Cottage vacation rentals in Anstruther

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Top-rated cottage rentals in Anstruther

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Top guest favorite

An expansive deck offers panoramic views of the surrounding landscape and coastline. A wooden lounge chair is positioned for relaxation, inviting a peaceful experience. The horizon showcases a seamless blend of land and sea, with a soft sky overhead.

Cottage in Fife

4.98 out of 5 average rating, 200 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.

Guest favorite

A bright living area features a comfortable white sofa and armchair, with large glass doors opening to the courtyard. The space is complemented by a gas fire and a wooden dining table in the background. The well-equipped kitchen is visible, showcasing modern appliances.

Cottage in Elie

4.95 out of 5 average rating, 164 reviews

Fisherman's Cottage in the Heart of Elie.

This cottage is in the heart of the most beautiful seaside village in Scotland and is 2 minutes walk to the Beach, fabulous Elie Deli and Ship Inn. Fully restored in 2024 and filled to the brim with gorgeous vintage inspired furniture and soft furnishings. Everything you need to make your stay special. The cottage has a new glass balcony with a partial sea view. Please note: There is 1 shower room with sink and WC, a bath and sink in the master bedroom, and an under stairs loo with hand sink.

Guest favorite

A grassy area is visible with a single bench facing the sea. Rooftops with red tiles are seen in the foreground, and the blue expanse of the water stretches into the distance under a clear sky.

Cottage in Pittenweem

4.83 out of 5 average rating, 139 reviews

Pier View Cottage with stunning sea views.

Pittenweem is a quaint, working fishing village in the East Neuk of Fife. Highlights- -a wonderful tidal swimming pool and possibly the best Crazy golf course. -Anstruther (1 mile away), where you can take a boat out to the Isle of May to marvel at the seabird (puffins included) and seal colonies -Golf courses nearby including the World famous St Andrews courses -Tentsmuir forest is a short drive away with its dunes and pathways -Fife Coastal walking path - the Pilgrims Way - Sandy beaches

Top guest favorite

Cottage in Ceres

4.96 out of 5 average rating, 215 reviews

Homely cottage & tranquil garden, beaches nearby

Penny Cottage is a beautiful, homely old weaver's cottage from 1783, with original features and a peaceful, secure garden, great for dogs. Space is perfect for 2–3, cosy for 4. Perfectly situated for exploring Fife's beaches, countryside, golf courses and historic settlements. Ceres is one of Scotland's 'Most Attractive Villages' - there is a shop, pub and coffee shops. St Andrews and Cupar are nearby. Airbnb policy - booking to be made by person staying at the property. Licence no: FI-00488-F

Top guest favorite

The cottage features a stone exterior with a red-tiled roof, complemented by large glass doors opening to the garden. A well-maintained lawn surrounds the structure, with a solitary tree positioned nearby against a bright blue sky, creating a peaceful outdoor setting.

Cottage in Fife

4.99 out of 5 average rating, 236 reviews

Braeview: Cosy studio farm cottage near St Andrews

We have lovingly converted a 200 year old cartshed into 2 cottages. Braeview Cottage at Braeside Farm is a spacious studio space with a king size bed on the mezzanine floor. Downstairs next to a modern kitchen you have an open area with large french doors to a patio with a great view across the brae. On a farm set in 13 acres and 500 m from the nearest road, you will savour the tranquillity yet it's a 10 to 15 min drive to St Andrews and an hour from Edinburgh Airport. A car is required.

Top guest favorite

A cozy corner of the cottage showcases a light-filled seating area, where a small dining table and chairs sit beside a window with scenic views. A comfortable armchair and rustic features, such as exposed stone walls and wooden flooring, create an inviting environment.

Cottage in Saint Monans

4.95 out of 5 average rating, 193 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, although sofabed allows for two more guests. Come and wake up to the sound of the sea.

Guest favorite

Cottage in Pittenweem

4.99 out of 5 average rating, 206 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 favorite

Cottage in Fife

4.98 out of 5 average rating, 216 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.

Guest favorite

Cottage in Crail

4.93 out of 5 average rating, 276 reviews

Crail cottage with gardens, sea views, parking

This 1830s charming cottage has a front and back garden with stunning sea views. It's a short wander to the beach. Enjoy the large fully enclosed gardens while looking at the sea. We have just completed new interiors, with 2 bedrooms both with king-sized beds (UK) and soft white sheets throughout. A Nespresso coffee machine, hardwood floors, mini barbecue, and local art on the walls allow you to indulge in a seaside cottage with the feel of a hotel. We have parking on site.

Top guest favorite

Cottage in Anstruther

4.92 out of 5 average rating, 168 reviews

Anchor Cottage - private parking, sleeps 5

Anchor Cottage is a cosy 2 bedroom house, sleeping up to 5 adults, which sits in a pretty sun-trapped courtyard in the lovely conservation town of Anstruther, only 2 minutes from the harbour and on the Fife Coastal Path. The property has its own private parking space right outside the front door and is perfect for that romantic weekend or for memorable family getaways, only feet from the harbour with its restaurants, bars and beaches.

Guest favorite

Cottage in Anstruther

4.91 out of 5 average rating, 344 reviews

No.3 By The Sea - 5 Star Cozy Coastal Cottage

Escape to No.3 By The Sea, a beautifully renovated fisherman’s cottage just 30 yards back from the picturesque St Monans harbor. Recently renovated, this two-story cottage blends traditional charm with modern comforts. Whether you’re looking to explore the Fife Coastal Path, indulge in local seafood, golfing in St Andrews, or simply relax by the wood burner, this home offers the perfect Scottish getaway.

Top guest favorite

A coastal view showcases a charming row of colorful cottages lining the harbor. The scene features clear blue skies, with the gentle curve of the shoreline and boats anchored nearby. The tranquil water reflects the vibrant facades of the buildings, enhancing the coastal atmosphere.

Cottage in Saint Monans

5 out of 5 average rating, 270 reviews

The Wee Coorie Cottage _ come coorie-in!

Coorie Cottage is a charming wee fisherman's cottage situated at the end of the harbour, enjoying views of the sea as soon as you step out the door. Sitting right on the coastal path in the picturesque coastal village of St Monans. Perfect spot to explore this quaint little village and the surrounding villages of the East Neuk of Fife. Close to St Andrews, and also easy to travel to Dundee and Edinburgh.