House holiday rentals in Illinois

Wren House in the Woods

This is a lovely private guest house in the woods along a stream Main bedroom has queen bed. Loft has 2 twins. Full private bath with large step in shower. The lighted screened porch and open deck sit above the west creek near the banks of the Middlefork River -- enjoy nature at its midwestern best. This home is surrounded by oaks, maples, and walnut trees, so the birds are all around, along with other wildlife. Middlefork, designated as a "National Scenic River". Extra people see other details

Perfect Relaxing Home on Rock River!

Come relax & explore the best of Illinois at our family-friendly RIVERFRONT RETREAT! Stunning 4 bed, 2 bath river escape on acre lot & river frontage/access. Main floor is spacious & cozy updated eat in kitchen, full bathroom, living room & dining room. Enjoy large deck with BBQ, river views, and backyard fire pit. 4 beautiful bedrooms and 2nd full bath upstairs. Location is perfect minutes from everything! Whether you are here to hike, canoe, fish or escape the city life, we have what you need.

Game Room | Hot Tub | Fire Pit @ Lake Shelbyville

Sitting just one mile outside city limits & 2 minutes to Lake Shelbyville, is this beautifully appointed home waiting for guests to enjoy all of its amenities; pool table, fire pit, grilling area, corn hole set, and hot tub. Inside, nothing was held back when it came to decorating this home for a truly relaxing experience. All the amenities of home are here just waiting for you to arrive, relax, and enjoy. We are sure you will rest easy in this boutique style home located at Lake Shelbyville.

Riverview Retreat

If you have an appreciation for the arts our house is it . Our home is redone to incorporate local artistry. Wrap around deck & open floor plan. Master has its own deck on river. Enjoy the evening watching boats or in hot tub on deck. Washer, dryer, fully equipped kitchen, 2 stall garage. Wood & gas fire pits. Pet friendly for up to 2 well behaved puppies.Must register. 2 Kayaks for the water. Use at own risk. 15 minutes from Peoria. Private access to water. Come enjoy the artistic surroundings!

Day Tripper...In the Heights

ASK ABOUT SPECIAL One Bedroom pricing! This charming bungalow just a two block walk to Heights restaurants and shops has been redesigned with custom woodwork throughout. Custom woodwork with gold accents throughout. We have been designing and selling upscale affordable housing for the past 20 years and decided to expand into the short term rental market with this dedicated AirBnB space as well as our “Imagine...In the Heights” and "Blackbird...On the Drive" locations. Relax - enjoy your stay!

Wooded Oasis with Free Bottle of wine+brkfst

Enjoy serenity and tranquility at our modern home tucked away in a private setting just 5 short minutes from Downtown St Louis. Complementary bottled water, continental breakfast(packaged muffins) and a bottle wine will pamper you the moment you arrive.Unwind in our luxurious multifunction shower+memory foam mattress Test your swing on our scenic driving mat or unwind around the crackling outdoor fire pit. Spa and Special Occassion add-on packages available. Private off street parking.

Adults Only "Red Room" Home with Hot Tub

Unique adult themed home with a BDSM / "Red Room" experience. It's a great way for couples to turn their fantasies into reality and explore with each other. Includes St Andrews Cross, Swing, and Sybian! Relax on the patio or in the hot tub with a scenic view of the Rock River. Once you arrive you will not want to leave so we try to provide you with everything you may need for your stay! Frozen pizzas, Bottled Water, Coffee, Robes, Firewood and a special gift with each reservation.

TheGlassCabin @ HackmatackRetreat

The Pond House, a vintage glass cabin filled with art, water views & eclectic vibes privately perched on the sacred grounds of Hackmatack Retreat Center. Native prairie, a winding slow river, two ponds, 200+ year old oaks & big sky- Countless places to curl up, gathering, focus-- nooks and crannies indoors and out, we offer “time out for time in” amidst this noisy world. Minutes from 2 small towns, all amenities, we're all about peace & ease-- let us custom curate your experience !

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.

Lakefront Haven in Decatur

This stunning lakefront property offers unparalleled views and a tranquil living experience. With a private dock and easy access to Lake Decatur, it's perfect for water enthusiasts who love fishing, boating or simply relaxing by the water. The backyard boasts a large deck and perfect for entertaining or spending quality time with family and friends. The interior has an open floor plan with lots of space to gather with an impressive fireplace.

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.

Retro Time Traveler • Hot Tub • Themed Rooms

Experience uniqueness and fun vibes from your childhood featuring 90’s, 80’s, 70’s, and 60’s themed rooms! Whether you remember Pac-Man, Friends, Queen, Scrabble, the Beatles, Rubik’s cubes, or phone lines, there’s something here to relinquish those memories. Guests rave about the entertainment, outdoor setting, uniqueness, inviting floor plan, and the central location, which is near shopping, dining, and more!