Family-friendly holiday rentals in Illinois

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.

Family · Kitchen · Hospitality

Oakbrook Akers Lakeside Cabin Retreat

Located in the heart of the country, Oakbrook Akers Cabin is an absolute retreat! Relax on the many porches overlooking the pond, take time to meander to the dock to fish, enjoy s'mores over the stone fire pit or spend the evening at the grilling station in our covered patio. In the winter, tuck yourself away in the cozy cabin complete with a wood burner, having a movie or game night (with popcorn of course)! Built by my father, we hope you cherish your time spent here just as our family has.

Family · Indoor spaces · Outdoor spaces

Timber Time in Hudson Hideaway

Looking for a break from the busyness of life, to relax and enjoy nature? Step back in time in this tranquil and rustic home. In a remote location and surrounded by timber, this property is perfect to unwind, enjoy a sunset, and view the stars in a wide-open sky. The large yard allows for all kinds of activities and the circle drive provides easy RV, trailer, and boat access. Located next to Evergreen Lake/Comlara Park, the hiking and biking trails, boat ramp, and beach are just minutes away.

Family · Indoor spaces · Cleanliness

Private Guest Lake House On 37 Acres In Country

Private guest lake house, located next to main house, on private lake in the country. 2 bedroom, 1 full bath, full kitchen, washer and dryer and large attached screen porch. Private 37 acres of woods and prairie. Fishing and walking trails. Great window views of lake, woods, prairies and river valley. Please note, this guest house is located 1 mile down a county maintained gravel road. 25 minutes from Galesburg, IL, 20 minutes from Monmouth, IL and 35 minutes from Macomb, IL.

Indoor spaces · Family · Checkout

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

Sticks & Stones is a HUGE, one of a kind luxury log home 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 👑 Comfortable furniture 🛌 Luxurious mattresses 💤 🍿 6 HD TVs & Streaming 🎮 Xbox w/Game Pass & Karaoke 🎤 🕊️ 4 Big, Breezy Porches 💐 🔥 Gas grill & fire pit 🌳 Swings & large yard ⚽️

Kitchen · Family · Getting around

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

Indoor spaces · Kitchen · Nearby

The Quaint Lake Linda Loft w/swimspa&sauna!

This loft in a quaint country barn offers balcony views of a sunrise over the meadow straight from your master bedroom or a sky filled with endless stars. The second bedroom offers a full size bed with additional overhead bunk. DISH T.V., WiFi, a well stocked kitchen, and ingredients for a country breakfast of eggs, toast, butter and coffee or tea are provided. We have a shared swimspa that holds up to 12 people at a time. It is often available. We also have a children's playset.

Family · Kitchen · Check-in

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!

Kitchen · Family · Location

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)

Family · Indoor spaces · Nearby

The Courthouse Loft-History, hot tub, and coffee!

The Courthouse Loft resides in the historic courthouse used in the mid 1900s on the second floor of The City House. The original railing and gate of courtroom divides the 825 soft studio style layout. Loft has a separated bath and laundry and a patio with hot tub! Mid century and historic style will wrap you in comfort and luxury during your stay. We are above a coffee shop, so pop downstairs for breakfast and your morning brew! Oh, and never a cleaning fee!

Indoor spaces · Family · Outdoor spaces

Lakefront Haven in Decatur

Escape to the peaceful shores of Lake Decatur at this beautifully updated lakefront retreat. Enjoy fishing, boating, or relaxing from your private dock, then unwind around the stunning fireplace or take in sunset views from the spacious deck. The open-concept layout offers inviting gathering spaces and plenty of room for families and friends to connect, relax, and enjoy the perfect lake getaway just minutes from local dining, parks, and attractions.

Indoor spaces · Kitchen · Value

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.

Family · Kitchen · Checkout