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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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

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

5.0 out of 5 average rating, 144 reviews
Top Guest favourite
The exterior of The Pool House is captured under a partly cloudy sky, featuring a combination of natural wood and light-colored siding. The entrance showcases a rounded door flanked by symmetrical windows, while vibrant greenery and flower beds add a touch of nature around the building.
Home in Belleville

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

4.95 out of 5 average rating, 320 reviews
Top Guest favourite
The exterior of a charming Barndominium is showcased, featuring a neutral color palette with a metal roof. The building displays large windows and a large garage door. Flower planters line the entrance, and well-maintained grass surrounds the structure, enhancing the rural ambiance.
Barn in Clare

Haven Estates_: Cozy Barn, Hot Spa & heated Pool

Enjoy a peaceful countryside retreat at this charming Barndominium set on 6.5 private acres, accommodating up to 8 guests This spacious getaway features an 18' x 36' private pool with a hot spa and a solar-heated pool room for year-round relaxation. The Great Room offers open-concept living with comfortable seating, recreation space, and four sleeper sofas. The cozy bedroom includes a king-size bed, while the fully equipped chef’s kitchen boasts an oversized island & a stove with an air fryer.

4.93 out of 5 average rating, 121 reviews
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

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.

4.98 out of 5 average rating, 694 reviews
Guest favourite
Cottage in Carthage

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 a Swimspa and sauna 100 ft away.

4.96 out of 5 average rating, 495 reviews
Top Guest favourite
A spacious log cabin is nestled among tall trees, featuring multiple decks adorned with wooden railings. Large windows provide visibility into the inviting interior. Natural light filters through the leafy canopy, creating a serene outdoor setting.
Cabin in Bloomington

Massive Luxury Log Cabin w/Hot Tub & Gaming Level!

Sticks & Stones is an absolute UNICORN 🦄 of a luxury log cabin on the west edge of Bloomington, IL! Secluded in peaceful wooded acreage, yet just 10-15 minutes from a vibrant scene of local restaurants, landmarks & activities! 🤩 Entire LEVEL of gaming! 🎱🏒⛳️🏀 🫧 Jacuzzi & sauna! 🫜 Fully stocked kitchen 👑 Dreamy mattresses & furniture! 😌💤 🍿 6 HD TVs & Streaming 🎮 Xbox & Karaoke! 🎤 🕊️ 4 Beautiful Porches ☕️🍷 🔥 HUGE propane fire table AND wood fire pit! 🌳 Swings & large yard ⚽️

4.99 out of 5 average rating, 129 reviews
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

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!

4.99 out of 5 average rating, 168 reviews
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

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

4.99 out of 5 average rating, 245 reviews
Top Guest favourite
Dome in Stonefort

Modern Dome in Shawnee Forest with Hot Tub

Old Colorado Glamping Dome is nestled deep into the woods surrounded by beautiful tall pines. It is heated and cooled and has all the necessities as a typical house. We also packed as many amenities as we could into this property including an oversized 6-Person hot tub, 500 MBPS fiber internet, outdoor tv, fire pit table, Weber grill, hammock swings, custom bathroom with rainfall shower, full kitchen, coffee bar, king & queen sized beds, bean bag toss, board games and much more!

4.99 out of 5 average rating, 157 reviews
Top Guest favourite
Farm stay in Shelbyville Township

The Bin at No Bad Days farm

The Bin at No Bad Days farm is a newly constructed grain bin. As you walk in checkout the beautiful craftsmanship on the ceiling! There is a loft upstairs where you will find a king size bed. There is also an oversized chair that converts to a small bed as well. Main floor has a sofa sleeper for two. There is a kitchenette and full bath. We know you will enjoy the rustic look of this unique property. We are 5 minutes from Lithia Springs Marina and we have room to park a boat!

5.0 out of 5 average rating, 104 reviews
Top Guest favourite
Cottage in Elmwood

Play, Relax, and Explore! Wedding Friendly Getaway

Host your dream wedding or celebration at this one-of-a-kind private retreat! Tons of great photo spots with nice trails through the woods! Enjoy a full court gym with pickleball, volleyball, and basketball. Relax in the hot tub, outdoor shower, or around the firepit on the huge porch. Explore over 6 miles of private trails leading to a lake and creek for fishing. Sleeps plenty with 2 bedrooms and a large bunk room with lofts— extra fee for wedding parties (up to 100 people)

4.98 out of 5 average rating, 127 reviews
Guest favourite
The exterior of the cabin features a sloped roof with expansive windows reflecting natural light. A stone pathway leads toward the entrance, bordered by gravel and lush greenery. The serene lake is visible in the background, enhancing the peaceful atmosphere.
Home in Salem

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.

4.9 out of 5 average rating, 194 reviews

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