Vacation rentals in Prentiss

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.

Family · Location · Condition

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!

Value · Family · Indoor spaces

“The Roost” Farm & Glass studio 1mile from town

Welcome to “The Roost” Guesthouse at Thomley’s Farm. If you are a Christmas Tree customer you might know this building as our Gift Shop. In 2023 we renovated the space and could not be more happy with the outcome. Nice big shower, King sized bed, Twin & Trundle. Electric fireplace & the cutest custom kitchenette. Lots of natural light & privacy when you want it. This front porch is central to the happenings on the farm. You are next door to the Glassblowing studio and goats down the hill.

Value · Location · Comfort

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!!!

Family · Value · Access

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.

Location · Value · Hospitality

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.

Family · Location · Quiet

The fox hole at Bouie River

Unwind at the Fox Hole at Bouie River. This is the perfect getaway nestled just steps away from the river banks , you can spend your evenings grilling by the water or just listening to the water pass on your private balcony. Central to everything hattiesburg has to offer whether your in town to catch a USM baseball game or catch a concert at The Lawn. We have 4 cabins at the same location so message us directly to schedule group bookings!

Family · Value · Quiet

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.

Location · Family · Walkability

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.

Cleanliness · Hospitality

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.

Family · Location · Condition

Classy in the Country -3 BR House

Unwind in style at our elegant 3-bedroom, 2-bath countryside retreat, just 2 miles from town. Whether you’re visiting for business or a well-deserved getaway, our beautifully designed home offers the perfect blend of comfort and class. Come solo, with a partner, or bring the whole family—there’s plenty of space for everyone to relax, recharge, and feel right at home.

Location · Family · Access

Home on the Bluff

24 minutes from Laurel 45 minutes from Hattisburg, Ms. Tucked away in the woods, this home offers the perfect blend of comfort and nature. With its peaceful surrounding, it is a retreat for anyone seeking an escape from the daily grind or a home away from home if coming for work. We have NO TV but do have WiFi to keep you connected.

Family · Value · Pets