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 favorite
The historic farmhouse features a light grey exterior with a spacious front porch, supported by white columns. Two American flags are displayed. Lush green landscaping surrounds the home, offering a welcoming entrance. A gravel driveway leads to the house, setting a tranquil, inviting scene.
Home in Sumrall
5 out of 5 average rating, 17 reviews

Historic home, Walk-bike trail, Porches & Fire pit

Historic farmhouse within walking distance of the Longleaf Trace biking trail, local restaurants and boutiques. The home has original features from 1906, a favorite is the claw foot tub, take a relaxing bath! Have coffee on the front porch swing! Enjoy the back yard barbequing on the grill or make smores on the firepit! Conveniently located 2 blocks f/ the Longleaf Trace, 2 miles f/ Sumrall Sportsplex public use tennis and pickleball courts, 2 miles f/ Dogwood Venue, & 15 miles f/ USM Campus.

Guest favorite
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, 144 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 favorite
Home in Sumrall
5 out of 5 average rating, 18 reviews

Sumrall Villa

Two bedrooms, 1 bath equipped with a large handicap shower Brand new Sealy Posturepedic mattresses with top-of-the-line linen and Serta pillows Fully equipped kitchen with dishes and silverware Washer and dryer for your convenience Adjustable desk that raises and lowers for work or study. Lazy Boy reclining couch for maximum comfort Starlink Internet for high-speed connection throughout the house please note I do reside right beside this house. shared driveway/ backyard. no parties!!!

Superhost
Home in Collins
4.78 out of 5 average rating, 9 reviews

Spacious 3BR Modern Cabin-Walk to Waterpark!

Enjoy a 1,500 sqft modern cabin style home with peaceful pine views. This 3BR/2BA cabin features a stocked kitchen with Ninja Cookware, fast Wi-Fi, balcony, 100% cotton sheets, laundry machines and a charcoal grill. Located in Collins, MS, inside Pine Hills RV Park just a 5 minute walk to Grand Paradise Waterpark. The home offers easy parking in front and wooded acreage in back. Please be aware there is moving table at this time. The bar accommodates two people and will see updates soon!

Top guest favorite
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, 108 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 favorite
Cabin in Tylertown
4.93 out of 5 average rating, 30 reviews

Modern Cabin with Balcony Private Country Setting

Modern meets rustic in our cozy three-bedroom, two-bathroom cabin. This was a family project from the ground up, completed in 2025. The ceilings are ship-lap throughout the downstairs; both bathrooms and the bedroom closet are cedar-lined; the interior trim is rough-cut pine, all milled and installed by our family. The cabin is in a private, wooded clearing away from the road but less than ten minute drive to Tylertown. Come experience the tranquility in this secluded spot!

Top guest favorite
Home in Mount Olive
4.97 out of 5 average rating, 33 reviews

The Magnolia House

Welcome to a slice of small-town Mississippi charm. Stay in a 125 year old historic Craftsman home on a peaceful Main Street boulevard, offering a spacious & unique blend of historic character and modern comfort. Start your mornings or end your evenings relaxing/dining on the expansive front porch or enjoying the Fire Pit. Inside, you’ll find period details blended with functional living area. Unwind after a long day with a luxurious soak in the vintage claw-footed tub.

Guest favorite
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, 188 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 favorite
A log bed with a colorful plaid blanket and decorative pillows occupies the center of the room. Soft lighting is provided by a bedside lamp. A framed landscape print adorns the wall above the bed, adding a touch of nature to the cabin space.
Tiny home in Taylorsville
5 out of 5 average rating, 73 reviews

Whispering Pines Cabin

Whether you are looking for a relaxing retreat to get away from the hustle of life, or need a quick overnight stop while traveling, or a long stay for work, we would love to host you! 16 miles to Collins 23 miles to Laurel, 45 miles to Hattiesburg, 22 miles to Magee. We do not have TV, but high speed fiber optic WiFi is available. No parties. No smoking on premises. No vaping indoors. Relax, unplug, and enjoy your stay!

Top guest favorite
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, 150 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 oftreehouse offers a serene escape with a touch of whimsical charm. Book your stay now for an unforgettable experience in nature's embrace.

Superhost
Home in Prentiss
5 out of 5 average rating, 4 reviews

Home Away From Home 3

Rustic home nestled at the end of a quiet cuddle sac .The home is designed for both comfort and tranquility . So come stay a while enjoy mystical sunsets from the front porch . If you are a sports fanatic the home is within walking distance to our local Christian academy field. The home includes three bedrooms, 2 bathrooms, sitting area with grill, car porch and is equipped for both short and long term stays.

Guest favorite
A bright kitchen features white cabinetry and stainless steel appliances, including a double oven and refrigerator. A large wooden island with a gas cooktop serves as a central workspace, complemented by light wood flooring. Natural light floods in through windows, creating an inviting cooking area.
Home in Columbia
4.98 out of 5 average rating, 161 reviews

Classy in the Country -3 BR House

Unwind in style at our elegant 3-bedroom, 2-bath countryside retreat, just 2 miles from town. Whether you’re visiting for business or a well-deserved getaway, our beautifully designed home offers the perfect blend of comfort and class. Come solo, with a partner, or bring the whole family—there’s plenty of space for everyone to relax, recharge, and feel right at home.

Popular amenities for Prentiss vacation rentals