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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104 cottages are available
  • Upper Largo, near Anstruther, Fife
    Upper Largo, near Anstruther, Fife×

    Lawside Cottage

    Upper Largo, near Anstruther, Fife

    4
    2
    2
    2
    Ref: UK5372
    Key Features:
    - Coastal Property - Wifi - Car parking on site - Pub within 1 mile - Pets go free - Coast within 1 mile
    Discover this delightful semi-detached holiday cottage in the quiet village of Upper Largo in Fife, perfect for a last...
    Prices from
    0
    Pets included
    Pets go free
  • Near Auchtermuchty, Fife
    Near Auchtermuchty, Fife×

    Sable

    Near Auchtermuchty, Fife

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

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

    Prices from
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    Pets included
    Pets go free
  • Oakley, near Dunfermline, Fife
    Oakley, near Dunfermline, Fife×

    Old Inzievar Cottages - Fernwoodlea

    Oakley, near Dunfermline, Fife

    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...

    Prices from
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    Pets included
    Pets go free
  • Kinghorn, near Kirkcaldy, Fife
    Kinghorn, near Kirkcaldy, Fife×

    Balwearie Mill - Balwearie Mill Cottage

    Kinghorn, near Kirkcaldy, Fife

    4
    2
    1
    0
    Ref: 30226
    Key Features:
    - Coastal Property - Hot Tub - Wifi - Car parking on site - Pub within 1 mile - Detached Property - Garden / Patio - Ground Floor Facilities - Rural Location

    Balwearie Mill (ref 30225) and Balwearie Mill Cottage (30226) are situated in a small hamlet adjacent to the 3rd tee...

    Prices from
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    Pets included
    Pets go free
  • 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...
    Prices from
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    Pets included
    Pets go free
  • Cupar, near St. Andrews, Fife
    Cupar, near St. Andrews, Fife×

    Edenwoodend Cottage

    Cupar, near St. Andrews, Fife

    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...

    Prices from
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    Pets included
    Pets go free
  • 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,...
    Prices from
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    Pets included
    Pets go free
  • Cellardyke near Anstruther, Fife
    Cellardyke near Anstruther, Fife×

    Making Waves

    Cellardyke near Anstruther, Fife

    5
    3
    1
    0
    Ref: CC526026
    Key Features:
    - Coastal Property - Wifi - Enclosed Garden / Patio - Pub within 1 mile - Coast within 1 mile - Garden / Patio - Sea View
    Aptly named ‘Making Waves’, this stunning property sits right on the sea shore in the pretty fishing port...
    Prices from
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    Pets included
    Pets go free
  • Crail near Anstruther, Fife
    Crail near Anstruther, Fife×

    Hendersons Way

    Crail near Anstruther, Fife

    5
    2
    2
    0
    Ref: CC526041
    Key Features:
    - Coastal Property - Luxury Property - Wifi - Enclosed Garden / Patio - Pub within 1 mile - Coast within 1 mile - Detached Property - Garden / Patio
    In the heart of the picturesque conservation village of Crail and just a minutes walk from the picture-postcard harbour...
    Prices from
    0
    Pets included
    Pets go free
  • Freuchie, near St Andrews, Fife
    Freuchie, near St Andrews, Fife×

    Muir Cottage

    Freuchie, near St Andrews, Fife

    5
    2
    1
    2
    Ref: 13243
    Key Features:
    - Wifi - Car parking on site - Enclosed Garden / Patio - Pub within 1 mile - Detached Property - Garden / Patio - Ground Floor Facilities

    Centrally located, next to the cricket field, this bright detached bungalow makes a comfortable holiday base for...

    Prices from
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    Pets included
    Pets go free
  • Cairneyhill near Dunfermline, Fife
    Cairneyhill near Dunfermline, Fife×

    Ross Cottage

    Cairneyhill near Dunfermline, Fife

    5
    3
    1
    0
    Ref: CC526030
    Key Features:
    - Coastal Property - Pub within 1 mile - Garden / Patio - Rural Location
    This cosy holiday cottage in the garden of the owner’s home, but completely private, offers comfortable...
    Prices from
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    Pets included
    Pets go free
  • by Kinghorn, Fife
    by Kinghorn, Fife×

    Piteadie Castle Cottage

    by Kinghorn, Fife

    5
    3
    2
    0
    Ref: CC526032
    Key Features:
    - Coastal Property - Wifi - Garden / Patio - Sea View - Ground Floor Facilities - Rural Location - Woodburning Stove
    Set in the peaceful grounds of Piteadie House, surrounded by farmland and with super views, this well-presented, yet...
    Prices from
    0
    Pets included
    Pets go free

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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