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

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.

Top guest favourite
Guest suite in Collierville
4.95 out of 5 average rating, 250 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, 653 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, 129 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, 221 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.

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
4.93 out of 5 average rating, 14 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!

Top guest favourite
The front exterior of the cottage is depicted, showcasing a modern design with white vertical siding and a contrasting dark roof. A welcoming entrance is framed by a wooden overhang, with two symmetrical windows on either side. A garden bed with colorful flowers is visible near the pathway.
Guest house in Cordova
4.95 out of 5 average rating, 260 reviews

Cozy Cottage 1-BR Private Screened Porch

This one bedroom private cottage is tucked back in a little oasis we created for our family and guests. While enjoying morning coffee you will find space that insists you relax on the large screened-in porch and watch deer and other wildlife travel through the yard. Whether you are here to relax or work, there is no place better to do so than at your own oasis. We'd love for you to be our guest!

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
4.66 out of 5 average rating, 35 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.

Guest favourite
A modern southern-style house is presented with a black exterior and a charming front porch. Large windows enhance the façade, allowing natural light to fill the interior. Lush green grass and trees surround the property, contributing to a serene atmosphere.
Home in Red Banks
4.94 out of 5 average rating, 33 reviews

The Water's Edge

Welcome to the Water’s Edge House, where modern design meets southern charm and comfort. It's not just a house, it's a lifestyle. This stunning southern style, 3-bedroom house offers the perfect blend of modern design and comfortable living. Nestled in a serene neighborhood, this home is ideal for families, professionals, or anyone looking for a spacious and stylish living space.

Top guest favourite
The sleeping area features a queen bed with a rustic quilt, accented by supporting wooden nightstands and a bench at the foot. Warm wood paneling and a decorative star motif are visible on the floor, enhancing the cozy barn atmosphere.
Barn in Pocahontas
5 out of 5 average rating, 200 reviews

The Bedroom in the Barn

Welcome to Smith’s Farm Horseshoe Haven. A wonderful place to step back to the times of days gone by, where life is a little slower and simpler and enjoy a stay in our rare little gem "The Bedroom in the Barn" Lose yourself in the country, unwind and smell the fresh air and listen to the sounds of horses around you. A sweet experience you won't forget!

Top guest favourite
A charming cabin features a screened porch with a white door, surrounded by lush greenery. Steps lead up to the entrance, while soft mulch borders the cabin, adding to the natural setting. Sunlight filters through the trees, creating a serene outdoor atmosphere.
Cottage in Coldwater
4.94 out of 5 average rating, 130 reviews

Wynnewood "Jettie Jewel" Cottage 1 BDRM/2 Person

Country get-away! Only 35 Minutes from Downtown Memphis, TN, yet out in the country on a 62 acre estate. Nature trails through the property allow beautiful, peaceful strolls. There is fishing(in season). A very peaceful place to unplug and take in all that Mother Nature has to offer. We do have Wi-Fi but can be a bit spotty during cloudy weather.

Popular amenities for Holly Springs holiday rentals

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.