Vacation rentals in Charleston

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Charleston

Guests agree: these stays are highly rated for location, cleanliness, and more.

1 of 1 pages1 / 1
Top guest favorite
Cabin in Collace
4.97 out of 5 average rating, 119 reviews

Fairygreen Cabin at Dunsinnan Estate

Stunning cabin on Dunsinnan Estate. Re-connect with nature, explore the Scottish countryside, relax in your very own outdoor bath and have a moonlit drink by the fire pit. Switch off and enjoy Perthshire at its best. Designed by Edinburgh architects, the Cabin at Fairygreen is a little slice of heaven you won’t want to leave. If you don’t find your desired dates available - checkout our sister property, also on Dunsinnan Estate - Macbeth’s Bothy - as featured in The Times. Follow us @dunsinnan

Top guest favorite
The exterior of the cottage is presented in a whitewashed finish with a gray slate roof. Large windows framed in blue allow natural light to enter the interiors. A gravel area surrounds the building, accented by planters with greenery and flowers.
Cottage in Lundie
4.99 out of 5 average rating, 102 reviews

Sunnyhall Bothy- A Little Gem

Sunnyhall Bothy is a newly refurbished one-bedroom gem located in the rolling countryside by the Sidlaw Hills. Originally built in 1874 and refurbished to a high standard, this charming cottage provides rural bliss for two people with a king-size master bedroom; large luxurious shower room; fully fitted kitchen; and the wood burning stove in the living room is just the place to relax after a long day out. This beautiful property is the ideal place to relax and enjoy the peace and tranquility.

Guest favorite
A wooden gate with a sign labeled 'Treehouse' opens to a path leading through lush greenery. Tall trees surround the entrance, with the Treehouse visible in the background, nestled among the branches and foliage.
Treehouse in Letham
4.95 out of 5 average rating, 123 reviews

Real Fairytale Treehouse

Set within the grounds of Fernie Castle a beautiful authentic Treehouse with 6 living Trees growing and thriving. Equally beautiful in all seasons especially winter being so very cozy, it is fully heated with lots of hot water for the freestanding bath for two. With all the amenities of a 5 star bedroom, a large freestanding bath on the second floor with a small balcony with views to the stunning countryside it does indeed feel like a fairytale just remember to bring your favourite bubbles...

Top guest favorite
A charming exterior view of the Woodside Retreat features a large window with multiple panes, surrounded by smooth stone walls. Two potted plants sit beneath the window, adding greenery to the entrance. A brick pathway leads to the property, creating an inviting approach.
Cottage in Fowlis
4.96 out of 5 average rating, 312 reviews

Woodside Retreat with Garden

Woodside Retreat is in a fantastic relaxing village location in Piperdam. It is a lovely, newly furbished, fresh, bright property with a private garden nestled beside woodland and located in the countryside. It is the perfect place to relax and recharge or explore and enjoy the areas nearby. Situated in Scotland beside Piperdam Golf Course, Dundee, and within easy travelling distance of Edinburgh, St Andrews, Dunkeld, Perthshire. We are dog friendly and can accommodate one house trained dog.

Top guest favorite
A wooden railing frames a scenic view of the Tay estuary, showcasing calm waters reflected under a cloudy sky. In the distance, a bridge spans the river, integrating nature and structure in a tranquil setting.
Condo in Fife
4.99 out of 5 average rating, 260 reviews

The Waterfront

Overlooking the Tay estuary this stunning flat has views to take your breath away. A patio, a deck, and a quirky waterfront garden create an idyllic paradise. A luxe new shower room and stylish bedrooms create a unique holiday spot. Enjoy dinner on the deck or walk to excellent neighbouring restaurants. This newly launched flat from the 1860s is recently refurbished. It is close to Dundee and St Andrews and on the fife coastal path. A golfers paradise. An hour to the Cairngorms or Edinburgh.

Top guest favorite
An aerial view captures the modern structure nestled along the coastline, surrounded by natural beauty. The exterior features a combination of wood and glass, highlighting outdoor terraces. The green garden harmonizes with the rugged cliffs and rocky shores in the background, showcasing the stunning seaside location.
Dome in Auchmithie
5.0 out of 5 average rating, 241 reviews

The Edge - Amazing 140-foot" Cliff Top Views

The Edge provides panoramic views of the North Sea hidden away in the village of Auchmithie, a true Scottish Gem. This stunning location is the perfect back drop to explore Angus, Aberdeenshire, Dundee, Perth and Tayside, whether its golfing in Carnoustie or St Andrews, Hiking in the Glens or visiting the new V&A museum, we are the ideal base to adventure or just kick back in the hot tub and relax listening to the sea. Be sure to book into the But 'n' Ben, Auchmithie's five star restaurant.

Top guest favorite
A warm atmosphere is created by a wood-burning stove set against a stone feature wall. The alrge, rustic wooden shelf above holds framed botanical prints, while wooden armchairs frame the cozy seating area. A floor lamp enhances the inviting ambiance and illuminates the space.
Cottage in Abernyte
4.94 out of 5 average rating, 113 reviews

Honeysuckle - pet friendly with private hot tub

Romantic and cosy detached cottage for 2 with cabin vibe and private Hikki hot tub, on a tiny farm. Enclosed patio to the west catches the last of the evening sun. 1 dog welcome. Plenty of walking on site + shared sauna, tennis and wellness area. Panoramic views. Located between Kinnaird and Abernyte, near Inchture and 20 minutes from Perth or Dundee city centres. Well located for local wedding venues. Car essential, Outfield Farm has 2 further holiday cottages to rent and 3 cabins.

Top guest favorite
Farm stay in Dundee
4.98 out of 5 average rating, 130 reviews

Carmichael Farmhouse - Family and dog friendly

Carmichael Farmhouse is a stunning and comfortable, renovated farmhouse set at the heart of a Scottish berry, cattle and arable farm, close to Dundee and Perth. - Sleeps 8 adults, 2 kids and up to 3 dogs - We have a large enclosed garden with decking area, outdoor furniture, BBQ swings, sandpit area and ping pong shed - Family & dog friendly, with playroom & dog room in the farmhouse. - Plenty space for kids and dogs to run around. Fantastic home to gather together family & friends.

Guest favorite
A well-equipped kitchen features a sink beneath a window framed with a checkered valance. Fresh flowers are displayed on the windowsill, complementing the rustic brick backsplash and wooden countertop. Wall art in frames adds a decorative touch to the inviting space.
Cottage in Fife
4.95 out of 5 average rating, 264 reviews

Craig Cottage | 3BR Tayport Near St Andrews

Craig Cottage is a beautifully renovated traditional stone-built home in the heart of Tayport, offering character, comfort and a fantastic base for exploring Fife and the East Coast of Scotland. Built in the mid-1800s, the cottage combines period charm with modern practicality, making it ideal for families, couples, golfers or anyone looking for a relaxed coastal stay. Positioned just minutes from the harbour and within easy reach of Dundee, St Andrews and Carnoustie.

Top guest favorite
Castle in Dollar
4.98 out of 5 average rating, 225 reviews

The Great Hall, Dollarbeg Castle

This 2 bedroom apartment is the beautifully converted former Great Hall of Dollarbeg Castle. Built in 1890, Dollarbeg Castle was the last gothic baronial style building of its type ever built. Beautifully restored in 2007 to the very highest standards, it was converted into 10 luxury properties, one of which is a conversion of the original "Great Hall" with its vaulted ceiling and majestic views across the formal grounds towards the Ochil Hills in the distance.

Top guest favorite
A striking stone structure is observed spanning over the River Ardle. The unique architecture features turrets and arched bridges, surrounded by lush greenery. The clear blue sky enhances the picturesque scene, reflecting the serene, rural setting in which the home resides.
Castle in Ballintuim
4.91 out of 5 average rating, 690 reviews

The Bridge House, Unique 2 bedroom home on bridge!

If your looking for something a little different then The Bridge House might be just for you! My unusual 2 bedroom home was built on a bridge spanning the River Ardle in 1881. Charming original features including stone spiral stairs, traditional Scottish timber clad walls, stone/pine flooring and even a privy directly over the river below! Recently renovated. Quiet, peaceful and rural location. Pretty views from every window. Sauna. Category A listed.

Top guest favorite
Townhouse in Dundee City
4.97 out of 5 average rating, 31 reviews

Cozy Home | FREE 2-Car Parking | Private Garden

Welcome to our cozy home in Dundee! It has a private garden and parking for two cars. Ideal for four people—families, couples, or friends. Located just off the A90 (Kingsway), it's just a 10-minute drive from the city center and 20 minutes from the seafront. Discover restaurants, cafes, shops, the V&A Dundee, or take a scenic walk. St. Andrews is 30 minutes away. A peaceful base for relaxing and exploring Dundee and the Scottish coast.

Popular amenities for Charleston vacation rentals