Vacation rentals in Charleston

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Top-rated vacation rentals in Charleston

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Top guest favorite
The open-plan space features high beamed ceilings and warm-toned Douglas Fir ply used for walls and furniture. A large wooden dining table is set centrally, complemented by a contemporary chair. Shelves display an assortment of books and decorative items, enhancing the cozy ambiance.
Apartment in Kirriemuir
4.93 out of 5 average rating, 102 reviews

Stable Studio at Airlie Castle

A bright and comfortable open-plan space on the first floor of the old stable block on the Airlie estate, in the spectacular Angus Glens. High beamed ceilings give a spacious feel to the main room. Everything here is made from Douglas Fir ply, including walls, floor and furniture. It'll feel very cosy here at night with the lamps lit, the wood fire and the large bed with feather pillows and wool blankets. The loo and bathroom are down 4 steps, please note no dividing door. Minimum stay 1 night.

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, 129 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 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, 263 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 open plan kitchen and dining area features a rustic wooden table surrounded by black chairs, positioned beside a large window with a view. Navy cabinetry complements the stainless steel appliances, while white walls and elegant light fixtures enhance the space's brightness.
Cottage in Newburgh
5 out of 5 average rating, 136 reviews

Luxury River View Farm Cottage + Dog Friendly

Enjoy stunning views over the River Tay from a luxury countryside base (35 mins to St Andrews & 50 mins to Edinburgh). Old Parkhill at Hyrneside is a beautifully restored 3 bed farm cottage, featuring a stylish open plan space, designer kitchen, wood stove and heated polished concrete floors. Relax in marble washrooms, one with a clawfoot bath, the other a walk-in shower. French doors open out to a courtyard dining area + pizza oven, fire pit and acres of farmland, forest + trails to explore.

Top guest favorite
A secluded retreat is nestled among vibrant yellow fields, with lush green hills and a rocky peak in the background. The white structure is surrounded by trees, showcasing an inviting rural landscape under a partly cloudy sky.
Guest suite in Brunton
4.99 out of 5 average rating, 81 reviews

Brunton Hill

Come and be rejuvenated in our beautiful, peaceful space - relaxing (luxuriously) in nature, with expansive views, leaving all your cares behind. Brunton Hill can offer you a quiet and very comfortable space to retreat, exploring the very local scenery, walking the dog or on bikes; or, as a base from which to visit St Andrews (16 miles) , Fife Coast and beaches, Dundee and the V&A (12 miles), Southern Cairngorms and Perthshire. For a bird’s eye view look up Brunton Hill Retreat on YouTube.

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 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.

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
4.93 out of 5 average rating, 115 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.

Guest favorite
An aerial view captures a sprawling town, with elegant buildings and green spaces interspersed. St Andrews’ historical architecture is visible, alongside expansive fields and distant hills, showcasing the town's unique blend of nature and historic structures.
Townhouse in Fife
4.97 out of 5 average rating, 186 reviews

Town House 200 yards from Old Course St Andrews

Large Town House uniquely located 200 yards from the 1st tee of the world famous Old Course, St Andrews. With six bedrooms, three large bathrooms, large reception lounge and great kitchen dining room, the house is an outstanding location for golf and St Andrews. There is a large secluded garden to the rear to enjoy and relax after golf or spending time in town. We also provide free parking for two vehicles. Groups of 4+ is additional - please book for the total number. Thank you.

Guest favorite
Home in Dundee
5 out of 5 average rating, 26 reviews

Flour Mill House, Pitkerro Mill

Flour Mill House at Pitkerro Mill is a beautifully restored 16th century mill conversion offering stylish, spacious accommodation near Dundee and Broughty Ferry. Blending historic character with modern comfort, this unique retreat features bright open living spaces, a private garden, patio area and games room, ideal for family stays, golf trips and group getaways. Perfectly placed for exploring the coastline, Dundee waterfront and some of Scotland’s most renowned golf courses.

Top guest favorite
Castle in Dollar
4.98 out of 5 average rating, 227 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.

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, 691 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 Council
4.97 out of 5 average rating, 34 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.

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