
Vacation rentals in Holly Springs
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Top-rated vacation rentals in Holly Springs
Guests agree: these stays are highly rated for location, cleanliness, and more.

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

The Hummingbird Cottage
Come stay in a beautiful cottage located on the grounds of a 1872 stately residence close to downtown Holly Springs, in a quiet historic neighborhood. The cottage sleeps four comfortably with 2 bedrooms, 1 bath. Enjoy a claw foot tub, cozy living room and fully-equipped kitchen & laundry area. Wifi, sunroom, and private back yard. Children and pets allowed. Breakfast items for guest use included. Note: Pets are an additional $25 fee. Prices are for 2 people. Additional are $10/person/night.

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!

Nov Discount Book 2 Get 1 FREE WS
“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.

Peaceful Woodland Retreat near mTrade/OleMiss
Find your Oxford home away from home at North Pine Cottage. This newly built 2BR/2BA retreat sits among tall white pines just: 5 miles from mTrade Park 8 miles from Ole Miss and The Grove 8 miles from The Square, and 9 miles from Baptist Hospital Enjoy peaceful mornings surrounded by trees and unwind in modern comfort after games, tournaments, or campus visits. A perfect spot for families, friends, visiting parents, and professionals looking for a quiet, comfortable stay near town.

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.

Collierville cottage on 3 acre farm
Christmas on the farm has arrived 🎁 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 closed in the winter.

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!

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!

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.

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.

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!
Popular amenities for Holly Springs vacation rentals
Other great vacation rentals in Holly Springs

Turtle Lodge

Quaint & Quiet Southaven Home

Clean Quiet Home In Memphis Area Near Everything Q

Vista Retreat

TallahatchieTownhouse | Downtown ON the Tanglefoot

Chief's Log Cabin

Tool Crib Cottage - Oxford/Ole Miss

The Cottage at Sunfire Farm
When is the best time to visit Holly Springs?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R1,627 ZAR | R1,627 ZAR | R1,627 ZAR | R1,627 ZAR | R1,627 ZAR | R1,627 ZAR | R1,627 ZAR | R1,627 ZAR | R1,627 ZAR | R1,798 ZAR | R1,678 ZAR | R1,627 ZAR |
| Avg. temp | 4°C | 6°C | 11°C | 16°C | 20°C | 24°C | 26°C | 25°C | 22°C | 16°C | 10°C | 6°C |
Frequently Asked Questions
What are the most popular amenities for Hotel Rentals in Holly Springs?
Enhance your stay in our Hotel Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there vacation rentals with a dedicated workspace in Holly Springs?
Yes! Work meets play with ease at over 10 vacation rentals in Holly Springs featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do hotel rentals in Holly Springs have air conditioning?
Absolutely! We offer over 10 hotel rentals with air conditioning in Holly Springs. Enjoy a tailored experience with all the comforts you desire.
Do hotel rentals in Holly Springs have wifi?
Absolutely! We offer over 10 hotel rentals with wifi in Holly Springs. Enjoy a tailored experience with all the comforts you desire.
Quick stats about vacation rentals in Holly Springs

Total vacation rentals
Explore 30 vacation rentals in Holly Springs

Nightly prices starting at
Holly Springs vacation rentals start at R856 ZAR 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

Wi-Fi availability
20 of Holly Springs vacation rentals include wi-fi 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!
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