Holiday rentals in Ashland

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Top-rated holiday rentals in Ashland

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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, 161 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 cozy outdoor area features a circular stone fire pit surrounded by four comfortable chairs. A small sign indicating parking is visible in the foreground, with a quaint cottage set among lush greenery in the background.
Guest house in Ecru
4.96 out of 5 average rating, 310 reviews

The Doughboys Cottage

Private full bath Queen Bed Cottage near Natchez Trace Park & Mississippi's premier biking destination, Tanglefoot Trail. Perfect for single or double occupancy. 25 miles from Elvis Presley Birthplace 35 miles from The University of Mississippi and Rowan Oak, the home of William Faulkner. Enjoy a fresh pan of The Doughboys Fresh Baked Cinnamon Sticky Buns $13.00. Delivered to your door in a.m. Local venues: Great Mexican Restaurant 2 miles Walmart 3 Miles Convenient Store 1/4 mile

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, 101 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
The kitchen features wooden cabinetry and a large countertop with seating for two. Appliances include a black refrigerator and stove set against a backdrop of wood paneling. Soft lighting from overhead fixtures highlights the warm tones of the space.
Farm stay in Olive Branch
4.96 out of 5 average rating, 402 reviews

Horse Farm Hideaway

Industrial farmhouse style meets southern charm on an idyllic horse boarding family farm safely outside of Memphis. Perfect location both for sightseeing in Memphis or bypassing the city entirely. Take a walk among the horses to decompress. Full kitchen and a large bathroom. No exterior windows. Guests sleep well in our quiet and private space. Due to safety concerns, no children under 12. Locals or those without prior positive reviews will be rejected. Our property is smoke free.

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, 662 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!

Top guest favourite
The exterior of the cottage features a welcoming white facade, complemented by a metal roof. A front porch with rocking chairs invites relaxation, while brick steps lead to the entrance. Lush greenery surrounds the house, contributing to a serene country atmosphere.
Cottage in Guys
4.99 out of 5 average rating, 162 reviews

The Guest House

Relax at this beautiful countryside retreat. Recently restored, this 2 bedroom cottage boasts rustic charm from the Heart Pine wood walls to the custom island top. Sip your coffee on the back porch while taking in the view or kick your feet up on the couch and catch a movie. Regardless of why you're staying, you'll be glad you did. Aside from the cottage, you'll be within minutes of Historic Downtown Corinth, Big Hill Pond State park, and Shiloh National Military Park.

Guest favourite
A wooden deck extends outward, providing a view of a vast, open grassy field. A lone tree stands in the distance against a backdrop of scattered clouds and blue sky, with greenery stretching toward the horizon.
Cabin in Shiloh
4.99 out of 5 average rating, 116 reviews

The Shiloh Retreat

Love being outside but don't love tents to sleep in at night? Come to The Shiloh Retreat for a relaxing place to stay on over 12 acres only 2 minutes from Shiloh National Military Park, 18 minutes from Pickwick Lake, 12 minutes to the Tennessee River, and 13 minutes from Adamsville, Tn home of Bufford Pusser. - Plenty of space to park your boat or trailer. - Smal kitchenette with refrigerator, sink, and a microwave, oven, air fryer combo.

Guest favourite
The exterior of the home is presented, featuring a welcoming entrance with a star motif. Two chairs are situated on the porch, and greenery surrounds the area, creating a comfortable environment for guests and pets. Natural light filters through the windows, enhancing the inviting facade.
Home in Holly Springs
4.83 out of 5 average rating, 224 reviews

Gallop-Inn Bungalow

PETS are welcome but please no more than 2 pets. Super easy self check in with keypad. Great location just outside the city and just a short drive to Historic Downtown Collierville, TN or how about a 30 minute drive to Downtown Memphis/Beale Street, Tunica Casinos, and Graceland. Plenty of Acreage for your pets to exercise. Enjoy the local sights of the area like Pickwick Lake and State Park less than an hour drive. Enjoy all the conveniences of home.

Guest favourite
A charming cottage exterior is framed by lush greenery, featuring a welcoming porch with a small table and two chairs. A rocking chair is positioned nearby, along with a swing. Large windows allow natural light to brighten the entrance, inviting guests to enjoy the serene surroundings.
Cottage in Oxford
4.96 out of 5 average rating, 103 reviews

Firefly Cottage

Beautiful, newly-renovated cottage surrounded by woods, steps away from private lake. Easy to be isolated in this roomy studio with vaulted ceiling and fans, fully outfitted kitchen, queen bed and futon couch. Large shower. Hi-speed Wi-Fi and Roku TV. Porch with seating; charcoal grill & fire pit. Owners' residence on property, plus dogs and chickens. 7 miles from Oxford square, 8 miles from campus.

Top guest favourite
The sleeping area features a queen bed with a rustic quilt, accented by supporting wooden nightstands and a bench at the foot. Warm wood paneling and a decorative star motif are visible on the floor, enhancing the cozy barn atmosphere.
Barn in Pocahontas
5 out of 5 average rating, 206 reviews

The Bedroom in the Barn

Welcome to Smith’s Farm Horseshoe Haven. A wonderful place to step back to the times of days gone by, where life is a little slower and simpler and enjoy a stay in our rare little gem "The Bedroom in the Barn" Lose yourself in the country, unwind and smell the fresh air and listen to the sounds of horses around you. A sweet experience you won't forget!

Top guest favourite
The house presents a rustic exterior with a wooden façade, featuring a spacious front porch surrounded by a gently sloping grassy lawn. Lush trees provide natural shade, enhancing the tranquil setting of the property. Large windows are visible, inviting natural light into the space.
Home in Blue Mountain
4.95 out of 5 average rating, 144 reviews

Cagle Place

Set in the small town of Blue Mountain, MS, home to Blue Mountain College. Near to Ripley, Tupelo, New Albany, Corinth, Pontotoc, Holly Springs, and Oxford, MS. as well as Memphis, TN. Lovely tranquil setting. Self check-in, but I will be available if needed.

Top guest favourite
A charming one-room cottage is surrounded by landscaped greenery, featuring a patio with a dining set and an umbrella for shade. Flowering plants adorn the exterior, while string lights add soft illumination. The structure showcases large windows offering views of the serene environment.
Guest house in Tupelo
4.95 out of 5 average rating, 717 reviews

Adorable 1 room guest house for 1 or 2 people

Take it easy at this unique and tranquil getaway plus a walking track right across the street! Located in the downtown historic district! Beautiful older homes in the area!

Popular amenities for Ashland holiday rentals

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