Family-friendly holiday rentals in Illinois

Samson's Whitetail Mountain Lakeside Cabin

The rustic lakeside treehouse has two bedroom loft upstairs, one lower bedroom, amazing views of our private lake and an assortment of animals (deer, axis, fallow, elk, and rams) that roam freely on the gated property. Enjoy kayaking, fishing,or lounge around the lake. Plan a trip to Garden of the Gods, Jackson Falls, Tunnel Hill Trail or Shawnee National Forest finishing the evening roasting hotdogs around the fire. *No parties or events allowed during your stay. DOOR CODE SENT PRIOR TO ARRIVAL

Pop’s Country Cabin

Pop’s Country Cabin is a small remote cabin that sits 1/2mile off the road above a 5 acre lake on 77 acres of private land. The view from the front porch is amazing! You can sit, unwind, and watch the wildlife with a distant view of Bald Knob Cross. The cabin sits in the heart of Shawnee National Forrest and the Southern IL wine trail. You can enjoy the fire pit while watching the stars, with no distractions from neighbors, traffic, or lights. You can enjoy catch & release fishing from the bank

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

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.

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 now and discover your home away from home! ❤️

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 lake, take time to meander to the docks 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.

The Dome At Blueberry Hill

Escape to The Dome at Blueberry Hill, where comfort meets nature for a truly unforgettable glamping experience. Set on two private acres along the scenic Shawnee Hills Wine Trail and minutes from the charming village of Cobden- you’ll enjoy peaceful seclusion with easy access to local charm. The fully insulated dome offers cozy, climate-controlled comfort year-round. Sip wine under the stars or unwind in style indoors. Make lasting memories at The Dome- your luxury glamping retreat awaits.

LilyPad-pondside cabin, kayaks, trail, country

Great for a couple, an outdoorsman, or travelers! This cabin is located on our 20 acre property, less than 10 minutes from Rend Lake, I57 access, and public hunting land and within 1 hour of the Shawnee National Forest. Includes use of kayaks, fishing poles for the catch & release pond, and a walking trail. Bow target use available upon request. Gas grill, firepit and firewood. PLEASE NOTE: its a 12x20 studio cabin with 1 full bed and 1 twin sized foam couch sleeper. We don't allow pets.

Secluded Pet-Friendly Cabin *Blue Sky & Shawnee*

Secluded, yet convenient, we’re within 5 min of two wineries, ziplining, trail heads, and I-57. This is your unforgettable romantic wine country retreat or comfortable rest after hiking or travel. There is no TV or Wi-Fi (good cell signal though) but that is not why you’re here! Explore the vineyards, walk the trails, and drink complementary on-farm roasted coffee! Your pet is welcome when you add them to the reservation. Maple Ridge Cabin is your gateway to the Shawnee Wine Country!

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

Enchanted Garden Treehouse (Amenity*)

Winter is here, the treehouse is heated and cozy, and the hot tub ready! Relax on coldl evenings in our luxurious, very private, 4' deep cedar hot tub nestled in the evergreens, while the moon and stars swirl overhead, the waterfall cuts thru snow into the koi pond, and the fire table and torches blaze. The running stream makes this a wildlife refuge, with tons of birds, squirrels, rabbits, foxes and hawks. We are 420 friendly. Come experience the magic and make a special memory!

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.