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
Home in Oxford
4.94 out of 5 average rating, 154 reviews

The Ridge

Walking in you'll be instantly impressed by the high-end decor and lighting that creates an atmosphere of elegance and style. One of the standout features of The Ridge is its super convenient LOCATION. Situated in the heart of Oxford, you'll find yourself close to EVERYTHING this vibrant city has to offer. Within a few MINUTES from the SQUARE, STADIUM & the GROVE, this central location allows you to immerse yourself in the hustle and bustle while still in a secluded and super safe neighborhood.

Top guest favourite
The welcoming front porch features a swing and two red doors, each adorned with a decorative wreath. Light fixtures hang from the ceiling, illuminating the space, which is framed by soft green siding and a concrete floor.
Home in Cooper Young
4.94 out of 5 average rating, 657 reviews

Upscale Duplex in Trendy Cooper-Young Area

Stay in a 100 year old house that has been professionally decorated for your comfort and enjoyment. Within walking distance of drinks, dining, night-life and recreation. Venture outside Cooper-Young with rental bikes and scooters. Or just pour yourself a glass of wine and enjoy the front porch swing or sit on the patio in the back yard. For those guests traveling with friends we offer a second unit in the same house. Perfect for couples wanting privacy but to share space for visiting.

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 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.

Guest favourite
A modern living room is presented with a comfortable sofa and armchairs arranged around a coffee table. A wall-mounted television is visible, and natural light enters through the white window treatments. A dining area with a table and chairs is positioned in the background.
Home in Colonial Acres
4.85 out of 5 average rating, 121 reviews

Stylish Escape in East Memphis~Easy Fwy Access

Experience the charm of East Memphis in this newly renovated, stylish 2-bedroom, 1-bathroom ranch. Located on a tranquil street, this home is your perfect escape, with excellent bars, restaurants, and shopping just a quick drive down the road. This property offers easy access to I-240 and is welcoming to all, including your pets.

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.