Vacation rentals in Bolivar

Helen's House (farmstay)

Cozy three- bedroom farmhouse nestled on a family 220 acre cattle farm providing a comfortable stay and country experience. Located on a rural road, it features a charming back porch for relaxing, a fire pit for cozy nights, and the serene Lake Stockton just a 15 minute drive away. This property has a large backyard for activities. The house is situated in such a way that it allows for beautiful sunrises and star gazing at night. Perfect for a peaceful countryside escape with family and friends.

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.

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.

Galmey Grove Cottage

* Starlink Wi-Fi Now Available! 100mpbs *Self Check-In (smart lock) Relax and unwind at our cozy little spot we call Galmey Grove Cottage. Located in Galmey, MO on County Road 273 just off 254 Hwy . We are close to several Pomme de Terre Lake swimming and boat access areas. Another attraction is 8 miles away at Lucas Oil Speedway host to Boat Racing, Off-Road Racing, and Dirt Track Races most weekends April-Oct.

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 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.

Comfort Away from Home!!

Come stay at our cozy house with ample living space. The newly updated house has 3b/2ba and 2 comfortable living areas along with a sun room where you can enjoy breakfast or just some peace and quiet. The master bath has a large walk in shower. New appliances in the kitchen and dining for 4 at the table & island for 2. Open floor plan which would accommodate larger gatherings.

OWL ridge cabin

Rustic housekeeping cabin. 10 minutes from lake Stockton for fishing and hiking. Close to Bolivar and SBU. This is a horse property and you will see horses, deer and other animals. It has separate heat in the bedroom and a central unit for the rest of the cabin. There is a nice shower/full bathroom and washer and dryer on the premises.