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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100 cottages are available
  • 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
  • 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
  • Lundin Links, Fife
    Lundin Links, Fife×

    Fingals

    Lundin Links, Fife

    5
    2
    2
    2
    Ref: 27824
    Key Features:
    - Coastal Property - Enclosed Garden / Patio - Pub within 1 mile - Pets go free - Coast within 1 mile - Detached Property - Garden / Patio - Ground Floor Facilities

    Delightfully tucked away, this detached holiday cottage is just 15 minutes’ drive from St Andrews and 2 minutes...

    Prices from
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    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
  • Crail, near St Andrews, Fife
    Crail, near St Andrews, Fife×

    Sands Cottage

    Crail, near St Andrews, Fife

    6
    3
    2
    1
    Ref: 29712
    Key Features:
    - Coastal Property - Wifi - Pub within 1 mile - Pets go free - Coast within 1 mile - Detached Property - Open Fire


    This welcoming detached holiday cottage, set in the heart of the picturesque conservation village of Crail, is...

    Prices from
    0
    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
    0
    Pets included
    Pets go free
  • Crail, Fife
    Crail, Fife×

    May House

    Crail, Fife

    6
    3
    2
    1
    Ref: 24743
    Key Features:
    - Coastal Property - Luxury Property - Wifi - Enclosed Garden / Patio - Pub within 1 mile - Coast within 1 mile

    This semi detached, contemporary holiday home is on the edge of the picturesque village of Crail just 9 miles from...

    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
    0
    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
    0
    Pets included
    Pets go free
  • 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
    0
    Pets included
    Pets go free
  • St Monans, near Anstruther, Fife
    St Monans, near Anstruther, Fife×

    Seaforth View

    St Monans, near Anstruther, Fife

    6
    4
    3
    1
    Ref: UKC1212
    Key Features:
    - Coastal Property - Luxury 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 - Ground Floor Facilities

    Boasting panoramic views over the village roof tops, and overlooking the Firth of Forth across to North Berwick and...

    Prices from
    0
    Pets included
    Pets go free
  • Lower Largo, near Leven, Fife
    Lower Largo, near Leven, Fife×

    White Cottage

    Lower Largo, near Leven, Fife

    6
    3
    2
    0
    Ref: 16854
    Key Features:
    - Coastal Property - Car parking on site - Enclosed Garden / Patio - Pub within 1 mile - Coast within 1 mile - Garden / Patio

    Enjoying a stunning position overlooking Largo Bay, this delightful cottage, only 12 miles from St Andrews, offers...

    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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