Vacation rentals in Enterprise

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Top-rated vacation rentals in Enterprise

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Top guest favorite
The cottage exterior features a blue façade with white trim, set amidst tall trees. A welcoming staircase leads to the entrance, while shrubs line the path. A gravel driveway provides access and ample parking space, with a natural setting visible throughout.
Home in Laurel
4.99 out of 5 average rating, 104 reviews

Good Life Cottage

Ahh....The Good Life Cottage is located approximately five miles north of Laurel, MS where it began on a patch of ground that was fully cultivated from the 1900's to the 1960's, afterwards it became a family farm that grew corn, hay, and food for livestock and family. Today, on the land is a farmhouse with modern amenities as well as the sights and sounds of nature all around you, frogs croaking, crickets chirping, deer feeding, turkeys foraging, and owls hooting. A place to enjoy the Good Life.

Top guest favorite
A brick house features a welcoming blue front door, flanked by large windows with blue shutters. Neatly trimmed hedges and flower beds enhance the front yard, which is bordered by a curved walkway leading to the entrance. A vibrant flag adds a touch of color.
Home in Laurel
4.99 out of 5 average rating, 164 reviews

Meg's Eclectic "Tall Pines".

Your whole group will be comfortable in this spacious and unique home. Privacy awaits at "Tall Pines", our dog-friendly home features 3 bedrooms and 4 full bathrooms with a large fenced in property that boasts over 30 mature pine tress. You can get away from everything while experiencing all that Laurel has to offer. FUN FACT: The main bedroom features 2 bathrooms, a 'his' and 'hers'. If you ever wondered if separate bathrooms were worth it, they are! You will just love visiting Laurel.

Top guest favorite
A screened porch features wooden rocking chairs and comfortable seating, arranged along a spacious wooden deck. Natural light is filtered through large windows, highlighting the smooth wooden ceiling and offering views of the surrounding greenery.
Home in Laurel
5 out of 5 average rating, 260 reviews

Our Little Farmhouse

This 1920's treasure holds nearly 100 years of special memories for our family. It has recently been lovingly renovated and restored and is very comfortable. Much of the original shiplap, beaded-board, and heart pine floors have been retained and restored, as well as much of the original exterior and front porch. There are two bedrooms and two baths downstairs. Upstairs offers a loft play area and a small bedroom with two twin beds. This home is located just 5 minutes from downtown Laurel.

Top guest favorite
A modern house with a distinctive tan exterior is set among green grass and trees. The structure features large windows and a welcoming front porch with white rocking chairs. A clear pathway leads to the front door, surrounded by neatly placed landscaping.
Home in Meridian
4.99 out of 5 average rating, 138 reviews

Deer Run

Take it easy at this brand new charming home with 2-BR with 2 queen beds and a twin size pull out couch. The charming decor and cozy atmosphere make guests feel right at home. Located in a country setting but still within minutes of downtown Meridian and other shopping. Meridian Regional Airport is only 12 minutes away and Meridian Jaycee Soccer Complex is only 7 minutes away. Deer Run has many amenities for your convenience. If this is booked, look at our identical Tucked Inn property.

Top guest favorite
A bright seating area features two armchairs and a sofa, inviting relaxation. A wooden coffee table is positioned in the center. French doors open to a deck, allowing natural light to fill the space and offering a view of the surrounding greenery.
Farm stay in Carthage
4.99 out of 5 average rating, 125 reviews

The Loft, A Little Bluestem Farm-stay

The Loft at Little Bluestem is located on a family-owned working flower farm. Our farm is located just off the historic Natchez Trace Parkway, approximately 45 minutes north of Jackson. We love this place -- from the bluestem grass that grows in our pastures, to the egrets and herons that call our little ponds home -- and we are excited to be able to share these little wonders with you, so that you too can wake up to the sounds of sheep, walk among our flowers, and fish in our pond.

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, 102 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
The cabin's exterior showcases a welcoming facade with natural wood shingles and a covered porch. Colorful flowers and greenery enhance the surrounding landscape. Stone steps lead to the entrance, flanked by hanging planters, while tall trees provide a sense of privacy and tranquility.
Cabin in Morton
4.97 out of 5 average rating, 648 reviews

Sweet Olive Cabin Morton, MS

The 2 bedroom, 1 bath cabin has an open floor plan in the den and kitchen, a queen size bed in the master bedroom and twin beds in the second bedroom, with a roll-away daybed available. A pack n play is available upon request. The bathroom is handicapped accessible. The kitchen is equipped with a gas stove, full size refrigerator and microwave. There is no dishwasher. There is a flat screen tv in both the den and the master bedroom with Directv. We have WIFI available.

Top guest favorite
A rustic cabin is situated at the edge of a private lake, surrounded by lush trees. A large wooden deck extends from the cabin, featuring a welcoming entryway with steps. The outdoors includes a grassy area and gravel driveway, providing easy access to the serene environment.
Cabin in Forest
4.95 out of 5 average rating, 451 reviews

Homewood Hideaway

Located on a private lake, this is truly a hideaway! This peaceful location will have you relaxing and unwinding in no time. This is a no frills, true rustic cabin experience within 6 miles of the I-20 exit at Forest, MS. This is great for hunting, fishing or just relaxing with family. We are located within 5 miles of 2 major state wildlife management areas in Bienville National Forest. Across the lake is Homewood Hollow another cabin available threw airbnb.

Top guest favorite
A cozy living area is showcased with a light-colored sofa adorned with a decorative pillow featuring the word 'MISSISSIPPI.' A rustic wooden shelf holds various decorative items, including a retro fan and framed pictures. The kitchenette is visible in the background, equipped with modern appliances.
Guesthouse in Laurel
4.98 out of 5 average rating, 813 reviews

Mallorie's Carriage House - Rated Top 1% Worldwide

Our cozy carriage house is nestled in the heart of the historic district, on the grounds of a Laurel landmark home, built in 1907. The Carriage House is the second floor unit and 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 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, 140 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 favorite
A living area features a classic leather sofa complemented by a tufted ottoman. Decorative pillows add texture, and a floor lamp provides soft lighting. Green curtains frame the windows, and an area rug enhances the welcoming ambiance. The space connects to a dining area visible in the background.
Cottage in Laurel
4.95 out of 5 average rating, 272 reviews

Camelia Cottages: The Eudora

Just 4 miles from the heart of Downtown Laurel- Take a deep breath at this peaceful and centrally-located 2BR/2BA cottage. The home is perfectly located on the edge of America's Hometown inviting you to experience the serenity of Laurel's quiet southern living with easy access to all of the town's charm. Newly renovated, "The Eudora" features top of the line King / Queen beds for the perfect getaway.

Guest favorite
A rustic cabin features a welcoming wooden exterior surrounded by lush greenery. A red sign reading "HOME SWEET HOME" is positioned in front, while two red chairs and a small table sit on the gravel pathway leading to a set of steps.
Cabin in Ellisville
4.87 out of 5 average rating, 312 reviews

Home Sweet Home - Cozy Cabin

“Home Sweet Home” is surrounded by acres of southern pines! Located near Leaf River, we invite you to an "unplugged" stay in the quiet, serene setting of The Cabins at Brookside. Enjoy coffee on the porch of your cabin while the birds sing to you. Located 8 miles from downtown Ellisville and only 15 miles from downtown Laurel where you can visit shops and restaurants featured on HGTV’s HomeTown!

Popular amenities for Enterprise vacation rentals

  1. Airbnb
  2. United States
  3. Mississippi
  4. Clarke County
  5. Enterprise