Holiday houses in Isle of May

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Top-rated holiday rentals in Isle of May

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Guest favourite
An open living area features a blue sectional sofa facing expansive glass doors, offering views of the surrounding landscape. A round wooden table with bar stools sits nearby, while a kitchenette with dark cabinetry provides a practical space for refreshments.
Cottage in Fife
4.96 out of 5 average rating, 236 reviews

Stunning 1 Bedroom home in Elie

This unique place has a style all its own. It pops up from the hill and sits on top of Elie and Earlsferry. It provides incredible views and is an amazing get-away-from-it-all pad, yet within an easy walk of all that Elie provides. This is the ideal spot to have a romantic break for 2. It would be easy to sit and watch life go by, read a book, or have an outdoor bath. The House on the Hill offers space, yet is incredibly cosy with a stunning wood burning stove. Walk into Elie in 3 minutes.

Top Guest favourite
A small dining area features a round wooden table surrounded by two wooden chairs, illuminated by natural light casting soft shadows. A decorative painting hangs on the wall above the table, enhancing the space's cozy atmosphere.
Condo in Edinburgh
4.96 out of 5 average rating, 387 reviews

The Butlers Basement

In the heart of the Historic New Town, The Butlers Basement is an interior designed 1796 Georgian home with private courtyard and access. The stylish one bedroom basement apartment next to the cathedral is ideally located for tourists, families and business travellers. A 15 minute walk from the castle and Royal Mile and a 2 minute walk to Haymarket train and Airport tram stations. The perfect space for up to 4 guests, the designed interior blends modern convenience with historic ambience.

Top Guest favourite
A charming stone cottage is nestled against a backdrop of clear skies, featuring a red-tiled roof and white double doors. The entryway is highlighted by a small staircase, and decorative plants can be seen beside the door. The coastal view adds to the appealing exterior.
Cottage in Pittenweem
4.98 out of 5 average rating, 220 reviews

Mangle Cottage, quirky cottage in Pittenween, Fife

5* quirky 17th century cottage in the heart of Pittenweem. Ama St Andrews, the home of golf is just 17 minutes away by car . Pittenweem boasts the last working fishing harbour in the East Neuk with it's famous 117 mile long coastal path passing right through the village . Dog friendly restaurants , cafes, pubs and art galleries all on our doorstep. Lovely long beaches in St Andrews and Elie only short drive away. The Fife 117 mile long coastal path goes past the bottom of our Wynd .

Top Guest favourite
The exterior of 'The Howff' is showcased, featuring a quaint structure with a grey stone finish and a chimney. Surrounding lush greenery and rolling hills provide a natural backdrop. A small garden area with flowering plants is visible, enhancing the rural ambiance.
Tiny home in Balbeggie
4.99 out of 5 average rating, 181 reviews

Writer's Retreat in the heart of Perthshire

'The Howff' is a refurbished farm worker's bothy in a rural location with lots of walks and access to beautiful parts of Perthshire. One hour's drive from Edinburgh, 20 mins Dundee or Perth. This authentic bothy contains one room with single bed, wood burning stove, mini kitchen unit with fridge, oven, portable hob and kettle, separate shower room, wc, basin. Linen and towels included. Although small, The Howff is warm and cosy and makes a perfect retreat. Please note for ONE only.

Top Guest favourite
The exterior of a charming yellow cottage is depicted, featuring a red-tiled roof and multiple small windows adorned with flower boxes. A white door is positioned at the center, surrounded by a cobbled courtyard with greenery, creating a tranquil setting.
Cottage in Fife
4.99 out of 5 average rating, 248 reviews

The Burghers Kirk @ 136, St Andrews

The Burghers Kirk is a quaint 1 bedroom cottage full of character and quirky features with a secluded courtyard garden and is situated in the heart of St Andrews, close to the West Port and the medieval core of the town. Recently refurbished to a contemporary and high standard the cottage is suitable for 2 adults. Originally built in 1749 and used by the Burgher Kirk congregation, it was gifted to the St Andrews Preservation Trust in 1954 and reconstructed into a charming cottage.

Superhost
An open-plan living area features a traditional stone fireplace as a focal point, with decorative items displayed atop. A cozy armchair and a dining table for four are visible, along with a tasteful area rug that adds warmth to the space. Soft lighting and a smart TV enhance the inviting atmosphere.
Condo in Cellardyke
4.82 out of 5 average rating, 301 reviews

Coastal retreat in Cellardyke near St. Andrews

This beautiful double fronted ground floor apartment, with private main door access is nestled in a quaint street close to the beautifully historic Cellardyke harbour. Situated just an easy stroll through the characteristic streets to the centre of Anstruther where you can find the bustling harbour full of local fishing boats and some lovely pubs and cafes. The apartment also has easy access to the stunning Fife Coastal path heading west towards Elie and east towards Crail.

Guest favourite
A small kitchen area features modern appliances, including an oven and a sleek countertop, set against exposed stone walls. A wooden staircase leads to the upper level, with natural light streaming in from nearby windows. The space combines functionality with stylish design.
Tiny home in Pittenweem
4.94 out of 5 average rating, 276 reviews

The Old Stable - Your Seaside Hideaway

Think New York style apartment in the heart of Pittenweem! Designed by an award winning architect, The Old Stable is a super stylish studio; a seaside hideaway, ideal for couples or solo travellers. Enjoy a king size bed amidst beautiful cotton sheets, a comfy sofa beside a wood burning stove, a small but perfectly formed kitchen with everything you need, a gorgeous bespoke dining table and all wrapped in between beautiful, exposed stone walls. A very unique place to stay.

Top Guest favourite
A rustic wood-burning stove is positioned within a natural wood fireplace, featuring a mantel adorned with sculptural elements. A clock hangs above, and firewood tools are located nearby, while a cozy rug adds warmth to the space.
Apartment in Saint Monans
4.97 out of 5 average rating, 326 reviews

Doodles Den

Ground floor cosy self catering flat in the beautiful fishing village of St Monans. There is a wood burning stove, a well equipped kitchen with washing machine ,fridge freezer, gas hob and electric oven. The bathroom has a deep bath with an over bath shower and to keep your feet cosy under floor heating and a heated towel rail. There is a double bedroom and a sofa bed which sleeps two people in the living room. Bring your four legged friend as we are doggy friendly.

Top Guest favourite
A view is captured through an open blue doorway, framing a bright seascape with sunlight reflecting off the water. A dog is seated on the ground, looking towards the water, while laundry hangs on a line in the distance against a clear sky.
Cottage in Saint Monans
4.95 out of 5 average rating, 206 reviews

Sma'Gift........ a 1700's seafront cottage.

This seafront 1700`s cottage, recently renovated to a very high standard, sits in the picturesque fishing village of St, Monans. With uninterupted seaviews, situated on the Fife Coastal path, surrounded locally by golf courses, great restaurants, galleries, water sports and beaches. Other East Neuk villages and historic St.Andrews easily reached by local buses. Perfect for a couples` romantic getaway. Come and wake up to the sound of the sea.

Top Guest favourite
An expansive view of the calm sea meets a solid pier extending into the water, framed by rocky outcrops. The horizon stretches beneath a clear blue sky, with distant hills faintly visible, creating a serene coastal scene.
Apartment in Pittenweem
4.98 out of 5 average rating, 255 reviews

Kittiwake, Pittenweem, Sea views, private parking.

This comfortable, well equipped, modern apartment boasts spectacular sea views from a small balcony and is located yards from the picturesque harbour of Pittenweem. An ideal base for exploring the beautiful East Neuk coastline with its unspoilt beaches, traditional fishing villages and the historic town of St Andrews only 15 minutes away, it is perfect for couples, small groups and families.

Top Guest favourite
A historical farmhouse is covered in vibrant red climbing vines, creating an appealing exterior. A dark vehicle is parked nearby on the gravel driveway, with well-maintained garden areas visible in front. The surrounding green lawn offers a spacious setting.
Home in Crail
4.99 out of 5 average rating, 259 reviews

The Annexe at Kirkmay Farmhouse, Crail.

The Annexe is a bright, two-bedroomed house attached to the main farmhouse. It is self-contained with it’s own parking and garden areas. The property has been completely re-wired, re-plumbed and re-decorated with new beds, kitchen and bathroom. This a convenient rental for guests attending an event in The Cow Shed at Sypsies Farm. We are roughly 300m away along the farm track.

Guest favourite
A vibrant blue door stands at the entrance of a stone building, framed by lush greenery. Stone steps lead up to the door, with soft shadows cast by surrounding foliage, creating a welcoming entryway.
Cottage in Crail
4.92 out of 5 average rating, 347 reviews

Small apartment in the center of Crail

A brand new apartment in an outbuilding in our garden. Two story, plus a bed in the mezzanine. The bedroom and bath room are downstairs. Perfect for a couple with a kid, or 2 friends ( the ladder to the mezzanine is a bit steep ) A wooden stove is there to warm up winter evenings. You will enjoy Crail and its surroundings, as we are in the heart of the village.

Popular amenities for Isle of May holiday rentals