Holiday rentals in Charleston

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Top-rated holiday rentals in Charleston

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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, 283 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 spacious living area features large windows allowing natural light. A comfortable couch is adorned with throw pillows, and a dining table is positioned nearby. The kitchen counter showcases a modern faucet, blending functionality with a welcoming design.
Camper van/Motorhome in Calhoun
4.9 out of 5 average rating, 105 reviews

The RV @ Chestuee Creek • 6 Guests • Pet Friendly!

Welcome to the RV @ Chestuee—a fully hooked-up modern camper on our 18-acre homestead, close to the Hiwassee and Ocoee rivers, and a short walk to our private creek! With covered porch, firepit, hiking trails, proximity to town, and fast Wi-Fi, we cater to nature lovers without sacrificing convenience! Kids love our modular bunk room and visiting with our friendly farm animals! Great for aspiring homesteaders, family fun, trips to Chattanooga, overnight stops, remote work and couples retreats!

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, 194 reviews

Eco-Luxe Cabin Getaway | King Bed | Near Chatt

Millhaven Retreat Eco 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 Cambridge Square (shops and restaurants) ~ 10 mins Chattanooga ~ 30 mins

Top guest favourite
A spacious living area features a modern brown sofa positioned in front of a wooden coffee table. Two decorative wall art pieces are mounted above the sofa, and a soft light emanates from a stylish floor lamp. A potted plant adds a touch of greenery.
Home in Cleveland
4.95 out of 5 average rating, 114 reviews

The Hepburn House

Upgraded king bed: Corporate rentals & travel nurses welcome. The Hepburn House, a charming one bedroom several blocks from Lee, is a short walk to the Greenway, coffee, bakery, and shops. 20 minutes from the Ocoee River, you're near Class IV whitewater for rafting, hiking, beautiful gorge drives and more! The HH is uniquely decorated for comfort and warmth. Our fully equipped kitchen provides all that you need should you forego dining at the best local restaurants less than 1 mile away.

Guest favourite
A cozy living room features a dark gray sofa and two black armchairs. A light area rug sits under a coffee table, and a television is placed on a dark wooden cabinet. Natural light enters through two arched windows, enhancing the space.
Cottage in Cleveland
4.95 out of 5 average rating, 169 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, 100 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 .

Guest favourite
An open-concept studio space is showcased with a large, cozy bed set behind room divider curtains. An inviting seating area features a vintage-style armchair, a pouf, and a dark sofa, with a decorative coffee table in the center. Natural light illuminates the warm color palette.
Guest suite in Cleveland
4.97 out of 5 average rating, 223 reviews

Tranquil Wooded King Bed Suite Close to Everything

Make the most of your next visit to Cleveland with this centrally-located, peaceful, easy guest suite as your home-base. The space is a thoughtfully furnished, well-equipped lower level of a home in a wooded, quiet, well-established North Cleveland neighborhood. Enjoy easy street parking, a private entrance, and contactless check-in. A perfect set-up for visiting your Lee student(s), checking out nearby Chattanooga or Knoxville, or adventuring at renowned Chilhowee/Ocoee recreation areas.

Guest favourite
A bright living area is characterized by warm wooden floors and soft grey walls. Comfortable seating includes a brown leather couch and two blue armchairs. Large windows allow natural light to brighten the space, complemented by decorative curtains. A wooden desk and chair are positioned beside a potted plant.
Home in Cleveland
4.96 out of 5 average rating, 155 reviews

Charming and Cute Historic Downtown Home

When booking our home, you will get a conveniently located simple place to unwind. This charming historic home is a 2 bedroom 1 bath house located blocks from Lee University in the Historic District of Cleveland. It is 40 minutes to the Ocoee White Water Center, 35 minutes to downtown Chattanooga, 1 hour to Blue Ridge, GA. There is a fully stocked kitchen, front porch, back deck patio with fire pit and privacy fence for the pups. Snacks and waters are available upon arrival as well.

Guest favourite
A cozy queen size bed is adorned with soft white linens and decorative pillows, set against a floral accent wall. Natural light filters through a window with light curtains, while a woven pendant light adds warmth to the room.
Guest house in Cleveland
4.88 out of 5 average rating, 173 reviews

The Golden Lady carriage house. *Noon Checkout*

This unique loft style place has a style all its own. Small but mighty, the Golden Lady is full of comfort and little extras. Located in a safe area 5 minutes from Lee University. Enjoy the cute little coffee shops of old town Cleveland or drive to the Hiwassee or Ocoee River for an adventure. This space is perfect for a short stay or a longer stay. The comfortable queen size bed has storage space underneath and a 45 inch TV and everything you would need for an enjoyable stay.

Top guest favourite
Flat in Benton
4.97 out of 5 average rating, 209 reviews

Ocoee Landing, outdoor fire, clean, comfy, 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!

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, 348 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
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, 110 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