Holiday rentals in Holly Springs

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Top-rated holiday rentals in Holly Springs

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

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Guest favourite
The interior of the horse trailer features a modern design with dark cabinetry and light-colored flooring. A plush couch and a booth table are situated in the living area. A kitchenette with essential appliances, including a refrigerator and microwave, is visible. Natural light enters through a window.
Farm stay in Byhalia
4.97 out of 5 average rating, 39 reviews

Smooth Moves Ranch

Get an actual farm experience at Smooth Moves Ranch. Stay in a horse trailer with all the amenities of home, right next to the SMR barn. SMR has 15 horses, 3 dexter cattle, 2 miniature donkeys, 7 fainting goats, chickens & roosters (old school alarm clocks), 8 dogs, and cats. Whether you’re looking for a vacation with the sounds and smells of farm animals or you want to clean stalls and brush horses, Smooth Moves Ranch is the place for either one. Good vibes only! 1 queen, couch/full, table/full

Top guest favourite
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, 190 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 favourite
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, 58 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 favourite
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, 396 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.

Superhost
Farm stay in Byhalia
4.71 out of 5 average rating, 7 reviews

Cayce Cultural Arts and Visitors' Center

*Garden/lawncare Tuesday & Thursday; 1 Daybed with 1 twin bed underneath; 1 Queen Sofa bed; 2 full baths; Conference Room with computer; Full kitchen; washer and dryer; dishwasher; Wi-Fi connectivity. Cottage Kitchen-cafe dining. Must have a car! 10 minutes from shops, restaurants, hospital. 30-40 minutes to Historical Holly Springs, Elvis Presley Mansion, Memphis airport. Excellent area for business workers coming to the Byhalia and Cayce industrial parks. No parties! No pets.

Top guest favourite
Guest suite in Collierville
4.95 out of 5 average rating, 247 reviews

Collierville cottage on 3 acre farm

Christmas on the farm has arrived 🎁 Come enjoy our family farm located on 3 acres in the peaceful countryside of Collierville. We welcome guests in separate downstairs guest house 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 closed in the winter.

Top guest favourite
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, 652 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 favourite
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, 127 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!

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, 219 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 favourite
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.
Apartment in Oxford
4.93 out of 5 average rating, 120 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.

Guest favourite
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
4.92 out of 5 average rating, 13 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 a game of volleyball with friends! You will love the peace and quiet while being just minutes from town!

Superhost
A spacious two-story house features a brick exterior with white columns at the entrance. A black wrought iron balcony overlooks the front yard, surrounded by lush greenery and manicured grass. A prominent staircase leads to the second floor, providing access to the balcony.
Guest house in Holly Springs
4.65 out of 5 average rating, 34 reviews

Private wing good for groups, extra beds available

This house is on Salem Ave., which has many fine antebellum mansions. In 1967 the owners of my house added a 4,000 sq. ft. addition for business entertaining. You will have exclusive use of 2,000 sq. ft. plus shared use of the 1,600 sq. ft. bar and sunroom area. I tend to stay away from these areas when the back wing is rented, so my guests mostly have the entire wing to themselves.

Popular amenities for Holly Springs holiday rentals

When is the best time to visit Holly Springs?

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Frequently Asked Questions

  • What are the most popular amenities for Hotel Rentals in Holly Springs?

    Enhance your stay in our Hotel Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there vacation rentals with a dedicated workspace in Holly Springs?

    Yes! Work meets play with ease at over 10 vacation rentals in Holly Springs featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do hotel rentals in Holly Springs have air conditioning?

    Absolutely! We offer over 10 hotel rentals with air conditioning in Holly Springs. Enjoy a tailored experience with all the comforts you desire.

  • Do hotel rentals in Holly Springs have wifi?

    Absolutely! We offer over 10 hotel rentals with wifi in Holly Springs. Enjoy a tailored experience with all the comforts you desire.