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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92 cottages are available
  • 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...
    Prices from
    0
    Pets included
    Pets go free
  • Cellardyke, near Anstruther, Fife
    Cellardyke, near Anstruther, Fife×

    Catherine Cottage

    Cellardyke, near Anstruther, Fife

    4
    2
    1
    2
    Ref: UK5380
    Key Features:
    - Coastal Property - Wifi - Enclosed Garden / Patio - Pub within 1 mile - Pets go free - Coast within 1 mile - Garden / Patio - Sea View
    Catherine Cottage occupies an idyllic position on the East Neuk of Fife coast in the unique, picturesque village...
    Prices from
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    Pets included
    Pets go free
  • Upper Largo, Leven, Fife
    Upper Largo, Leven, Fife×

    Kirkside Cottage

    Upper Largo, Leven, Fife

    4
    2
    1
    2
    Ref: SOON
    Key Features:
    - Coastal Property - Wifi - Pub within 1 mile - Coast within 1 mile - Ground Floor Facilities - Open Fire - Baby and Toddler Friendly

    Just 10 miles from St Andrews, this charming, single-storey holiday cottage is attached to another property on a tiny...

    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
  • Craigrothie, near Cupar, Fife
    Craigrothie, near Cupar, Fife×

    The Cottage

    Craigrothie, near Cupar, Fife

    4
    2
    1
    2
    Ref: UK5254
    Key Features:
    - Wifi - Car parking on site - Enclosed Garden / Patio - Pub within 1 mile - Pets go free - Garden / Patio - Ground Floor Facilities - Rural Location
    Discover this delightful, semi-detached, single-storey holiday cottage in the quiet and peaceful village of...
    Prices from
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    Pets included
    Pets go free
  • Coaltown of Burnturk near Cupar, Fife
    Coaltown of Burnturk near Cupar, Fife×

    Granny’s Cottage

    Coaltown of Burnturk near Cupar, Fife

    4
    2
    1
    2
    Ref: CC526010
    Key Features:
    - Wifi - Enclosed Garden / Patio - Pub within 1 mile - Pets go free - Garden / Patio - Open Fire
    Granny’s Cottage is a quaint semi detached property situated in the quiet hamlet of Coaltown of Burnturk which is...
    Prices from
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    Pets included
    Pets go free
  • 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...
    Prices from
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    Pets included
    Pets go free
  • Anstruther, Fife
    Anstruther, Fife×

    Holly’s Hideaway

    Anstruther, Fife

    4
    2
    2
    1
    Ref: UK5078
    Key Features:
    - Coastal Property - Wifi - Pub within 1 mile - Pets go free - Coast within 1 mile - Sea View
    Discover this delightful seaside holiday cottage, with breathtaking views of the Firth of Forth from the living room....
    Prices from
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    Pets included
    Pets go free
  • 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
  • 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...

    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
    0
    Pets included
    Pets go free
  • St. Fort Wormit near Newport-on-Tay, Fife
    St. Fort Wormit near Newport-on-Tay, Fife×

    Baillie Scott

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

    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...
    Prices from
    0
    Pets included
    Pets go free

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