Holiday rentals in Holly Springs

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Top-rated holiday rentals in Holly Springs

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

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Top guest favourite
A charming brick cottage with a steeply pitched roof is framed by trees and shrubs. A stone pathway leads to the front door, bordered by a well-kept lawn. Two rocking chairs are positioned on the front porch, inviting relaxation.
Home in Holly Springs
4.91 out of 5 average rating, 186 reviews

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

Top guest favourite
A covered porch area is shown, featuring two wooden rocking chairs with orange cushions, positioned on a patterned area rug. A pendant light hangs from the wooden ceiling, and swings are also visible nearby. Lush greenery and a gravel path extend into the distance.
Farm stay in Byhalia
5 out of 5 average rating, 41 reviews

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!

Guest favourite
The exterior of the cottage is framed with natural wood and features a screened porch, allowing for views of the surrounding forest. A wooden staircase leads to the entrance, and a stone pathway guides visitors through the lush, green landscape.
Cottage in Coldwater
4.95 out of 5 average rating, 176 reviews

Wynnewood - Odell Cottage

Country get-away! Only 30 Minutes from Downtown Memphis, TN, yet out in the country on a 62 acre estate. Nature trails through the property allow for beautiful, peaceful strolls. We have fishing (in season). **** This cottage is set back in the woods and there is not a TV in this unit but there is Wifi. We have created a serene and unplugged experience. We have the "Wynnewood Elizabeth Cottage" and the "Wynnewood Jettie Jewel cottage" on our property that are listed separately.

Top guest favourite
Apartment in Oxford
4.97 out of 5 average rating, 115 reviews

Convenient to Ole Miss & The Square

Welcome to this cozy 1BR, 1BA ground-floor condo, just minutes from Ole Miss campus and 2 miles from the Square. Located in a gated complex behind Starbucks, this updated unit sleeps up to 4 with a king bed and futon sofa. Enjoy a fully equipped kitchen, in-unit washer/dryer, and one designated parking spot. Explore nearby running trails, visit Vaught-Hemingway Stadium, or walk to Oxford’s dining and shopping. Perfect for Ole Miss sports, family visits, or a weekend getaway!         

Guest favourite
A spacious dining area features a round table surrounded by wooden chairs, complemented by a decorative area rug. Large windows invite natural light and provide views of the outdoors, while a chandelier hangs gracefully overhead, enhancing the room's charming design.
Barn in Oxford
4.97 out of 5 average rating, 119 reviews

The Barn- Luxurious & Unique farmstay getaway

RETREAT, RELAX, ESCAPE-10 easy minutes to the Square, our 2/2 Barndominium is a rare experience in peaceful setting. It has a K en suite BR. 2nd bedroom is a Full. There's a fully furnished kitchen, coffee/tea bar, a deep, south facing back porch with fire pit & grill for your outdoors hang out. We have an outdoor saloon bar & movie/projector facilities in the open end of the barn. Everything you could wish for is provided. Staying at The Barn is a unique experience to be treasured

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, 638 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
4.98 out of 5 average rating, 117 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
An open-concept studio layout is showcased, featuring a spacious bed with a light quilt, a cozy couch adorned with patterned cushions, and a small wooden table. A kitchenette area with a microwave, coffee maker, and utensils is present, complemented by decorative plants.
Guest suite in Collierville
4.95 out of 5 average rating, 242 reviews

Collierville cottage on 3 acre farm

Fall is here 🍁 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 open however water is chilly.

Superhost
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, 209 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.

Top guest favourite
A modern living space is displayed, featuring a light-colored sectional sofa with decorative pillows. A coffee table is positioned centrally, surrounded by an armchair and a stylish cabinet. Soft lighting from various lamps enhances the room's ambiance, while art pieces decorate the walls.
Apartment in Oxford
4.94 out of 5 average rating, 123 reviews

Walk to Game - 1/2 Mile from Campus

Welcome to our contemporary and stylish condo, just a stone's throw away from the bustling college campus! This chic 2-bedroom, 2.5 bathroom condo is the perfect accommodation for visiting parents, visiting professors, game day weekends, families with kids in travel sports, or anyone looking for a comfortable stay in the middle of everything. We are only a half mile off campus and centrally located in Oxford!

Top guest favourite
The front exterior of the cottage is depicted, showcasing a modern design with white vertical siding and a contrasting dark roof. A welcoming entrance is framed by a wooden overhang, with two symmetrical windows on either side. A garden bed with colorful flowers is visible near the pathway.
Guest house in Cordova
4.95 out of 5 average rating, 248 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!

Guest favourite
The tranquil lake reflects vibrant hues of orange and pink from the sunset, surrounded by trees with orange and gold leaves. The calm water mirrors the tree silhouettes and the fading daylight, creating a serene atmosphere in this lakeside setting.
Tiny home in Oakland
4.98 out of 5 average rating, 196 reviews

TinyLakeEscape,Hot Tub, near Memphis & Blue Oval

Welcome to our 240 sq ft lakeside tiny cabin with hot tub nestled by a 10 acre lake. Try fishing from the bank or unwinding in the hot tub beneath the starlit sky. Whether it's the thrill of reeling in your catch or the quiet joy of stargazing, each moment is a chapter in your lakeside story. Escape to this cozy paradise where nature's beauty meets comfort.

Popular amenities for Holly Springs holiday rentals

When is the best time to visit Holly Springs?

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Avg. price$123 SGD$123 SGD$123 SGD$123 SGD$123 SGD$123 SGD$136 SGD$128 SGD$123 SGD$136 SGD$127 SGD$123 SGD
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Quick stats about holiday rentals in Holly Springs

  • Total holiday rentals

    Explore 30 holiday rentals in Holly Springs

  • Nightly prices starting at

    Holly Springs holiday rentals start at $65 SGD per night before taxes and fees

  • Verified guest reviews

    Over 450 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Holly Springs holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Holly Springs rentals

  • 4.8 Average rating

    Holly Springs stays are highly rated by guests – averaging 4.8 out of 5!