Holiday rentals 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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Guest favourite
A rustic cabin is shown with a green metal roof and wooden façade, complemented by a wraparound porch featuring a set of stairs. Gravel surrounds the cabin, and two large trees provide shade in the foreground.
Home in Oakland
4.92 out of 5 average rating, 116 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
The exterior of the home is highlighted by a well-maintained brick facade and a welcoming porch, framed by lush greenery. Two front-facing windows allow natural light to illuminate the interior, while the surrounding lawn offers ample space for outdoor activities.
Home in Pope
5 out of 5 average rating, 13 reviews

Near Enid Lake & Ole Miss

Newly updated 3 BR 2.5 BA home w/ all new beds/bedding, updated furniture/amenities for a comfortable stay. Included: AC/heat, WiFi, wash/dryer, iron and board. Carport for parking along with room for boat/trailer parking. You'll feel at home while you're traveling in north Mississippi. Great location just off I-55 & within an hour of the Memphis International Airport. Close to Enid, Sardis and Grenada Lakes for the fisherman/outdoors fans. Sports fans only have a 35+- minute drive to Ole Miss.

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
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, 16 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.

Top guest favourite
The living area features a turquoise sectional sofa complemented by a matching area rug. A modern recliner and a large TV are positioned for comfort and entertainment. Natural light enters through multiple windows, enhancing the space's brightness and inviting ambiance.
Apartment in Oxford
4.97 out of 5 average rating, 120 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 wooden cabin nestled among trees features a covered porch with a sturdy railing. A fire pit surrounded by four blue chairs is located in the foreground, while the lush green grass provides a natural setting. The warm light enhances the inviting appeal of the outdoor space.
Cabin in Pope
5 out of 5 average rating, 9 reviews

The Angler at Enid Lake

The Angler is tucked into the woods .5 miles from McCurdy campground at Enid Lake, 2 miles to I55 and 40 minutes to Oxford- the perfect location! Our 3-bedroom cabin is THE spot to enjoy both lake life and Mother Nature. The cozy space features 1 queen bed, 1 full bed, and 2 twin beds in the coolest loft space. With amenities like Wifi, a wraparound porch, board games or cards in the cool AC , guests can relax and unwind after a day on the lake! The Angler is a peaceful refuge.

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
4.86 out of 5 average rating, 7 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.

Top guest favourite
A bright living area is presented, featuring a large flat-screen television mounted on the wall and a comfortable white sofa. A coffee table and stylish side tables complement the space, while ceiling fans add ventilation. French doors lead to a balcony that offers views of greenery.
Apartment in Oxford
4.92 out of 5 average rating, 118 reviews

A New Luxury Oxford Condo Close to Everything!

Newly Renovated Building in Oxford’s HOT Rowandale Village! Experience the best of Oxford in this newly renovated building, ideally located in the vibrant Rowandale Village. Enjoy fantastic amenities like pools, pickleball courts, volleyball, and more! Best of all, you're just minutes away from the Square and Ole Miss Campus, putting you in the heart of all the action. This property is located on the third floor and does not have elevator access.

Guest favourite
Tiny home in Enid
4.9 out of 5 average rating, 31 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, 81 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.

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
4.88 out of 5 average rating, 16 reviews

Coffeeville getaway minutes from Grenada lake

Looking for a little getaway not far from some outdoor adventure? This is for you! Minutes from Grenada lake; and only 30 minutes from Oxford/Ole Miss. Three bedrooms and two bathrooms. fenced inlet friendly backyard. Covered parking. Great for a weekend getaway to head to the lake for some fishing and sight seeing. Gas heat, stove, and grill. Great back porch for grillin and chillin. Recently remodeled.

Top guest favourite
The historic house is depicted in soft evening light, showcasing an inviting front porch with a swing and decorative columns. Lush greenery and well-maintained flower beds frame the front yard, while the surrounding neighborhood is visible in the background.
Home in Water Valley
4.99 out of 5 average rating, 103 reviews

The Cedars 1863 Guesthouse

My place is close to Downtown, walking distance to the shops, banks, coffeehouses and restaurants. You’ll love my place because it was built in 1863. Whether you are relaxing on the front porch swing, eating a snack on the veranda or maybe just meditating on the back porch, my place offers a quiet place to unwind. My place is good for couples, solo adventurers, and business travelers.

Popular amenities for Charleston holiday rentals