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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99 cottages are available
  • St. Fort Wormit near Newport-on-Tay
    St. Fort Wormit near Newport-on-Tay×

    Valentines

    St. Fort Wormit near Newport-on-Tay

    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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  • Near Auchtermuchty
    Near Auchtermuchty×

    Pitcairlie Lodge

    Near Auchtermuchty

    4
    2
    2
    1
    Ref: SBK
    Key Features:
    - Swimming pool - Car parking on site - Garden / Patio - Ground Floor Facilities - Open Fire

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

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  • Cellardyke, near St Andrews
    Cellardyke, near St Andrews×

    Dolphin Cottage

    Cellardyke, near St Andrews

    4
    2
    1
    3
    Ref: 14198
    Key Features:
    - Coastal Property - Enclosed Garden / Patio - Pub within 1 mile - Coast within 1 mile - Garden / Patio - Sea View

    Within a terrace of 18th century fisherman’s houses, this holiday home is comfortably furnished, with...

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  • Oakley, near Dunfermline
    Oakley, near Dunfermline×

    Old Inzievar Cottages - Fernwoodlea

    Oakley, near Dunfermline

    4
    2
    1
    1
    Ref: UKC475
    Key Features:
    - Coastal Property - Wifi - Car parking on site - Enclosed Garden / Patio - Pets go free - Detached Property - Garden / Patio - Rural Location - Woodburning Stove

    Escape to these delightful detached holiday cottages, part of the Old Inzievar House estate which is situated in...

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  • Anstruther by St Andrews
    Anstruther by St Andrews×

    Guillemot Rise

    Anstruther by St Andrews

    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
    Cellardyke, near Anstruther×

    Number One

    Cellardyke, near Anstruther

    4
    2
    1
    1
    Ref: UKC801
    Key Features:
    - Coastal Property - Luxury Property - Wifi - Car parking on site - Pub within 1 mile - Pets go free - Coast within 1 mile


    In the pretty, seaside, conservation village of Cellardyke, Number One was originally a fisherman’s...

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  • Cupar, near St. Andrews
    Cupar, near St. Andrews×

    Edenwoodend Cottage

    Cupar, near St. Andrews

    4
    2
    1
    0
    Ref: W41819
    Key Features:
    - Wifi - Car parking on site - Enclosed Garden / Patio - Garden / Patio - Rural Location

    Ideal base for touring

    This charming, traditional holiday cottage is only 20 minutes from St Andrews, attached...

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  • St. Fort Wormit near Newport-on-Tay
    St. Fort Wormit near Newport-on-Tay×

    Baillie Scott

    St. Fort Wormit near Newport-on-Tay

    4
    2
    2
    0
    Ref: CC526037
    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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  • Craigrothie, near Cupar
    Craigrothie, near Cupar×

    The Cottage

    Craigrothie, near Cupar

    4
    2
    1
    2
    Ref: UK5254
    Key Features:
    - Car parking on site - Enclosed Garden / Patio - Pub within 1 mile - Pets go free - Garden / Patio - Rural Location
    Discover this delightful, semi-detached, single-storey holiday cottage, in the quiet and peaceful village of...
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  • Cellardyke near Anstruther
    Cellardyke near Anstruther×

    The View

    Cellardyke near Anstruther

    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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  • Ceres, near St Andrews
    Ceres, near St Andrews×

    Castle Cottages - Castle Smiddy

    Ceres, near St Andrews

    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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  • Blebo by St. Andrews
    Blebo by St. Andrews×

    Garden Cottage

    Blebo by St. Andrews

    4
    2
    2
    2
    Ref: S4180
    Key Features:
    - Coastal Property - Wifi - Car parking on site - Enclosed Garden / Patio - Pub within 1 mile - Coast within 1 mile - Garden / Patio - Ground Floor Facilities - Rural Location - Open Fire

    Enjoying a tranquil setting on a country estate, just 4 miles from historic St Andrews, this stylish and very...

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Looking for something with a little more?

Cotages with Hot tubs Cottages part of our Luxury collection Something with a swimming pool A place near the Coast
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