Holiday rentals in Prentiss

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Top-rated holiday rentals in Prentiss

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Top guest favourite
A historic cabin with a covered front porch features multiple seating areas and steps leading to a verdant lawn. Surrounding greenery and trees provide a natural and serene setting, ideal for relaxation outdoors.
Cabin in McComb
4.9 out of 5 average rating, 279 reviews

1905 Cabin at Fortenberry Farm

What a magical home nestled on top of the hillside on a beautiful farm and nursery in the countryside of Mississippi. Come relax in the jetted tub, grill out on our deck, or spend your night outside by a fire! Our farm and nursery has more than 25 acres of trails, creeks, and nature to explore! The owners of this home are both Landscape Architects so you will have views of their lovely growing fields and their creation of Stonehedge, a replica of what Stonehenge looked like out of plants! Come

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
4.96 out of 5 average rating, 131 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
A log cabin is set amid open grassland, surrounded by trees. The structure features a light-colored roof and a porch area, with an American flag gently waving. The expansive grounds provide a sense of tranquility and space, showcasing the natural surroundings.
Cabin in Sontag
4.97 out of 5 average rating, 59 reviews

The Bird Nest

Take it easy at this unique and tranquil log cabin hand built by my grandfather and father from cypress trees pulled straight out of the Louisiana swamps. Escape the city & enjoy the serenity of the country life. Located 15 minutes from Monticello and 25 minutes from Brookhaven. Dollar General located 3 miles away & a country store with fuel 1.5 miles away. This fully furnished 2/1 currently has 1 full size & 1 queen size bed and 5’ shower(not a full tub). Smoking is allowed OUTSIDE ONLY!

Top guest favourite
Home in Laurel
5 out of 5 average rating, 174 reviews

Enjoy Laurel’s Hometown Charm at The Parker House!

Welcome to The Parker House — a charming 3-bedroom, 2-bath Southern getaway just 2.5 miles from Laurel’s beloved downtown. Nestled on a quiet dead-end street, this thoughtfully styled home pairs HGTV-inspired design with everyday comfort. Unwind in the sun-filled living space, sip morning coffee on the porch swing, & discover the shops, dining, and history that make Laurel a true Home Town favorite. Offering gracious hospitality, timeless details, & an inviting small-town Southern atmosphere.

Superhost
A cozy living area is presented with a comfortable sectional sofa adorned with cushions. A rustic area rug lies on the hardwood floor. A wall-mounted television and a small electric fireplace are visible, with natural light coming from a window covered by wooden blinds.
Tiny home in Summit
4.78 out of 5 average rating, 169 reviews

Dixie Springs Delight

Welcome to our cozy tiny cabin tucked away on 32 acres of peaceful Mississippi woodlands, with direct access to the beautiful Bogue Chitto River. Step out your door and into miles of forest, spend the day kayaking or fishing on the river, then unwind by the firepit under a sky full of stars. Whether you're looking for solitude, adventure, or a digital detox, this retreat delivers. There is no shooting or ATV’s allowed on the property. PLEASE DO NOT DRIVE YOUR VEHICLES ON THE TRAILS EITHER!

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
4.88 out of 5 average rating, 16 reviews

Shelby Creek

Experience real country living! A short gravel drive and you will be transported to quiet woods, hidden away from the hustle of life. Our home is the perfect retreat for travelers seeking a comfortable and convenient stay, a weekend getaway, or an extended vacation. Three bedrooms +2 full baths, sleeps 7 comfortably, and has 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
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 home in Collins
5 out of 5 average rating, 90 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, 33 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 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
4.84 out of 5 average rating, 172 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, 127 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.

Top guest favourite
A living area features a classic leather sofa complemented by a tufted ottoman. Decorative pillows add texture, and a floor lamp provides soft lighting. Green curtains frame the windows, and an area rug enhances the welcoming ambiance. The space connects to a dining area visible in the background.
Cottage in Laurel
4.95 out of 5 average rating, 261 reviews

Camelia Cottages: The Eudora

Just 4 miles from the heart of Downtown Laurel- Take a deep breath at this peaceful and centrally-located 2BR/2BA cottage. The home is perfectly located on the edge of America's Hometown inviting you to experience the serenity of Laurel's quiet southern living with easy access to all of the town's charm. Newly renovated, "The Eudora" features top of the line King / Queen beds for the perfect getaway.

Guest favourite
A rustic cabin features a welcoming wooden exterior surrounded by lush greenery. A red sign reading "HOME SWEET HOME" is positioned in front, while two red chairs and a small table sit on the gravel pathway leading to a set of steps.
Cabin in Ellisville
4.87 out of 5 average rating, 308 reviews

Home Sweet Home - Cozy Cabin

“Home Sweet Home” is surrounded by acres of southern pines! Located near Leaf River, we invite you to an "unplugged" stay in the quiet, serene setting of The Cabins at Brookside. Enjoy coffee on the porch of your cabin while the birds sing to you. Located 8 miles from downtown Ellisville and only 15 miles from downtown Laurel where you can visit shops and restaurants featured on HGTV’s HomeTown!

Popular amenities for Prentiss holiday rentals