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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106 cottages are available
  • 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
  • St. Monans, Fife, Fife
    St. Monans, Fife, Fife×

    Seaspray

    St. Monans, Fife, Fife

    5
    3
    2
    3
    Ref: 23252
    Key Features:
    - Coastal Property - Car parking on site - Pub within 1 mile - Coast within 1 mile

    This delightful, spacious holiday home is set just 2 minutes stroll from the harbour of the picturesque fishing village...

    Prices from
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    Pets included
    Pets go free
  • Anstruther, Fife
    Anstruther, Fife×

    The Marches

    Anstruther, Fife

    5
    3
    2
    0
    Ref: 23412
    Key Features:
    - Coastal Property - Wifi - Car parking on site - Enclosed Garden / Patio - Pub within 1 mile - Coast within 1 mile - Detached Property - Garden / Patio - Baby and Toddler Friendly

    Ideally located in the bustling fishing village of Anstruther, this deceptively spacious detached holiday home is set...

    Prices from
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    Pets included
    Pets go free
  • St Monans, Fife
    St Monans, Fife×

    Moorings

    St Monans, Fife

    5
    2
    1
    1
    Ref: CC526015
    Key Features:
    - Coastal Property - Wifi - Enclosed Garden / Patio - Pub within 1 mile - Pets go free - Coast within 1 mile - Garden / Patio - Woodburning Stove
    Moorings is a fisherman’s cottage situated in the quaint harbour village of St Monans on the Fife coast. This...
    Prices from
    0
    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
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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 St. Andrews, Fife, Fife
    Crail, near St. Andrews, Fife, Fife×

    Puffin Cottage

    Crail, near St. Andrews, Fife, Fife

    5
    2
    1
    1
    Ref: S62
    Key Features:
    - Coastal Property - Wifi - Coast within 1 mile - Garden / Patio - Baby and Toddler Friendly

    This charming stone holiday cottage in the heart of the picturesque village of Crail, in the historic East Neuk of...

    Prices from
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    Pets included
    Pets go free
  • Lundin Links near Anstruther, Fife
    Lundin Links near Anstruther, Fife×

    Homelands - Massney

    Lundin Links near Anstruther, Fife

    6
    2
    2
    0
    Ref: UK5075
    Key Features:
    - Coastal Property - Wifi - Car parking on site - Pub within 1 mile - Coast within 1 mile - Garden / Patio - Sea View - Ground Floor Facilities
    Situated in the beautiful East Neuk of Fife, with panoramic views over the Firth of Forth, Massney is one of four...
    Prices from
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    Pets included
    Pets go free
  • Oakley, near Dunfermline, Fife
    Oakley, near Dunfermline, Fife×

    Inzievar - Lime Tree Cottage

    Oakley, near Dunfermline, Fife

    6
    3
    2
    1
    Ref: 25027
    Key Features:
    - Wifi - Car parking on site - Detached Property - Garden / Patio - Ground Floor Facilities - Rural Location

    Set in a secluded, woodland location with views of rolling farmland, these two holiday properties offer a perfect...

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

    Sea Brae

    Crail, near St Andrews, Fife

    6
    3
    2
    1
    Ref: 30299
    Key Features:
    - Coastal Property - Wifi - Car parking on site - Enclosed Garden / Patio - Pub within 1 mile - Pets go free - Coast within 1 mile - Detached Property - Garden / Patio - Sea View


    Sea Brae is a welcoming detached holiday home, in the picturesque conservation village of Crail, with its...

    Prices from
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    Pets included
    Pets go free
  • St Monans near Anstruther, Fife
    St Monans near Anstruther, Fife×

    Coast Cottage

    St Monans near Anstruther, Fife

    6
    3
    2
    1
    Ref: CC526029
    Key Features:
    - Coastal Property - Wifi - Pub within 1 mile - Pets go free - Coast within 1 mile - Sea View - Woodburning Stove
    Coast Cottage is an immaculately presented, traditional, terraced fisherman’s cottage with red pan-tiled roof and...
    Prices from
    0
    Pets included
    Pets go free
  • Anstruther, Fife
    Anstruther, Fife×

    Great Lodging Red House

    Anstruther, Fife

    6
    3
    2
    0
    Ref: 29785
    Key Features:
    - Wifi - Pub within 1 mile - Garden / Patio - Sea View

    An ideal touring base
    Beach 200 yards


    The Great Lodging is located in the heart of the seaside village...

    Prices from
    0
    Pets included
    Pets go free

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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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