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

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, 193 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

LocationFamilyLong stay

Guest favorite

An inviting outdoor space features a curved pool surrounded by a spacious patio. Sun loungers are positioned nearby, and lush greenery, including trees and flowering shrubs, enhances the natural setting. The house is visible in the background, with light filtering through the foliage.

Home in Memphis

4.89 out of 5 average rating, 114 reviews

Entire Estate in the Heart of Memphis!

Absolute stunning house that was completely renovated! There are 7 bedrooms...5 w/ queen beds, 1 primary w/ king bed, 1 bunk room w/ 5 bunkbeds. In the heart of East Memphis, backs up to Botanical Gardens. Close to all the restaurants, movie theater, golf, theater of Memphis, 12 min to downtown, 14 min to Graceland. Relax in the pool or around the firepit, play billiards, shuffle board, board games, movie in the media room, coffee in the sunroom, or cook in the gourmet kitchen! 10 total TV’s!

FamilyValueBathroom

Top guest favorite

A comfortable leather sofa adorned with decorative throw pillows is positioned near a wooden coffee table. A small mirror reflects warm light from two lamps, while a vase of fresh flowers adds a touch of nature. A compact desk is visible in the background.

Cottage in Blue Springs

4.98 out of 5 average rating, 184 reviews

Large Studio Cottage/Quiet & Peaceful WS

“Windsong” Spacious studio cottage. Everyone raves... "It feels like home." "It's so cozy." "I could live here." Keurig with K cups ready to enjoy. Lg oversized queen bed is just as comfy as it looks. FiberOptic internet with 43" smart TV with Roku Channel movies and live tv—a firepit for your enjoyment while surrounded by beautiful towering trees and a view of the lake. Roll away twin bed if requested… must request upon booking. 2 Cottages available...great for 2 families get away.

FamilyLocationBeach

Top guest favorite

The exterior of the house is viewed from the front, showcasing a concrete porch bordered by a bed of greenery. Light-colored bricks complement dark blue shutters. A well-maintained lawn extends to the side, filled with trees and shrubs, offering a serene country atmosphere.

Home in Red Banks

4.98 out of 5 average rating, 40 reviews

Dog friendly home with king suite and lake view!

Forget your worries in this spacious and serene space! Just 20 minutes outside of Collierville, TN, you’ll love the quiet, slow pace of this little Mississippi town. This 3 bedroom/2 full bath house sits on two acres of country living! Sit in the spacious living room and look out over the lake across the street! Enjoy a board game or volleyball with friends! You’ll love the peace and quiet while being just minutes from town! Holly Springs-20min Olive Branch-30min Mike Rose Complex-25min

FamilyLocationLong stay

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

4.82 out of 5 average rating, 17 reviews

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

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, 124 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. 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.

ValueLocationGrill

Guest favorite

Cottage in New Albany

4.9 out of 5 average rating, 701 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!

FamilyLocationGrill

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

4.98 out of 5 average rating, 170 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!

ValueLocationGrill

Top guest favorite

Farm stay in Byhalia

5.0 out of 5 average rating, 15 reviews

Bobwhite's Retreat: An Elevated Countryside Escape

Experience the perfect blend of country charm and modern comfort at Bobwhite's Retreat! Nestled on 5 private acres just outside of Collierville and only 45 minutes from Oxford, this stunning property sleeps up to 10 guests with 2 bedrooms, 2 baths, a full kitchen, and laundry. Enjoy a unique attached gathering space with comfortable seating, cornhole, and games, or relax on the porch while watching deer and taking in peaceful views of nature.

FamilyLocationAmenities

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

4.83 out of 5 average rating, 113 reviews

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.

LocationFamilyAccuracy

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

5.0 out of 5 average rating, 7 reviews

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.

FamilyLocationHospitality

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

4.96 out of 5 average rating, 278 reviews

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!

ValueFamilyOutdoor spaces