Holiday houses 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

Guest favourite
A round dining table is set with placemats and salt and pepper shakers, providing a welcoming dining space. In the background, a comfortable living area features a large sectional sofa and a television broadcasting news, with natural light coming through the windows.
Home in Oxford
4.84 out of 5 average rating, 450 reviews

Oxford, MS ~ Very Close To mTrade Park/No Pet Fees

★ Hello & thank you very much for checking out my listing! I would love for you to consider booking my fun home in Oxford, Mississippi! This guest home comfortably accommodates four guests. This quiet Oxford residential area is located near mTrade Park, Ole Miss, the Square, and The Grove. Your pets are welcome too! We also offer parking for your RV, boat, or both. ★ I strive to provide all my guests appealing offering greater value than just your typical hotel room in Oxford, Mississippi.

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, 654 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.

Top Guest favourite
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, 431 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!!!

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.

Top Guest favourite
Guest suite in Collierville
4.95 out of 5 average rating, 249 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, 654 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, 220 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 modern living area features a light-colored sofa adorned with decorative pillows. Two accent chairs flank a glass coffee table, which holds magazines. Soft lighting is provided by two lamps, while a large artwork of a bull head serves as a focal point above the sofa.
Condo in Oxford
4.93 out of 5 average rating, 385 reviews

Contemporary, The Oxford Retreat, Walk to Games!

The Oxford Retreat – Your Hub for Ole Miss Excitement! Stay in the heart of the action, walking distance to Ole Miss Stadium, Swayze Field, and The Grove. The Oxford Retreat offers modern contemporary décor with mid-century accents. Serene, neutral colors and comfort are at the forefront. Vaught-Hemingway Stadium – 0.9 miles Swayze Field – 0.9 miles Oxford Square – 1.8 miles The perfect spot for game day and relaxation!

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

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.