Vacation rentals in Holly Springs

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.

The Hummingbird Cottage

Come stay in a beautiful cottage located on the grounds of a 1872 stately residence close to downtown Holly Springs, in a quiet historic neighborhood. The cottage sleeps four comfortably with 2 bedrooms, 1 bath. Enjoy a claw foot tub, cozy living room and fully-equipped kitchen & laundry area. Wifi, sunroom, and private back yard. Children and pets allowed. Breakfast items for guest use included. Note: Pets are an additional $25 fee. Prices are for 2 people. Additional are $10/person/night.

Luxury Pondside Retreat w/Sauna & Hot tub

Escape to 7 private acres of peaceful nature, featuring a King-size bed, private hot tub, and a dedicated sauna room. Living room may be transformed into a home theatre! Just 45 min from Oxford and 40 from Memphis, it’s perfect for a spontaneous couple’s getaway or remote work retreat. With high-speed Wi-Fi, a built-in office, and wildlife all around, you’ll unwind and recharge with ease. Whether it’s a romantic night in or a quiet week off-grid, your luxury country spa escape is waiting.

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!

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

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.

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.

Novel Potting Shed Retreat/Peaceful Bliss

*Quaint & private 2 BR Shed Home *Hi-end bedding *Fully furnished kitchen *Tiled tub/shower w 2 sinks *Laundry pair *Comfy sitting room w elec fireplace *Porch swing on shady veranda *Pet friendly with fenced yard *POOL available just across the driveway. *10 minutes to Campus or The Square *Covered parking *BBQ Grill Enjoy the cozy, countryside lifestyle of this enchanting curated space. Relax in place for meaningful memories. WISHLIST us and Book Now.

Bobwhite's Retreat

Experience the perfect blend of country charm and modern comfort at Bobwhite's Retreat! Nestled on 5 private acres just outside of Collierville and only 45 minutes from Oxford, this stunning barn-style retreat sleeps up to 10 guests with 2 bedrooms, 2 baths, a full kitchen, and laundry. Enjoy a unique attached gathering space with comfortable seating, cornhole, and games, or relax on the porch while watching deer and taking in peaceful views of nature.