Holiday rentals in Prentiss

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Top-rated holiday rentals in Prentiss

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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
4.96 out of 5 average rating, 138 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, 61 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
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, 101 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

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.
Guest house in Hattiesburg
4.98 out of 5 average rating, 161 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.

Top guest favourite
A spacious porch is framed by tall trees, featuring rocking chairs and a small table set for relaxation. The entrance showcases large glass doors leading into the cottage, with a leaf-strewn yard providing a natural backdrop.
Guest house in Laurel
4.99 out of 5 average rating, 319 reviews

Woodland Cottages- Sycamore top 1% places to stay

Enjoy easy access to popular shops and restaurants inLaurel from this cozy cottage. Our home was featured on HGTV’s HomeTown. While we live in the main house, we had Katie (contractor on show) remodel the two rooms behind us as guest rooms. We have added carvings to the landscape, a whole house generator, and a few places to sit and enjoy the outside. Our episode was called Woodland Wonderland, but better known as the Hobbit House. Isao and I would love to welcome you to Laurel, MS.

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
4.95 out of 5 average rating, 40 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!

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
4.9 out of 5 average rating, 20 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 living area features exposed brick walls and a combination of light and dark furnishings. A comfortable sofa is positioned across from a wall-mounted TV. Two armchairs and a coffee table create a cozy seating area, illuminated by a stylish floor lamp.
Flat in Columbia
5 out of 5 average rating, 133 reviews

Upscale 1 BR Apt. in the Heart of Downtown

Relax and unwind in this cozy one-bedroom apartment featuring a king-size bed, a full kitchen, and a comfortable living area with a daybed and trundle for additional sleeping space. The apartment also includes a full-size bathroom with a shower and tub combo. The open layout offers the perfect place to rest, dine, and recharge. Whether you’re visiting for a quick trip or a longer stay, this apartment provides a simple, stylish, and comfortable space.

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, 176 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 ..

Guest favourite
The cabin exterior features a spacious wooden deck with a pergola, surrounded by a grassy area. A screened-in porch is visible, along with outdoor seating and a barbecue grill. Sunlight casts playful shadows from the surrounding trees.
Cabin in McComb
4.87 out of 5 average rating, 291 reviews

Love Creek Cabin at Fortenberry Farm

Love Creek Cabin is your quiet nature getaway—hot tub on the screened porch, rocking chairs with morning coffee, miles of private trails, and a peaceful meadow setting. This freshly renovated two-bed, two-bath cabin sleeps four and includes a full kitchen, firepit, and space to unplug. Explore the creek, wander the woods, grill under the trees, or simply slow down and enjoy the privacy—all just steps from your front door.

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, 133 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.

Guest favourite
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
4.91 out of 5 average rating, 291 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 holiday rentals