
Holiday rentals in Holly Springs
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Holly Springs
Guests agree: these stays are highly rated for location, cleanliness and more.

“The Casita Bonita”
Welcome to “The Casita Bonita” The pretty little house on 130 acres of pure bliss. My wonderful husband Jeremy and I bought 130 acres a few years back and is what we call “our farm” we have had countless picnics and bonfires, Just dreaming of doing something special on our land one day. That is where “The casita bonita” dream came true & it is our pleasure to be able to host guest just like you. I hope you enjoy your stay and the views of our land. Come back to see us soon. Love,Jeremy & Missy

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

The Outskirts
Take a break and unwind at this peaceful oasis. Quiet country studio cabin located on the outskirts of Ripley. Conveniently located 5 miles from The Red Barn event venue, 8 miles from Ripley's First Monday Flea Market and 15 miles from Blue Mountain Christian College. Only minutes away from Bennet Lake Hunting club and Dumas Lake. For dining: Enjoy a delicious meal at Simmer on Down Steak house 3.5 miles away. For Essentials: Dollar General and Clarks Country Store are only 3 miles away.

Heavens Trees: Small town Guest House
Cute comfortable guest house in small Mississippi town. Como is 40 miles south of Memphis and 40 miles from Oxford , MS. Take in a Ole Miss game or check out Beale St. We are within walking distance of Main Street in Como where you can find great restaurants and antiques. Coffee, tea and continental breakfast with snacks and bottled water provided. Swim in our lovely pool, sip your morning coffee sitting on the screened in porch overlooking the pool and pasture with 4 mini horses.

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!

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!

Sunset Ittelegna
Take it easy at this unique and tranquil getaway. Secluded, country home with lush gardens and saltwater pool. Sunset Ittelegna is just 20 minutes from Memphis, TN. Fully functioning mini kitchen and separate living space. There is a private drive dedicated to the freestanding home.You’ll enjoy sweeping views of the Delta and most breathtaking sunsets through a wall of floor to ceiling windows.Sunset Ittelegna offers privacy and comfort. Perfect for your getaway.

The Pony
-Boasting a small hoofprint of 128 square feet with a loft. Ideally situated in a safe area for those visiting/passing through Memphis. -Tranquil views of open fields, horses, and a variety of other furry friends at a working horse boarding barn. -Stay solo or with someone you don't mind cozying up to. Ideal for mobile guests comfortable with stairs and tighter spaces. Locals or those without positive reviews will be rejected. Our property is non smoking.

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.

Spacious Oxford Retreat - Large Yard
Spacious studio apartment with 10 ft ceilings and tall windows make it bright and airy. Located in a quiet, wooded neighborhood just a 10 minute drive from campus or the Square. Queen-sized bed, dual recliner loveseat, writing desk, bar top dining table, washer/dryer unit, and kitchen with full size refrigerator, microwave, and stovetop. Private outdoor patio that is fenced-in. Personalized door lock code for added security. Roku TV and free WiFi.

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.

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!
Popular amenities for Holly Springs holiday rentals
Other great holiday rentals in Holly Springs

The Sugar Magnolia *no cleaning fee $99 a night

TallahatchieTownhouse | Downtown ON the Tanglefoot

Tool Crib Cottage - Oxford/Ole Miss

The Estate at Turkey Creek

“Carolines" 3 bd/2bath/1❤️Pet free/ Mem-7min

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

The Cottage at Sunfire Farm

Quiet 2 BR Cottage in the Woods
Destinations to explore
- Atlanta Holiday rentals
- Nashville Holiday rentals
- Southern Indiana Holiday rentals
- St. Louis Holiday rentals
- Branson Holiday rentals
- Memphis Holiday rentals
- Lake of the Ozarks Holiday rentals
- Chattanooga Holiday rentals
- Birmingham Holiday rentals
- Hot Springs Holiday rentals
- Blue Ridge Holiday rentals
- Huntsville Holiday rentals
- FedExForum
- Memphis Zoo
- Overton Park
- Shelby Farms Park
- Orpheum Theatre
- Stax Museum of American Soul Music
- St. Jude Children's Research Hospital
- National Civil Rights Muesum
- Graceland
- Simmons Bank Liberty Stadium
- Lee Park
- Autozone Park
- University of Mississippi
- Graceland Mansion
- University of Memphis
- Rowan Oak
- Rock'n'Soul Museum
- Children's Museum of Memphis-North




