Vacation rentals in Holly Springs

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Top-rated vacation rentals in Holly Springs

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Guest favorite

Tiny home in Hornsby

4.97 out of 5 average rating, 145 reviews

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

Guest favorite

Cottage in Blue Springs

4.99 out of 5 average rating, 122 reviews

October Special $75 wknt/$85 wkend Cottage-A

“Windsong” Spacious studio cottage. Everyone raves... "It feels like home." "It's so cozy." "I could live here." Keurig with K cups ready to enjoy. Lg oversized queen bed is just as comfy as it looks. FiberOptic internet with 43" smart TV with Roku Channel movies and live tv—a firepit for your enjoyment while surrounded by beautiful towering trees and a view of the lake. Roll away twin bed if requested… must request upon booking. 2 Cottages available...great for 2 families get away.

Guest favorite

Guesthouse in Hernando

4.98 out of 5 average rating, 158 reviews

Guesthouse 1 bed, beautiful views NO cleaning fees

Adorable 1 bedroom quite hide-a-way, but still have the convenience of being located close to everything. There are beautiful views from the front covered porch. NO PARTIES! Located about 20 minutes from Memphis and Tunica Casino Strip. Enjoy local attractions: Hernando Town Square, Snowden Grove, Shopping, Graceland, Memphis Botanic Gardens, Museums and Beale Street. This area and home is made for family life, not for the party style, come and enjoy your tranquil stay with us.

Guest favorite

Home in New Albany

4.95 out of 5 average rating, 287 reviews

TallahatchieTownhouse | Downtown ON the Tanglefoot

This jewel sits ON the Tanglefoot Trail in New Albany, Mississippi. Downtown restaurants and bars, coffee shops, and boutiques are very short (0.4 mi.) stroll up the Tanglefoot Trail! This single family home (not a duplex) has been exquisitely restored to its original outside character and beautifully renovated and decorated on the interior. Vist Ole Miss and Elvis' birthplace in neighboring towns of Oxford and Tupleo, or visit William Faulkner's birthplace and museum in New Albany!

Guest favorite

Guesthouse in Hernando

5 out of 5 average rating, 105 reviews

Cozy 2 Bedroom Guesthouse in a Relaxing Setting

Our two bedroom, two bath guesthouse is the perfect get-a-way from it all, yet close enough to everything you're looking to do: 3 minutes to the historic Hernando Town Square, 10 minutes to the MS River Delta and Historic Hwy 61, 12 minutes to Tanger Outlets & Landers Center in Southaven, 20 minutes to Snowden Grove Ballfields & Amphitheatre in Southaven, 23 minutes to Tunica Casino Strip, 25 minutes to Midtown/Downtown Memphis, 1 hour to Oxford, MS and 1 hour to Clarksdale, MS.

Guest favorite

Cottage in New Albany

4.9 out of 5 average rating, 562 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!

Guest favorite

Guest suite in Collierville

4.95 out of 5 average rating, 201 reviews

Collierville cottage on 3 acre farm

Fall has arrived 🍂 Come enjoy our family farm located on 3 acres in the peaceful countryside of Collierville. We welcome guests in separate cottage 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 open however may be too cold for swimming.

Guest favorite

Farm stay in Olive Branch

4.97 out of 5 average rating, 331 reviews

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, pigs, chickens, ducks, and other wildlife to decompress. Full kitchen and a large bathroom. Guests sleep well in our quiet and private space. Due to large animals and farm machinery, our place is not suitable for children under 12.

Superhost

Home in Holly Springs

4.83 out of 5 average rating, 173 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 favorite

Cottage in Blue Mountain

5 out of 5 average rating, 131 reviews

Cozy Llama House - 3-BR, 2-bath, pool table

The Llama House is a cozy, comfortable cottage that has all you need for a peaceful nights rest. Entertain with the pool table or assorted outdoor games. Pets are welcome. Enjoy the serene view from the front porch, or grill your favorite meal on the private back patio. An enclosed garage is convenient in inclement weather. Located three miles South of Ripley just off CR700 or 15 miles North of New Albany. WiFi, smart TV's, central heat and air.

Guest favorite

Guest suite in Oxford

4.93 out of 5 average rating, 210 reviews

Spacious Oxford Retreat - Large Yard

Spacious studio apartment with 10 ft ceilings and tall windows make it bright and airy. Located in a quiet, wooded neighborhood just a 10 minute drive from campus or the Square. Queen-sized bed, dual recliner loveseat, writing desk, bar top dining table, washer/dryer unit, and kitchen with full size refrigerator, microwave, and stovetop. Private outdoor patio that is fenced-in. Personalized door lock code for added security. Roku TV and free WiFi.

Guest favorite

Tiny home in Atoka

4.88 out of 5 average rating, 123 reviews

Cozy and Quiet

This cozy tiny house is located off hwy. 14 on the edge of Shelby County and Tipton County. This tiny home sleeps 2 in a queen bed and 1 on a futon. Downtown Memphis is 30 min away. Millington, Bartlett, Atoka, Stanton, Arlington, and Lakeland are 20 min away. This home is in the country surrounded by beautiful trees. There is a pond, old barn, a few barn cats and chickens roaming the property. The property is gated and very quiet.