Holiday houses in Holly Springs

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Top-rated holiday rentals in Holly Springs

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Top Guest favourite
The exterior of the house is displayed, featuring a modern design with an extended roof and large front windows. A stone pathway leads to the entrance, bordered by a landscaped grassy area and scattered trees in the background.
Tiny home in Henderson
4.96 out of 5 average rating, 157 reviews

“The Casita Bonita”

Welcome to “The Casita Bonita” The pretty little house on 130 acres of pure bliss. My wonderful husband Jeremy and I bought 130 acres a few years back and is what we call “our farm” we have had countless picnics and bonfires, Just dreaming of doing something special on our land one day. That is where “The casita bonita” dream came true & it is our pleasure to be able to host guest just like you. I hope you enjoy your stay and the views of our land. Come back to see us soon. Love,Jeremy & Missy

Guest favourite
The exterior of the house is viewed from the front, showcasing a concrete porch bordered by a bed of greenery. Light-colored bricks complement dark blue shutters. A well-maintained lawn extends to the side, filled with trees and shrubs, offering a serene country atmosphere.
Home in Red Banks
4.94 out of 5 average rating, 18 reviews

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

Top Guest favourite
A living room features a dark blue couch adorned with decorative pillows, positioned near large windows dressed with light curtains. A coffee table sits centrally, displaying a stack of books and small plants. Wall sconces and a mirror add to the room's inviting ambiance.
Cottage in New Albany
4.9 out of 5 average rating, 658 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!

Top Guest favourite
The exterior of a newly renovated home features a charming front porch supported by decorative columns. Large windows allow natural light to illuminate the space, while a well-maintained lawn and neatly arranged shrubs enhance the welcoming entryway.
Home in New Albany
4.99 out of 5 average rating, 134 reviews

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!

Top Guest favourite
The entrance of the vintage home is framed by lush greenery and tall trees. A welcoming American flag hangs from a wrought-iron gate, which leads to a charming courtyard surrounded by a white stucco wall, providing a sense of privacy and tranquility.
Home in Byhalia
5 out of 5 average rating, 28 reviews

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.

Top Guest favourite
The tiny house features a rustic wooden exterior with a red metal roof. Soft ambient lights are strung around the door area, which is framed by greenery and flower beds. Outdoor seating is provided by two white chairs on a gravel patio, creating a welcoming space.
Tiny home in Olive Branch
4.98 out of 5 average rating, 142 reviews

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.

Guest favourite
A cozy outdoor seating area is illuminated by string lights, featuring a wicker sofa with a blue cushion and a yellow chair. A wood hot tub and a hammock are visible, with views of the surrounding trees beyond the shaded patio.
Home in Byhalia
4.85 out of 5 average rating, 80 reviews

Luxury Pondside Retreat w/Sauna & Hot tub

Escape to 7 private acres of peaceful nature, featuring a King-size bed, private hot tub, dedicated sauna room, and a cozy home theater. 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 cabin spa escape is waiting.

Guest favourite
The exterior of the home is presented, featuring a welcoming entrance with a star motif. Two chairs are situated on the porch, and greenery surrounds the area, creating a comfortable environment for guests and pets. Natural light filters through the windows, enhancing the inviting facade.
Home in Holly Springs
4.83 out of 5 average rating, 223 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.

Guest favourite
A modern southern-style house is presented with a black exterior and a charming front porch. Large windows enhance the façade, allowing natural light to fill the interior. Lush green grass and trees surround the property, contributing to a serene atmosphere.
Home in Red Banks
4.94 out of 5 average rating, 34 reviews

The Water's Edge

Welcome to the Water’s Edge House, where modern design meets southern charm and comfort. It's not just a house, it's a lifestyle. This stunning southern style, 3-bedroom house offers the perfect blend of modern design and comfortable living. Nestled in a serene neighborhood, this home is ideal for families, professionals, or anyone looking for a spacious and stylish living space.

Superhost
The image showcases a renovated lakefront home surrounded by greenery. A wooden dock extends into the water, accompanied by a small boat. The house features a spacious deck with seating areas and a balcony, while the serene lake reflects the surrounding nature.
Home in Ripley
4.8 out of 5 average rating, 10 reviews

Renovated Lakefront Home & Private Dock

Escape to our beautifully renovated lakefront home, a tranquil retreat on a 74-acre lake. This unique 4-bedroom house comfortably sleeps 8 and features an open-plan living space, modern farmhouse design, and a private dock. Perfect for families and anglers, it's a place to disconnect and make memories. Enjoy fishing, boating, and serene water views from your private deck.

Top Guest favourite
Cottage in Coldwater
4.94 out of 5 average rating, 131 reviews

Wynnewood "Jettie Jewel" Cottage 1 BDRM/2 Person

Country get-away! Only 35 Minutes from Downtown Memphis, TN, yet out in the country on a 62 acre estate. Nature trails through the property allow beautiful, peaceful strolls. There is fishing(in season). A very peaceful place to unplug and take in all that Mother Nature has to offer. We do have Wi-Fi but can be a bit spotty during cloudy weather.

Top Guest favourite
A spacious home is surrounded by greenery, featuring a screened-in porch along the front. The building's design includes large windows that invite natural light. A gravel driveway leads to the entrance, enhancing the welcoming appearance of the property.
Home in Sardis
4.94 out of 5 average rating, 157 reviews

Cabin on the water at the lower lake of Sardis

Wonderful home located on the water at the lower lake of Sardis. There is a private dock and a boat ramp only 1 house over. Located 3 mins from the upper lake & the marina. Screened in front & back porch. Firepit in backyard. Great getaway spot! OWNERS HAVE NO ADVANCE KNOWLEDGE OF WATER LEVELS ON THE LOWER LAKE OR IF THE DOCK WILL BE ACCESSIBLE.

Popular amenities for Holly Springs holiday rentals