Vacation rentals in Ashland

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Ashland

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

0 of 0 items showing

1 of 3 pages

Top guest favorite

The interior of the tiny house showcases a spacious layout with wooden paneling and natural light flooding through several windows. A comfortable futon is positioned in the living area, alongside a round table. A unique staircase built from natural materials leads to the lofted bedroom.

Tiny home in Hornsby

4.97 out of 5 average rating, 173 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

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

4.9 out of 5 average rating, 172 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

Home in Finger

5 out of 5 average rating, 112 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 modern wall-mounted electric fireplace is showcased, featuring glowing orange flames. Above it, decorative items include a pumpkin with 'Thankful & Blessed' sign, a small white pumpkin, and a vase with sunflowers, creating a seasonal and inviting focal point.

Cottage in Blue Springs

4.99 out of 5 average rating, 147 reviews

MAY Special $70 wknt/$85 wkend Cottage-A

“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.

Guest favorite

Barn in Oxford

4.96 out of 5 average rating, 107 reviews

The Barn- Luxurious & Unique farmstay getaway

RETREAT, RELAX, ESCAPE-10 easy minutes to the Square, our 2/2 Barn is a rare experience in peaceful setting. It has a K BR w/en suite bathroom. 2nd bedroom is a Full. There's a fully furnished kitchen, coffee/tea bar, a deep south facing back porch with fire pit & grill for your outdoors hang out. We have an outdoor saloon bar & movie/projector facilities in the open end of the barn. Everything you could wish for is provided. Staying at The Barn is a unique experience to be treasured

Guest favorite

Cottage in New Albany

4.9 out of 5 average rating, 612 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!

Superhost

Loft in New Albany

4.86 out of 5 average rating, 153 reviews

Sugaree's Loft

Sugaree's Loft is located above Sugaree's Bakery in the heart of downtown New Albany, MS steps away from the 44-mile Tanglefoot Trail. Our well appointed apartment has everything guests need for a comfortable weekend stay. Prepare to fall in love with the character & charm of the space with its exposed brick, cozy fireplace, & local folk art. You can take advantage of the kitchen or simply enjoy the restaurants, boutiques and bike trail located right outside the door.

Guest favorite

An outdoor area is shown, featuring two adirondack chairs positioned near a fire pit. A barbecue grill sits nearby on gravel, while green grass and a wooden fence create a serene backdrop of a spacious lawn with trees in the distance.

Home in Holly Springs

4.84 out of 5 average rating, 191 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 bathroom features an orange wall color, complemented by a floral shower curtain. A toilet is positioned beside a small shelving unit, which holds neatly stored toiletries. Towels are arranged neatly on racks, and a wooden basket adds a touch of organization.

Cottage in Blue Mountain

5 out of 5 average rating, 139 reviews

Cozy Llama House - 3-BR, 2-bath, pool table

The Llama House is a cozy, comfortable cottage that has all you need for a peaceful nights rest. Entertain with the pool table or assorted outdoor games. Pets are welcome. Enjoy the serene view from the front porch, or grill your favorite meal on the private back patio. An enclosed garage is convenient in inclement weather. Located three miles South of Ripley just off CR700 or 15 miles North of New Albany. WiFi, smart TV's, central heat and air.

Top guest favorite

Farm stay in Selmer

4.99 out of 5 average rating, 183 reviews

Private Guest House in Quiet Community

Our Private Guest House has 2 queen bedrooms and 2 full bathrooms. There is DISH TV in the living room and Smart TV’s in the master and second bedroom. There is convenient parking, a private entrance, and front porch. There is plenty of room to park a large trailer or RV, if needed. Laundry facilities are available for use. The lower area of the guest house has a living room and a full kitchen. The second full-bathroom is located downstairs.

Top guest favorite

An outdoor dining area is set with a rectangular table surrounded by six white wicker chairs. A small vase of flowers is placed at the center of the table. A pink umbrella provides shade, and a grassy area extends into the background, framed by trees.

Guest suite in Collierville

4.95 out of 5 average rating, 227 reviews

Collierville cottage on 3 acre farm

Spring is here! 🌸Come enjoy our family farm located on 3 acres in the peaceful countryside of Collierville. We welcome guests in separate cottage with private entrance and porch overlooking pool. Look no further for a nature lovers retreat only minutes from city life. No trains or busy street noises just birds singing and crickets chirping. Amazing restaurants and shopping minutes away when you’re ready to explore! The pool is open.

Top guest favorite

A tranquil lakeside scene is depicted, featuring a calm lake reflecting vibrant sunset hues. Trees line the shore, their branches reaching towards the sky, while the soft colors of dusk fill the background. The serene environment is complemented by gentle ripples on the water's surface.

Tiny home in Oakland

4.99 out of 5 average rating, 179 reviews

TinyLakeEscape near Memphis & Blue Oval

Welcome to our 240 sq ft lakeside cabin with hot tub nestled by a 10 acre lake. The gentle sounds of fish jumping provide a soothing soundtrack. Try fishing from the bank or unwinding in the hot tub beneath the starlit sky. Whether it's the thrill of reeling in your catch or the quiet joy of stargazing, each moment is a chapter in your lakeside story. Escape to this cozy paradise where nature's beauty meets comfort.

Vacation rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Ashland vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Ashland

Top guest favorite

A wooden deck features a cozy seating area with a red rocking chair, surrounded by lush greenery. A fenced yard offers privacy and a well-maintained lawn, creating a peaceful outdoor retreat. Natural light filters through the trees, enhancing the serene atmosphere.

Home in Lakeland

4.94 out of 5 average rating, 107 reviews

Great location! Well appointed 3 bedroom home.

TylerRating, 5 stars3 weeks ago

Great place to stay, very good host!

Top guest favorite

Home in Cordova

5 out of 5 average rating, 48 reviews

Vacation Destination-sauna/hot tub/5 full baths!

KathrynRating, 5 stars3 weeks ago

We had such a wonderful time in this absolutely beautiful home!! We so enjoyed playing on the Pickle Ball Court, relaxing in the hot tub and watching sports on the big screen TVs! There was so much attention to detail in the decorating of this home and the amenities for guests! We had everything we needed and more!! We also loved the location of the home too! So close to a beautiful park, lake and great restaurants too!! It was truly such a special trip for us all and we will treasure our memories from there always!!

Top guest favorite

A fenced backyard features a clear, oval swimming pool surrounded by a sun-terraced area. Lush trees provide shade, while the pool deck includes a railing and steps leading down to the water. The setting offers a peaceful outdoor space for relaxation.

Home in East Memphis

4.94 out of 5 average rating, 47 reviews

Spacious house lots of perks

BrittRating, 5 stars2 weeks ago

My friends and I visit Memphis for a wedding there we’re 9 of us and we absolutely loved the place it was clean spacious and comfortable we had space to move around they came every two days to clean the pool very nice 10/10 Great host

Superhost

A spacious lake house features a metal roof and large front porch, framed by lush greenery and manicured lawns. Rocking chairs are placed on the porch, inviting relaxation. Stone pathways lead to the entrance of the house, blending harmoniously with the natural surroundings.

Cabin in Tupelo

4.84 out of 5 average rating, 102 reviews

The Lakehouse at Colline Rouge (Red Hill)

StevenRating, 5 stars2 weeks ago

The place is private and beautiful. The hot tub is located on the back porch which overlooks the private lake. The lake is full of bass! The house is perfect for large families or for sharing with friends. There are two bedrooms and one bathroom on each side of the house. There are miles of hiking, biking, and ATV trails just down the road at Trace STate Park. Thanks for making our trip to Mississippi unforgettable!

Guest favorite

An air hockey table is centered in a well-lit room featuring a pitched ceiling. A ceiling fan is present above, and natural light streams through a window dressed with light curtains. A small shelf with decorative elements is mounted on the wall opposite the table.

Home in Southaven

4.88 out of 5 average rating, 16 reviews

Family Getaway Home

KaraRating, 5 stars1 day ago

Best place we have stayed so far! House exceeded our expectations. Neighborhood was quiet and friendly! She was amazing at communicating and answering our questions!

Guest favorite

A spacious kitchen features an expansive countertop with a rustic finish, complemented by light cabinetry and modern appliances. Barstool seating is provided at the counter. Warm lighting is cast by pendant fixtures, and a large pantry door is visible at the side.

Home in Iuka

4.94 out of 5 average rating, 104 reviews

Pickwick Place

BrittanyRating, 5 stars1 week ago

We enjoyed our stay here this weekend. The house was nice, clean and had everything we needed.

Top guest favorite

The kitchen features wooden cabinetry paired with a granite countertop. Stainless steel appliances, including a microwave and oven, are visible. A rustic table with a weathered finish is positioned near a comfortable seating area, enhancing the homey feel of the space.

Guesthouse in Coffeeville

5 out of 5 average rating, 18 reviews

Graysport Getaway

LindseyRating, 5 stars2 weeks ago

We purchased this rental for a weekend to gift our parents as a Christmas gift to use on their wedding anniversary. We had a sudden death in the family the weekend of the booking and Sonja was so accommodating in changing our reservation so our parents could still have their getaway. They had the very best time and raved about the place - we can’t wait to hopefully visit ourselves sometime! Wonderful host!

Top guest favorite