Vacation rentals in Holly Springs

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Holly Springs

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

0 of 0 items showing

1 of 3 pages

Guest favorite

Home in Henderson

5.0 out of 5 average rating, 109 reviews

The Oliver Lakehouse

Nestled in the rolling hills of Chickasaw State Forest, the Oliver House is located on 38 acres with 2 lakes, 2 kayaks, 2 canoes and the sweetest muscovy ducks you will ever meet. Oliver is the oldest duck the inspiration behind our name! Our place is the perfect place to unwind, unplug and to just be in nature. Whether you prefer fishing, napping on the swing or reading a good book out on the deck, we are sure you’ll find it all here. Take a deep breath, relax and enjoy. We welcome you!

Guest favorite

Guesthouse in Hernando

4.98 out of 5 average rating, 127 reviews

Guesthouse 1 bed, beautiful views NO cleaning fees

Adorable 1 bedroom quite hide-a-way, but still have the convenience of being located close to everything. There are beautiful views from the front covered porch. NO PARTIES! Located about 20 minutes from Memphis and Tunica Casino Strip. Enjoy local attractions: Hernando Town Square, Snowden Grove, Shopping, Graceland, Memphis Botanic Gardens, Museums and Beale Street. This area and home is made for family life, not for the party style, come and enjoy your tranquil stay with us.

Guest favorite

Home in New Albany

4.95 out of 5 average rating, 262 reviews

TallahatchieTownhouse | Downtown ON the Tanglefoot

This jewel sits ON the Tanglefoot Trail in New Albany, Mississippi. Downtown restaurants and bars, coffee shops, and boutiques are very short (0.4 mi.) stroll up the Tanglefoot Trail! This single family home (not a duplex) has been exquisitely restored to its original outside character and beautifully renovated and decorated on the interior. Vist Ole Miss and Elvis' birthplace in neighboring towns of Oxford and Tupleo, or visit William Faulkner's birthplace and museum in New Albany!

Guest favorite

Cabin in Oakland

5.0 out of 5 average rating, 114 reviews

Tiny Lakehouse,Hot Tub near Blue Oval,Memphis

Welcome to our 240 sq ft lakeside cabin with a hot tub nestled by a private lake. The gentle sounds of fish jumping provide a soothing soundtrack. Try fishing from the bank or unwinding in the hot tub beneath the starlit sky. Artistic touches and natural beauty come together in this retreat. Whether it's the thrill of reeling in your catch or the quiet joy of stargazing, each moment is a chapter in your lakeside story. Escape to this cozy paradise where nature's beauty meets comfort.

Guest favorite

Guest suite in Collierville

4.94 out of 5 average rating, 181 reviews

Collierville cottage on 3 acre farm

Summer is here ☀️ Come enjoy our family farm located on 3 acres in the peaceful countryside of Collierville. We welcome guests in separate cottage 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! Enjoy fresh eggs in morning and afternoon of lounging by the pool.

Guest favorite

Cottage in New Albany

4.9 out of 5 average rating, 530 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!

Guest favorite

Farm stay in Olive Branch

4.96 out of 5 average rating, 298 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, pigs, chickens, ducks, and other wildlife to decompress. Full kitchen and a large bathroom. Guests sleep well in our quiet and private space. Due to large animals and farm machinery, our place is not suitable for children under 12.

Guest favorite

Home in Holly Springs

4.84 out of 5 average rating, 166 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 favorite

Cottage in Blue Mountain

5.0 out of 5 average rating, 110 reviews

Cozy Llama House - 3-BR, 2-bath, pool table

The Llama House is a cozy, comfortable cottage that has all you need for a peaceful nights rest. Entertain with the pool table or assorted outdoor games. Pets are welcome. Enjoy the serene view from the front porch, or grill your favorite meal on the private back patio. An enclosed garage is convenient in inclement weather. Located three miles South of Ripley just off CR700 or 15 miles North of New Albany. WiFi, smart TV's, central heat and air.

Guest favorite

Guest suite in Oxford

4.94 out of 5 average rating, 188 reviews

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.

Guest favorite

Farm stay in Selmer

4.99 out of 5 average rating, 149 reviews

Private Guest House in Quiet Community

Our Private Guest House has 2 queen bedrooms and 2 full bathrooms. There is DISH TV in the living room and Smart TV’s in the master and second bedroom. Master includes small refrigerator. There is convenient parking, a private entrance, and front porch. Laundry facilities are available for use. The lower area of the guest house has a living room and a full kitchen. The second full-bathroom is located downstairs.

Guest favorite

Home in Holly Springs

4.89 out of 5 average rating, 132 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,