Holiday rentals in Enterprise

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Top-rated holiday rentals in Enterprise

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

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Top guest favourite
A charming outdoor space features a fire pit surrounded by colorful Adirondack chairs. The raised deck, adorned with hanging plants, provides access to a vintage camper. A white picket fence adds a quaint touch, enhancing the inviting atmosphere of the area.
Camper van/Motorhome in Laurel
4.97 out of 5 average rating, 155 reviews

Dream a Little Dream

Have you ever yearned for a simpler, quieter life? A life where you can actually see a sky full of stars at night. Listen to the tree frogs chirp as you fish in the pond. Enjoy the smell of fresh cut pasture, gardenia and sweet olive blooms. It’s all waiting for you. You don’t have to dream your little dream… you can live it. We offer a glamping experience that you will certainly never forget. Just minutes from downtown Laurel, Mississippi. Come and discover the Little Dream for yourself

Guest favourite
A charming cabin exterior showcases a green facade with large triangular windows allowing natural light to fill the interior. Outdoor seating is available under umbrellas on a patio surrounded by well-maintained grass and shrubs, creating an inviting space for relaxation.
Home in Philadelphia
4.91 out of 5 average rating, 231 reviews

The Green Loft in Philadelphia, MS; (# 1)

Once a Man Cave, now your serene escape! This cozy haven features a sprawling island, ample seating, & a 75" flat-screen smart TV with surround sound–perfect for entertaining guests with games or movie nights. With its open-concept layout & soaring vaulted ceilings, the living area exudes a spacious cabin ambiance. Nestled in a peaceful rural community, this one-of-a-kind retreat is bathed in abundant natural light through its expansive front windows, elevating the overall tranquil atmosphere.

Top guest favourite
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, 159 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 favourite
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, 133 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 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, 320 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 newly renovated home is shown, featuring a white exterior with blue accents. A wooden staircase leads to the front porch, which is lined with railings. Surrounding greenery enhances the outdoor space, while a fenced area provides privacy.
Home in Buckatunna
4.9 out of 5 average rating, 103 reviews

Country Getaway Near Historic River

Newly renovated home in the country. Steps away from the “pre”Historic Chickasawhay river. Bring your kayaks, canoe, or flat boat to experience its many beaches along the bends. Https://www.youtube.com/watch?v=U9TgwYEt6el . Far enough into the country yet minutes drive into Buckatunna for food, fuel, and essentials. Only 14 miles South of Waynesboro, MS which has multiple restaurants, a great sports bar and BBQ joint that offers live music most weekends, supermarkets, WalMart etc...

Top guest favourite
A cozy tiny home is set amidst a wooded landscape, featuring a green exterior with a welcoming front porch. The porch includes seating areas and is framed by vibrant flowers, providing a serene entrance. Tall trees surround the home, enhancing its tranquil setting.
Tiny home in Collins
5 out of 5 average rating, 100 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
Guest suite in Laurel
4.99 out of 5 average rating, 368 reviews

Vintage 1930 Art Suite Featured on HGTV

Welcome to our 1930 Artsy Suite, a unique retreat blending, luxury, comfort, and art. Enjoy the original clawfoot tub, custom Stern & Foster mattress, and private porch with serene garden views. Surrounded by one-of-a-kind artworks, this dog-friendly suite features a fully fenced yard for your furry friends. Private entrance, a laundry room, and a focus on comfort and relaxation, As seen on HGTV Hometown season 6 episode 2. Our space offers a truly unforgettable stay.

Top guest favourite
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, 641 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 favourite
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, 447 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 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, 973 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
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, 136 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.

Popular amenities for Enterprise holiday rentals

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