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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42 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, 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
  • 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
    0
    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
  • Anstruther, Fife
    Anstruther, Fife×

    Harbourside Apartment

    Anstruther, Fife

    6
    3
    2
    1
    Ref: CC526023
    Key Features:
    - Coastal Property - Wifi - Pub within 1 mile - Pets go free - Coast within 1 mile - Sea View
    This large two storey south facing apartment is situated in the picturesque and bustling fishing village of Anstruther,...
    Prices from
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    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
    0
    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
  • Anstruther, Fife
    Anstruther, Fife×

    Ben The Hoose

    Anstruther, Fife

    6
    3
    2
    0
    Ref: UK5388
    Key Features:
    - Coastal Property - Wifi - Car parking on site - Pub within 1 mile - Coast within 1 mile - Detached Property
    Ben The Hoose is a spacious detached holiday home in a quiet location in the fishing village of Anstruther, in the East...
    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
  • Pittenweem near Anstruther, Fife
    Pittenweem near Anstruther, Fife×

    Hedderwick House

    Pittenweem near Anstruther, Fife

    6
    3
    2
    0
    Ref: CC526028
    Key Features:
    - Coastal Property - Wifi - Enclosed Garden / Patio - Pub within 1 mile - Coast within 1 mile - Garden / Patio - Sea View - Woodburning Stove
    This immaculate, well-presented, semi-detached holiday property, providing spacious and contemporary accommodation...
    Prices from
    0
    Pets included
    Pets go free
  • Ceres near St Andrews, Fife
    Ceres near St Andrews, Fife×

    Halyn Cottage

    Ceres near St Andrews, Fife

    6
    4
    1
    2
    Ref: CC526027
    Key Features:
    - Coastal Property - Wifi - Pub within 1 mile - Coast within 1 mile - Detached Property - Garden / Patio - Rural Location - Woodburning Stove
    This welcoming, detached holiday cottage is set in the heart of the picturesque conservation village of Ceres. Ceres...
    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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