Vacation rentals in Prentiss

Herstory Home B&B- Downtown Columbia

Enjoy a stylish experience at this centrally-located cottage in downtown Columbia. Each guest gets to experience 1 free food and latte item per day at Coffee-Haus… the best Coffee experience in the Pine Belt! Come relax in our amazing soaking tub, or steam it up in our very roomie shower for two. Whether you are on a business trip and need super high speed internet and a peaceful nights sleep, or you want to celebrate with your family, the Herstory Home is excited to host your stay in Columbia!

Historic home, Walk-bike trail, Porches & Fire pit

Historic farmhouse within walking distance of the Longleaf Trace biking trail, local restaurants and boutiques. The home has original features from 1906, a favorite is the claw foot tub, take a relaxing bath! Have coffee on the front porch swing! Enjoy the back yard barbequing on the grill or make smores on the firepit! Conveniently located 2 blocks f/ the Longleaf Trace, 2 miles f/ Sumrall Sportsplex public use tennis and pickleball courts, 2 miles f/ Dogwood Venue, & 15 miles f/ USM Campus.

Cozy FarmHouse w Goats & GlassBlowing 5min to town

Located on Thomley’s Christmas Tree Farm, home to the only Glassblowing Hot Shop in Mississippi. Featured on HGTV’s “Hometown”, we welcome fans of the show. The house is 2,600sqft. New granite countertops and Wifi. We have 28 goats & 19 baby goats. Kidding season is Feb-Mar. Tree Farm is busy from Nov 15- Dec 15. The GlassBlowing studio is seasonal and stays busy Feb-April & Oct-Dec. We also have a nice Gallery. Thomley Farmers Market is the Last Saturday of the month 10am-2pm from April-August

Country Retreat

Relax with the whole family at this peaceful place to stay. We offer 45 acres of woods with accessible trails, a perfect get away from the city life. Very beautifull and remote country setting and yet close enough to nearly restuarants, convenient stores and gas station. Spacious three- bedroom two-bathroom with fully equipped kitchen and laundry room. Bring your favorite fishing rods to fish in our pond for bass or bream or take a walk in the woods. Our chickens are ducks are people friendly.

Crossland BNB

Two bedrooms, 1 bath equipped with a large shower. Brand new Sealy Posturepedic mattresses with top-of-the-line linen and Serta pillows Fully equipped kitchen with dishes and silverware Washer and dryer for your convenience Adjustable desk that raises and lowers for work or study. Lazy Boy reclining couch for maximum comfort Starlink Internet for high-speed connection throughout the house please note I do reside right beside this house. shared driveway/ backyard. no parties!!!

Tiny home tucked in the woods

You will find yourself nestled in the heart of the woods and our charming tiny home offers a peaceful retreat from everyday life. *Located 9 minutes from Taylorsville, 12 minutes from Collins, 24 minutes from Laurel 45 minutes from Hattisburg, Ms. Surrounded by towering trees this home features a warm, inviting interior with rustic touches and modern amenities in a quiet location. Sit down on the front porch with a cup of coffee and enjoy a moment of rest & relaxation.

The Magnolia House

Welcome to a slice of small-town Mississippi charm. Stay in a 125 year old historic Craftsman home on a peaceful Main Street boulevard, offering a spacious & unique blend of historic character and modern comfort. Start your mornings or end your evenings relaxing/dining on the expansive front porch or enjoying the Fire Pit. Inside, you’ll find period details blended with functional living area. Unwind after a long day with a luxurious soak in the vintage claw-footed tub.

Modern Cabin with Balcony Private Country Setting

Modern meets rustic in our cozy three-bedroom, two-bathroom cabin. This home was a family project completed in 2025. Custom details include ship-lap ceilings downstairs, cedar-lined bathrooms and cypress window trim, all milled and installed by our family. Rebar spindles add a modern twist to the stairway. The cabin is in a private, wooded clearing away from the road but less than ten minute drive to Tylertown. Come experience the tranquility in this secluded spot!

Cozy Cottage!

This tranquil rustic destination spans six acres and includes a play area for young children, a pavilion, and an outdoor fire pit. Conveniently located just 0.5 miles from Grand Paradise Water Park and the veterans memorial home, and five miles from the Okatoma River, this charming cottage offers a warm space for families to gather and create lasting memories. Also, a lot of great restaurants nearby to satisfy your hunger within 0.5 miles.

A True Treehouse- Owls Nest @Pines and Pillows

Escape to our enchanting treehouse experience nestled in the heart of Mississippi's countryside. Experience rustic vibes among the treetops with cozy accommodations, breathtaking views, and comforting amenities. Perfect for romantic getaways or adventurous retreats, our unique oftreehouse offers a serene escape with a touch of whimsical charm. Book your stay now for an unforgettable experience in nature's embrace.

Home Away From Home 3

Rustic home nestled at the end of a quiet cuddle sac .The home is designed for both comfort and tranquility . So come stay a while enjoy mystical sunsets from the front porch . If you are a sports fanatic the home is within walking distance to our local Christian academy field. The home includes three bedrooms, 2 bathrooms, sitting area with grill, car porch and is equipped for both short and long term stays.

Raywood Manor - Spacious - High Speed Internet

Enjoy this spacious home on 5 acres, featuring two inviting living rooms, a large family room, and plenty of comfortable spaces to relax and sleep. Have fun with the pool table and foosball table, or unwind on the full walk-around deck overlooking the fenced backyard. Located right in the middle of town, you’re within walking distance to Walmart while still enjoying peaceful, open surroundings.