
Holiday houses in Bolivar
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Bolivar
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

Romantic Cottage at JP Coleman * Pickwick * Iuka
New Build Tiny Home just minutes from the lake. Newly added hot tub!!! Nestled in nearly two acres of scattered hardwoods, enjoy this taste of heaven in peaceful bliss. This cabin would be a great place for a romantic getaway weekend. Located just 0.8 miles from the famous JP Coleman State Park, it would also serve as a great place for fishermen. The circle drive provides room for spacious boat parking without maneuvering in tight spaces. Enjoy your next lake stay in our little taste of heaven.

Peaceful Getaway In Charming Tiny House
Welcome to a truly extraordinary accommodation option—an unforgettable stay in a charming tiny house on wheels! Nestled amidst a serene and peaceful landscape, this unique space boasts a remarkable foundation enveloped by lush greenery. Take a walk through the wildflower gardens and enjoy the nature! In the area: 26 min to Chickasaw State Park 37 min to Shiloh National Military Park 33 min to Cogan's Farm 27 min to Big Hill Pond State Park 52 min to Pickwick Landing State Park 45 min to I-40

Studio Apt on 5th
The Studio on 5th in Henderson, TN is close to Freed-Hardeman University (3/4 mile) & 25 min. from Jackson. This studio w/ 1 queen size bed, 1 bath & kitchenette guesthouse is good for couples & solo adventurers. It is located in a quiet neighborhood next to the host's family home. Includes: Off-street parking, complementary coffee & snacks, Wi-Fi, soaps, shampoo, fresh towels & linens, & outdoor seating. **Simple Check in & Check Out! No "to do" lists!** **Super hosts for over 6 years!**

“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

Private Guest House in Quiet Community
Our Private Guest House has 2 queen bedrooms and 2 full bathrooms. The living room includes DISH TV, and both bedrooms have Smart TVs. Guests enjoy convenient parking, a private entrance, and a front porch. There is space to park a large trailer or RV. Downstairs features a living room, full kitchen, and second bathroom. Laundry is available for guest use. This is a non-smoking property. Smoking is not allowed inside. Outdoor smoking only. Violations will result in a $300 deep-cleaning fee.

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!

The Guest House
Relax at this beautiful countryside retreat. Recently restored, this 2 bedroom cottage boasts rustic charm from the Heart Pine wood walls to the custom island top. Sip your coffee on the back porch while taking in the view or kick your feet up on the couch and catch a movie. Regardless of why you're staying, you'll be glad you did. Aside from the cottage, you'll be within minutes of Historic Downtown Corinth, Big Hill Pond State park, and Shiloh National Military Park.

The Pony
-Boasting a small hoofprint of 128 square feet with a loft. Ideally situated in a safe area for those visiting/passing through Memphis. -Tranquil views of open fields, horses, and a variety of other furry friends at a working horse boarding barn. -Stay solo or with someone you don't mind cozying up to. Ideal for mobile guests comfortable with stairs and tighter spaces. Locals or those without positive reviews will be rejected. Our property is non smoking.

The Shiloh Retreat
Love being outside but don't love tents to sleep in at night? Come to The Shiloh Retreat for a relaxing place to stay on over 12 acres only 2 minutes from Shiloh National Military Park, 18 minutes from Pickwick Lake, 12 minutes to the Tennessee River, and 13 minutes from Adamsville, Tn home of Bufford Pusser. - Plenty of space to park your boat or trailer. - Smal kitchenette with refrigerator, sink, and a microwave, oven, air fryer combo.

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.
Popular amenities for Bolivar holiday rentals
Other great holiday rentals in Bolivar

House on Linden

Little Green Cottage

The Grain Bin at Hinkle Creek.

The Pink House!

The Estate at Turkey Creek

The Cedar Hill Retreat

Quiet & Cozy

Dog friendly home with king suite and lake view!
Destinations to explore
- Atlanta Holiday rentals
- Nashville Holiday rentals
- Louisville Holiday rentals
- Southern Indiana Holiday rentals
- St. Louis Holiday rentals
- Branson Holiday rentals
- Memphis Holiday rentals
- Lake of the Ozarks Holiday rentals
- Chattanooga Holiday rentals
- Knoxville Holiday rentals
- Birmingham Holiday rentals
- Hot Springs Holiday rentals





