Holiday rentals in Ashland

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Top-rated holiday rentals in Ashland

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Top guest favourite
The cabin is set in a secluded wooded area, surrounded by tall trees and colorful foliage. Its exterior features a combination of wood and stone, with a sloped blue metal roof. Sunlight filters through the trees, casting dappled shadows on the ground.
Cabin in Henderson
4.99 out of 5 average rating, 142 reviews

Cox Cabin “Cabin in the Woods”

Relax in this large, secluded multi-family cabin nestled on the outskirts of Chickasaw State Park on Cagle Trail. 2 King, 1 Queen, 2 Twin beds, Futon and plenty of space for personal air mattress for extra sleeping. Ride in/ride out to miles of trails in Chickasaw State Forest. Very secluded and private cabin with plenty of parking and trailers accessible. Minutes to Chickasaw Golf course, State Park amenities, and Henderson the home of Freed Hardeman Uni. We are pet friendly for a FEE per pet.

Top guest favourite
The entrance of a uniquely designed round farmhouse is framed by green lawn and flowering plants. A stone pathway leads to the front door, flanked by two chairs and a small table. A flag is displayed prominently, enhancing the welcoming presence of the home.
Home in Corinth
4.99 out of 5 average rating, 502 reviews

The Farmhouse, Corinth MS

Enjoy the most unique getaway in the area. The Farmhouse opened in August 2018. This silo converted into a home will sleep 4 people. A fully furnished kitchen with stainless steel appliances, granite countertops and bar with seating for 3. Large bath with laundry. One queen bed downstairs and two twins upstairs. Snuggle up to a gas fireplace with plenty of seating and large TV. Free Wi-fi. Charcoal grill, charcoal is not provided. NO PETS. NO PARTIES. Please do not cross over into any pastures.

Guest favourite
The entrance of the tiny home is highlighted by a wooden door with glass paneling, flanked by two tall windows. A sloped ceiling features recessed lighting, enhancing the home's modern design. A welcoming ambiance is created at night with the combination of natural wood and warm lighting.
Tiny home in Iuka
4.92 out of 5 average rating, 117 reviews

Romantic Cottage at JP Coleman * Pickwick * Iuka

New Build Tiny Home just minutes from the lake. Newly added hot tub!!! Nestled in nearly two acres of scattered hardwoods, enjoy this taste of heaven in peaceful bliss. This cabin would be a great place for a romantic getaway weekend. Located just 0.8 miles from the famous JP Coleman State Park, it would also serve as a great place for fishermen. The circle drive provides room for spacious boat parking without maneuvering in tight spaces. Enjoy your next lake stay in our little taste of heaven.

Guest favourite
A charming tiny house on wheels is nestled within a serene landscape, surrounded by greenery and trees. A wooden deck leads to the entrance, while a gravel path guides towards a firepit area with chairs for relaxation, creating a peaceful outdoor setting.
Tiny home in Hornsby
4.95 out of 5 average rating, 234 reviews

Peaceful Getaway In Charming Tiny House

Welcome to a truly extraordinary accommodation option—an unforgettable stay in a charming tiny house on wheels! Nestled amidst a serene and peaceful landscape, this unique space boasts a remarkable foundation enveloped by lush greenery. Take a walk through the wildflower gardens and enjoy the nature! In the area: 26 min to Chickasaw State Park 37 min to Shiloh National Military Park 33 min to Cogan's Farm 27 min to Big Hill Pond State Park 52 min to Pickwick Landing State Park 45 min to I-40

Top guest favourite
The exterior of the house is displayed, featuring a modern design with an extended roof and large front windows. A stone pathway leads to the entrance, bordered by a landscaped grassy area and scattered trees in the background.
Tiny home in Henderson
4.96 out of 5 average rating, 166 reviews

“The Casita Bonita”

Welcome to “The Casita Bonita” The pretty little house on 130 acres of pure bliss. My wonderful husband Jeremy and I bought 130 acres a few years back and is what we call “our farm” we have had countless picnics and bonfires, Just dreaming of doing something special on our land one day. That is where “The casita bonita” dream came true & it is our pleasure to be able to host guest just like you. I hope you enjoy your stay and the views of our land. Come back to see us soon. Love,Jeremy & Missy

Top guest favourite
A charming brick cottage with a steeply pitched roof is framed by trees and shrubs. A stone pathway leads to the front door, bordered by a well-kept lawn. Two rocking chairs are positioned on the front porch, inviting relaxation.
Home in Holly Springs
4.91 out of 5 average rating, 191 reviews

The Butterfly Cottage

The Butterfly Cottage is a lovely 1920’s English cottage in the historic district of Holly Springs, MS. Located 1 block off historic downtown square. Desirable area of town. Walking distance to restaurants, coffee shop, boutique, antique stores, museum, art gallery and library. Very historic town. Located on a large, treed lot. Gorgeous backyard with sitting area . Full kitchen, laundry facilities. This house is on Hwy 7, just 1 mile away from I22. Easy drive to Oxford, Memphis, Collierville

Top guest favourite
A comfortable seating area features a brown sofa facing a rustic wooden coffee table, placed on a patterned area rug. The walls are accented with warm wood panels and metallic trim. A TV is mounted on the wall, and curtains frame the window.
Cabin in Ripley
4.97 out of 5 average rating, 105 reviews

The Outskirts

Take a break and unwind at this peaceful oasis. Quiet country studio cabin located on the outskirts of Ripley. Conveniently located 5 miles from The Red Barn event venue, 8 miles from Ripley's First Monday Flea Market and 15 miles from Blue Mountain Christian College. Only minutes away from Bennet Lake Hunting club and Dumas Lake. For dining: Enjoy a delicious meal at Simmer on Down Steak house 3.5 miles away. For Essentials: Dollar General and Clarks Country Store are only 3 miles away.

Top guest favourite
Double glass doors framed in a vibrant yellow provide access to the space. A wooden chair complements a dining area adorned with a soft table setting. Exposed brick walls and natural light enhance the warm, welcoming atmosphere.
Home in Finger
4.99 out of 5 average rating, 159 reviews

La Banque Stylish and comfy stay

Historic bank built in the 1920's restored to it original beauty. Located 5 min from Hwy 45, 8 min from K&M shooting complex and 15 min from Henderson. This is a perfect location for anyone wanting a weekend getaway or a place to rest and reset. Our space reflects peace and quiet, plenty of books to leaf through, a fireplace to warm your feet and a fully stocked kitchen. Spacious bathroom with a beautiful clawfoot tub to soak in. Come get the unique experience of sleeping in bank vault!

Top guest favourite
A serene lake is framed by vibrant autumn foliage and tall trees, reflecting the colorful surroundings. A white fence runs along the edge, enhancing the natural beauty of this tranquil scene, inviting peace and relaxation.
Home in Henderson
5 out of 5 average rating, 138 reviews

The Oliver Lakehouse

Nestled in the rolling hills of Chickasaw State Forest, the Oliver House is located on 38 acres with 2 lakes, 2 kayaks, 2 canoes and the sweetest muscovy ducks you will ever meet. Oliver is the oldest duck the inspiration behind our name! Our place is the perfect place to unwind, unplug and to just be in nature. Whether you prefer fishing, napping on the swing or reading a good book out on the deck, we are sure you’ll find it all here. Take a deep breath, relax and enjoy. We welcome you!

Guest favourite
A bright living area features a comfortable sofa adorned with decorative pillows beside a coffee table. A dining area with a round table is surrounded by stylish woven chairs. Large windows allow ample natural light, with elegant curtains complementing the space.
Home in New Albany
4.93 out of 5 average rating, 328 reviews

TallahatchieTownhouse | Downtown ON the Tanglefoot

This jewel sits ON the Tanglefoot Trail in New Albany, Mississippi. Downtown restaurants and bars, coffee shops, and boutiques are very short (0.4 mi.) stroll up the Tanglefoot Trail! This single family home (not a duplex) has been exquisitely restored to its original outside character and beautifully renovated and decorated on the interior. Vist Ole Miss and Elvis' birthplace in neighboring towns of Oxford and Tupleo, or visit William Faulkner's birthplace and museum in New Albany!

Top guest favourite
A living room features a dark blue couch adorned with decorative pillows, positioned near large windows dressed with light curtains. A coffee table sits centrally, displaying a stack of books and small plants. Wall sconces and a mirror add to the room's inviting ambiance.
Cottage in New Albany
4.9 out of 5 average rating, 666 reviews

The Cottage in Downtown New Albany, MS

Come and enjoy The Cottage in Downtown New Albany, MS! This newly renovated property boasts detailed interiors and modern luxuries, while still maintaining the cozy comforts of a weekend cottage. Only a short stroll away from the vibrant shops and restaurants of Downtown New Albany, which was recently voted "Best Small Town in the Southeast" by USA Today. For bicycle enthusiasts looking to take advantage of the Tanglefoot Trail, please enjoy the convenience of our location!

Guest favourite
The exterior of a newly renovated home features a charming front porch supported by decorative columns. Large windows allow natural light to illuminate the space, while a well-maintained lawn and neatly arranged shrubs enhance the welcoming entryway.
Home in New Albany
4.99 out of 5 average rating, 145 reviews

The Queen on Cleveland

Come and enjoy The Queen on Cleveland in Downtown New Albany, MS! This new AirBNB is a sister property to “The Cottage”. This newly renovated home boasts detailed interiors and modern luxuries. Only a short stroll away from the vibrant shops and restaurants of Downtown New Albany, which was recently voted "Best Small Town in the Southeast" by USA Today. For bicycle enthusiasts looking to take advantage of the Tanglefoot Trail, please enjoy the convenience of our location!

Popular amenities for Ashland holiday rentals

  1. Airbnb
  2. United States
  3. Mississippi
  4. Benton County
  5. Ashland