Family-friendly holiday rentals in Illinois

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Top-rated family-friendly rentals in Illinois

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite
The open-concept living area features a sleek black sofa and a decorative area rug. A staircase leads to the loft space above. Large windows allow for natural light, while wooden accents on the walls and ceiling create a warm, inviting environment.
Home in Potomac
4.93 out of 5 average rating, 225 reviews

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

Top guest favourite
An inviting lower-level entertainment room is showcased, featuring diverse recreational areas. Mini golf putting greens are positioned alongside arcade games. Zero gravity reclining chairs are arranged for comfort, while a pool table is available for gameplay. Bright decorations create a lively atmosphere.
Home in Ottawa
4.99 out of 5 average rating, 235 reviews

Fun Escape 2 -Starved Rock- Game Rooms-Art Studio

Welcome to FUN ESCAPE 2, your fun getaway near Starved Rock and Skydive. Featuring multiple Game Room areas & Group Canvas Painting. Drive-in themed movie area, arcade, ping-pong table, board games, photo props, pool table, mini golf putt, air hockey & canvas painting. Maximum registered guests 11, no other visitors. Three vehicles maximum allowed at the property. King bed in primary. Penalty of $100 per person for violation of persons over 11. See below detailed description, fun for all.

Top guest favourite
A small, modern tiny house is nestled among lush green trees. A path lined with wood chips leads to the entrance, where large windows allow for natural light and views of the surrounding forest. A deck extends from the house into the wooded environment.
Tiny home in Princeton
5 out of 5 average rating, 122 reviews

Dana's Retreat-glamping/camping @ a WildlifeRescue

Reconnect with nature at this unforgettable escape. Located at 2nd Hand Ranch & Rescue, this tiny house in the timber was built to share the beauty of nature with folks that want to camp.... but not really camp. This 12x12 house is off grid with a cute outhouse nestled in the timber behind the wildlife rescue. Relax and unplug for the weekend and know 100% of the fee goes to the animal rescue. We bring your supplies up via Gator as you hike the trail up. PLEASE NOTE: NO RUNNING WATER/SHOWERS

Top guest favourite
An inviting interior features a rustic design with wooden accents and a cozy double bed covered in a patterned blanket. A wooden staircase leads to additional sleeping space. A flat-screen TV is mounted on the wall, and details of nature-themed decor can be seen throughout.
Tiny home in Springfield
4.99 out of 5 average rating, 557 reviews

Tiny Home Cabin - No Cleaning Fee

You won’t forget the peaceful surroundings of this rustic destination. It maybe small at 375 sf, but it has all the features of most hotels with one queen bed and a full bed in the loft. Located near downtown Springfield, IL and many Abraham Lincoln attractions. Deer often walk around the property which is on a quiet dead-end residential street. The kitchen has most everything you need to cook meals. Plenty of towels, soap, shampoo, and extra pillows. Watch Netflix, Hulu, and Disney also.

Top guest favourite
Cottage in Eddyville
4.93 out of 5 average rating, 168 reviews

Cozy one bedroom cottage on a horse farm

This special space is in the middle of the Shawnee National Forest, just a short drive to beautiful hiking, waterfalls, rock climbing, kayaking, and equestrian trails. -Guided horseback rides to Shawnee trails available through host, Sue -Corrals available for own horses -Sleeps 4-queen bed and pull out sofa -Washer and dryer -Fiber Optic WiFi -Gas grill, outdoor seating, large fire pit, and free firewood on site -Garden of the Gods, Jackson Falls, Bell Smith Springs Burden Falls nearby

Top guest favourite
A modern steam shower area is enclosed with sliding glass doors, featuring multiple massage jets and an illuminated control panel. The sleek tub with a sunken design is surrounded by warm wooden walls, providing a calming spa-like environment.
Cottage in Carthage
4.97 out of 5 average rating, 422 reviews

Private Lakefront Romantic Cottage w/Swimspa&sauna

This cozy cottage is for couples looking to escape from it all and regenerate on many levels. You'll have your very own steam shower ....check out the company description.... . "Featuring 10 acupuncture jets, sunken tub and a high efficiency steam engine, the 608P steam bath is designed to greatly increase your spa experience. Indulge yourself in a state of complete relaxation". You'll also enjoy the comfy bed, fully stocked kitchen, private deck and access to an amazing swimspa and sauna.

Top guest favourite
A serene bedroom is highlighted by a large tufted bed with decorative pillows and a warm throw. Natural light filters through elegant curtains at the windows. A stylish chandelier and a decorative mirror above a contemporary dresser enhance the chic ambiance, complemented by soft wall colors and textured accents.
Flat in Fairbury
5 out of 5 average rating, 394 reviews

Chic Retreat Small Town Charm, City Sophistication

The ultimate escape, at Wells on Main Guesthouse & Gatherings where small-town charm meets big-city sophistication. Whether it’s a romantic getaway, girls’ weekend, or just time to recharge, our elegant retreat has you covered. Couples can cozy up in dreamy spaces and create lasting memories. Gather your best friends for laughter, wine, and chic relaxation in a stylish setting. With local charm and upscale comfort, every moment feels magical. Book a week long stay and receive 40% off ❤️

Top guest favourite
A renovated red caboose, TP&W 527, is positioned on railroad tracks surrounded by grass. The structure features white wheels and an elevated cupola, with windows and a yellow emblem. Green trees provide a natural backdrop, and a cobblestone pathway leads to the entrance.
Train in Oreana
4.99 out of 5 average rating, 141 reviews

The Caboose on Mayberry

Welcome to our mid 1900s caboose TP&W 527 and step back in time. Unwind and relax as you settle into your retreat. Enjoy the view from the cupalo as you browse through one of the books on board, or sit at your dinette and enjoy a board game. Sit out back in one of the adirondack chairs around your own private fire pit and enjoy s'mores, or just a peaceful evening. The caboose has been completely renovated and many modern convienences added. You'll love this unique and romantic escape!

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
4.98 out of 5 average rating, 196 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
A charming exterior view of the house is shown, featuring a welcoming porch with wooden seating. The deck extends from the entrance, surrounded by greenery and trees, providing a connection to nature and a peaceful retreat.
Cabin in Savanna
4.97 out of 5 average rating, 352 reviews

Cozy, Secluded Cabin -A Peaceful Getaway Location!

Located just a half mile from town, but secluded enough to be a private hilltop house retreat. The deck overlooks downtown with a backdrop of the Mississippi River! Enjoy the outdoors hiking at the Palisades State Park with miles of trails just a short drive away, kayak or fish one of the many rivers or lakes, stroll through downtown for antique and gift shopping, or visit a nearby winery. After a day of adventures, relax in the spa tub or enjoy a glass of wine on the private deck.

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, 403 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 serene living area features a large sliding glass door leading to a deck with unobstructed views of Round Lake. Natural wood accents adorn the wall, while a plush sofa and a small coffee table create a relaxing seating space.
Home in Round Lake Beach
4.99 out of 5 average rating, 181 reviews

Round Lake Getaway Retreat

Looking for a calming, peaceful lakeside getaway for you and your loved one? Come stay at our remodeled retreat with private waterfront access to Round Lake. Enjoy peace and reflection meditating on the spirited lake waters rolling into shore. Wake up to inspirational lake views with soul warming coffee, tea or cocoa. Savor deep or lazy conversation with your loved one, surrounded by dreamy décor and captivating nature. Come and relax, restore, and rejuvenate by the lake!

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