Vacation rentals in Holly Springs

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Top-rated vacation rentals in Holly Springs

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

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Guest favorite

Guesthouse in Hernando

4.94 out of 5 average rating, 129 reviews

DeerRun:Hidden Gem with Woods,Wildlife,and Gardens

We have 2 airbnbs at Deer Run that are close to Memphis,TN, I-55, restaurants and dining, great views. The spacious, 750+ sq ft cottage on 10 acres is good for retiree, couple, solo and business travelers alike. We look forward to sharing our property in this semi-secluded setting. Come relax in the comfy 12 inch deep foam mattress with super soft sheets. Enjoy the splendor of the woods, wildlife and gardens. We are far enough off the road that you will not see the street. Wheelchair accessible.

Jun 21 – 28

$97 per night

Guest favorite

Home in Corinth

4.99 out of 5 average rating, 361 reviews

The Farmhouse, Corinth MS

Enjoy the most unique getaway in the area. The Farmhouse opened in August 2018. This silo converted into a home will sleep 4 people. A fully furnished kitchen with stainless steel appliances, granite countertops and bar with seating for 3. Large bath with laundry. One queen bed downstairs and two twins upstairs. Snuggle up to a gas fireplace with plenty of seating and large TV. Free Wi-fi. Charcoal grill, charcoal is not provided. NO PETS. NO PARTIES. Please do not cross over into any pastures.

Aug 16 – 23

$139 per night

Guest favorite

Guesthouse in Hernando

4.98 out of 5 average rating, 117 reviews

Guesthouse 1 bed, beautiful views NO cleaning fees

Relax at our 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. Also 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.

Sep 23 – 30

$97 per night

Guest favorite

Guesthouse in Como

4.97 out of 5 average rating, 113 reviews

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.

Nov 14 – 21

$126 per night

Guest favorite

Home in New Albany

4.95 out of 5 average rating, 252 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!

Feb 11 – 18

$96 per night

Guest favorite

Cottage in New Albany

4.89 out of 5 average rating, 520 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!

Nov 15 – 22

$99 per night

Guest favorite

Guest suite in Collierville

4.94 out of 5 average rating, 172 reviews

Collierville cottage on 3 acre farm

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! 💧Pool is closed for winter. Will reopen in late Spring when winter passes.

Jun 6 – 13

$78 per night

Guest favorite

Farm stay in Olive Branch

4.96 out of 5 average rating, 285 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.

May 28 – Jun 4

$77 per night

Superhost

Home in Holly Springs

4.85 out of 5 average rating, 159 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.

Feb 6 – 13

$98 per night

Guest favorite

Cottage in Blue Mountain

5.0 out of 5 average rating, 105 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.

Mar 26 – Apr 2

$124 per night

Guest favorite

Guest suite in Oxford

4.94 out of 5 average rating, 177 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.

Jul 4 – 11

$72 per night

Guest favorite

Home in Holly Springs

4.88 out of 5 average rating, 129 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,

Jun 30 – Jul 7

$88 per night