Vacation rentals in Prentiss

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Top-rated vacation rentals in Prentiss

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

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Top 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, 143 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
An aerial view displays the 30-acre Christmas tree farm covered in neatly planted conifer trees. Various buildings, including a large covered area and open warehouse space, are visible alongside the expansive green fields, highlighting the farm's vibrant landscape.
Farm stay in Hattiesburg
4.95 out of 5 average rating, 104 reviews

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

Guest favourite
Cabin in Tylertown
4.89 out of 5 average rating, 18 reviews

Modern Cabin with Balcony Private Country Setting

Modern meets rustic in our brand-new, three-bedroom, two-bathroom cabin with all the comforts of home. This unique two-story cabin was a family project from the ground up, completed in 2025. We enjoyed designing this guest house and hope you find it a rejuvenating space. The cabin is perfect for a refreshing getaway. Relax on the front porch, back deck or upper balcony and listen to the birds. The location is private and mostly surrounded by trees but is less than ten minutes from Tylertown.

Top guest favourite
A peaceful setting is showcased with a brick cottage under a colorful sky at dusk. The swimming pool is in the foreground, accompanied by lounge chairs. Lush trees surround the property, offering privacy and tranquility.
Guesthouse in Hattiesburg
4.98 out of 5 average rating, 167 reviews

The Cottage on the Green

The Cottage is situated on the backside of an acre parcel behind the main house. A swimming pool separates the main house from the cottage. The property is very quiet, peaceful and private. Guest have a Separate entrance. We are a retired lieutenant from a California LE agency and his wife a retired teacher who give guests as much privacy as requested. We are a short distance from the Longleaf Trace and 1.5 miles from the Barn at Bridlewood wedding venue for those attending a wedding there.

Guest favourite
An outdoor shared balcony features glowing string lights overhead, creating a cozy atmosphere. Comfortable seating arrangements include multiple Adirondack chairs surrounding a rectangular fire pit. Lush greenery and a decorative sign add a touch of charm to this inviting space, ideal for relaxation and socializing.
Loft in Laurel
4.96 out of 5 average rating, 109 reviews

A Picture-Perfect Stay in Downtown Laurel

Step into Laurel’s rich history through the lens of photography in this unique boutique suite at The Artistry. Inspired by the work of renowned local photographer David Shoots, this space immerses you in stunning images of downtown Laurel while offering modern comfort and luxury amenities. 📍 Located in the heart of downtown, just steps from The Loft and HGTV’s Home Town hotspots, this retreat is perfect for photography enthusiasts, history lovers, and travelers seeking an artistic getaway.

Guest favourite
A spacious living area features exposed wooden beams and a mix of modern and vintage furnishings. A large television is mounted on the wall, with two upholstered blue chairs positioned nearby. Natural light fills the room, highlighting a colorful area rug and a stylish coffee table.
Apartment in Hattiesburg
4.97 out of 5 average rating, 101 reviews

The Downtown Komp Building Condo

NEW!! Discover this one-of-a-kind condo in the beautifully renovated Komp Building, nestled in downtown Hattiesburg. This spacious 2-bedroom, 2-bath unit boasts stunning architecture and and a loft-style feel. Enjoy a king bed in BR1 and queen bed in BR2, a fully stocked kithen, and two stylish bathrooms. Walk to The Lucky Rabbit, local restaurants, and the Saenger Theatre, or take a quick 30-minute drive to Laurel. Located only 3 miles from USM, it's perfect for your Hattiesburg visit!

Top guest favourite
Two wooden Adirondack chairs are placed beside a small side table on a wooden porch. A potted plant rests on the table, which also holds two mugs. A window is visible in the background, offering a view of the surrounding trees.
Tiny homes in Collins
5 out of 5 average rating, 104 reviews

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.

Top guest favourite
A serene pond surrounded by tall pine trees is featured, with a canoe resting on the grassy bank. A small wooden bench sits nearby, providing a spot to enjoy the tranquil view. The natural setting is enhanced by scattered dry leaves on the ground.
Cabin in Prentiss
4.94 out of 5 average rating, 49 reviews

Escape to the country with your pets!

Need a break? A place to meet up with family/friends? A romantic getaway? This comfy cabin can accommodate! Kick back & relax in the rustic-chic space. Full kitchen, 2 bedrooms, 2 bath, living room, dining area. Enjoy the view of the pond from your porch, put a line in or walk an easy trail. Traveling with a your furry friends, no problem-all are welcome. Close to Longleaf Trace, Rt 84, state parks. Ride the trace, we will pick you and your bikes up at the trail head!

Top guest favourite
The exterior of a ranch-style home features covered porches with wooden railings, surrounded by lush greenery and landscaped flower beds. A gravel path leads to the front door, while a metal roof complements the rustic charm of the residence.
Home in Mount Olive
4.91 out of 5 average rating, 23 reviews

Shelby Creek

Take a short gravel drive and be transported to real country living. Our guests say it is peaceful and quiet, hidden away from the hustle of life. The home is a retreat for travelers, spacious for work crews, a weekend getaway, or a family vacation. Three bedrooms +2 full baths, sleeps 8 comfortably, with an open kitchen/dining/living room concept. Minutes away from the highly traveled Hwy 49, the home is conveniently located between Jackson, Hattiesburg, and Laurel.

Top guest favourite
A two-story guesthouse displays a welcoming exterior with dark green shingles and white trim. Two yellow chairs are arranged on the front porch, surrounded by lush greenery. A wooden staircase leads to an upper level, adding to the property’s charm.
Guesthouse in Laurel
4.98 out of 5 average rating, 987 reviews

Mallorie's Cottage! Rated Top 1% in the World!

Our cozy cottage is nestled in the heart of the historic district, on the grounds of a Laurel landmark home, built in 1907. The Cottage is the entire first floor of the Carriage House that is original to the property with all the lovely historic charm. Recently renovated, you’ll rest easy with all the modern day conveniences . Thoroughly cleaned and sanitized after each checkout. The perfect getaway for anyone wanting to experience downtown and HGTV’s Home Town!

Top 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, 182 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 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, 141 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 rental offers a serene escape with a touch of whimsical charm. Book your stay now for an unforgettable experience in nature's embrace.

Popular amenities for Prentiss vacation rentals