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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39 cottages are available
  • Crail near St Andrews, Fife
    Crail near St Andrews, Fife×

    Seascape Cottage

    Crail near St Andrews, Fife

    6
    3
    2
    1
    Ref: CC526020
    Key Features:
    - Coastal Property - Wifi - Pub within 1 mile - Pets go free - Coast within 1 mile - Sea View
    Situated in one of the most painted and photographed quaint harbours in Scotland, this pretty fisherman’s cottage...
    Prices from
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    Pets included
    Pets go free
  • Crail, Fife
    Crail, Fife×

    Gifford Court

    Crail, Fife

    6
    3
    2
    0
    Ref: 28979
    Key Features:
    - Wifi - Car parking on site - Pub within 1 mile - Garden / Patio

    This semi-detached holiday home enjoys a superb location within easy walking distance of a lovely harbour in...

    Prices from
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    Pets included
    Pets go free
  • Near Auchtermuchty, Fife
    Near Auchtermuchty, Fife×

    Eland

    Near Auchtermuchty, Fife

    6
    3
    2
    0
    Ref: UEB
    Key Features:
    - Swimming pool - Car parking on site - Garden / Patio

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

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

    Bell Cottage

    Pittenweem, near Anstruther, Fife

    6
    3
    2
    2
    Ref: SZZR
    Key Features:
    - Luxury Property - Wifi - Car parking on site - Enclosed Garden / Patio - Pub within 1 mile - Pets go free - Garden / Patio - Ground Floor Facilities - Woodburning Stove

    Bell Cottage is situated right in the heart of Pittenween, one of the most attractive traditional fishing villages in...

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

    Fishermans Rest

    Cellardyke, near Anstruther, Fife

    6
    3
    2
    0
    Ref: 27178
    Key Features:
    - Coastal Property - Pub within 1 mile - Coast within 1 mile - Garden / Patio - Woodburning Stove


    This beautifully and sympathetically renovated former fisherman’s cottage enjoys a quiet, yet...

    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×

    The Giddy Limit

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

    6
    3
    3
    0
    Ref: CC526040
    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
  • St Andrews, Fife
    St Andrews, Fife×

    Helenslea

    St Andrews, Fife

    6
    3
    2
    0
    Ref: 26011
    Key Features:
    - Coastal Property - Wifi - Pub within 1 mile - Ground Floor Facilities

    This light, airy holiday apartment, part of an Edwardian terrace is just 2 minutes’ walk from the centre of...

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

    Island View

    Crail, near Anstruther, Fife

    6
    4
    3
    0
    Ref: UK5182
    Key Features:
    - Coastal Property - Wifi - Car parking on site - Enclosed Garden / Patio - Pub within 1 mile - Coast within 1 mile - Detached Property - Garden / Patio - Sea View - Ground Floor Facilities - Baby and Toddler Friendly
    Island View is a spacious and welcoming detached holiday cottage in the conservation village of Crail, with views of...
    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:
    - 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
  • St Andrews, Fife
    St Andrews, Fife×

    Burnside

    St Andrews, Fife

    6
    3
    1
    0
    Ref: 23595
    Key Features:
    - Coastal Property - Wifi - Car parking on site - Enclosed Garden / Patio - Coast within 1 mile - Detached Property - Garden / Patio - Woodburning Stove

    This lovely, spacious holiday home is in a peaceful setting overlooking a wooded den with the Lumbo Burn at its foot....

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

    Rockvale Cottage

    Lower Largo, near St Andrews, Fife

    6
    3
    2
    0
    Ref: UKC164
    Key Features:
    - Coastal Property - Luxury Property - Wifi - Enclosed Garden / Patio - Pub within 1 mile - Coast within 1 mile - Garden / Patio - Sea View - Woodburning Stove

    Discover this delightful, seafront, 200 year old fisherman’s cottage with direct access to the beach and...

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

    Meadowsweet

    Newburgh, Fife, Fife

    6
    3
    2
    0
    Ref: 28565
    Key Features:
    - Wifi - Car parking on site - Enclosed Garden / Patio - Pub within 1 mile - Garden / Patio - Rural Location - Woodburning Stove

    This beautiful semi-detached, 19th-century farmhouse tastefully blends original features with contemporary style,...

    Prices from
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    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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