with a private drive will be all yours. Please contact us for AVAILABILITY when the day seems unavailable, for long-term reservations, same-day reservations, early check-in, or late checkout. We prefer to host guests with good reviews. Requests from guests with (0)ZERO might be denied solely on this criterion. Tuscola, IL, is the location of one of the busier railroad junctions south of Greater Chicagoland, where UP, CSX, and CN cross the CN together.

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.

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.

Cozy Cottage on Mumford

Fully renovated, cozy, and with ample amenities. Centrally located in Urbana, Illinois. Just 2 miles from the University of Illinois campus, 10 minutes away from downtown champaign, and a short walk away from multiple parks. Designed for entertaining with an open concept living area, 70" tv, and a saltwater pool out back. Access to many games, bags set, and bbq grill out back. Pool will be open Memorial day to Labor day. House also has an electric car charger free to use.

Central Location | Hot Tub | Digital Game Table

Make the most of summer at this stylish, centrally located home by Beyond the Path, where your experience comes first. Float in the private backyard pool, unwind in the hot tub, challenge friends to games, and relax by the fire table before heading out to nearby dining, entertainment, and attractions for an effortless, memory‑filled stay. Just 6 blocks to ISU, 5 minutes to Carle/Bromenn and IWU, and minutes to dining and shopping in Uptown Normal and Downtown Bloomington.

Modern Spacious 3BR/2.5BA Pool/Spa/ Pet friendly

Hickory Hideaway is a charming small-town retreat where vacation truly begins. Enjoy sunny days in a heated in-ground pool or unwind in the cabana w a hot tub. Inside, thoughtfully designed spaces invite relaxation. The home features a large, well-stocked kitchen with an island, open dining area with ample storage, 2 King suites, 2.5 bathrooms, & is pet friendly- perfect for couples, families, or friends seeking a peaceful escape you’ll want to return to.

Rocky’s Lakehouse Retreat

Welcome to our breathtaking lakeside retreat in central Illinois! This spacious 4-bedroom haven accommodates up to 12 guests, offering the perfect escape for families or friends. Enjoy the seasonal pool, and take in stunning lake views. With 3 full bathrooms and 2 half baths, there's room for everyone to refresh and recharge. Cozy up by the fire pit or explore nearby attractions. Create lasting memories at this idyllic getaway—book your stay today!

Starved Rock Pool House

Private indoor pool house minutes from Starved Rock—4,500 sq ft retreat with heated pool, hot tub & sauna. Sleeps 15 and walkable to downtown Ottawa (bars, dining, shops). Family-friendly setup (high chair, pack n play, booster seat. Perfect for multi-family stays and group getaways who want a true “private resort” experience year-round. Dates fill fast and we’re already booking into 2027—check availability early if you have specific plans.

Stay and Play Lakehouse

Welcome to Stay & Play Lakehouse on Wilson! This modern 4-bed, 2-bath retreat near Lake Bloomington offers a private pool, firepit, and game room. Inside, enjoy an open layout with an updated kitchen—perfect for relaxing or entertaining. Outside, lounge on the patio or paddle with provided kayaks. Whether it’s lake days or cozy nights in, this home blends comfort and fun for the perfect getaway. Book now and unwind in style!