Holiday rentals in Charleston

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Top-rated holiday rentals in Charleston

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Top guest favourite
The exterior of the duplex is shown with a brick facade and green shutters. A concrete driveway leads to the entrance, and flowering bushes are positioned along the front. The scene is set against a colorful sunset sky.
Townhouse in Cleveland
4.87 out of 5 average rating, 291 reviews

Modern Comfort Getaway. Recently updated.

Enjoy a getaway at this conveniently located duplex in Cleveland, Tennessee. Wake up and have your coffee in the comfort of the cozy kitchen or step outside beside the creek and savor the smell of chocolate from the nearby M&M/Mars factory. Located just 3 miles from Lee University, less than a mile from I-75, 13 miles from whitewater rafting, and within minutes to lots of shopping and restaurants, this duplex could not be in a better location. July 2024- new LVP, paint, some furniture updates

Top guest favourite
A cozy living room is highlighted by a comfortable sofa adorned with decorative pillows. A wooden coffee table sits in front, complementing the rustic wood paneling of the cabin. A ceiling fan provides air circulation, while a wooden wardrobe adds to the cabin's charm.
Cabin in Calhoun
4.98 out of 5 average rating, 104 reviews

Cozy Cabin all new everything .

Take it easy at this unique and tranquil getaway. One of a kind Custom built log cabin home . Everything is brand new appliances, furniture, electronics, sheets towels. Totally remodeled inside and out . No expense spared to make your stay as comfortable and enjoyable as possible. This is your perfect get away from the hustle and bustle of life. Enjoy your first cup of coffee in your rocking chair on the front porch. Totally secluded but close enough to popular attractions . Come and enjoy .

Top guest favourite
A rustic, renovated horse barn features wooden siding and a welcoming front porch. Two red doors provide a striking contrast, while large windows invite natural light. The gravel driveway extends toward the entrance, surrounded by lush greenery and planters, enhancing the inviting exterior.
Barn in Delano
4.97 out of 5 average rating, 223 reviews

The Barn at Frog Hollow Main Floor Unit

Rustic living at its finest! Wake up to panoramic sunrises over the Cherokee National Forest, view millions of stars at night or plan to catch a full moon rising over the mountains. Located in a quiet farming community, this renovated horse barn features two comfortable bedrooms, kitchen, bath and laundry rooms, expansive porches, grill, gazebo and fire pit. Bring your kayaks, rods & reels, hiking boots or a good book and enjoy what nature has to offer. Minutes to Hiwassee and Ocoee rivers.

Top guest favourite
Flat in Benton
4.97 out of 5 average rating, 213 reviews

Ocoee Landing, outdoor space, clean, comfy, nice!

Nestled along the serene Ocoee River, our charming home boasts 230+ feet of river frontage, offering a tranquil retreat. Featuring a cozy living room, 2 bedrooms, a full bath, and a kitchenette. A short 200-yard stroll leads you to a riverside haven with a pavilion, fire pit, and the embrace of nature. Enjoy private parking and proximity to dining, river outfitters, hiking trails, and world-class fishing nearby. Your perfect blend of relaxation and adventure awaits!

Guest favourite
The round cottage features a distinctive slate roof and large windows, providing expansive views of the lush, green surroundings. A wraparound deck with seating allows for outdoor relaxation, while landscaped stones lead to the entrance, enhancing the natural setting.
Guest house in Cleveland
4.95 out of 5 average rating, 183 reviews

Fairytale Cottage on Private French Country Estate

Welcome to Laurel Park, a gated fairytale retreat tucked beside Candies Creek in a peaceful valley, yet minutes from downtown Cleveland, TN. Enter through the French Country Estate electronic gates and follow the scenic drive into a private cottage where time slows and magic feels real. Perfect for romantic escapes, honeymoons, princess parties, and soul-restoring getaways—The Cottage at Laurel Park invites you to unplug, unwind, and believe in a little magic.

Top guest favourite
The cabin features a rustic wooden exterior, surrounded by lush greenery. An American flag decorates the porch, where two adirondack chairs are positioned. A stone pathway leads up to the entrance, inviting guests into the serene setting.
Cabin in Athens
4.95 out of 5 average rating, 130 reviews

The Historian: Papaw’s Letter

Welcome to our cozy cabin retreat in the heart of East Tennessee! Nestled in a serene small town, this charming two-bedroom cabin offers a peaceful escape from the hustle and bustle of everyday life. With two comfortable beds, it's the perfect accommodation for a family or a group of friends seeking a relaxing getaway. Book your stay now and experience the tranquility, natural beauty, and excitement of our East Tennessee cabin. We can't wait to welcome you!

Top guest favourite
A hot tub is situated on a covered deck, surrounded by vibrant autumn foliage. Trees in shades of orange, red, and yellow frame the serene view, while the bubbling water reflects natural light.
Cabin in Reliance
5 out of 5 average rating, 103 reviews

Lost Creek Cabin 1 (the Powdershack)

Come and relax in the hot tub and enjoy the mountain views! Cozy, mountain-top cabin with a spacious open-air deck and covered porch. Fully stocked kitchen, comfy queen-sized bed with fluffy blankets and premium soft cotton sheets, 360°-rotating, oversized smart TV that can be enjoyed sitting on the comfy loveseat or cuddled up between the covers, that's the biggest decision you'll have. Full private shower and separate vanity. NOT PET FRIENDLY...

Top guest favourite
A round shelf displays an assortment of Star Wars collectibles, including action figures and models. A warm light illuminates the middle section, enhancing the display. The wall features framed movie posters, adding character to the room.
Home in Cleveland
4.95 out of 5 average rating, 349 reviews

Brick & Saber House |Star Wars, Lego & Nurse Charm

The house is just 2 miles away from the interstate, restaurant, movie theater & shopping. Off of the main road in a quiet older subdivision. Great stop over if traveling I-75. The Ocoee River & Cherokee National Forest are within 20 minutes driving. The bathroom is just outside the bedroom. The bed is queen size. Lee University is 5.7 miles away. Omega Center International is 4.8 miles away, both are easy to get to. Coffee/tea available anytime.

Top guest favourite
The lookout tower rises above a vibrant landscape, surrounded by brilliant autumn foliage. The structure is constructed from two shipping containers, showcasing large glass walls that invite natural light and provide views of the scenic wilderness.
Tower in Blue Ridge
4.99 out of 5 average rating, 157 reviews

60ft Tall Lookout Tower! On River~Rooftop Deck

Welcome to River Forest Lookout, a one-of-a-kind off-grid oasis perched on 14 acres of secluded land deep in the enchanting Cohutta Wilderness. This destination offers an extraordinary opportunity to immerse yourself in the beauty of remote, mountain nature at its absolute finest. We are about a 30 to 35 minute drive from the city of Blue Ridge. We are now offering guided trout fly fishing on our waters! If interested, please inquire.

Top guest favourite
A charming kitchen area features a rustic wooden cabinet filled with crafted dishes. Intricate blue-tiled archways frame a decorative alcove, highlighting a traditional cooking space. The adjacent stone fireplace, surrounded by warm, earthy tones, adds a cozy element to this inviting room.
Home in Chickamauga
4.98 out of 5 average rating, 119 reviews

Natsukashii Haus -Ghibli tribute

In Japanese Natsukashii means something akin to nostalgia, like a fond childhood memory. And for many of us, the Ghibli films that inspired this space are the embodiment of that feeling. From the moment you step through the door of this one of a kind space, you'll feel the love our artists put into it! Sleep in Howl’s bedroom or Totoro’s nook and relax in our authentic Japanese soaking tub! Come stay and let us spirit you away!

Top guest favourite
The modern cabin is situated on a hillside, featuring large windows that reflect the warm hues of a sunset. Surrounding trees display fall foliage, enhancing the scenic landscape against distant mountains.
Cabin in Old Fort
4.97 out of 5 average rating, 187 reviews

2BR Cabin • Hot Tub • Mountain Views • 2 King Beds

Spacious 2-bedroom ridge cabin with sweeping mountain views. Designed for two couples or a small group, with two private California King bedrooms (each with its own private bathroom) and shared living space that makes gathering easy. Enjoy a private hot tub, indoor fireplace, full kitchen, and a deck built for sunset evenings. Adventure nearby, privacy when you return. Designed for gathering without sacrificing comfort.

Top guest favourite
A private dock overlooks the serene Hiwassee River, with two blue adirondack chairs positioned for relaxation. The surrounding landscape features rocky outcroppings and lush greenery, reflecting calmness and seclusion in a tranquil natural setting.
Home in Charleston
4.95 out of 5 average rating, 111 reviews

Berywood Hiwassee House

Lovely, relaxing & secluded river house. Perfect for a family getaway. Relax & unwind in our recently renovated, mid-century modern inspired home. If you like to fish, this is the perfect spot for you, as you have direct access to the Hiwassee River. Not a fisherman? Grab a book & relax on the private dock or sun porch. LIMITED INTERNET ACCESS. This is a great place to relax & unplug. The internet in the area is very slow.

Popular amenities for Charleston holiday rentals

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  2. United States
  3. Tennessee
  4. Bradley County
  5. Charleston