Holiday rentals in Bolivar

Cabins on the Pomme

Escape to our cozy cabin,nestled above Pomme de Terre river, offering a truly unique and relaxing experience. This is no ordinary cabin, designed with fun rustic details and a warm, inviting atmosphere. Think cozy furnishings, breath taking views and a sense of being completely away from the hustle and bustle. The golf cart allows easy transportation for guests and items from the main cabin to the river. So load up to fish, kayak, sunbathe or picnic and start creating memories that last forever.

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.

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.

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.

⭐️ Farmhouse on Sac River ⭐️ 100 acre farm stay

If you are looking for a little peace and quiet come stay at our little Farmhouse. The Farmhouse is located on 100+acres in Polk County MO and has 1/2 mile of river frontage. You will be surrounded by hayfields and cattle with a path that leads you to the Sac River. Bring your fishing poles and enjoy all this property has to offer. We offer a discount for any stay seven days or longer! Pets are welcome - fees apply.

Work/Play at Peaceful Retreat - Near SBU & Lake!

Welcome to our freshly remodeled 3-bedroom, 2-bath house nestled in a peaceful neighborhood in the outskirts of Bolivar! Our home offers a relaxing and comfortable retreat for your stay. With its convenient location less than 10 minutes away from Southern Baptist University and Citizens Memorial Hospital, it's the perfect choice for visiting faculty, medical professionals, or families attending university events.

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 Flat

Private Retreat! Relax in your own quiet courtyard with waterfall, hot tub, outdoor dining, and grilling entertainment space! The house is cozy, luxurious, and modern. Perfect for a refreshing getaway relaxing under the stars in the hot tub. Minutes from boating, sailing, and fishing on the beautiful Stockton Lake. Close proximity to the lake, swimming areas, boat rentals, fun!