Self-Catering Cottages & Vacation Rentals The Kingdom of Fife, Scotland, UK

The Kate Kennedy Apartment

Sleeps: 5 Rooms: 2 From €308 weekly

A delightful ground floor apartment near the centre of the historic town of St Andrews, sleeping five people in two bedrooms.

From €308 weekly

Request to book

Castle Cliff

Scotland The Kingdom of Fife Anstruther

Sleeps: 10 Rooms: 5 From €525 weekly

This period semi-detached cottage in Cellardyke near Anstruther sleeps ten people in five bedrooms.

From €525 weekly

Request to book

23 Market Street

Scotland The Kingdom of Fife St Andrews

Sleeps: 6 Rooms: 3 From €398 weekly

This mid-terrace cottage sits in the Scottish town of St Andrews and can sleep six people in three bedrooms.

From €398 weekly

Request to book

Hayloft

Scotland The Kingdom of Fife Pittenweem

Sleeps: 4 Rooms: 1 From €240 weekly

A converted hayloft, set over the first and second floors, in the fishing village of Pittenweem in Fife, with one twin bedroom and a double sofa bed accommodating up to four people.

From €240 weekly

Request to book

27 Fairhaven Crescent

Scotland The Kingdom of Fife Anstruther

Sleeps: 4 Rooms: 2 From €284 weekly

This charming ground floor apartment is nestled in Cellardyke on the outskirts of Anstruther in Fife and can sleep four people in two bedrooms.

From €284 weekly

Request to book

65 Main Street

Scotland The Kingdom of Fife Milton Of Balgonie

Sleeps: 4 Rooms: 2 From €271 weekly

This stone built semi-detached cottage is in the village of Milton of Balgonie in Fife and can sleep four people in two bedrooms.

From €271 weekly

Request to book

Mollys Hoose

Scotland The Kingdom of Fife Crail

Sleeps: 5 Rooms: 3 From €332 weekly

A semi-detached cottage based in the town of Crail in Fife, Scotland that can sleep five people in three bedrooms.

From €332 weekly

Request to book

The Beacon

Scotland The Kingdom of Fife St Monans

Sleeps: 4 Rooms: 2 From €245 weekly

A mid-terrace cottage in the village of St Monans in Fife, Scotland that can sleep four people in two bedrooms.

From €245 weekly

Request to book

Cairnhill

Scotland The Kingdom of Fife Anstruther

Sleeps: 6 Rooms: 3 From €376 weekly

This, charming, mid-terrace cottage in Kilrenny near Anstruther in Fife can sleep up to six people in three bedrooms.

From €376 weekly

Request to book

Sandpipers

Scotland The Kingdom of Fife Crail

Sleeps: 5 Rooms: 2 From €393 weekly

This detached cottage is based in Crail, Scotland and can sleep five people in two bedrooms.

From €393 weekly

Request to book

Rennyhill Farm Lodge

Scotland The Kingdom of Fife Anstruther

Sleeps: 3 Rooms: 2 From €247 weekly

This charming, semi-detached, ground floor cottage is set in the hamlet of Kilrenny, just one mile from Anstruther, on the beautiful East Neuk of Fife and can sleep three people in two bedrooms.

From €247 weekly

Request to book

The Courtyard

Scotland The Kingdom of Fife Aberdour

Sleeps: 4 Rooms: 2 From €318 weekly

This first floor apartment is located in the village of Aberdour and can sleep four people in two bedrooms.

From €318 weekly

Request to book

3 Balhelvie Farm Cottages

Scotland The Kingdom of Fife Newburgh

Sleeps: 4 Rooms: 2 From €327 weekly

This is a charming ground floor cottage located near the Fife village of Newburgh and can sleep four people in two bedrooms.

From €327 weekly

Request to book

19 Emsdorf Road

Scotland The Kingdom of Fife Lower Largo

Sleeps: 5 Rooms: 2 From €290 weekly

A single-storey cottage on the outskirts of Lower Largo in Fife, it can sleep four people in two bedrooms.

From €290 weekly

Request to book

Flourloft

Scotland The Kingdom of Fife Pittenweem

Sleeps: 6 Rooms: 3 From €346 weekly

A self-catering apartment, set over the first and second floors, in Pittenweem, with three bedrooms accommodating up to six people.

From €346 weekly

Request to book

Lodge

Scotland The Kingdom of Fife Auchtermuchty

Sleeps: 2 Rooms: 1 From €319 weekly

This detached lodge is located near the village of Auchtermuchty and can sleep two people.

From €319 weekly

Request to book

Rockville

Scotland The Kingdom of Fife Leven

Sleeps: 6 Rooms: 3 From €429 weekly

This charming semi-detached cottage in Leven, Fife can sleep up to six people in three bedrooms.

From €429 weekly

Request to book

Brook Cottage Pet-Friendly Cottage

Scotland The Kingdom of Fife Falkland

Sleeps: 6 Rooms: 3 From €323 weekly

This terraced cottage is located in the small village of Newton of Falkland, near the small town of Falkland, sleeping 6 people in 3 bedrooms.

From €323 weekly

Request to book

2 Cunninghame House

Scotland The Kingdom of Fife Culross

Sleeps: 4 Rooms: 2 From €279 weekly

This beautifully furnished three floor apartment, set within a converted chapel in the centre of Culross, Fife, can accommodate up to four people in two zip/link bedrooms.

From €279 weekly

Request to book

Cherry Blossom

Scotland The Kingdom of Fife St Andrews

Sleeps: 4 Rooms: 2 From €377 weekly

Cherry Blossom is a welcoming ground floor holiday apartment just 2 minutes’ walk from the centre of St Andrews. Part of an Edwardian terrace this is a great location for couples to enjoy a break in o...

From €377 weekly

Request to book

Harbour View House

Scotland The Kingdom of Fife Anstruther

Sleeps: 4 Rooms: 2 From €350 weekly

Hidden away in the conservation coastal village of Cellardyke, Anstruther, Harbour View House is the perfect destination for small families, couples and friends wanting to share a holiday together. A...

From €350 weekly

Request to book

Castle Cottages - Castle Dairy

Scotland The Kingdom of Fife St Andrews

Sleeps: 2 Rooms: 1 From €233 weekly

Quietly situated in the charming village of Ceres, 8 miles from the magnificent beaches and championship golf courses at St Andrews, these two holiday cottages, adjacent to each other, have been styli...

From €233 weekly

Request to book

Weavers Cottage

Scotland The Kingdom of Fife St Andrews

Sleeps: 5 Rooms: 2 From €295 weekly

Weavers Cottage is a delightful, end-terrace, character cottage, nestled in a peaceful location in the historical Royal Burgh of Newburgh in Fife. Situated in a conservation area, believed to have bee...

From €295 weekly

Request to book

The Great Lodging Red House

Scotland The Kingdom of Fife Anstruther

Sleeps: 6 Rooms: 3 From €491 weekly

An ideal touring baseBeach 200 yardsThe Great Lodging is located in the heart of the seaside village of Anstruther, or Anster, as it’s known locally. The Great Lodging, known as ‘Fernbank’ for many ye...

From €491 weekly

Request to book

Rockvale Cottage

Scotland The Kingdom of Fife Anstruther

Sleeps: 6 Rooms: 3 From €599 weekly

Discover this delightful, seafront, 200 year old fisherman’s cottage with direct access to the beach and stunning views over the Firth of Forth, Isle of May and Bass Rock. Extensively renovated and im...

From €599 weekly

Request to book

Gifford Court

Scotland The Kingdom of Fife Anstruther

Sleeps: 6 Rooms: 3 From €371 weekly

This semi-detached holiday home enjoys a superb location within easy walking distance of a lovely harbour in the delightful village of Crail, just 9 miles from St Andrews. Within easy reach is the lit...

From €371 weekly

Request to book

Well Cottage

Scotland The Kingdom of Fife St Andrews

Sleeps: 2 Rooms: 1 From €252 weekly

This charming, bijou, terraced cottage with a red pantile roof, dating back to 1780 when it was a weavers cottage, is located in the centre of the historic picturesque village of Ceres. Well Cottage h...

From €252 weekly

Request to book

Seagulls Cottage

Scotland The Kingdom of Fife Anstruther

Sleeps: 4 Rooms: 2 From €390 weekly

Just a 4-minute walk from the historic and picturesque harbour in the pretty fishing village of Pittenweem, this attractive semi-detached holiday cottage is in a quiet residential street, only 10 mile...

From €390 weekly

Request to book

Arc House

Scotland The Kingdom of Fife Anstruther

Sleeps: 6 Rooms: 3 From €443 weekly

Renovated in 2018 to a very good standard, Arc House is a bright and spacious first and second floor apartment with rooftop views towards the sea. The first floor has a handy utility room with a washi...

From €443 weekly

Request to book

Rinkmuir Cottage

Scotland The Kingdom of Fife Anstruther

Sleeps: 2 Rooms: 1 From €229 weekly

Discover this quaint semi-detached holiday cottage in a peaceful, private location next to the owner’s cottage. In the heart of rural Fife, the little hamlet of Arncroach is the perfect place for a co...

From €229 weekly

Request to book

Hedderwick House

Scotland The Kingdom of Fife Anstruther

Sleeps: 6 Rooms: 3 From €379 weekly

This immaculate, well-presented, semi-detached holiday property, providing spacious and contemporary accommodation is situated in the traditional fishing village of Pittenweem. Originally, the village...

From €379 weekly

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The Garden Cottage

Scotland The Kingdom of Fife St Andrews

Sleeps: 4 Rooms: 2 From €395 weekly

Enjoying a tranquil setting on a country estate, just 4 miles from historic St Andrews, this stylish and very comfortable Victorian cottage boasts its own enclosed, south facing walled garden. It has...

From €395 weekly

Request to book

Kilbride Cottage

Scotland The Kingdom of Fife St Andrews

Sleeps: 4 Rooms: 2 From €480 weekly

This welcoming terraced holiday cottage is located in one of the most beautiful spots in North East Fife, nestled in a lush valley overlooked by Norman’s Law, a prominent hill. It is the perfect locat...

From €480 weekly

Request to book

Burnside

Scotland The Kingdom of Fife St Andrews

Sleeps: 6 Rooms: 3 From €325 weekly

This lovely, spacious holiday home is in a peaceful setting overlooking a wooded den with the Lumbo Burn at its foot. Only a 20 minute walk along the Lade Braes into the heart of historic St Andrews,...

From €325 weekly

Request to book

Making Waves

Scotland The Kingdom of Fife Anstruther

Sleeps: 5 Rooms: 3 From €359 weekly

Aptly named ‘Making Waves’, this stunning property sits right on the sea shore in the pretty fishing port of Cellardyke on the east Fife coast. Enjoying a unique position and furnished and equipped to...

From €359 weekly

Request to book

Fernwoodlea

Scotland The Kingdom of Fife St Andrews

Sleeps: 4 Rooms: 2 From €329 weekly

Escape to this delightful detached holiday cottage, part of the Old Inzievar House estate which is situated in beautiful and natural parkland, on a working farm with varied livestock, about 6 miles we...

From €329 weekly

Request to book

St Andrews

Scotland The Kingdom of Fife Anstruther

Sleeps: 4 Rooms: 2 From €384 weekly

St Andrews is positioned right on the harbour in Pittenweem, the most active of the fishing ports in the East Neuk of Fife, and boasts stunning sea views across the Firth of Forth to the Bass Rock and...

From €384 weekly

Request to book

Harbour Apartment

Scotland The Kingdom of Fife Anstruther

Sleeps: 2 Rooms: 1 From €275 weekly

Situated on the harbour front in Pittenweem, one of the prettiest fishing ports in Fife, Harbour Apartment is a first floor cosy apartment with spectacular views over the harbour, Bass Rock, Isle of M...

From €275 weekly

Request to book

The Cottage

Scotland The Kingdom of Fife St Andrews

Sleeps: 4 Rooms: 2 From €304 weekly

Discover this delightful, semi-detached, single-storey holiday cottage in the quiet and peaceful village of Craigrothie. There are some lovely walks in this rural part of Fife, and from your doorstep...

From €304 weekly

Request to book

Piteaduie Castle Cottage

Scotland The Kingdom of Fife Anstruther

Sleeps: 5 Rooms: 3 From €352 weekly

Set in the peaceful grounds of Piteadie House, surrounded by farmland and with super views, this well-presented, yet cosy holiday home, with all the up-to-date appliances, is a beautiful spot for frie...

From €352 weekly

Request to book

Meadowsweet

Scotland The Kingdom of Fife St Andrews

Sleeps: 6 Rooms: 3 From €395 weekly

This beautiful semi-detached, 19th-century farmhouse tastefully blends original features with contemporary style, offering space and comfort in a stunning rural setting. With wonderful views over the...

From €395 weekly

Request to book

St Andrews Hideaway

Scotland The Kingdom of Fife St Andrews

Sleeps: 2 Rooms: 1 From €318 weekly

Discover this holiday home which sits in a quiet location, yet is still within walking distance of the sandy beach and town centre which are just over a mile away. Part of the owner’s home, this is th...

From €318 weekly

Request to book

The Blue Cottage at Cellardyke

Scotland The Kingdom of Fife Anstruther

Sleeps: 3 Rooms: 2 From €374 weekly

Situated just one street back from picturesque Cellardyke harbour and with good sea views between opposite houses, this comfortable, simply furnished ground floor holiday apartment is the perfect base...

From €374 weekly

Request to book

Puffin Cottage

Scotland The Kingdom of Fife Anstruther

Sleeps: 5 Rooms: 2 From €365 weekly

This charming stone holiday cottage in the heart of the picturesque village of Crail, in the historic East Neuk of Fife, is only a few minutes’ walk from the pretty harbour and award-winning beach. Ad...

From €365 weekly

Request to book

Bishop’s Hill View

Scotland The Kingdom of Fife St Andrews

Sleeps: 4 Rooms: 2 From €307 weekly

With views of the surrounding landscape from the terrace, which looks towards Bishop’s Hill within Fife Regional Park, this spacious semi-detached holiday property forms a wing of the owner’s home. Ce...

From €307 weekly

Request to book

Old Inzievar Cottage

Scotland The Kingdom of Fife St Andrews

Sleeps: 4 Rooms: 2 From €349 weekly

Escape to this delightful detached holiday cottage, part of the Old Inzievar House estate which is situated in beautiful and natural parkland, on a working farm with varied livestock, about 6 miles we...

From €349 weekly

Request to book

The Corrie

Scotland The Kingdom of Fife Anstruther

Sleeps: 6 Rooms: 3 From €343 weekly

With stunning sea views from this delightful holiday cottage, perched above the tiny harbour of Lower Largo, this is the perfect spot from which to watch the boats go by or to explore St Andrews, 12 m...

From €343 weekly

Request to book

Fidra

Scotland The Kingdom of Fife Anstruther

Sleeps: 2 Rooms: 1 From €265 weekly

The perfect escape for couples, situated in a quiet location close to the sea shore, Fidra is a quaint semi-detached fisherman’s cottage. Thoughtfully furnished, this lovely single-storey cottage prov...

From €265 weekly

Request to book

Rockview

Scotland The Kingdom of Fife Anstruther

Sleeps: 4 Rooms: 2 From €334 weekly

With spectacular sea views from the moment you open the door of this ground floor holiday apartment, situated within a terraced row, the light and views are captivating. Contemporary furnishings and...

From €334 weekly

Request to book

Bracken Cottage

Scotland The Kingdom of Fife St Andrews

Sleeps: 5 Rooms: 2 From €382 weekly

Quietly nestled in rural Fife, Bracken Cottage is the perfect location for friends and family to spend time together and explore this fabulous area of Fife and beyond. The cottage, which is all on one...

From €382 weekly

Request to book

Cottages & Holiday Homes in The Kingdom of Fife, Scotland