Vacation rentals in Bolivar

Cox Cabin “Cabin in the Woods”

Relax in this large, secluded multi-family cabin nestled on the outskirts of Chickasaw State Park on Cagle Trail. 2 King, 1 Queen, 2 Twin beds, Futon and plenty of space for personal air mattress for extra sleeping. Ride in/ride out to miles of trails in Chickasaw State Forest. Very secluded and private cabin with plenty of parking and trailers accessible. Minutes to Chickasaw Golf course, State Park amenities, and Henderson the home of Freed Hardeman Uni. We are pet friendly for a FEE per pet.

“The Casita Bonita”

Welcome to “The Casita Bonita” The pretty little house on 130 acres of pure bliss. My wonderful husband Jeremy and I bought 130 acres a few years back and is what we call “our farm” we have had countless picnics and bonfires, Just dreaming of doing something special on our land one day. That is where “The casita bonita” dream came true & it is our pleasure to be able to host guest just like you. I hope you enjoy your stay and the views of our land. Come back to see us soon. Love,Jeremy & Missy

La Banque Stylish and comfy stay

Historic bank built in the 1920's restored to it original beauty. Located 5 min from Hwy 45, 8 min from K&M shooting complex and 15 min from Henderson. This is a perfect location for anyone wanting a weekend getaway or a place to rest and reset. Our space reflects peace and quiet, plenty of books to leaf through, a fireplace to warm your feet and a fully stocked kitchen. Spacious bathroom with a beautiful clawfoot tub to soak in. Come get the unique experience of sleeping in bank vault!

The Oliver Lakehouse

Nestled in the rolling hills of Chickasaw State Forest, the Oliver House is located on 38 acres with 2 lakes, 2 kayaks, 2 canoes and the sweetest muscovy ducks you will ever meet. Oliver is the oldest duck the inspiration behind our name! Our place is the perfect place to unwind, unplug and to just be in nature. Whether you prefer fishing, napping on the swing or reading a good book out on the deck, we are sure you’ll find it all here. Take a deep breath, relax and enjoy. We welcome you!

Heart Pine Hall, 4 BR, near Corinth, Selmer

A luxurious country-side retreat that will instantly relax any guest. Built in 1907, Heart Pine Hall features a double-sided fireplace made from the original brick and the original heart pine walls & ceilings. Enjoy a breath of fresh air on the 1,200 sq ft back porch, feed the whole crew in the large kitchen, and unwind in the spa-like master bath. When you're ready to explore, Historic Downtown Corinth, Shiloh National Battlefield, and Big Hill Pond State Park are only minutes away.

Yoder's Outdoor Cabin

Take it easy at this unique and tranquil getaway. Located an hour from Memphis and 2 hours from Nashville. We are nestled in away from the hum drum of busy life. Come sit on the front porch. Watch the Sunset and Relax! We have a hiking trail, fishing, and you can even have a picnic in the field! We are located not far from The Hatchie where you can bowfish, cruise the trails, take in the views and more. If you love outdoor life-this spot is for you! We can't wait to host you!

Quiet 2 BR Cottage in the Woods

Get away from it all in our peaceful cottage in the woods. This sweet little home was built by my husband’s grandfather as a weekend retreat for his 2 sisters, Clemmie and Eva. It has remained in the family all these years. A lot of hard work and love have gone into this cottage and we are excited to share it with you. Its quiet, secluded location make it the perfect place to relax and unwind. It is surrounded by wildlife with turkey and deer often seen on the property.

Charming 3 Bedroom House Minutes from Downtown

Centrally located on Highland Ave., this three bedroom home is minutes from Jackson's quaint Downtown, the Carl Perkins Civic Center, The Ned, Jackson Madison County General Hospital, the Jackson mall and much more. Jackson, the Hub City and birthplace of Rockabilly, is a wonderful base from which to explore West Tennessee and Northern Mississippi, including Shilo, Parker's Crossroad, the Loretta Lynn Ranch, Tennessee Safari and so much more.

Private Lake Lodge | Sleeps 14 | 29 Acres +Firepit

Wake up to your own private 4.5-acre lake on 29 peaceful acres, this is more than a stay, it’s a retreat. ⭐ 5-star rated by guests Enjoy quiet mornings, stunning sunsets, stargazing, and frequent wildlife sightings, a perfect place to relax and reconnect. Perfect for families, groups, and special gatherings. Comfortably sleeps 14 with spacious queen bunks and a private master suite—plenty of room for everyone.

The Loft on Court

The Loft on Court is a downtown loft apartment with a unique style that's bound to impress. Having been vacant since the 70's, it was first renovated as a boutique retail space in 2012. After 10 years of success, the owners felt that it was time to downsize and create a rental space for others to enjoy. The retail space is still located below with home accessories, seasonal decór, and clothing.

Mother-in-law’s Quarters

Bright, cheery and sparkling clean one Queen bedroom with FULL KITCHEN and handicap accessible bathroom is located on an organic farm in a friendly community. Mother-in-law’s quarters is a private space attached to main house with front and back covered porches and private entrance with NO STAIRS. Porch and grill are available to guests. On a clear night, you can see the stars forever!

The Bedroom in the Barn

Welcome to Smith’s Farm Horseshoe Haven. A wonderful place to step back to the times of days gone by, where life is a little slower and simpler and enjoy a stay in our rare little gem "The Bedroom in the Barn" Lose yourself in the country, unwind and smell the fresh air and listen to the sounds of horses around you. A sweet experience you won't forget!