Holiday rentals in Holly Springs

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.

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

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.

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.

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!

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.

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!

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! ~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~

Charming 3 Bedroom Cottage

New Construction Home! This charming 3 bedroom home is located only 3 miles from the historic downtown square. It is a spacious and tastefully decorated. With 3 bedrooms and 2.5 baths, you have room for your entire family. Our fully stocked kitchen is perfect for cooking in some nights and the screened in porch is a wonderful place to enjoy some family time.