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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99 cottages are available
  • Cellardyke, near Anstruther
    Cellardyke, near Anstruther×

    Number One

    Cellardyke, near Anstruther

    4
    2
    1
    1
    Ref: UKC801
    Key Features:
    - Coastal Property - Luxury Property - Wifi - Car parking on site - Pub within 1 mile - Pets go free - Coast within 1 mile


    In the pretty, seaside, conservation village of Cellardyke, Number One was originally a fisherman’s...

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  • Abernethy near Perth
    Abernethy near Perth×

    1 Ivy Cottage

    Abernethy near Perth

    4
    2
    1
    2
    Ref: CC524030
    Key Features:
    - Wifi - Enclosed Garden / Patio - Pub within 1 mile - Pets go free - Garden / Patio
    Ivy Cottage is a welcoming semi-detached stone built holiday cottage, which was originally a weaver’s cottage. It...
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  • Cellardyke near Anstruther
    Cellardyke near Anstruther×

    The View

    Cellardyke near Anstruther

    4
    2
    1
    1
    Ref: CC526021
    Key Features:
    - Coastal Property - Wifi - Enclosed Garden / Patio - Pub within 1 mile - Pets go free - Coast within 1 mile - Garden / Patio - Sea View - Ground Floor Facilities
    This delightful holiday cottage has spectacular sea views over the Firth of Forth and the May Island. Dolphin, seals,...
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  • West Wemyss, Kirkcaldy
    West Wemyss, Kirkcaldy×

    Driftwood Cottage

    West Wemyss, Kirkcaldy

    4
    2
    1
    2
    Ref: CC526013
    Key Features:
    - Coastal Property - Wifi - Enclosed Garden / Patio - Pub within 1 mile - Pets go free - Coast within 1 mile - Garden / Patio
    Located in West Wemyss, a charming conservation village on the shores of the Forth, Driftwood Cottage sits on a sunny...
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  • St. Fort Wormit near Newport-on-Tay
    St. Fort Wormit near Newport-on-Tay×

    Baillie Scott

    St. Fort Wormit near Newport-on-Tay

    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...
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  • Coaltown of Burnturk near Cupar
    Coaltown of Burnturk near Cupar×

    Granny’s Cottage

    Coaltown of Burnturk near Cupar

    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...
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  • St. Fort Wormit near Newport-on-Tay
    St. Fort Wormit near Newport-on-Tay×

    Valentines

    St. Fort Wormit near Newport-on-Tay

    4
    2
    2
    0
    Ref: CC526038
    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...
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  • Cellardyke, near Anstruther
    Cellardyke, near Anstruther×

    Rockview

    Cellardyke, near Anstruther

    4
    2
    1
    0
    Ref: 29527
    Key Features:
    - Coastal Property - Wifi - Pub within 1 mile - Coast within 1 mile - Sea View - Ground Floor Facilities - Woodburning Stove

    With spectacular sea views from the moment you open the door of this ground floor holiday apartment, situated within...

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  • St Monans near Anstruther
    St Monans near Anstruther×

    Lilac Cottage

    St Monans near Anstruther

    4
    2
    1
    1
    Ref: UK5011
    Key Features:
    - Coastal Property - Wifi - Car parking on site - Enclosed Garden / Patio - Pub within 1 mile - Pets go free - Coast within 1 mile - Garden / Patio - Open Fire
    Discover this delightful terraced holiday cottage on the outskirts of St Monans, the smallest of the East Neuk of...
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  • Near Auchtermuchty
    Near Auchtermuchty×

    Pitcairlie Lodge

    Near Auchtermuchty

    4
    2
    2
    1
    Ref: SBK
    Key Features:
    - Swimming pool - Car parking on site - Garden / Patio - Ground Floor Facilities - Open Fire

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

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  • Pittenweem, near St Andrews
    Pittenweem, near St Andrews×

    Edina Cottage

    Pittenweem, near St Andrews

    4
    2
    2
    0
    Ref: 31286
    Key Features:
    - Wifi - Car parking on site - Pub within 1 mile - Woodburning Stove

    Edina Cottage is a delightful end-terrace holiday cottage with a lovely enclosed garden with summerhouse, picnic bench...

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  • Upper Largo, Leven
    Upper Largo, Leven×

    Kirkside Cottage

    Upper Largo, Leven

    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...

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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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