Family-friendly holiday rentals in Williamson County

Lakefront Woodland Wonderland—Shawnee NF—ILOzarks

The only lakefront rental on Kinkaid's sparkling waters, this respite is steeped in serenity & surrounded by nature's wonders. Floor-to-ceiling windows & covered balcony across entire width of home create magnificent overlook of grounds—including woods, creek, bluff, & large waterfront yard. The night skies are dense, laughs belly-full, sunsets resplendent, & wildlife abundant. Bring a kayak, boat, or just yourself for a getaway where bluff-top breezes distill into deep breaths of contentment.

Charming 3 bedroom bungalow in Downtown Carbondale

Originally built in 1920, this cute bungalow house has been totally renovated and modernized. You'll enjoy 3 furnished bedrooms, 1 bathroom, covered porch, and back with lighted pergola and firepit. The location is exceptional - just two blocks North of the Carbondale downtown "strip," and EASILY walkable to all the downtown businesses, Memorial Hospital of Carbondale (0.4 miles), restaurants, pubs, Amtrak station (0.5 miles), and SIU (about 1.2 miles). Officially Permitted Airbnb VRU 23-03

Wine Country Cottage

Getaway from the hustle and bustle of everyday life at the Wine Country Cottage. Located just 1 mile away from Blue Sky Winery, we are located in the heart of the Shawnee Hills Wine Trail. Spend a couple days or a weekend exploring the award winning wineries, shops and restaurants along the Trail! Our cottage on 29 acres offers a private and serene getaway. We are conveniently located 1.4 miles from Blue Sky Vineyards, 2.9 miles from Feather Hills , and 5.8 miles from Starview Vineyards!

Secluded Cabin. Fast WiFi. Fireplace. New Kitchen

What makes The Loft truly unique is its location. At the start of the S.I. Wine Trail, the cabin is just minutes to Cedar Lake, 15 minutes from nationally award winning BBQ, delicious ice cream, shopping, and fun of all sorts! On a 70 acre organic farm, the cabin is tucked into a breathtaking valley next to the Shawnee National Forest and has a gourmet kitchen and is filled with antiques, games & play space, original eclectic artwork, plus toddler gear so you can travel light! You’ll love it!

Chic-Cozy | Hot Tub l Walk to Coffee shop I Bikes

SPRING is the time to get outdoors! Wildflower guided walks by SNF are beautiful. Enjoy hiking trails as the forest comes alive again. Delight in antiquing, shopping, or try a Tunnell Hill bike trail ride. (2 bikes available ) Walmart and grocery stores are 5 minutes away. Escape to our charming 800 sq. ft. private apartment in the historic district. Enjoy a private hot tub, Smart TV, and fast WiFi. Relax among flowers, fountains, and nearby hiking trails. Washer/dryer & private pagoda too.

Pole Barn Cabin Lake of Egypt ~ Hottub Wineries

Located at Lake of Egypt, Tunnel Hill in the Shawnee National Forest. Come enjoy our modern pole barn cabin with a hot tub. It is 600 sq ft, 2BR, 1BA, loft area, furnished with W/D, big flat screen TV, coffee bar, Blackstone, memory foam mattresses. There is an association dock area which will require a waiver for a dock on the lake with kayaks. Come enjoy the water or visit nearby Shawnee Wine Trail, Ferne Clyffe State Park, hunting, fishing and much more. Located 6.5 miles off I-24.

Carbondale Pool House - Sauna, Hot Tub, Dogs OK

Rated in “Top 1%” by Airbnb, the Pool House is a separate cottage surrounded by gardens and swimming pool, with retro "Danish Modern" furniture, a gourmet kitchen and plush beds. We have recently added a Finnish Sauna and Japanese Ofuro Soaking Tub. We accept well behaved dogs for a fee of $35 a night. We allow only guests and friends of the Pool House on the grounds, gardens or pool. Hosts are Jane, anthropologist and D. a retired photojournalist for the New York Times.

Whispering Pines Cabins & Outfitting-Pine Tree

Charming, luxury cabin in the pines fit for families, friends, and couples. Picturesque setting on a 196 acre property with 8 ponds next to rows of pine trees and green for miles. Relax at the cabin, or get out for some fun at all the local wineries/breweries, state/national parks, forest zip lining, hiking, and more. Southern Illinois is the perfect place to get away for the weekend, unplug, and connect with nature.

Newly Updated Family Home in Carterville

This cozy 3 bedroom 2 bath house can easily house your family on your future trip to Southern Illinois. The home is conveniently located within a short drive of Marion, Carbondale and the Wine Trail. We look forward to hosting you on your future visit. We are currently updating the house regularly between bookings, the furniture and fixtures may change for the better between the time of booking and your stay.