by Wyndham Vacation Rentals
Shortlist

Fife

As you might expect from the ancestral home of Scotland’s monarchs, Fife has a rich heritage and some wonderful historic attractions, as well as a stunning coastline, quiet beautiful countryside and one of the highest concentrations of top class golf courses in Britain.

This small county is packed with a great diversity of landscapes, extending from the Firth of Forth in the south which includes Dunfermline (Scotland’s former capital) and the famous Forth Road and Rail bridges, to St. Andrews and the rural north. All along extends its eastern coastline with pretty bays, dramatic cliffs, Blue Flag sandy beaches and old fishing villages.

St. Andrews is well known for its golf courses and is home to Royal and Ancient Golf Course. But in addition the town, which is Scotland’s oldest university town, has a charming old-world feel and is close to an expansive beach. St Andrews cathedral may be a shadow of its former self, but well worth visiting. You can spend hours exploring the history and admiring the views here.

Exploring to the south of St. Andrews the coastline is dotted with small fishing villages, such as Crail, Anstruther, Pittenween, East Nuek and St. Monans. The Fife Coastal Path extends along this coastline and is perfect for bracing walks and magnificent sea views, where if you’re lucky you might see Grey seals, dolphins and basking sharks. Boat trips are available from Anstruther to the Isle of May where many sea birds nest at certain times of the year.

Of note is Falkland Palace, which was a rather regal holiday home for many Stuart monarchs, including Mary, Queen of Scots. Beautifully maintained, you can explore the palace and gardens at your leisure – including Britain’s oldest tennis court. Also of interest are Kellie Castle and Garden which dates back to the 14th century and contains fascinating interiors and lovely wooded gardens.

For those looking for an active holiday Fife has plenty of activities for all ages from great walking and biking trails to horse riding and clay pigeon shooting to first class water sports.

If you’re ready to begin your exploration of the region take a look at our selection of holiday cottages in Fife.
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86 cottages are available
  • Elie, near Leven and Cupar, Fife
    Elie, near Leven and Cupar, Fife×

    Kelly Cottage

    Elie, near Leven and Cupar, Fife

    4
    2
    2
    2
    Ref: CC526016
    Key Features:
    - Wifi - Enclosed Garden / Patio - Pub within 1 mile - Pets go free - Garden / Patio
    Kelly Cottage is an old farmer’s cottage situated in the quaint harbour village of Elie on the Fife coast....
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  • Falkland, near Glenrothes, Fife
    Falkland, near Glenrothes, Fife×

    St Andrews House

    Falkland, near Glenrothes, Fife

    4
    2
    1
    0
    Ref: 30231
    Key Features:
    - Pub within 1 mile - Garden / Patio

    This cosy, self-catering holiday apartment is part of St Andrew’s House. This B listed building, dating from...

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  • Auchtermuchty near Cupar, Fife
    Auchtermuchty near Cupar, Fife×

    Bluebell Cottage

    Auchtermuchty near Cupar, Fife

    4
    2
    1
    2
    Ref: CC526014
    Key Features:
    - Wifi - Enclosed Garden / Patio - Pub within 1 mile - Pets go free - Garden / Patio - Woodburning Stove
    Bluebell Cottage is a beautifully renovated  terrace property located in the Royal Burgh of Auchtermuchty in the Kingdom...
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  • Ceres, near St Andrews, Fife
    Ceres, near St Andrews, Fife×

    Castle Cottages - Castle Smiddy

    Ceres, near St Andrews, Fife

    4
    2
    1
    2
    Ref: 27900
    Key Features:
    - Wifi - Pub within 1 mile - Pets go free - Ground Floor Facilities - Woodburning Stove

    Quietly situated in the charming village of Ceres, 8 miles from the magnificent beaches and championship golf courses...

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  • Anstruther by St Andrews, Fife
    Anstruther by St Andrews, Fife×

    Guillemot Rise

    Anstruther by St Andrews, Fife

    4
    2
    2
    0
    Ref: CC526018
    Key Features:
    - Coastal Property - Wifi - Pub within 1 mile - Coast within 1 mile - Sea View
    Guillemot Rise is a delightful self-catering apartment in the heart of the seaside village of Anstruther. Just a few...
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  • Cellardyke near Anstruther, Fife
    Cellardyke near Anstruther, Fife×

    The View

    Cellardyke near Anstruther, Fife

    4
    2
    1
    1
    Ref: CC526021
    Key Features:
    - Coastal Property - Wifi - Enclosed Garden / Patio - Pub within 1 mile - Pets go free - Coast within 1 mile - Garden / Patio - Sea View - Ground Floor Facilities
    This delightful holiday cottage has spectacular sea views over the Firth of Forth and the May Island. Dolphin, seals,...
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  • Kinglassie near Glenrothes, Fife
    Kinglassie near Glenrothes, Fife×

    Thistle Dhu Lodge

    Kinglassie near Glenrothes, Fife

    4
    2
    1
    1
    Ref: CC526019
    Key Features:
    - Wifi - Pub within 1 mile - Pets go free - Detached Property - Garden / Patio - Rural Location - Woodburning Stove
    This delightful self-catering holiday cottage is situated in the garden of the owners’ house, yet completely...
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  • Dysart near Kirkcaldy, Fife
    Dysart near Kirkcaldy, Fife×

    Rosslyn Cottage

    Dysart near Kirkcaldy, Fife

    4
    2
    1
    2
    Ref: CC526025
    Key Features:
    - Wifi - Enclosed Garden / Patio - Pub within 1 mile - Pets go free - Garden / Patio - Sea View - Ground Floor Facilities
    Rosslyn Cottage is an immaculately presented, self catering, semi-detached holiday home, providing welcoming,...
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  • Glenrothes, Fife
    Glenrothes, Fife×

    Bishop’s Hill View

    Glenrothes, Fife

    4
    2
    1
    0
    Ref: 28001
    Key Features:
    - Wifi - Car parking on site - Pub within 1 mile - Garden / Patio

    With views of the surrounding landscape from the terrace, which looks towards Bishop’s Hill within Fife...

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  • Pittenweem, near St Andrews, Fife
    Pittenweem, near St Andrews, Fife×

    Edina Cottage

    Pittenweem, near St Andrews, Fife

    4
    2
    2
    0
    Ref: 31286
    Key Features:
    - Wifi - Car parking on site - Pub within 1 mile - Woodburning Stove

    Edina Cottage is a delightful end-terrace holiday cottage with a lovely enclosed garden with summerhouse, picnic bench...

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  • Near Auchtermuchty, Fife
    Near Auchtermuchty, Fife×

    Kudu

    Near Auchtermuchty, Fife

    4
    2
    2
    0
    Ref: UED
    Key Features:
    - Swimming pool - Car parking on site - Garden / Patio

    "Close to sandy beaches and picturesque villages – with golf at St...

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  • West Wemyss, Kirkcaldy, Fife
    West Wemyss, Kirkcaldy, Fife×

    Driftwood Cottage

    West Wemyss, Kirkcaldy, Fife

    4
    2
    1
    2
    Ref: CC526013
    Key Features:
    - Coastal Property - Wifi - Enclosed Garden / Patio - Pub within 1 mile - Pets go free - Coast within 1 mile - Garden / Patio
    Located in West Wemyss, a charming conservation village on the shores of the Forth, Driftwood Cottage sits on a sunny...
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Cotages with Hot tubs Cottages part of our Luxury collection Something with a swimming pool A place near the Coast
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