Holiday rentals in Steelville

Sunset Valley of St. James

This cozy farm cottage sits in the heart of a beautiful farm, yet only 2 miles away from award winning wineries, restaurants, brew house and parks. Newly installed Starlink Satellite for hi-spied wi-fi and internet! Very private and beautifully styled. Minutes from award winning restaurants and wineries. St. James Winery, Sybills Rest, Spencer manor wine. Close to Maramec Spring Park & many rivers for floating. 20 minutes from Missouri S&T & close to Ft Wood. Perfect getaway! 2 queen beds.

James Stay at the Old Opera House

Nestled in the heart of the Ozarks, this completely renovated 1900s property has been restored into a charming AirBNB stay. This property is perfect for business travel, couples, and small families. Guests will enjoy their stay at this two bedroom apartment located in Historic St. James, adjacent to Route 66. This property is within walking distance to local favorites including Rich's Famous Burgers, Historic Johnnie’s Bar, and a short drive to Sybil’s for fine dining.

River View Cottage

Stunning getaway with AMAZING Meramec River and valley view! Updated cabin directly on the Meramec River with 3 acres and less than 1 hour from St. Louis. Perfect getaway for large families or small groups. Relax on the upper or lower deck and enjoy the gorgeous sunset. Close to fishing, floating, hiking and Meramec Caverns. The house has everything you need for a fantastic getaway. Please bring your own food, drinks and firewood for those sunset campfires.

Cozy Cottage on Historic Route 66

Nestled in historic Saint James, this renovated 2-bed, 1-bath home is perfect for family, friends, and pets. Relax in cozy comfort or explore nearby attractions like downtown boutiques, the Leatherwood Cigar Shop, and fine dining at Sybill’s. Ride the trolley to STJ Winery or Public House Brewing, or drive to Maramec Springs, Forest City Bike Trail, Rolla MS&T, and Fort Leonard Wood. This hidden gem is your ideal getaway!

House of Eden where comfort meets relaxation.

This is a private space surrounded by 50 acres with walking trail and wooded areas. The best sunset ever. Located 5 miles off old Route 66. 15 min from Fort Leonard Wood. 27 Miles from shopping center (Rolla Mo.) Lake of the Ozark’s is 43 miles with sights, shopping and Walmart is 3 miles away. Direct tv and WiFi. A great place for families or even a private quiet retreat. It’s a home away from home.

Cozy two bed cottage near park, S&T & Fort Wood

Step into this fully restored 1950s cottage for the perfect relaxing getaway. Located in Green Acres park with walking trails nearby. Just a short distance to downtown, Fugitive Beach, MS&T campus, Fort Leonard Wood, wineries, and much more! Enjoy this cozy home with your family or pets. Stylishly designed with old world elegance, this home features all of the luxury comforts you'd expect.

Tree House #4- Dancing Under Red Skies w/ Hot tub!

Come relax in this amazing Tree House right on Sayersbrook lake. You'll have a fireplace, a private hot tub, a fully furnished kitchen, and a deck with beautiful views of the 60-acre lake!! Make long-lasting memories by the lake, take in these amazing sunsets and enjoy lots of fun activities for the whole family - hiking, kayaking, horseback riding, swimming.

Lake Cabin Near the Bourbeuse!

Kick back and relax in this newly built, stylish cabin. Enjoy the awesome porch and the great outdoors. Enjoy the lake or take a nice walk to the river. Wineries, restaurants and antique shops are nearby. Great weekend getaway or place for business travelers after a long day. Bring your fishing pole and binoculars!

Willie Acres: Hot Tub•Pool•Walking Trails

All amenities are included, leave your pot, pans & towels at home! Our home of over 7000sq ft., 6 bedroom home is situated on beautiful country land surrounded by our 50 acres of peace and tranquility, conveniently located a mile of the main road with easy access to the amenities of Steelville.