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Vacation rentals in Ashland

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Top-rated vacation rentals in Ashland

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

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Top guest favorite
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, 163 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 favorite
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 favorite
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, 102 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 favorite
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, 157 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 favorite
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 favorite
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, 141 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!

Top guest favorite
A rustic treehouse is illuminated by warm lights, nestled among tall trees. A well-defined gravel pathway leads to the entrance, bordered by greenery. The surrounding area features a cozy outdoor seating arrangement under an umbrella, enhancing the natural setting.
Treehouse in Tishomingo
4.9 out of 5 average rating, 195 reviews

Fern Hollow Treehouse Escape, cozy romantic!

You'll love this unique and romantic escape.❤️❤️❤️ we are pet friendly Treehouse is very rustic. Sawmill or reclaimed wood This is a glamping experience kinda place. If you love outdoors you will love it here in this natural setting. The kitchen/dinning is in the first building up the stairs across a catwalk is the bed/bathroom. OUTDOOR SHOWER There is a pond in the field if you like to fish. Other properties available: airbnb.com/h/thegypsyqueen airbnb.com/h/cbliss

Guest favorite
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, 225 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.

Top guest favorite
The charming stone exterior of the cottage is highlighted, featuring a welcoming porch with wooden seating. Large windows provide natural light, while the door showcases a classic wooden finish. The surrounding greenery contributes to a serene rural setting.
Cottage in Burnsville
4.99 out of 5 average rating, 194 reviews

The Beekeeper's Cottage- Character, Charm, HOT TUB

Authentic 1940's farm cottage in rural Tishomingo county. The home has two bedrooms, one bath, a fully stocked kitchen, and an abundance of character! The HOT TUB is available year round! 20 minutes from: Bay Springs Lake, Pickwick Lake, Corinth, Booneville, Tishomingo State Park 60 minutes-ish from: Florence, AL, Tupelo, Shiloh, Dismals Canyon, Cane Creek Canyon, Ivy Green etc.

Top guest favorite
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
4.99 out of 5 average rating, 208 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 favorite
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 favorite
The tranquil lake reflects vibrant hues of orange and pink from the sunset, surrounded by trees with orange and gold leaves. The calm water mirrors the tree silhouettes and the fading daylight, creating a serene atmosphere in this lakeside setting.
Cabin in Oakland
4.98 out of 5 average rating, 218 reviews

TinyLakeEscape near Oakland with hot tub

Welcome to our 240 sq ft lakeside tiny cabin with hot tub nestled by a 10 acre lake. Try fishing from the bank or unwinding in the hot tub beneath the starlit sky. Escape to this cozy paradise where nature's beauty meets comfort.

Popular amenities for Ashland vacation rentals

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