Vacation rentals in Prentiss

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Top-rated vacation rentals in Prentiss

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Top guest favorite
The historic farmhouse features a light grey exterior with a spacious front porch, supported by white columns. Two American flags are displayed. Lush green landscaping surrounds the home, offering a welcoming entrance. A gravel driveway leads to the house, setting a tranquil, inviting scene.
Home in Sumrall
5 out of 5 average rating, 18 reviews

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.

Guest favorite
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!

Superhost
Treehouse in Carson
5 out of 5 average rating, 5 reviews

The Eagle’s Nest

The Eagle’s Nest is not your ordinary Glamping Tent! It’s a HUT! This treehouse is hidden and tucked away on the back side of our 30 acre lake. Unplug here and enjoy nature! No wifi but some find cell service here depending on your provider. Enjoy a good night sleep in a King Bed and kids ( or adults) can camp out in the above loft area on 2 twin mattresses! Note: NO bathroom inside the hut. The bath house with 3 full baths, is just a short walk up the path! NO SMOKING INDOORS! NO CAMPFIRES!

Top guest favorite
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!

Superhost
Home in Collins
4.78 out of 5 average rating, 9 reviews

Spacious 3BR Modern Cabin-Walk to Waterpark!

Enjoy a 1,500 sqft modern cabin style home with peaceful pine views. This 3BR/2BA cabin features a stocked kitchen with Ninja Cookware, fast Wi-Fi, balcony, 100% cotton sheets, laundry machines and a charcoal grill. Located in Collins, MS, inside Pine Hills RV Park just a 5 minute walk to Grand Paradise Waterpark. The home offers easy parking in front and wooded acreage in back. Please be aware there is moving table at this time. The bar accommodates two people and will see updates soon!

Top guest favorite
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 favorite
Tiny home in Collins
5 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 favorite
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 favorite
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 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 favorite
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, 162 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.

Superhost
A cozy porch area features a hanging chair with plush cushions, paired with a sofa adorned with orange accents. A patterned rug adds texture, and a lush hanging plant is suspended above, providing a touch of nature against the backdrop of greenery.
Treehouse in Pike County
4.89 out of 5 average rating, 309 reviews

Riverfront Cabin w/ Firepit, Outdoor Tub, Kayaks!

Enjoy the tranquility of the Bogue Chitto river in the freshly renovated Blue Heron Cabin. This modern waterfront cabin sits on 3 acres and offers beautiful views of the river and nature. The cabin is bright and cozy and provides many outdoor spaces, including a screened in porch, an outdoor shower, outdoor tub, and kayaks available for your use!

Popular amenities for Prentiss vacation rentals