Vacation rentals in Ashland

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Top-rated vacation rentals in Ashland

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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

4.96 out of 5 average rating, 178 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, 175 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 spacious kitchen features warm cabinetry and elegant countertops. An island with seating for two invites gatherings, while modern appliances and a large window flood the area with natural light. Subtle tile accents add character to the overall design.

Home in Booneville

4.98 out of 5 average rating, 114 reviews

Cozy Getaway Booneville, MS

You will feel right at home! Super cozy and we are 1 minute from the local park! You can walk to the park via the sidewalk in 2 minutes! Large dining and living room for tons of family time! Newly renovated spacious kitchen for all those family meals! Front porch with swing in a peaceful neighborhood for extra relaxation! Fully fenced in backyard for the kids to play in! TVs in all 3 bedrooms with Chromecast and wifi! Large tv in living room with Chromecast! 2 car carport with extra parking.

Top guest favorite

Home in Finger

5 out of 5 average rating, 113 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, 150 reviews

WindSong NO Cleaning Fees Long Stay 15% & 45% Disc

“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, 109 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, 617 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

A charming street scene at night showcases storefronts adorned with warm string lights. The brick buildings feature varied architectural styles, while vehicles are parked along the curb. The atmosphere is inviting, reflecting the vibrancy of the downtown area.

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, 196 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

Farm stay in Selmer

4.99 out of 5 average rating, 184 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, 229 reviews

Collierville cottage on 3 acre farm

Sun and summer has arrived ☀️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

4.98 out of 5 average rating, 182 reviews

TinyLakeEscape,Hot Tub, near Memphis & Blue Oval

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. 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.

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Other great vacation rentals in Ashland

Top guest favorite

A warm living area is enclosed by wooden walls, featuring a leather sofa and two chairs oriented towards a wood stove. A coffee table sits centrally on a patterned rug. Two windows allow natural light, complemented by decorative string lights along the ceiling.

Guesthouse in Hickory Valley

5 out of 5 average rating, 47 reviews

2 Bedroom Guest House

LindaRating, 5 stars3 weeks ago

Steve and DeAnn’s place was spacious, comfy beds, great kitchen - just all around enjoyable. They made us feel right at home!

Guest favorite

The exterior of the Tallahatchie Townhouse is showcased, featuring a prominent sign with the name and establishment year. The structure is painted in light colors, with warm light spilling from the window nearby, hinting at the cozy atmosphere within.

Home in New Albany

4.94 out of 5 average rating, 299 reviews

TallahatchieTownhouse | Downtown ON the Tanglefoot

KaileeRating, 5 stars2 months ago

The price was great, the place was comfortable and inviting. The TV’s are logged in to multiple streaming apps for easy watching, the bedrooms are spacious and cozy and the host was great and quickly responds!

Top guest favorite

A covered porch area is shown, featuring two wooden rocking chairs with orange cushions, positioned on a patterned area rug. A pendant light hangs from the wooden ceiling, and swings are also visible nearby. Lush greenery and a gravel path extend into the distance.

Farm stay in Byhalia

5 out of 5 average rating, 34 reviews

Bobwhite's Retreat

DeanaRating, 5 stars1 month ago

Steven and Lindsay's home is perfect for a nice getaway from all the hustle and bustle. It was so comforting to sit in the rocking chairs out front and just listen to the birds chirp. I would stay again when we come back out.

Top guest favorite

A shaded porch area features two woven chairs with blue cushions and decorative throw pillows. A small table sits between the chairs, topped with a vase of fresh flowers. The seating area is positioned on a striped outdoor rug, enhancing the relaxed atmosphere.

Apartment in Guys

5 out of 5 average rating, 31 reviews

Peaceful retreat.

AshleyRating, 5 stars3 weeks ago

May 25 - June 1 What a perfect place to stay! I am in the area for the summer and spent my first week living here. It was a great experience and felt just like a home away from home. Jennifer & Wade were the most lovely hosts and it was certainly a peaceful retreat! Thank you!!!

Top guest favorite

Home in Walnut

5 out of 5 average rating, 17 reviews

Bell Hollow

JacquelineRating, 5 stars1 month ago

Walnut, Mississippi is a quaint small town; the residence was adorable and spacious....very clean! Pleasantly surprised that we didn't have to meter out towels and wash clothes...linen closet had plenty for 3 adults.

Top guest favorite

A cozy sitting area features a soft sectional sofa in neutral tones, accompanied by a matching ottoman. A side table with a lamp is positioned beside the seating. A decorative sign reading 'blessed' is displayed on the wall, contributing to the inviting ambiance.

Home in Corinth

4.96 out of 5 average rating, 56 reviews

Kossuth Comfort

CarrieRating, 5 stars3 weeks ago

Chad's place was the perfect overnight stay on our cross country trip. we love staying in airbnbs and love ones that offer one night's stay like this one. it was a very cute 3 bedroom house. we ordered pizza from Hometown pizza and had it delivered. the couch was so soft to sit on after a long day of driving! I would recommend this house to anyone looking for a place to stay in Corinth.

Guest favorite

An inviting outdoor space features a circular seating arrangement around a fire pit, with a large pool visible in the background. Decorative plants surround the area, and a dining set with chairs stands nearby, creating a cozy atmosphere for relaxation.

Home in East Memphis

4.94 out of 5 average rating, 65 reviews

Treat Yourself while Traveling!

BobRating, 5 stars1 week ago

Great Location! Great Host! The home is well kept and the host answered a question within 30 minutes. I would stay with this host again. Thanks, Ben and team.

Top guest favorite

Cabin in Savannah

4.99 out of 5 average rating, 91 reviews

New! Coral Ridge on Indian Creek-A Couples Getaway

LaurenRating, 5 stars2 days ago

This place was incredible! And we can’t wait to come back. Such a peaceful spot too. They thought of everything; stocked kitchen, Bluetooth speaker, fans to keep bugs away, towels for the hot tub, comfy furniture, home cookies and a sweet welcome note. It was all so great. Every turn we found another awesome touch to the space. It was a dream. And a retreat from the noise of the world. Thank you!

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Vacation rentals in Ashland

Top-rated vacation rentals in Ashland

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Popular amenities for Ashland vacation rentals

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