Vacation rentals in Ashland

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Top-rated vacation rentals in Ashland

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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

“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

FamilyValueAccess

4.95 out of 5 average rating, 195 reviews

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

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

FamilyValueCheckout

4.91 out of 5 average rating, 193 reviews

Superhost

The image showcases a renovated lakefront home surrounded by greenery. A wooden dock extends into the water, accompanied by a small boat. The house features a spacious deck with seating areas and a balcony, while the serene lake reflects the surrounding nature.

Home in Ripley

Entire Lakefront Home, Boat, Private Dock

Escape to our beautifully renovated lakefront home, a tranquil retreat on a 74-acre lake. This unique 4-bedroom house comfortably sleeps 8 and features an open-plan living space, modern farmhouse design, and a private dock. Perfect for families and anglers, it's a place to disconnect and make memories. Enjoy fishing, boating (small aluminum boat with electric trolling motor), and serene water views from your private deck. BBQ your favorite dinner and sit around the shoreline fire pit.

LocationFamilyAmenities

4.81 out of 5 average rating, 16 reviews

Top guest favorite

Barn in Walnut

Got Milk? Come enjoy your country escape

This building is a former milking barn from the dairy farm that used to be here. Get away from the hustle and bustle and back to nature. spend a relaxing evening on the back porch and enjoy the stars. grab a handful of animal crackers and feed the goats. walk back to the pond and wet a line but watch out for the chickens and ducks that will be free ranging during the day. crack open a few eggs for breakfast from the chickens here, take the rest home if you would like they wont mind.

LocationKitchenPets

5.0 out of 5 average rating, 17 reviews

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

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. 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.

LocationFamilyCheck-in

4.98 out of 5 average rating, 123 reviews

Guest favorite

Cottage in New Albany

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!

FamilyValueCleanliness

4.9 out of 5 average rating, 698 reviews

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

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!

LocationFamilySleep quality

4.98 out of 5 average rating, 169 reviews

Top guest favorite

A charming white cottage is set amidst lush greenery, featuring a light grey metal roof. The front entrance includes a decorative wreath on a green door. Flanking windows allow natural light to fill the cozy interior, while manicured shrubs and flowers enhance the outdoor space.

Home in Middleton

Quiet 2 BR Cottage in the Woods

Get away from it all in our peaceful cottage in the woods. This sweet little home was built by my husband’s grandfather as a weekend retreat for his 2 sisters, Clemmie and Eva. It has remained in the family all these years. A lot of hard work and love have gone into this cottage and we are excited to share it with you. Its quiet, secluded location make it the perfect place to relax and unwind. It is surrounded by wildlife with turkey and deer often seen on the property.

ValueFamilyComfort

4.98 out of 5 average rating, 88 reviews

Top guest favorite

The living area features a spacious sectional sofa and two wooden chairs overlooking a central coffee table. Decorative wall art adds character, while a TV is mounted above the fireplace. Natural light gently fills the room, enhancing its welcoming ambiance.

Home in Waterford

KnyghtsHeir

Ravenheir is 13 minutes from Oxford, MS. It has 3,875 sq. ft. living space with 5 Bedrooms, including 3 with en suites. The Master Bedroom has walk-in dual head shower, 4.5 baths. Can accommodate 10 guests comfortably. Has high-end amenities which includes a spa bath, game room (w/ pool table, chess/checkers table and dart board with sectional sofa), granite countertops, fire place, Blackstone Grill and charcoal grill on patio.

FamilyValueCleanliness

4.97 out of 5 average rating, 33 reviews

Superhost

The exterior of the home features a combination of stone and wood accents under a metal roof, surrounded by a well-maintained lawn. A spacious porch provides a welcoming entryway, with large windows allowing natural light to illuminate the interior.

Apartment in New Albany

Turtle Lodge

Lakeside property with plenty of room to relax and unwind. Located just 3 miles from Walmart and a variety of restaurants, yet peaceful and quiet without the noise of highway traffic. Very convenient to I-22 and Hwy 30 with easy access to Ole Miss in Oxford. 2 Queen beds, sofa, loveseat, and oversized chair for a family fun time. Washer and dryer, table and chairs, coffee maker, and microwave for your convenience.

ValueFamilyParking

4.84 out of 5 average rating, 111 reviews

Guest favorite

A cabin is situated beside a small pond, surrounded by tall pine trees. A wooden deck with steps leads from the cabin to the water's edge. The structure features multiple large windows and a covered outdoor seating area, emphasizing a connection to nature.

Cottage in Ripley

Air Cabin

Located near Ripley airport, you will occasionally view small airplanes fluttering over. 2.5 miles from the Ripley Sportsplex where baseball and softball tournaments are held. You'll enjoy the serenity of pine trees, with steps leading directly to a small pond, while being only 5 minutes from amenities like local restaurants, shopping, and grocery stores.

FamilyLocationCleanliness

5.0 out of 5 average rating, 7 reviews

Top guest favorite

An open-concept living and dining area is showcased, featuring a spacious seating area with a light-colored couch. A dining table with seating for multiple guests is positioned near the kitchen, which includes modern appliances. A flat-screen TV is mounted on the wall, complemented by warm lighting.

Farm stay in Tupelo

The Apiary

Our private homestead is the perfect setting for your getaway. You’ll have the best of both worlds—with 20 acres of privacy with all the excitement of Tupelo just miles away. While here, you can relax in the serene outdoors while watching our farm animals graze. You can also gather eggs and enjoy them for breakfast!

ValueLocationDecor

4.96 out of 5 average rating, 278 reviews