Holiday rentals in Charleston

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Top-rated holiday rentals in Charleston

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

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Guest favourite
Cabin in Collace
4.97 out of 5 average rating, 113 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 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, 103 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
A modern two-story building is presented, featuring a blend of stone and white wall exteriors. Large windows reflect the sky, allowing for abundant natural light. The driveway is paved and leads to a garage on the left, enhancing the contemporary design.
Guest suite in Longforgan
4.97 out of 5 average rating, 371 reviews

Guest Suite with Private Entrance, close to Dundee

The Studio at Broadleaf is a cosy self contained Guest Suite in Longforgan, just outside Dundee. The Studio has a private entrance and parking with entrance hall and stairs up to the suite. The suite itself has a small kitchen, living and dining area with large TV, DVD and Netflix. There is a bathroom with Shower. Longforgan is near Dundee, one of the most up and coming cities in Scotland. We are only 30 minutes from St Andrews, 1 hour from Edinburgh, Glasgow and the Highlands of Scotland.

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, 247 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
The castle's exterior features a combination of gray stone walls and turreted architecture, surrounded by a lush green lawn. A flag flies above the structure under a bright blue sky with scattered clouds, showcasing its historical character and expansive grounds.
Castle in Aberdeenshire
4.99 out of 5 average rating, 489 reviews

The Tower, Thornton Castle

Traditional & relaxed accommodation in the 16th century Scottish tower of our family home. Accessed by a spiral staircase your space comprises 2 bedrooms for 4 people over two floors in a private wing of the castle with bathroom and small sitting room. Full breakfast included. Set in the foothills of the Cairngorm National Park, this is an ideal stop off between Inverness and Edinburgh. Balmoral Castle, Dunnottar Castle, Glamis Castle and St Andrews are nearby. Tennis court available.

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, 77 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 favourite
A spacious living area features two inviting sofas and an armchair, arranged around a central coffee table. Soft lighting is provided by two lamps on side tables. Large windows allow natural light to brighten the hardwood floor, complemented by a calming piece of wall art.
Cottage in Broughty Ferry, Dundee
4.99 out of 5 average rating, 166 reviews

River Cottage “a slice of heaven by the seaside.”

*Super spacious (1203 sq ft) 5 STAR property in the heart of our perfect seaside suburb. *Just 16 miles from championship golf courses at St Andrews and 10 miles from Carnoustie. River Cottage is a modern, light and spacious holiday home - just a few minutes walk away from the stunning River Tay, our award-winning beach and our charming, characterful town with a host of restaurants, bars and unique, independent shops. Best described by past guests as “private, peaceful, just perfect.”

Top guest favourite
A gravel pathway leads through a landscaped area featuring colorful flowering plants and lush greenery along a stone wall. The buildings are visible in the background, showcasing a modern design with a gabled roof and large windows reflecting the outdoor scenery.
Apartment in Fife
4.99 out of 5 average rating, 174 reviews

The Bothy; Cosy Country Hideaway near St Andrews

Welcome to The Bothy ! A recently renovated barn space forming a stunning 1 bed apartment enjoying spectacular views across local countryside. The property consists of a beautiful bedroom with superking bed (can also be set up as twin single beds) with views over a walled garden. The living area has a new kitchen and sitting room with woodburning stove. Located just 7 miles from St Andrews you can enjoy the tranquil location within easy reach of the historic town 10 minutes drive away.

Superhost
Home in Dundee
4.86 out of 5 average rating, 7 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

Top guest favourite
A cozy living space features a soft gray sofa and armchair, complemented by natural decor elements. A wood accent shelf holds a basket and plaid throw, while a lamp stands beside a textured side table. Light enters through an open door, illuminating the room.
Cottage in Fife
4.98 out of 5 average rating, 258 reviews

Escape to a luxury country cottage and ocean views

Built in 1829 Drinkbetween East has had a complete renovation and make over. Every detail has been thoughtfully selected to ensure the most comfortable and luxurious stay possible. The cottage is ideally located on Banchory Farm a 40 minute drive from Edinburgh, St Andrews and Gleneagles with easy access to public transport links. With your own private garden and fire pit enjoy the peacefulness and calm that beautiful rural Scotland has to offer so you can truly relax and unwind.

Top guest favourite
Cottage in Fife
4.96 out of 5 average rating, 257 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.

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, 134 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.

Popular amenities for Charleston holiday rentals

  1. Airbnb
  2. United Kingdom
  3. Scotland
  4. Dundee City
  5. Charleston