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.
98 cottages are available
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  • Stables Cottage

    Blebo, nr. St Andrews

    Grade
    3
    2
    3
    2
    Ref: UNS

    Lying just 6 miles from St Andrews and set amidst quiet countryside, this charming, mid 19th-century single-storey cottage enjoys its own garden. Tastefully furnished and equipped to a high standard, it stands alone, boasting views of wooded fields and a small stable yard. Benefiting from a wealth of golfing opportunities (17 courses in the vicinity), Stables Cottage makes an ideal base from which to tour the fishing villages, beaches and cliffs of the East Neuk of Fife. The Scottish Deer Centre and The British Golf Museum accessible. Fishing locally. Inns 2 miles at Ceres. Shop 2 miles.

    Entrance porch. Living room with wood-burning stove and dining area. Fitted kitchen with door to garden. Double bedroom with en-suite shower room and toilet. Single bedroom accessed via the living room. Bathroom with Italian corner bath, over-bath shower and toilet.

    • Wood-burning stove included
    • Electricity, full oil central heating and bed linen included
    • Cot
    • High chair
    • Freeview TV
    • DVD
    • Microwave
    • Washer/dryer
    • Dishwasher
    • Freezer
    • Wi-fi
    • Small enclosed cottage garden with patio and furniture
    • Barbecue
    • Parking
    • Pets free of charge
    • No smoking
    • Ground floor facilities

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  • The Laigh

    Kinghorn, Fife

    Grade
    3
    1
    1
    1
    Ref: 19223

    In the heart of the coastal village of Kinghorn on the Firth of Forth and only 5 minutes’ walk from the harbour and small sandy beach, this ground floor holiday property with cosy multi-fuel burner is an ideal holiday retreat whatever the season. Easy access into the centre of Edinburgh over the dramatic Forth Railway Bridge, station 5 minutes’ walk. Look out for seals, porpoises and countless sea birds from the Fife coastal path. Golf 1 mile, St Andrews 40 minutes. Well placed to enjoy central Scotland. Shop, restaurant and pub 200 yards.

    All on ground floor: Living room with sofa bed. Dining room/kitchen. 1 double bedroom. Bathroom with shower over bath and toilet.

    Multi-fuel burner in living room (no fuel provided). Gas central heating, gas, electricity, bed linen, towels and Wi-Fi included. Freeview TV. DVD. CD. Gas hob. Electric oven. Microwave. Washing machine. Fridge/freezer. Enclosed garden with patio and furniture situated 50 yards from the property. Cycle store. On road parking. No smoking. Please note: There are 8 steps in the garden leading to the terrace.

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  • The Garden Apartment

    Nr Auchtermuchty, Fife

    Grade
    3
    2
    0
    1
    Ref: UEE

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

    Ideal for family gatherings, special occasions, select weddings or corporate events, Pitcairlie House can accommodate up to 21 guests in five delightful properties (all graded Visit Scotland ‘4 Star’ and awarded the Green Tourism Silver Award) - each apartment being entirely individual and self-contained. All five splendid holiday properties enjoy shared use of a superb indoor heated swimming pool and sauna - they all have an internal access to the swimming pool (except Kudu UED, reached along the verandah).
    They are set in a lovely rural situation, 3 miles south of Newburgh on the Firth of Tay, and 18 miles from Perth, in a 120-acre wildlife haven of woods, streams and rolling hills. Eland (UEB, sleeps 6), Sable (UEC, sleeps 4), Kudu (UED, sleeps 4), The Garden Apartment (UEE, sleeps 3) have been formed within a large Victorian wing of the owners’ 16th-century country mansion, while the Lodge (SBK, sleeps 4) is set on the edge of woodland by the end of the drive. Just 2 miles away is the attractive village of Auchtermuchty, while medieval Falkland with its historic palace is only 2 miles farther on. Both villages offer a selection of shops, inns and restaurants. Shops 2 miles.

    Situated to the side of the main house with a private entrance directly from the garden, this very roomy apartment is attractively furnished and decorated in traditional style, to the Visit Scotland ‘4 Star’ standard. It has internal access to the swimming pool. Entrance from gardens to hall. Sitting/dining room with gas fire. Well-fitted and equipped kitchen. Double bedroom. Single bedroom (no window). Bathroom with toilet. All at lower ground floor level.

    • Electricity and gas central heating included
    • Freeview TV
    • Dishwasher
    • Wi-fi
    • Secluded patio

    • Bed linen and towels included
    • Cot
    • High chair
    • TV
    • DVD
    • Stereo
    • Microwave
    • Shared use of laundry room with washer/dryer
    • Fridge/freezer
    • Telephone by meter reading
    • Shared grounds of 120 acres
    • Garden furniture
    • Shared barbecue
    • Privte parking
    • Shared indoor heated swimming pool (23ft x 12ft) and sauna available all year round
    • Natural spring water supply
    • Hamper by arrangement
    • NB: Small unfenced lake

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  • Cardy Cottage

    Lower Largo

    Grade
    4
    2
    1
    1
    Ref: SVVP

    Built in 1885 Cardy Cottage is a grade C listed building located by the beach in the village of Lower Largo on the Firth of Forth. The history of the village is dominated by the real Robinson Crusoe (Alexander Selkirk) and Cardy Cottage was built by one of Selkirk’s descendants. A statue celebrating Selkirk’s birthplace is located a few doors down from the cottage. The Fife Coastal Path passes nearby and guests can enjoy the beaches and rock pools of Largo Bay. St Andrews (10 miles) offers golf, the University and the beach made famous by the film Chariots of Fire. Visit the fishing villages of Anstruther, Pittenweem and Crail. Edinburgh is 1 hour away. Shop, pub, restaurant 500 yards.

    Living room with open fire and wooden floor. Kitchen with dining area and wooden floor. Utility. First floor: Double bedroom with TV and sea views. Twin bedroom with sea views. Shower room with toilet and Velux window.

    • Open fire - initial fuel included, thereafter available locally
    • Electricity, full gas central heating, bed linen and towels included
    • Travel cot
    • High chair
    • Two Freeview TVs
    • DVD
    • CD
    • iPod dock
    • Microwave
    • Washer/dryer
    • Fridge/freezer
    • Wi-fi
    • Small courtyard with furniture
    • Parking (for 1 car)
    • Secure cycle store
    • No smoking

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  • Seagulls

    Pittenweem, nr. St. Andrews

    Grade
    4
    2
    2
    1
    Ref: 28948

    Just a 4-minute walk from the historic and picturesque harbour in the pretty fishing village of Pittenweem, this attractive semi-detached holiday cottage is in a quiet residential street, only 10 miles from St. Andrews. Furnished in a quirky mix of antique, vintage and contemporary styles, this is a welcoming retreat whatever the season. There are pubs, galleries and local shops within a 2-minute walk, with many more only slightly further along the East Neuk. Seaside activities available nearby, with a boat trip to the bird reserve on the Isle of May a must do. Variety of golf courses, nearest 1 mile. Shop, pub and restaurant 175 yards.

    Ground floor: Living room. Dining room. Kitchen. First floor: 2 bedrooms: 1 double, 1 twin. Bathroom with shower over bath and toilet.

    Gas central heating, electricity, bed linen and towels included. On demand TV (Netflix). DVD. Electric cooker. Microwave. Washing machine. Dishwasher. Fridge/freezer. Wi-fi. Enclosed lawned garden with patio and furniture. Barbecue. Parking (2 cars). Cycle store. No smoking. NB: 2 steps from patio to garden.

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  • Kingfisher Cottage

    Cellardyke, nr. Anstruther

    Grade
    4
    2
    0
    1
    Ref: 30485


    With spectacular sea views, this traditional terraced fisherman’s cottage, built in 1750, has been lovingly restored by the owners to a very good standard. With steep, narrow stairs and internal stairs throughout (young children and people with mobility problems - take care), this property is full of charm. With contemporary furnishings and a cosy woodburner, this is an ideal holiday property whatever the weather. The enclosed private garden leads to the beach, and has a patio area ideal for relaxing in with a glass of wine after a long day exploring the local area. Anstruther is within walking distance with its historic harbour, quaint shops, bars and restaurants, or enjoy fish and chips from an award winning restaurant. Take a boat trip to the Isle of May, where you can visit the bird sanctuary, famous for its puffins and seals. The Fife coastal path runs through the village, with historic castles, pretty fishing villages and many beautiful beaches and coves to visit along the way. The ancient university town of St Andrews is 9 miles away, famous for its golf courses as well as many other local attractions close by. Edinburgh, Stirling and Perth are all within one hour’s drive. Shop 500 yards, pub and restaurant 220 yards.

    5 steep, narrow steps from entrance down to ground floor:
    Living room:
    With wood burner, Freeview TV, DVD player and a selection of DVDs and MP3 dock.
    Kitchen/dining room: With electric oven, gas hob, microwave, fridge, dishwasher and wooden floor.
    Separate toilet.
    Steep, narrow stairs to...
    First Floor:
    Bedroom 1:
    With kingsize bed.
    Bedroom 2: With bunk bed.
    Bathroom: With shower over bath, and toilet.

    Gas central heating, gas, electricity, bed linen, towels and Wi-Fi included. Initial fuel for wood burner included. Enclosed lawned garden with sitting-out area and garden furniture. On road parking. No smoking. Please note: There are internal steps throughout the property and there are 7 steps in garden.

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  • Number One

    Cellardyke, near Anstruther

    Grade
    4
    2
    1
    1
    Ref: UKC801


    In the pretty, seaside, conservation village of Cellardyke, Number One was originally a fisherman’s cottage. This ground floor cottage apartment is within walking distance of sandy beaches and both Cellardyke and Anstruther harbours. Explore the historic lanes and wynds, watch the boats coming into the harbour, take a boat trip to the Isle of May to see the puffins, and if you are lucky, spot a school of dolphins, visit the Scottish fisheries or enjoy award-winning fish and chips, all within a short distance from your front door.
    You can travel further afield on foot or bike, the Fife Coastal Route passes through the village, where you can explore the picturesque shoreline and small fishing villages. The historic town of St Andrews, 9 miles, is only a short drive, with its championship golf courses. Local food, and art and craft festivals are held throughout the year, making this the ideal location all year round for all ages. Other places to visit include Dundee, 24 miles, Perth, 41 miles, and the beautiful city of Edinburgh, 46 miles.
    Whatever you decide to do on your holiday, you can rest assure that the comfort of this lovely apartment awaits you on your return. You can relax with a glass of wine in the bright sun room and plan your next days activities, dine alfresco in the enclosed courtyard which is a real sun trap, or curl up with a book in the cosy living room.Shop 50 yards, pub and restaurant 200 yards.

    Step to entrance.
    All on the ground floor.
    Living room: With 42" freesat TV (BT sports package), DVD player and wooden floor.
    Kitchen/dining room/sun room: With electric oven, electric hob, microwave, fridge/freezer, dishwasher, coffee machine, washing machine, 42" freesat TV (BT sports package), DVD player, tiled floor and patio doors leading to courtyard.
    Bedroom 1: With zip and link super kingsize bed (can be twin beds on request) and freesat TV.
    Bedroom 2: With zip and link kingsize bed (can be twin beds on request) and freesat TV.
    Bathroom: With bath, shower cubicle and toilet.

    Gas central heating, electricity, bed linen, towels and Wi-Fi included. Welcome pack. Travel cot and highchair available on request. Small enclosed courtyard with sitting-out area and garden furniture. Bike store. Private parking for 1 car, additional on road parking available. No smoking. Please note: There are two steps in the courtyard.

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  • The View

    Cellardyke near Anstruther

    Grade
    4
    2
    1
    1
    Ref: CC526021
    This delightful holiday cottage has spectacular sea views over the Firth of Forth and the May Island. Dolphin, seals, sea birds and the occasional whale can sometimes be seen from your window and when the tide is in, you can fish for cod from the garden shared with the owner (no licence required). Lobster is a favourite dish in this area and you can find your own supper in the rocky pools or just relax in the sun room with a glass of wine. Cellardyke has its own harbour, bar and small shops locally, and Anstruther is within walking distance with its historic harbour, quaint shops, bars and restaurants or you can enjoy fish and chips from the award-winning restaurant. The Fife Coastal Path runs through the village, with historic castles, pretty fishing villages and many beautiful beaches and coves to visit along the way. The cottage was originally the local general store and the ramp to the utility room and garden was used by the pony and trap for deliveries and there are still the names of some of the workers carved in to the beams dating back to 1904. It is just 9 miles from the ancient University town of St Andrews and its famous golf courses, as well as many other local courses close by. Edinburgh, Stirling and Perth are all within an hour’s drive.

    Ground Floor: The property has gas central heating, one step to entrance and comprises:
    Ground Floor:
    Open plan living space.
    Lounge area: With electric coal-effect fire, 32" Freeview TV, DVD player, radio, CD player, sea views and patio doors to sun room and decked terrace.
    Dining area: With sea views.
    Kitchen area: With gas cooker, microwave, fridge/freezer and dishwasher.
    Sun room.
    Bedroom 1: With king size bed and sea views.
    Bedroom 2: With bunk beds.
    Shower room: With shower and WC.
    Ramp to utility room: With washing machine, tumble dryer and door leading to shared garden.

    All gas, electric, bed linen and towels included. Travel cot and highchair. Wi-Fi. Welcome pack. Decked terrace with furniture. Shared enclosed garden with patio and furniture. On road parking. Cycle store. Fishing on site (no licence required). No smoking. NB: Pond and steps in garden.

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  • Kirkside Cottage

    Upper Largo, Leven

    Grade
    4
    2
    2
    1
    Ref: SOON

    Just 10 miles from St Andrews, this charming, single-storey holiday cottage is attached to another property on a tiny lane beside the church in picturesque Upper Largo, just minutes’ drive from the beach and golf course. Thoughtfully furnished for comfort and ease, there are views of Largo Law from the small enclosed garden. An ideal base from which to explore the East Neuk of Fife with quaint fishing villages strung along the coast, or easy access to Edinburgh, Dundee or Perth and The Trossachs. Golf ½ mile, watersports at Elie, coastal walks, Sea Life Centre, Deer Park, and historic houses and gardens. Shop 2 miles and pub 200 yards.

    Living/dining room with open fire. Well-equipped kitchen. Double bedroom with 5ft bed and TV. Twin bedroom. Bathroom with over-bath shower and toilet.

    • Open fire - initial fuel included, thereafter available locally
    • Electricity, full gas central heating, bed linen and towels included
    • Cot
    • High chair
    • Two Freeview TVs
    • DVD
    • Microwave
    • Washer/dryer
    • Dishwasher
    • Freezer
    • Wi-fi
    • Small, enclosed, paved garden with furniture
    • Barbecue
    • Roadside parking
    • Secure cycle store
    • No smoking
    • Ground floor facilities

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  • Rosslyn Cottage

    Dysart near Kirkcaldy

    Grade
    4
    2
    2
    1
    Ref: CC526025
    Rosslyn Cottage is an immaculately presented, self catering, semi-detached holiday home, providing welcoming, spacious, contemporary accommodation, ideal for relaxing with friends and family whilst enjoying the area and all it has to offer. In the heart of the historic conservation village of Dysart, just minutes walk from the picturesque harbour and sea front, shops, cafes and restaurants. The Fife Coastal Path passes through the village, and the surrounding areas have many wonderful sights and monuments to visit, along with breathtaking countryside. Fife is home to some outstanding summer food and arts festivals, and is famous for its golf courses. With something for everyone, this is the ideal location to explore the area, being only minutes from major road and rail networks. Edinburgh, St Andrews and Dundee are less than an hour away. Close by is Kirkcaldy with a good selection of shops and leisure facilities.shop 200 yard, Pub 400 yards and restaurant ½ mile.

    Ground Floor: The property has two steps to entrance, is all on ground floor and comprises:
    Open plan living space.
    Living area:
    With electric wood burner, 38" Freeview TV, DVD player, iPod dock and CD/radio.
    Dining area.
    Kitchen area: With electric cooker, microwave, fridge/freezer and dishwasher.
    Bedroom 1: With zip and link twin beds (which can be made to super king size - please advise when booking).
    Bedroom 2: With double bed.
    Bathroom: With bath, shower, toilet, disabled toilet frame (on request), raised toilet seat (on request) and washing machine.

    Gas central heating, gas, electricity, bed linen and towels included. Cot bed and highchair available on request. Wi-Fi.
    Small enclosed courtyard with BBQ. On road parking. Cycle store. No smoking.

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  • Holly’s Hideaway

    Anstruther

    Grade
    4
    2
    1
    2
    Ref: UK5078
    Discover this delightful seaside holiday cottage, with breathtaking views of the Firth of Forth from the living room. This terraced fisherman’s cottage is a hidden gem and lies just a few yards from the sandy beach on the west side of town. Anstruther’s working harbour, marina, shops, cafes, bars and restaurants are only a few minutes walk; enjoy fish and chips from the award-winning restaurant or sample a scotch in the local pubs. Anstruther is also blessed with its own golf course, situated just at the end of the street, as well as being surrounded by all the courses in Fife. There are many other activities in the area to suit all ages, from the Scottish Fisheries Museum to boat trips to the Isle of May with its world renowned bird sanctuary and nature reserve, which is famous for puffins and seals. There is also the Fife Coastal Path which runs through the village and has historic castles, pretty fishing villages and many beautiful beaches and coves along its path. The ancient university town of St Andrews, famous for its golf courses, is only 9 miles away. Beach 50 yards. Shop and restaurant 300 yards, pub 150 yards.

    Ground Floor: Kitchen/dining room: With electric oven, electric hob, microwave, fridge, freezer and washer/dryer.
    Bedroom 1: With double bed and en-suite with shower cubicle and toilet.
    Bedroom 2: With double bed.
    Bathroom: With shower over hip bath (no toilet).
    Two separate toilets.

    First Floor: Living room: With 32" Freeview TV, DVD player and CD player.

    Gas central heating, electricity, bed linen, towels and Wi-Fi included. Travel cot, highchair and stairgate.Public car park, free of charge. No smoking.

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  • Lilac Cottage

    St Monans near Anstruther

    Grade
    4
    2
    1
    1
    Ref: UK5011
    Discover this delightful terraced holiday cottage on the outskirts of St Monans, the smallest of the East Neuk of Fife fishing villages. This quiet charming village situated on a hill overlooking the Firth of Forth has spectacular views across to North Berwick, The Isle of May and Bass Rock. From your front door you can stroll down to the beach just 250 yards away and the village is just ¾ of a mile where you can explore the quaint streets and lanes, historic buildings, an old windmill that once powered the salt panning industry, an old 14th century church, shops and restaurants, an award winning cafe and an excellent seafood restaurant overlooking the harbour. You can purchase freshly caught sea food from a number of local fisherman selling their catch. The Fife Coastal Path is close by, with historic castles, pretty fishing villages and many sandy beaches and coves to visit along the way. This area is famous for golf with more than 40 golf courses in Fife from the famous fairways of St. Andrews to traditional links courses and beautifully landscaped parkland and heathland courses. This is the perfect location for all ages to explore; you can relax when you return from exploring the area in the small private enclosed garden, just across the courtyard and enjoy a glass of wine in the summerhouse, or on cooler days curl up with a book in front of the cosy open fire.

    Ground Floor: The property has one step to the entrance, is all on the ground floor, has gas central heating and comprises:
    Lounge/dining room: With wooden floor, open fire, 32" Sky TV (basic package) and DVD player.
    Kitchen: With electric oven, gas hob, microwave, fridge/freezer, dishwasher, washing machine and tumble dryer.
    Bedroom 1: With king size bed, electric wood burner, TV and DVD player.
    Bedroom 2: With twin beds.
    Shower room: With shower and WC.

    All gas, electric, bed linen and towels included. Initial fuel for open fire provided. Travel cot and highchair available on request. Wi-Fi. Courtyard. Enclosed garden with furniture. Summerhouse. Parking (2 cars). Cycle store. No smoking.

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