Holiday houses in Charleston

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Top-rated holiday rentals in Charleston

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Top Guest favourite
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, 105 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.

Top Guest favourite
Cabin in Collace
4.98 out of 5 average rating, 121 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

Guest favourite
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, 131 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 favourite
Apartment in Dundee
5 out of 5 average rating, 11 reviews

Luxury West End Apartment | Park & River Views

Welcome to The Royal Tay Apartment, a beautifully restored period home tucked away at the end of a quiet lane in Dundee’s prestigious West End. Original stained glass, high ceilings and an eco-fuel stove create a luxurious space. Enjoy River Tay views from the bay window, a king-size bed & private parking. Just a short stroll to Perth Road’s cafés, restaurants, bars, shops and supermarkets— a perfect blend of peace & convenience. Moments from Magdalen Green & the River Tay, it’s an ideal base.

Top Guest favourite
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 favourite
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 favourite
A charming entrance is visible with a set of stairs leading to a Shepards hut, surrounded by greenery. Potted plants and a small wooden table with two folding chairs create a welcoming outdoor space for relaxation.
Shepherd’s hut in Perth and Kinross
4.96 out of 5 average rating, 156 reviews

Cosy heated Shepard’s hut with beautiful views

A very comfortable, heated, beautifully appointed Shepards hut with stunning views over the Tay valley. An ideal location to relax, reconnect and explore the magic of Perthshire. We have ancient Caledonian woodlands for you to explore, full of incredible wildlife and a wild swimming pond for those looking for a cold water fix - look us up under cotwild The Shepards hut sleeps 2 adults & 2 children under 12yrs on a sofa bed sleeping bag. 2 well behaved dogs welcome.

Top Guest favourite
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 favourite
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, 692 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.

Guest favourite
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.

Top Guest favourite
A spacious farmhouse is set against a backdrop of lush green fields, with a beautifully textured stone exterior and a traditional slate roof. The conservatory is visible on one side, complemented by trees lining the property, and a clear blue sky adds to the serene landscape.
Home in Leuchars
5 out of 5 average rating, 16 reviews

Vicarsford Farmhouse

Welcome to Vicarsford Farmhouse! Nestled in the stunning Fife countryside, our peaceful and scenic retreat offers the perfect escape. Just 8 miles from the charming town of St Andrews and 4 miles from Dundee, our spacious house comfortably accommodates up to 10 guests. Whether you're here to relax, explore, or enjoy quality time with friends and family, we look forward to making your stay welcoming and memorable!

Top Guest favourite
A spacious terrace area is paved with light-colored tiles, featuring a dining table and several chairs. Large glass doors provide a view into the annex's interior, while the lush green landscape and the river can be seen in the background.
Guest suite in Fife
4.99 out of 5 average rating, 163 reviews

Pluck the Crow Annex (FI-00062-R)

A quiet and cozy self contained one-bedroomed annex for up to two on the banks of the silvery Tay in a village with full amenities including award winning restaurant and cafe. With uninterrupted views towards Dundee and the new V & A, off street parking and within easy reach of many local attractions including St Andrews . Fully appointed kitchen, own entrance, terrace and use of hot tub.

Popular amenities for Charleston holiday rentals