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Holiday houses in Charleston

Find and book unique accommodation on Airbnb

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
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, 266 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, 219 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

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, 114 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 tiny house with a sloped roof is set against a colorful sunset sky, featuring shades of orange and pink. A wooden deck extends from the house, complemented by surrounding greenery and a stone pathway leading to it.
Tiny home in Delano
4.98 out of 5 average rating, 103 reviews

Peaceful Tiny Home with Scenic View

Your Private Mountain Sanctuary Awaits Escape to a cozy tiny house on 30 walkable, private acres in southeast Tennessee with breathtaking Appalachian Mountain views. The perfect romantic retreat for couples craving both adventure and tranquility. Why You’ll Love It: ∙ 🌄 Sweeping Appalachian Mountain views ∙ 🌲 30 private, walkable acres to explore ∙ 💑 Intimate, romantic atmosphere ∙ 🥾 Hiking, waterfalls & scenic drives nearby ∙ 🔇 Total seclusion — unplug and recharge

Top Guest favourite
Two red plastic chairs are positioned on a concrete patio, facing the serene Ocoee River. The river's calm waters reflect the surrounding trees, providing a peaceful setting for relaxation.
Apartment in Benton
4.97 out of 5 average rating, 231 reviews

Ocoee Landing, ON the river, clean, cool space!

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, 188 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.

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
4.93 out of 5 average rating, 151 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, 126 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, 116 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, 188 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
A fire pit is centered within a stone patio, surrounded by two black outdoor chairs. In the background, a cabin features large windows displaying warm light, while string lights hang overhead, adding a cozy ambiance to the outdoor space.
Cabin in Blue Ridge
4.96 out of 5 average rating, 131 reviews

REhaus | Couples Retreat | Near DT | Dogs Wlcm

Escape the everyday and rediscover what truly matters at our cozy, secluded cabin in the stunning Blue Ridge Mountains. Perfectly designed for couples, this intimate hideaway offers everything you need to reconnect, rekindle, and renew your relationship. This cabin isn’t just a getaway—it’s a place to rebuild and restore your bond, to make new memories, and to leave feeling more connected than ever.

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, 118 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