Vacation rentals in Holly Springs

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Holly Springs

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Superhost

The exterior of the home features a two-story brick facade with an arched window above the entrance. Soft lighting illuminates the front yard, which is crowned with well-maintained shrubs and a manicured lawn leading to a garage. Trees are visible in the background.

Home in Memphis

4.86 out of 5 average rating, 28 reviews

Modern Delight/Quiet Subdivision 25 min to Beale

Contemporary furnishings, new appliances, fire place, 60” Smart TV 1st bdrm-oak wood bedroom suit, flat screen TV, en-suite bath w/glass & granite shower 2nd bdrm-queen bed, dresser & mirror with a futon 3rd bdrm-full size canopy bed, small dresser, ottoman for extra sitting space. The second bathroom-large vanity & a natural stonewall shower Kitchen-all major stainless steel appliances, cooking basics, coffee maker, blender, dishes, glassware & utensils Large enclosed backyard, patio furniture

Top guest favorite

An overhead view of an open-concept living space is displayed, showcasing a modern kitchen and dining area. Pendant lights hang gracefully above the dining table, and a comfortable sofa is situated below a ceiling fan, enhancing the sense of spaciousness and connection between areas.

Cottage in Memphis

4.95 out of 5 average rating, 40 reviews

Cozy Cottage on a Horse Ranch

Relax with the whole family at this peaceful place to stay. Get away from the city and travel to this hidden wonder in the country! There’s nothing like fresh air and open space, to improve your overall health and happiness. Get ready to make some memories in our three-bedroom charming cottage retreat on a 10-acre horse ranch. Our guests will receive one (1) complimentary 30-minute horseback riding session, which has been scientifically-proven to enhance your overall health and well-being.

Guest favorite

A stylish bathroom vanity is displayed, featuring a shimmering silver soap dispenser and a coordinating cup on a sleek tray. A black towel labeled 'Makeup' lies beside packaged makeup wipes, set against a backdrop of elegant marble countertops.

Condo in Tupelo

4.89 out of 5 average rating, 127 reviews

Romantic Roomw/ JetTub •HeartOfTupelo Condo3Guests

J & J Verner’s Airbnb is a gated community located in the center of Tupelo. This listing in the center of Tupelo offers a prime location with easy access to grocery stores, popular restaurants such as Cantina Del Sol and Texas Roadhouse, and the famous Elvis Presley (6 mins away). The luxurious king bed and couch provide comfort and relaxation for 3 guests. The room can also be personalized for special events like anniversaries and birthdays (contact the hosts for details). Book with us now

Guest favorite

The studio features a spacious layout with a queen bed and a blue sofa. Natural light enters through a window dressed with light curtains. A modern area rug complements the decor, while framed floral prints add a subtle touch to the walls.

Apartment in Downtown Memphis

4.94 out of 5 average rating, 111 reviews

Safe Comfy Luxe Studio ~ FREE Parking & WIFI

Immerse yourself in a picturesque oasis at the heart of downtown Memphis's Victorian Village. Experience an enchanting stay in a newly renovated studio with modern decor, positioned in front of century-old villas. Revel in captivating views, a distinctive open layout, and insta-worthy decor. Enjoy a fully stocked kitchen, complete bathroom with a bathtub, and well-lit vanity. With central proximity to key attractions, free gated parking, and WiFi, your stay promises convenience and charm.

Superhost

A serene view of a landscaped lawn leading to a tranquil lake, surrounded by trees. Comfortable seating is positioned on a covered porch, inviting relaxation while overlooking the water and gently changing sky hues during sunset.

Cabin in Tupelo

4.84 out of 5 average rating, 99 reviews

The Lakehouse at Colline Rouge (Red Hill)

Lake house Living with this spacious 4 Bedroom 2 Bath Location right on the edge of Tupelo,MS. Enjoy watching Deer and Turkey from the Back porch with Fireplace Both Inside and Out with Beautiful View of the 16 Acre Lake. Roomy Kitchen, Great for Family outings or Couples Gettaway. There are King size beds in 2 Bedrooms and a Queen Sized in the 3rd. In the 4th BR there are 2 Separate Bunks Beds.....(Full on bottom, twin on top with easy access steps, the 2nd bunk has a Full & Twin.

Top guest favorite

A large, inviting swimming pool is surrounded by lounge chairs, offering ample space for relaxation. Lush greenery encircles the area, complemented by a clear blue sky with scattered clouds. A clubhouse is visible in the background, enhancing the recreational atmosphere.

Apartment in Oxford

5 out of 5 average rating, 18 reviews

1.3 mi to UM, Private Bath, PickleBall: Luxe Condo

Sleep here. You deserve to be happy. "Pepper TreeTops," just 1.3 miles from the Square and Ole Miss, invites you to a haven you'll never want to leave. Each room, adorned with a personal touch, boasts a private bath and an Insignia Smart TV. The fully stocked kitchen, inviting mini-bar, and refreshing balcony set the scene for memorable moments. Your canine will bask in celebrity treatment with a bone, toys, a cozy bed, and treats – we even have Dog TV to keep them entertained.

Top guest favorite

An outdoor gathering area is depicted, featuring a wooden structure with a roof, surrounded by a gravel pathway. Multiple gray Adirondack chairs are arranged in a circle on the lawn, offering a space for relaxation among the tall, green trees in the background.

Tiny home in Pontotoc County

4.96 out of 5 average rating, 25 reviews

Cedar - NEW Tiny Cottage @ Moon Lake Farm

Custom designed tiny cottage. Stare at the stars while you relax in the hot tub! Reconnect with nature at this unforgettable escape. Catch at bass out of the lake. Kayak with your favorite ❤️ Enjoy the animals at the farm! Chickens, mini donkeys, horses, and more! Stay in luxury and have every amenity! A full kitchen, three beds, a sofa sleeper, washer/dryer, fiber internet, and more! Have a friend book the Cypress Cottage and have an unforgettable experience!

Top guest favorite

A spacious bedroom features a large upholstered headboard behind a comfortable bed, decorated with patterned pillows and a soft throw. Natural light filters through the window treatments, illuminating a desk and chair in the corner, alongside a decorative indoor plant.

Home in Cordova

5 out of 5 average rating, 45 reviews

Vacation Destination-sauna/hot tub/5 full baths!

Private regulation Pickleball court, large saltwater pool, 8 person hot tub, large covered patio and gorgeous lake view. Designer kitchen, luxury master bath with sauna, steam shower and an inviting soaker tub. Shuffle board, large TVs in all bedrooms, hi-speed wifi mesh, Switch gaming system with multiple controllers. Every bedroom has access to their own bathroom. Newly added kids bunk room is 400 sq. ft. and has 6 twin beds, 6 giant beanbags and four 75" TVs.

Guest favorite

The cottage features a charming exterior with a light-colored facade and a welcoming blue front door. Surrounding trees and greenery provide shade. A slight set of steps leads to the entrance, enhancing the inviting appearance.

Apartment in Memphis

4.82 out of 5 average rating, 116 reviews

Renovated Cozy Cottage Centrally Located

My Newest Listing to My CottageCollection!!! This cottage is perfect walking distance to Starbucks, Kroger Supermarket, Numerous Shopping and Eating Establishments. 5 minutes from everything Midtown and University of Memphis has to offer....Brooks Museum, Overton Park,Levitt Shell, Overton Square.... 20+ restaurants, bars,movie theater,Ballet Memphis,2 theater groups and live music. 15 minute drive to downtown attractions and 20 mins to Graceland.

Top guest favorite

A spacious living area features light-colored sofas and armchairs, accented by decorative pillows. A wooden coffee table centers the room, and large windows allow natural light to fill the space. The kitchen is visible in the background, enhancing the open layout.

Home in Byhalia

5 out of 5 average rating, 20 reviews

Elegant Country Retreat

Welcome to Your Perfect Getaway! Experience the best of comfort and convenience in our brand-new 4-bedroom, 3-bathroom Airbnb, located in a serene and family-friendly neighborhood. Whether you're traveling for work or leisure, our home offers the ideal retreat for your stay. Book your stay today and experience the perfect blend of tranquility and convenience. Our home is ready to welcome you for an unforgettable stay!

Guest favorite

A private cottage features a large screened-in porch, inviting relaxation with a view of the green yard. Surrounding trees and a cloudy sky complete the serene setting. The structure is detached, ensuring privacy, and is set back from other buildings on the property.

Guesthouse in Cordova

4.95 out of 5 average rating, 222 reviews

Cozy Cottage 1-BR Private Screened Porch

This one bedroom private cottage is tucked back in a little oasis we created for our family and guests. While enjoying morning coffee you will find space that insists you relax on the large screened-in porch and watch deer and other wildlife travel through the yard. Whether you are here to relax or work, there is no place better to do so than at your own oasis. We'd love for you to be our guest!

Superhost

Townhouse in Oxford

5 out of 5 average rating, 5 reviews

The English Cottage - Stunning Old World Sophistic

“The English Cottage" | Stunning European Sophistication One Mile from Oxford Square Brand new construction home in The Crossing at the Oxford Commons with all new furniture! 3 Luxe Bedrooms + Relaxing Outdoor Space This property is proudly presented by Oxford Vacation Rentals – Courtney and John are thrilled to host your Oxford vacation! ~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~