Vacation rentals in Holly Springs

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

Bobwhite's Retreat

Escape to our charming 1-bedroom barn retreat in Byhalia, set on five peaceful acres just minutes from Collierville and a short drive to Memphis and Oxford. Perfect for up to 4 guests, it features a cozy queen bed, a queen-size pullout couch, and a well-equipped living space. Enjoy tranquil countryside views, a patio for morning coffee or stargazing, and minimal check-out procedures for a stress-free stay. Whether you’re here to relax or explore, this serene getaway offers the perfect escape!

Upscale Duplex in Trendy Cooper-Young Area

Stay in a 100 year old house that has been professionally decorated for your comfort and enjoyment. Within walking distance of drinks, dining, night-life and recreation. Venture outside Cooper-Young with rental bikes and scooters. Or just pour yourself a glass of wine and enjoy the front porch swing or sit on the patio in the back yard. For those guests traveling with friends we offer a second unit in the same house. Perfect for couples wanting privacy but to share space for visiting.

The Cottage, 2BR Farm Stay by Velvet Ditch Villas

Escape to The Cottage, a charming farmhouse getaway just 8 miles from Oxford. Set on 4 peaceful acres, this cozy retreat blends vintage and shabby chic décor for a warm, inviting vibe. Start your day with fresh eggs, meet our friendly farm animals, and enjoy evenings by the fire pit under stunning starry skies. Perfect for a romantic escape or quiet retreat, The Cottage offers countryside serenity with easy access to Oxford’s dining, shopping, and entertainment. Book your stay today!!!

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.

Oxford Square! Amazing Location! Map in Photos

Experience the best of Oxford in this beautifully updated 2-bedroom townhome, located just a short walk from the historic Square. Enjoy easy access to local dining, shopping, and attractions—all right outside your door. The home features a fully renovated kitchen and bathrooms, offering both comfort and modern convenience. Guests will have the entire space to themselves, making it the perfect home base for your Oxford getaway! Please note: the fireplace is not available for guest use.

Collierville cottage on 3 acre farm

Christmas on the farm has arrived 🎁 Come enjoy our family farm located on 3 acres in the peaceful countryside of Collierville. We welcome guests in separate downstairs guest house 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! The pool is closed in the winter.

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!

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.

The Bedroom in the Barn

Welcome to Smith’s Farm Horseshoe Haven. A wonderful place to step back to the times of days gone by, where life is a little slower and simpler and enjoy a stay in our rare little gem "The Bedroom in the Barn" Lose yourself in the country, unwind and smell the fresh air and listen to the sounds of horses around you. A sweet experience you won't forget!