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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98 cottages are available
  • Blebo, near St Andrews, Fife
    Blebo, near St Andrews, Fife×

    Stables Cottage

    Blebo, near St Andrews, Fife

    3
    2
    2
    3
    Ref: UNS
    Key Features:
    - Wifi - Car parking on site - Enclosed Garden / Patio - Pub within 1 mile - Pets go free - Detached Property - Garden / Patio - Ground Floor Facilities - Woodburning Stove

    Lying just 6 miles from St Andrews and set amidst quiet countryside, this charming, mid 19th-century single-storey...

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  • Newton of Falkland near St Andrews, Fife
    Newton of Falkland near St Andrews, Fife×

    Dunmarlie

    Newton of Falkland near St Andrews, Fife

    3
    2
    1
    1
    Ref: CC524065
    Key Features:
    - Wifi - Pub within 1 mile - Pets go free - Rural Location
    This welcoming red pan tiled roof cottage in the hamlet of Newton of Falkland is the perfect location to explore the...
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  • Near Auchtermuchty, Fife
    Near Auchtermuchty, Fife×

    The Garden Apartment

    Near Auchtermuchty, Fife

    3
    2
    1
    0
    Ref: UEE
    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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  • Lower Largo, near Anstruther, Fife
    Lower Largo, near Anstruther, Fife×

    Isla May

    Lower Largo, near Anstruther, Fife

    4
    2
    1
    4
    Ref: UK5171
    Key Features:
    - Coastal Property - Pub within 1 mile - Pets go free - Coast within 1 mile - Garden / Patio - Sea View
    In the picturesque seaside village of Lower Largo and less that a minute’s walk from the long sandy beach, this is...
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  • St. Fort Wormit near Newport-on-Tay, Fife
    St. Fort Wormit near Newport-on-Tay, Fife×

    Valentines

    St. Fort Wormit near Newport-on-Tay, Fife

    4
    2
    2
    0
    Ref: CC526038
    Key Features:
    - Wifi - Garden / Patio - Rural Location - Woodburning Stove
    Discover this B Listed Arts and Crafts house designed by Mackay Hugh Baillie Scott, one of only two in Scotland. Set in...
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  • Cellardyke, near Anstruther, Fife
    Cellardyke, near Anstruther, Fife×

    Kingfisher Cottage

    Cellardyke, near Anstruther, Fife

    4
    2
    1
    0
    Ref: 30485
    Key Features:
    - Coastal Property - Wifi - Enclosed Garden / Patio - Pub within 1 mile - Coast within 1 mile - Garden / Patio - Sea View - Woodburning Stove


    With spectacular sea views, this traditional terraced fisherman’s cottage, built in 1750, has been...

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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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  • 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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  • Abernethy near Perth, Fife
    Abernethy near Perth, Fife×

    1 Ivy Cottage

    Abernethy near Perth, Fife

    4
    2
    1
    2
    Ref: CC524030
    Key Features:
    - Wifi - Enclosed Garden / Patio - Pub within 1 mile - Pets go free - Garden / Patio
    Ivy Cottage is a welcoming semi-detached stone built holiday cottage, which was originally a weaver’s cottage. It...
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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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  • 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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  • Pittenweem, near St. Andrews, Fife
    Pittenweem, near St. Andrews, Fife×

    Seagulls

    Pittenweem, near St. Andrews, Fife

    4
    2
    1
    2
    Ref: 28948
    Key Features:
    - Coastal Property - Wifi - Car parking on site - Enclosed Garden / Patio - Pub within 1 mile - Coast within 1 mile - Garden / Patio

    Just a 4-minute walk from the historic and picturesque harbour in the pretty fishing village of Pittenweem,...

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