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Holiday houses in Prentiss

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Top-rated holiday rentals in Prentiss

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
An open living area features a large wooden table at the center, surrounded by antique chairs, with a decorative rug underneath. A mix of seating options, including a green couch and a brown vintage sofa, is arranged around the space. Natural light enters through window blinds.
Home in Columbia
4.97 out of 5 average rating, 144 reviews

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!

Top Guest favourite
Cabin in Tylertown
4.94 out of 5 average rating, 32 reviews

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 closet, and interior trim of rough-cut pine, 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!

Top Guest favourite
Home in Mount Olive
4.97 out of 5 average rating, 36 reviews

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.

Top Guest favourite
Tiny home in Collins
5.0 out of 5 average rating, 25 reviews

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.

Guest favourite
A sandy riverbank is framed by lush greenery, creating a natural setting. Two children are seen playing near the water's edge, with the gentle flow of the river visible in the background. Sunlight filters through the trees, casting dappled light on the surface.
Cottage in Hattiesburg
4.98 out of 5 average rating, 45 reviews

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!

Guest favourite
The front porch of a charming house features a roof overhead with decorative plants hanging from the beams. Several potted plants accent the porch steps, and a set of simple chairs is positioned for relaxation. A path made of stone leads to the entrance.
Home in Jayess
4.85 out of 5 average rating, 189 reviews

Quite Country Style Stay W/ WiFi

It’s an old house out in the country with lots of character & very cozy!! Not A HOTEL SUITE!! If your looking for piece & quiet, its there..:) I also have things on hand there if you need something.. extra sheets, bathroom things, kitchen condiments and seasoning.. I also have an extra full size air mattress & por-ta-crib Everything has WiFi , no cable just TVs and DVD players .. There’s 3 smart tvs 1 regular tv. They all have Roku ..

Top Guest favourite
A log bed with a colorful plaid blanket and decorative pillows occupies the center of the room. Soft lighting is provided by a bedside lamp. A framed landscape print adorns the wall above the bed, adding a touch of nature to the cabin space.
Tiny home in Taylorsville
5.0 out of 5 average rating, 73 reviews

Whispering Pines Cabin

Whether you are looking for a relaxing retreat to get away from the hustle of life, or need a quick overnight stop while traveling, or a long stay for work, we would love to host you! 16 miles to Collins 23 miles to Laurel, 45 miles to Hattiesburg, 22 miles to Magee. We do not have TV, but high speed fiber optic WiFi is available. No parties. No smoking on premises. No vaping indoors. Relax, unplug, and enjoy your stay!

Top Guest favourite
A wooden staircase leads to a treehouse entrance, surrounded by lush ferns and tall trees. A welcome mat with a cheerful message is positioned at the base of the steps, and a sign labeled 'Owl Nest' is visible next to the door.
Treehouse in Mount Olive
4.99 out of 5 average rating, 152 reviews

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.

Superhost
Home in Prentiss
5.0 out of 5 average rating, 4 reviews

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.

Guest favourite
A bright kitchen features white cabinetry and stainless steel appliances, including a double oven and refrigerator. A large wooden island with a gas cooktop serves as a central workspace, complemented by light wood flooring. Natural light floods in through windows, creating an inviting cooking area.
Home in Columbia
4.98 out of 5 average rating, 163 reviews

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.

Top Guest favourite
A welcoming cabin is nestled among the trees, featuring a expansive front porch with wooden railings and green ferns hanging from the eaves. The gravel driveway leads to the entrance, surrounded by a serene natural setting.
Home in Collins
4.97 out of 5 average rating, 86 reviews

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.

Top Guest favourite
Guesthouse in Carson
4.96 out of 5 average rating, 25 reviews

All Decked Out at Anchor Lake

Take it easy at this private lake guest house with an outdoor kitchen. A lake and private beach is a short walk down the driveway! Small Pets allowed for a fee/ prior approval required And NO SMOKING or VAPING ALLOWED INDOORS! There will be an additional cleaning fee if smoke is detected.

Popular amenities for Prentiss holiday rentals