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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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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, 296 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 newly remodeled farmhouse is presented under gentle morning light, with a spacious covered porch featuring multiple seating areas. The building's exterior is accented by white paneling and greenery surrounding the landscape, creating a tranquil rural setting.
Farm stay in Ooltewah
4.93 out of 5 average rating, 259 reviews

Twin Oaks Farmhouse

Newly remodeled 1950s Farmhouse, Complete with 3 bedrooms & 2 full bath. The perfect getaway from the City that comfortably sleeps 5 guest. Amazing view from the large covered back porch with access to 6 acres. Large tile shower in the master bedroom & deep soaking tub in the guest bath. All new appliances & access to washer/dryer. Enjoy all seasons on the covered porch with outdoor furniture and TV. Only 5 min from Howe Farms Venue & 22 min from Chatt airport. House does sit on a busy highway!

Top Guest favourite
A modern living area is highlighted by large windows offering views of the surrounding trees. A soft sectional couch is paired with a cozy blanket and a stylish chandelier hangs above. The adjacent kitchen features sleek cabinetry and a minimalist design, enhancing a welcoming and stylish ambiance.
Cabin in McDonald
4.97 out of 5 average rating, 206 reviews

Modern Cabin Retreat * King Bed * Near Chatt

This Eco-Luxe Cabin is modern relaxation. Close to Cleveland, Ooltewah, and Chattanooga, this cabin is perfect for couples, solo adventurers, business travelers and small families. Enjoy a King bed with luxury bedding, top-notch kitchen appliances, and high-speed Internet for remote work. Immerse in tranquility at this extraordinary eco-friendly construction cabin. Points of Interest: Southern University ~ 8 mins Ooltewah (shops and restaurants) ~ 10 mins Chattanooga ~ 30 mins I-75 ~ 10 mins

Guest favourite
Cottage in Cleveland
4.95 out of 5 average rating, 175 reviews

Cottage in Cleveland, TN.

Unwind, relax and enjoy peaceful countryside living in this cute updated 1 bedroom, 1 and 1/2 bath cottage overlooking beautiful grasslands and running creek. Two queen beds in upstairs master, and sleeper-sofa downstairs offer sleeping for six. Easy 30 minute drive to downtown Chattanooga. Plenty of local activities await you nearby from the Ocoee and Hiwassee Rivers for all water attractions. Less than five miles to Lee University, OCI, businesses, and all that Cleveland has to offer.

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, 107 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, 224 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
The living and dining area features polished concrete floors with a large area rug. Two leather couches and a loveseat provide comfortable seating. A wooden dining table with chairs is positioned nearby, and a flat screen TV is mounted on the wall, enhancing the space's functionality.
Apartment in Benton
4.97 out of 5 average rating, 220 reviews

Ocoee Landing, ON the river, clean, quiet, fun!

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.
Guesthouse in Cleveland
4.95 out of 5 average rating, 184 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
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, 113 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 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
4.96 out of 5 average rating, 113 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.

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, 176 reviews

Lookout Tower On River~Rooftop Deck~Hoist Basket!

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, while at the same time enjoying most of the comforts of home. You will have access to a motorized hoist basket, to bring all your belonging up!

Top Guest favourite
An aerial view captures a spacious property with a well-maintained lawn and mature trees. The house features a charming stone exterior and a covered porch, while a gravel path leads to the entrance. An outbuilding is visible in the background, surrounded by open green fields.
Apartment in Charleston
4.99 out of 5 average rating, 115 reviews

Cardin Manor

A cozy one bedroom/one bath apartment located in a nice quiet neighborhood just 6 miles from Cleveland. Not too far from Lee University, shopping, and restaurants. Centrally located for visits to Pigeon Forge, Gatlinburg, and Chattanooga. Or a quiet place to come home to if you're traveling on business. Smoking is prohibited inside the apartment.

Popular amenities for Charleston holiday rentals

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