Holiday rentals in Charleston

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Top-rated holiday rentals in Charleston

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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, 125 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...

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Top guest favourite
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, 313 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.

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Top guest favourite
Flat in Dundee
5.0 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.

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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.
Apartment 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.

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Top guest favourite
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.

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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
5.0 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.

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Top guest favourite
An open plan living area features high exposed wood beams and a cozy seating arrangement with a blue sofa and armchair. A wooden coffee table sits centrally, and light filters through double doors leading to the outside. A dining space and kitchen area are visible in the background.
Barn in Fife
5.0 out of 5 average rating, 101 reviews

The Roundel in Fife

Reconnect with nature at this unforgettable escape. ‘The Roundel’ near Cupar is a beautiful restored barn with its own private entrance. It offers a unique and private sanctuary for guests exploring the beautiful surrounding areas. This lovely open plan space forms part of what was once a traditional farm steading and sits in a quiet and peaceful setting. Guests also have use of a tennis court within the grounds. St Andrews, with its famous golf courses and beaches is just 20 mins by car.

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Superhost
Home in Dundee
4.87 out of 5 average rating, 15 reviews

Donalds Townhouse by Orion Short Stays

🏡 Stylish 4-Bed Townhouse in Dundee. Ideal for Families & Contractors Modern 4-bed, 3.5-bath home — perfect for families or teams seeking comfort and ease. ✨ What You'll Love: 🛏️ 4 comfortable bedrooms (6 Beds) 🛁 3.5 modern bathrooms 📺 Smart TV & WiFi in all Rooms 🍳 kitchen is Fully Equipped 🚗 Free parking for 3 vehicles 🌿 Private garden & entrance 🧺 Bed linens & laundry facilities provided ✅ non-smoking home 📍 Prime Dundee Location Close to top attractions & transport links

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Top guest favourite
The exterior of a charming stone cottage is framed by a well-maintained garden and a distinctive wooden fence. Large windows allow natural light to fill the interior. The cottage features a slate roof and is surrounded by green landscapes under a partly cloudy sky.
Cottage in Perth
4.99 out of 5 average rating, 147 reviews

Beautiful holiday cottage on Perthshire Estate

Fairygreen Cottage is a stunning two bedroom detached cottage on Dunsinnan Estate, situated at the foot of the Sidlaw Hills in rural Perthshire. Nestled among fields, this peaceful cottage boasts 360 panoramic views. Numerous walks are only minutes from the cottage, while Perth and Dundee are a 20 minute drive away. Its central position provides the ideal spot for day trips to St Andrews, Edinburgh and the Highlands. Follow us @dunsinnan Visit Dunsinnan to find out more

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Top guest favourite
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.

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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, 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.

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Top guest favourite
Townhouse in Dundee City
4.97 out of 5 average rating, 32 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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