Vacation rentals in Holly Springs

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Top-rated vacation rentals in Holly Springs

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Top guest favorite

A charming tiny house on wheels is nestled within a serene landscape, surrounded by greenery and trees. A wooden deck leads to the entrance, while a gravel path guides towards a firepit area with chairs for relaxation, creating a peaceful outdoor setting.

Tiny home in Hornsby

4.96 out of 5 average rating, 198 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

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, 183 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 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, 40 reviews

Bobwhite's Retreat

Escape to our charming 1-bedroom barn retreat in Byhalia, set on five peaceful acres just minutes from Collierville and a short drive to Memphis and Oxford. Perfect for up to 4 guests, it features a cozy queen bed, a queen-size pullout couch, and a well-equipped living space. Enjoy tranquil countryside views, a patio for morning coffee or stargazing, and minimal check-out procedures for a stress-free stay. Whether you’re here to relax or explore, this serene getaway offers the perfect escape!

Top guest favorite

A cozy bedroom features a four-poster bed with a white comforter and decorative pillows. Natural light enters through a nearby window adorned with light curtains. A mirrored accent and bedside lamps contribute to the inviting ambiance, while a stylish cowhide rug adds warmth to the wooden floor.

Farm stay in Oxford

4.99 out of 5 average rating, 419 reviews

The Cottage, 2BR Farm Stay by Velvet Ditch Villas

Escape to The Cottage, a charming farmhouse getaway just 8 miles from Oxford. Set on 4 peaceful acres, this cozy retreat blends vintage and shabby chic décor for a warm, inviting vibe. Start your day with fresh eggs, meet our friendly farm animals, and enjoy evenings by the fire pit under stunning starry skies. Perfect for a romantic escape or quiet retreat, The Cottage offers countryside serenity with easy access to Oxford’s dining, shopping, and entertainment. Book your stay today!!!

Guest favorite

The kitchen features wooden cabinetry and a large countertop with seating for two. Appliances include a black refrigerator and stove set against a backdrop of wood paneling. Soft lighting from overhead fixtures highlights the warm tones of the space.

Farm stay in Olive Branch

4.96 out of 5 average rating, 384 reviews

Horse Farm Hideaway

Industrial farmhouse style meets southern charm on an idyllic horse boarding family farm safely outside of Memphis. Perfect location both for sightseeing in Memphis or bypassing the city entirely. Take a walk among the horses to decompress. Full kitchen and a large bathroom. No exterior windows. Guests sleep well in our quiet and private space. Due to safety concerns, no children under 12. Locals or those without prior positive reviews will be rejected. Our property is smoke free.

Top guest favorite

A clear view of the detached guesthouse is showcased, featuring a covered porch with rocking chairs. The well-maintained pool reflects sunlight, with surrounding concrete patio enhancing the outdoor space. A clock and decorative elements adorn the porch, adding a welcoming touch.

Guesthouse in Hernando

4.99 out of 5 average rating, 227 reviews

Guesthouse 1 bed, beautiful views NO cleaning fees

Adorable 1 bedroom quite hide-a-way, but still have the convenience of being located close to everything. There are beautiful views from the front covered porch. NO PARTIES! Located about 20 minutes from Memphis and Tunica Casino Strip. Enjoy local attractions: Hernando Town Square, Snowden Grove, Shopping, Graceland, Memphis Botanic Gardens, Museums and Beale Street. This area and home is made for family life, not for the party style, come and enjoy your tranquil stay with us.

Guest favorite

An efficiency apartment features a full bed and a futon, situated on a neutral-toned wood floor. A red couch with decorative cushions adds a pop of color. A coffee table is centered on a soft rug. Light filters in from an overhead fixture, illuminating the space.

Place to stay in Moscow

5 out of 5 average rating, 9 reviews

The Loft is a private apt w/ 1 bed & 1 full bath

Peaceful upstairs private efficiency or office space. A full bed and a futon bed. Garden, grills, parking & backyard are shared with downstairs owner/ occupants. Absolutely No Parties. Located next door to Moscow Police & City Hall. Note: No Smoking indoors & Leave no butts behind! 5 min from Jupiter Café, Pleasants Grocery, Local Eats & Boutiques! Ghost River / Wolf River access! 30 min from West Tennessee Skydiving! 43 min from MEM AIRPORT! **Low ceiling & very steep stairs**

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, 636 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

4.98 out of 5 average rating, 116 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

The entrance of the vintage home is framed by lush greenery and tall trees. A welcoming American flag hangs from a wrought-iron gate, which leads to a charming courtyard surrounded by a white stucco wall, providing a sense of privacy and tranquility.

Home in Byhalia

5 out of 5 average rating, 13 reviews

White Oak

Stay Where Art, Heart, and History Meet! Charming historic home in the heart of Byhalia, MS. Built in the 1930s and lovingly renovated, this vintage retreat features original hardwood floors, Saltillo tile, unique antique decor, and art by the original owner. Once a beloved family home, now a warm, welcoming getaway full of Southern charm and character. Perfect for relaxing stays, wedding families, work visits or those just exploring North Mississippi and the Memphis area.

Superhost

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, 206 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

A bright living area is presented, featuring a large flat-screen television mounted on the wall and a comfortable white sofa. A coffee table and stylish side tables complement the space, while ceiling fans add ventilation. French doors lead to a balcony that offers views of greenery.

Condo in Oxford

4.92 out of 5 average rating, 111 reviews

A New Luxury Oxford Condo Close to Everything!

Newly Renovated Building in Oxford’s HOT Rowandale Village! Experience the best of Oxford in this newly renovated building, ideally located in the vibrant Rowandale Village. Enjoy fantastic amenities like pools, pickleball courts, volleyball, and more! Best of all, you're just minutes away from the Square and Ole Miss Campus, putting you in the heart of all the action. This property is located on the third floor and does not have elevator access.