
Vacation rentals in Holly Springs
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Top-rated vacation rentals in Holly Springs
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Peaceful Getaway In Charming Tiny House
Welcome to a truly extraordinary accommodation option—an unforgettable stay in a charming tiny house on wheels! Nestled amidst a serene and peaceful landscape, this unique space boasts a remarkable foundation enveloped by lush greenery. Take a walk through the wildflower gardens and enjoy the nature! In the area: 26 min to Chickasaw State Park 37 min to Shiloh National Military Park 33 min to Cogan's Farm 27 min to Big Hill Pond State Park 52 min to Pickwick Landing State Park 45 min to I-40

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.

La Banque Stylish and comfy stay
Historic bank built in the 1920's restored to it original beauty. Located 5 min from Hwy 45, 8 min from K&M shooting complex and 15 min from Henderson. This is a perfect location for anyone wanting a weekend getaway or a place to rest and reset. Our space reflects peace and quiet, plenty of books to leaf through, a fireplace to warm your feet and a fully stocked kitchen. Spacious bathroom with a beautiful clawfoot tub to soak in. Come get the unique experience of sleeping in bank vault!

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.

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.

Whispering Winds! (Hot Tub and Pool)
Whispering Wind Sunsets is built on the Mississippi Delta Bluff overlooking thousands of acres of farmland towards the west which has gentle breezes and beautiful sunsets. The house is an open loft concept with cathedral ceilings and six skylights . The natural light lets you enjoy a 26 foot vertical expanse of the living room, dining room and kitchen. Whispering Wind Sunsets is next door to The Hernando Hideaway. Rent them both for larger family gatherings! Disability Accessible!

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!

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!

Quiet & Cozy
This cozy tiny house is a true gem. It is located off hwy. 14 on the edge of Northern Shelby County. This tiny home sleeps 2 in a queen bed and 1 on a pull out sofa. Downtown Memphis, Stanton, and Brownsville are 25-30 min. away. Millington, Arlington, Covington, Bartlett, Atoka, Munford and Lakeland are 15-20 min away. This home is in the country surrounded by trees on 8 acres. The owners live on property. There is a pond with chickens and barn cats.

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.
Popular amenities for Holly Springs vacation rentals
Other great vacation rentals in Holly Springs

Quiet Country Getaway

Oak Manor

Comfortable spacious pool house

Bicycle - Carver House

A Barndominium Farmstay Retreat

Peaceful Woodland Retreat near mTrade/OleMiss

Apt 1, Dr. Thomas bldg. Built in 1840, Upstairs.

Pleasant Hill Estate
Quick stats about vacation rentals in Holly Springs

Total vacation rentals
Explore 20 vacation rentals in Holly Springs

Nightly prices starting at
Holly Springs vacation rentals start at ﺩ.ﺇ 184 per night before taxes and fees

Verified guest reviews
Over 460 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Holly Springs vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Holly Springs rentals

4.5 Average rating
Holly Springs stays receive an average rating of 4.5 out of 5 from guests
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- Memphis Zoo
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