
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.

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!

Dog friendly home with king suite and lake view!
Forget your worries in this spacious and serene space! Just 20 minutes outside of Collierville, TN, you’ll love the quiet, slow pace of this little Mississippi town. This 3 bedroom/2 full bath house sits on two acres of country living! Sit in the spacious living room and look out over the lake across the street! Enjoy a board game or volleyball with friends! You’ll love the peace and quiet while being just minutes from town! Holly Springs-20min Olive Branch-30min Mike Rose Complex-25min

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!

White Oak
Stay Where Art, Heart, and History Meet! Charming historic home in the heart of Byhalia, MS. Built in the 1930s and lovingly renovated, this vintage retreat features original hardwood floors, Saltillo tile, unique antique decor, and art by the original owner. Once a beloved family home, now a warm, welcoming getaway full of Southern charm and character. Perfect for relaxing stays, wedding families, work visits or those just exploring North Mississippi and the Memphis area.

Quiet 2 BR Cottage in the Woods
Get away from it all in our peaceful cottage in the woods. This sweet little home was built by my husband’s grandfather as a weekend retreat for his 2 sisters, Clemmie and Eva. It has remained in the family all these years. A lot of hard work and love have gone into this cottage and we are excited to share it with you. Its quiet, secluded location make it the perfect place to relax and unwind. It is surrounded by wildlife with turkey and deer often seen on the property.

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.

Private wing good for groups, extra beds available
This house is on Salem Ave., which has many fine antebellum mansions. In 1967 the owners of my house added a 4,000 sq. ft. addition for business entertaining. You will have exclusive use of 2,000 sq. ft. plus shared use of the 1,600 sq. ft. bar and sunroom area. I tend to stay away from these areas when the back wing is rented, so my guests mostly have the entire wing to themselves.
Popular amenities for Holly Springs vacation rentals
Other great vacation rentals in Holly Springs

Quiet Country Getaway

The Potting Shed- A Farmstay Retreat Experience

Rebel-Cabin only mins from boat ramp and Oxford

Granny's House at Kingfisher Lodge

Mamaw’s Cottage at the Jamieson Place

Apt 1, Dr. Thomas building, built in 1840.

The Hummingbird Cottage

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.ﺇ184 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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