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Holiday houses in Charleston

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Top-rated holiday rentals in Charleston

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

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Superhost
A rustic cabin exterior is shown, featuring a green metal roof and wooden siding. A covered porch with steps leads to large front doors. Adjacent, an enclosed garage is visible, surrounded by a gravel driveway and tall trees under a soft evening light.
Home in Oakland
4.92 out of 5 average rating, 119 reviews

Hidden Treasure at Enid Lake

This peaceful location will have you relaxing and unwinding in no time. This is a true rustic cabin experience approximately 1 mile from George Cossar State Park. This is great for hunting, fishing or just relaxing with family. The park offers a playground, a putt putt golf course, and a disc golf course. The cabin has 3 bedrooms, living room, kitchen and 1.5 baths. The exterior has a 3-sided wrap around porch, 30x40 enclosed garage, and fish cleaning station. Parties & events are not allowed

Guest favourite
A cozy living area is presented with a light-colored sofa and a floor lamp, enhancing the space’s warmth. Large windows provide views of the surrounding greenery, while a wooden door leads to a deck. Exposed beams and log walls contribute to a rustic atmosphere.
Cabin in Pope
4.84 out of 5 average rating, 91 reviews

Cabin w/Pond, Fire Pit, Boat Ramp & Hunting Access

Perfect location for your next lake adventure! Nestled in Plum Point, a peaceful neighborhood at Enid Lake, with a boat ramp just around the corner and trails leading to a sandy beach you can access on foot. Enjoy coffee on the deck overlooking the 3-acre private pond. The property features a fire pit with Adirondack seating and is directly connected to Corps of Engineers land-offering access to hundreds of acres to hunt. A true hunter’s paradise, whether you’re fishing, paddling, or unwinding.

Guest favourite
An inviting living area is presented, featuring a comfortable gray sofa facing a white brick fireplace beneath a wall-mounted television. Shelves on either side of the fireplace display decorative items. A natural fiber rug covers the floor, complementing the wood-style flooring.
Home in Pope
4.97 out of 5 average rating, 32 reviews

Newly Renovated Near Enid Lake

Relax with the family in this cozy country house or bring your fishing buddies and enjoy nearby lakes with plenty of room to park a boat! This newly renovated house features an open floor plan with three bedrooms and two full bathrooms. Plenty of room to comfortably sleep 6-8 people. Located a mile from I-55, this property is an easy 30 minute drive to Oxford and an hour to Memphis. For visiting fishermen, it is only a few mins from Enid Dam, 20 mins from Sardis Dam, & 30 mins from Grenada Dam!

Guest favourite
The exterior of a single-story home is shown, featuring a metal roof and a front porch with seating. Nearby, a satellite dish is mounted. The home is surrounded by trees and a gravel driveway leads up to it, emphasizing its peaceful rural setting.
Home in Yalobusha County
4.89 out of 5 average rating, 19 reviews

Coffeeville getaway minutes from Grenada lake

Looking for a relaxing getaway near outdoor adventure? You have found it! Just minutes from Grenada Lake and only 30 minutes from Oxford/Ole Miss. This recently remodeled home features three bedrooms and two bathrooms with plenty of space for family and friends. Enjoy a fenced-in, pet-friendly backyard, covered parking, and a spacious back porch perfect for grilling and unwinding after a day at the lake. Gas heat, stove, and grill included—everything you need for a comfortable weekend escape.

Guest favourite
A welcoming living area features two striped armchairs, a wooden side table, and a comfortable sofa. A large TV is positioned on a wooden stand, while natural light enters through a window. A barn-style door leads to another room, enhancing the cozy atmosphere.
Home in Pope
5 out of 5 average rating, 18 reviews

“The Spinney” at Enid Lake

Your cozy getaway awaits on Enid Lake at “The Spinney”. Just steps away from Wallace Creek Campground, approx. 0.5 miles to McCurdy Point boat ramp and 1 mile from I-55, The Spinney has the amenities and location to be a fisherman’s dream! With 3 full beds in 2 bedrooms, as well as a sofa bed, this cozy property offers a comfortable stay for guests. Whether your visit entails water experiences on the lake or exploring amenities in the area, we hope you enjoy what The Spinney has to offer.

Superhost
A single-story home presents a classic brick façade with a prominent garage. The well-kept yard features neatly trimmed shrubs and lush greenery. The driveway leads to the garage, providing ample parking space. Large windows allow natural light to enter the living spaces.
Home in Clarksdale
4.72 out of 5 average rating, 183 reviews

Down Home Southern Charmer

This is the home that my sister and I grew up in with our parents and younger brother, who have passed on. We love our home, and are now opening it up to guests from anywhere in the world who want a comfortable place to stay while visiting the Mississippi Delta. Available to our guests are a centrally heated and cooled home with two bedrooms, a living/dining room, a family room with TV and Internet, two bathrooms, a kitchen, washer and dryer, and a garage. And, we just put in new floors!

Superhost
A comfortable living area features a sectional sofa adorned with decorative pillows. A stylish rug in a warm yellow hue covers the floor, complemented by a standing lamp next to a small side table. Natural light enters through yellow-curtained windows.
Home in Grenada
4.88 out of 5 average rating, 8 reviews

Serene Countryside Escape

Welcome to The Serene Countryside Escape. We are so excited to have you stay at our newly renovated retreat. Our charming home offers 3 spacious bedrooms and 2 full bathrooms, providing the perfect setting for relaxation and comfort. Whether you’re here for a peaceful getaway or to explore the beauty of the countryside, we hope you feel right at home.Feel free to make use of all the amenities, unwind in our cozy living spaces, and enjoy the tranquility of the surrounding area.

Guest favourite
Tiny home in Enid
4.91 out of 5 average rating, 33 reviews

Jason and Vicki's Love Shack

This unique place has a style all its own. Filled with local art. The Love Shack is located in beautiful Tallahatchie County, and about an hour from Memphis. Only a half hour drive to Oxford and Ole Miss. Overlooks our 40 acre property and 3 acre pond. It has is own private entrance and parking area. Like the song from the B52's--- Well it's set way back in the middle of a field, Just a funky old shack and I gotta get back.

Superhost
A spacious great room features two light-colored leather sofas and a wooden coffee table positioned on a textured area rug. Warm wood accents are complemented by a large ceiling fan and natural light from the windows. A dining table is visible in the background.
Cabin in Pope
4.89 out of 5 average rating, 85 reviews

Cheerful & Modern 3 bedroom Cabin with Fire Pit

Have fun with the whole family at this stylish place. Nestled amongst the trees, and just a short walk to Enid Lake, Enjoy your peaceful stay in this quiet modern cabin. Have fun fishing in the ponds, float out on the lake, or roast some smores in the fire pit in the backyard. A great location to escape the hustle and bustle of the city, or take a short day trip to Jackson or Memphis. Ole Miss is a 38 minute drive away.

Top Guest favourite
The living room features a comfortable gray couch and a mid-century modern chair, positioned near a coffee table. A flat-screen television is mounted on the wall, while a small plant adds a touch of greenery. Natural light enters through the window, which has wooden blinds.
Condo in Oxford
4.87 out of 5 average rating, 388 reviews

Oxford Square Condo! Perfect Location!

Cozy and stylish condo just one block from the Square! Perfectly located for exploring Oxford’s boutique shops, incredible dining, and treasured local attractions, this charming space blends comfort, convenience, and the unique character of small-town Southern life. Ideal for couples, solo travelers, or business guests, the condo provides a peaceful retreat stocked with all the essentials for a relaxing stay.

Superhost
The exterior of a brick home is presented, featuring a wide porch with several chairs. A well-maintained yard is visible, accompanied by bushes and trees that provide shade. The driveway leads to a garage, partially obscured by foliage, maintaining the serene environment of the property.
Home in Grenada
4.86 out of 5 average rating, 22 reviews

Little Sister's Place

Peaceful 3-bedroom, 2-bath brick home near I-55 and downtown Grenada. Includes a full kitchen, formal dining room, two living areas, high-speed Wi-Fi, and free parking. Relax on the back deck or fire up the BBQ grill in the spacious yard. Ideal for families, professionals, and travelers seeking comfort and convenience in a quiet, tree-lined neighborhood.

Top Guest favourite
A spacious living area features a sectional sofa with decorative pillows and a plush chair, oriented towards a coffee table. Natural light enters through large windows, adorned with sheer curtains. A dining area is visible in the background, accommodating a round table with seating for four.
Home in Courtland
4.96 out of 5 average rating, 52 reviews

Cuckoos Nest

Traveling nurses and out of town construction workers are welcomed. Enjoy a stylish experience at this centrally-located place. A 45 minute to an hour drive to Memphis, Tennessee, and 25 minutes from Oxford, Mississippi. this home is not only beautiful, but very relaxing.

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