Holiday houses 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, 139 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, 62 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, 102 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.
Guesthouse in Hattiesburg
4.98 out of 5 average rating, 162 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
A sandy riverbank stretches alongside the tranquil Leaf River, reflecting the clear blue sky. Lush green trees line the opposite shore, providing a natural backdrop. The smooth sand invites exploration and relaxation near the water’s edge.
Cabin in Petal
4.9 out of 5 average rating, 318 reviews

The Leaf River Yacht Club KAYAKS INCLUDED

If you are looking for the perfect escape, look no further than “The Leaf River Yacht Club”. This beautiful cabin will make you feel right at home as if you are in The Smoky Mountains of Tennessee. Built in 2014, this home offers breathtaking views of the long & winding Leaf River, a 1-mile sandbar, unlimited sounds of nature & birds singing, as well as peace & quiet. Located 1.8 miles off the blacktop, this getaway allows you to reconnect with nature & re-energize for the daily grind.

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, 43 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
4.9 out of 5 average rating, 21 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 wrought iron bench is positioned on a natural slope overlooking a tranquil creek. Lush greenery surrounds the area, including tall grasses and trees that provide a serene backdrop. The calm water reflects the surrounding foliage, creating a peaceful outdoor setting.
Cottage in Poplarville
4.96 out of 5 average rating, 200 reviews

Three Creeks Cottage (Popatop)

Looking for that romantic getaway from the real world? Well here it is! Beautiful quiet escape just an hour from the MS Coast or New Orleans, LA. Enjoy your morning coffee on the front porch, relax by the creek, or read a book/ enjoy a drink on the deck overlooking the creek. At night, sit by the outdoor firepit while listening to the crickets chirp or turn on the twinkle lights of the gazebo. Life doesn't get any better than at Three Creeks Cottage.

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.
Apartment 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 ..

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, 135 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, 292 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