Holiday rentals in Prentiss

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Top-rated holiday rentals in Prentiss

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
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.

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, 106 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
Home in Ellisville
5 out of 5 average rating, 19 reviews

Storybook Cottage at Pecan Hill | featured on HGTV

Tucked beneath mature pecan trees, Storybook Cottage at Pecan Hill is the beloved Littlest House from HGTV’s Home Town. Small in size but rich in charm, this one-bedroom, one-bath cottage was thoughtfully renovated on the show, preserving the spirit of a grandmother’s home while giving it new life. Just a 7-minute drive to downtown Laurel, you’re close to local shops, restaurants, and favorite attractions. Cozy and full of stories, it’s a place to slow down, settle in and feel right at home.

Guest favourite
Cabin in Tylertown
4.91 out of 5 average rating, 22 reviews

Modern Cabin with Balcony Private Country Setting

Modern meets rustic in our brand-new, three-bedroom, two-bathroom cabin with all the comforts of home. This two-story cabin was a family project from the ground up, completed in 2025. We enjoyed designing this guest house and hope you find it a rejuvenating space. The cabin is great for a refreshing weekend getaway, a home base for a work crew or home-away-from home while visiting friends in the area. Private location away from the road but less than ten minute drive to Tylertown.

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, 107 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
4.95 out of 5 average rating, 58 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
4.92 out of 5 average rating, 25 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 two-story guesthouse displays a welcoming exterior with dark green shingles and white trim. Two yellow chairs are arranged on the front porch, surrounded by lush greenery. A wooden staircase leads to an upper level, adding to the property’s charm.
Guest house in Laurel
4.98 out of 5 average rating, 996 reviews

Mallorie's Cottage! Rated Top 1% in the World!

Our cozy cottage is nestled in the heart of the historic district, on the grounds of a Laurel landmark home, built in 1907. The Cottage is the entire first floor of the Carriage House that is original to the property with all the lovely historic charm. Recently renovated, you’ll rest easy with all the modern day conveniences . Thoroughly cleaned and sanitized after each checkout. The perfect getaway for anyone wanting to experience downtown and HGTV’s Home Town!

Top guest favourite
Tiny home in Collins
5 out of 5 average rating, 19 reviews

Cozy Cottage!

This tranquil rustic destination spans six acres and includes a play area for young children, a pavilion, and an outdoor fire pit. Conveniently located just 0.5 miles from Grand Paradise Water Park and the veterans memorial home, and five miles from the Okatoma River, this charming cottage offers a warm space for families to gather and create lasting memories. Also, a lot of great restaurants nearby to satisfy your hunger within 0.5 miles.

Guest favourite
A bright and airy living area features a sectional sofa adorned with decorative pillows. A ceiling fan provides comfort as natural light enters through adjacent windows. A TV mounted on the wall complements a warm wooden side table, while a patterned area rug grounds the space.
Home in Hattiesburg
4.98 out of 5 average rating, 198 reviews

The Pearl House: A peaceful abode near DT H'burg

Cozy little 2 bed | 1 bath home situated in the heart of Downtown Hattiesburg. Lovingly renovated from top to bottom, all new furnishings, and fully equipped with all of the conveniences you will need for a quick, peaceful getaway. Enjoy being 2 blocks away from the Hattiesburg Zoo plus the upcoming Water Park, minutes from Midtown, USM, Forrest General Hospital, and easy access to grocery stores and shopping.

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, 146 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
Home in Magee
4.9 out of 5 average rating, 10 reviews

Raywood Manor - Spacious - High Speed Internet

Enjoy this spacious home on 5 acres, featuring two inviting living rooms, a large family room, and plenty of comfortable spaces to relax and sleep. Have fun with the pool table and foosball table, or unwind on the full walk-around deck overlooking the fenced backyard. Located right in the middle of town, you’re within walking distance to Walmart while still enjoying peaceful, open surroundings.

Popular amenities for Prentiss holiday rentals