Vacation rentals in Bolivar

Stonecrest Cottage - Country Farmhouse Style

Experience Ozark country life just minutes from a city. Explore our 1/4-mile wooded trail. Look for deer, wild turkey, and a variety of songbirds. Sit around the fire pit admiring a canopy of stars. Take advantage of the picnic and play area adjacent to the cottage. Fall asleep listening to the echo of a distant train whistle. Stonecrest Cottage was built in 2020 on 5 picturesque acres with AirBNB guests in mind. Come and experience this serene setting surrounded by Missouri Conservation Land.

Rustic Elegance Treehouse Cabin Stockton Lake, MO

Rustic Elegance tops this Treehouse cabin just a mile from Stockton Lake Dam and 2.5 miles to Stockton Town Center. Enjoy total privacy in this wooded scene looking out over the neighbors cattle as well deer and turkey. Sitting on Bear Creek which is spring fed and a kayak is available to explore the creek for a small fee. Fire pit and Weber grill help round out your evenings pleasures. Grocery store, gas station, restaurants, and shopping are all within 10 minutes. Outside electric included.

Tiny house on an organic flower and vegetable farm

Located on MIllsap Farm which is home to one of Springfield's favorite summer activities; Thursday Pizza Club. Come stay in our Tiny Turtle countryside cabin and get a taste of farm life on this small organic veggie farm. Take a walk in flower patch, visit the chickens, feed your scraps to the pigs, throw the ball for the dogs, be entertained by the farm happenings. Our tiny home is well designed and can easily host a family. The farm stand is stocked and ready for you just outside your door.

Unique 'Earthouse' Retreat w/ Spring-Fed Creek

Enjoy living at its finest with an unforgettable stay at this modern underground 3-bed, 3-bath home! Earthouse offers unique architectural design providing guests with an open inviting interior complete with high-end furnishings, modern decor, and abundant natural light. Whether you're exploring Springfield, visiting local colleges, making your way to Branson for the day, or getting away, this luxurious, one-of-a-kind abode will be your ideal home base! NO PARTIES, EVENTS, OR LARGE GATHERINGS.

Bolivar-River Front-Remote-Relaxing-Kayaks-Hot Tub

Escape to the River House! On a cliff above the river there is a peaceful place to enjoy a romantic weekend or recharge as you relax on the deck of this lovely home. River House was designed to embrace the outdoors and connect with nature. Unwind on one of the many decks overlooking the river with your glass of wine and watching the wildlife. Kayak on the river or relax in the hot tub by moonlight and enjoy the stars. Beautifully furnished, comfortable beds. Only 10 minutes from Bolivar.

Loft 104

Step into history and style at Loft 104, located in an iconic 1891 classic brick building right on the Bolivar square. This freshly listed downtown retreat blends vintage charm with modern comfort, offering guests an unforgettable stay in the heart of it all. Upstairs find 2 full berooms with 2 full bathrooms and 3 beds. Large Kitchen with Ice maker and Drink Mixer. Living features large sectional with Projector and sound system. Walk to food, drinks and views of the Historic Square!

Everything GOOD- Sleeps 14!

SLEEPS 14! Welcome to Everything GOOD! Newly renovated 5-bedroom home where good mornings, good nights, and good times will have you coming back! Spacious kitchen and dining, cozy bedrooms, and outdoor spaces will make you feel right at home. SBU & CMH, 5 minutes away. Perfect for visiting faculty, medical professionals, and family attending SBU events! Whether you are coming for business or pleasure, you will love your Bolivar stay right here at Everything GOOD!

Cozy Woodland Cottage

This cozy cottage in the woods (completed in June 2017) is perfect for a couple seeking a romantic getaway, enjoying a honeymoon, or celebrating an anniversary. (The sofa is a full convertible bed, if others plan to share the 400+ sq. ft. space.) Located in the Lake Hill (formerly Shadow Lake) Golf Course neighborhood (course is currently closed) about a mile from the NW shores of beautiful Pomme de Terre Lake, and about 6 miles south of Lucas Oil Speedway.

Treehouse in the Ozarks w/Hot Tub, on 2 Acres

Escape the hustle and bustle and retreat to our cozy treehouse nestled in the Ozark wilderness. Our one-of-a-kind cabin features 4 decks, 2 electric fire places, 1 wood stove, spiral staircase, indoor rock waterfall and hidden reading/painting nook. Enjoy the outdoors while relaxing in the hot tub taking in the serene view. Within 30 minutes of dining, bars, entertainment, Table Rock Lake, amusement parks and more!

5-Acre Barndominium • Quiet Country Escape

Escape to your private 5-acre country retreat 🌳 This cozy 2-story barndominium offers 1,000 sq ft of comfortable living, perfect for couples or small families. Enjoy quiet mornings with coffee under the trees, wide-open space, and peaceful nights under the stars. Plenty of room for trucks, trailers, and easy access. Located just 20 minutes from Springfield—close to everything, yet feels like a true getaway.

Delightful Ozarks Tiny House

Enjoy a delightful modern stay at this unique tiny house. This home is fully equipped with a complete kitchen, living space, bedroom, and full bathroom. For a tiny home this place is impressively roomy! There's ample parking as well as an adorable front porch overlooking a gorgeous yard surrounded by woods. Conveniently located, perfect for couples or singles, amazing atmosphere indoors and out.

Fox Den

A luxurious modern private home. Minutes from boating, sailing, and fishing on the beautiful Stockton Lake. Relax in the Hot tub while grilling on rear patio. The Lake House boasts two beautiful bedrooms with full glass walls opening out onto a large 2nd floor private patio. Enjoy a rain/waterfall shower experience in a spacious beautifully accented glass mosaic tile shower.