Holiday rentals in Prentiss

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Top-rated holiday rentals in Prentiss

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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, 124 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
4.96 out of 5 average rating, 55 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
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
5 out of 5 average rating, 58 reviews

Porch overlooking the creek

24 minutes from Laurel 45 minutes from Hattisburg, Ms. Tucked away in the woods, this home offers the perfect blend of comfort and nature. You will find a light-filled interior with modern amenities and rustic charm. The bathroom features a luxurious rain spa shower. Outside, a private porch invites you to relax, fire up the grill and enjoy the sounds of the creek nearby. With its peaceful surrounding, this home is the ultimate retreat for anyone seeking an escape from the daily grind!

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
4.8 out of 5 average rating, 163 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!

Top guest favourite
A spacious outdoor area features a circular fire pit surrounded by blue chairs. A picnic table is situated nearby on a concrete surface, with a large covered patio extending from the cottage, set against a backdrop of lush greenery.
Home in Sumrall
4.95 out of 5 average rating, 58 reviews

Tranquil Hideaway

This serene 1-bedroom cottage is a guest house located behind our primary residence. It offers a blend of modern comfort and natural beauty. The open concept living area provides a large area for relaxation and socializing. Whether you're seeking a peaceful retreat or a convenient base for exploring the area, Tranquil Hideaway offers everything you need for a relaxing and memorable stay. This home is a non-smoking home. If you do smoke inside the cottage you will be charged a $250 fee.

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, 31 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 the Falk House features a mid-century modern design with a prominent overhang supported by slender columns. Lush green grass and tall trees frame the structure, creating a serene connection to nature. Expansive windows invite natural light into the space.
Guest house in Jackson
4.99 out of 5 average rating, 141 reviews

Relax in Architecture! Secluded, Safe, and Serene.

Welcome to the Falk House! Listed on the National Register of Historic Places by the US Department of the Interior, the Falk House is a treasure of mid-century modern design. We've transformed the original art studio into a stylish, private oasis, with expansive views of nature and Eastover’s Upper Twin Lake. You will be central to all metro destinations, including amazing restaurants, bars, and shopping, as well as area hospitals, courts, and businesses. Long stays ideal.

Guest favourite
A well-lit living area features a comfortable light gray sofa paired with a dark blue chair. A wooden coffee table is centered on a decorative rug, while abstract artwork is displayed on the wall above the seating. A potted plant adds a touch of greenery.
Flat in Hattiesburg
4.97 out of 5 average rating, 128 reviews

Hardy Street Hideaway

Newly renovated one bedroom apartment that sleeps 4. The apartment has granite countertops, brand new appliances, and a sleeper sofa. Hardy Street Hideaway is located in midtown Hattiesburg directly across from USM Campus, walking distance to the District at Midtown, and walking distance to Midtown Market. A gourmet coffee shop is next door; as well as, a dry cleaners for those of you attending nice functions or plan to stay a while!

Guest favourite
The entrance to Dragonfly Ridge is marked by a welcoming sign featuring a dragonfly. The rustic gate is surrounded by trees and greenery, creating a serene pathway leading to the cabin. A 'Private Property' sign is visible on the gate.
Cabin in Bay Springs
4.93 out of 5 average rating, 239 reviews

Dragonfly Ridge

The exterior of the cabin at Dragonfly Ridge is rustic cedar siding with a large deck and a screened porch. The cabin is elevated with views of lake and grounds. The interior is wood with modern cabinets and furniture. Central AC and electric fireplace provide climate control or double French doors may be opened to screened porch. Dragonfly Ridge is located in rural Jasper County, MS and is near The town of Bay Springs.

Top guest favourite
A spacious living area features a comfortable sofa and a dining table set for guests. Large windows allow natural light to fill the room, creating a bright atmosphere. In the outdoor area, a koi pond is visible, surrounded by landscaping in progress and seating options beneath an umbrella.
Guest house in Hattiesburg
5 out of 5 average rating, 263 reviews

Historic Downtown Carriage House & Oasis

Conveniently located within walking distance to downtown, restaurants, and shopping. This private carriage house sits in the Historic District behind a 1910 Grand Victorian which is listed on the National Historic Registry. The carriage house has been newly renovated and is situated atop the garage. Features a modern full kitchen, king bed, living area with pull out sofa for extra sleeping if needed, and full bathroom.

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, 111 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 cozy living area features a dark sofa and softly patterned rug, complemented by a round coffee table. A television is mounted on the wall, and light from the ceiling fan adds warmth to the space. A hallway can be seen in the background.
Guest house in Hattiesburg
4.97 out of 5 average rating, 241 reviews

The Cottage @ West Pine - Downtown Hattiesburg

Welcome home to the coziest Cottage there is, near Downtown Hattiesburg! This 1 bed, 1 bath has recently been remodeled from top to bottom, so all you have to do is come in, relax, and enjoy all the perks of a fresh new home. The Cottage is conveniently located within minutes to USM, Midtown, Forrest General Hospital, Hattiesburg Amtrak, Kamper Park, Camp Shelby, restaurants, shopping, and so much more!

Popular amenities for Prentiss holiday rentals