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.
39 cottages are available
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  • Sands Cottage

    Crail, near St Andrews

    Grade
    6
    3
    1
    2
    Ref: 29712


    This welcoming detached holiday cottage, set in the heart of the picturesque conservation village of Crail, is just a minute’s walk from the pretty harbour and award-winning beach. The seaside cottage has been lovingly restored by the owners and maintains many of the original features, including the coal fire in the living room and a Rayburn range cooker in the kitchen. The sunny private garden has a patio area ideal for relaxing with a glass of wine after a long day exploring the local area. Freshly caught seafood is the order of the day in nearby restaurants, with lobster being a speciality. The area is also well known for arts, crafts, galleries and potteries. Boat trips to the Isle of May, famous for puffins and seals are also available. Activities such as windsurfing, sailing and golf can be enjoyed locally. Beach 300 yards. Shop, pub and restaurant 50 yards.

    Ground floor: Living room with wooden floor. Dining room with wooden floor. Kitchen. First floor: 2 bedrooms: 1 double (5ft), 1 twin (3ft). Bathroom with shower over bath and toilet. Annexe: 1 double (6ft) bedroom with en-suite shower room and toilet.

    Open fire in living room (initial fuel included). Gas central heating, gas, electricity, bed linen and towels included. Freeview TV. Stereo/CD. Gas hob. Rayburn. Microwave. Washing machine. Dishwasher. Freezer. Fridge/freezer (in outhouse). Wi-fi. Small enclosed garden with sitting-out area and furniture. Barbecue. On road parking. Cycle store. No smoking. NB: Pond in garden.

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  • Harbourside Apartment

    Anstruther

    Grade
    6
    3
    1
    2
    Ref: CC526023
    This large two storey south facing apartment is situated in the picturesque and bustling fishing village of Anstruther, with panoramic views from each floor of the harbour, beaches, Bass Rock and over the Firth of Forth towards North Berwick.
    Harbourside Apartment is a second floor and immaculately-presented bright listed property providing spacious, contemporary self catering accommodation ideal for relaxing and enjoying the area and all it has to offer with friends and family.
    Located on the harbour front you can stroll to the beaches and harbour, award winning fish and chip shops, excellent quality restaurants and bars and selection of local shops. There are quaint streets and lanes to explore and boat trips are available to the Isle of May the world renowned bird sanctuary and nature reserve famous for puffins and grey seals. The Scottish fisheries museum is in Anstruther 100 yards from the apartment. The East Neuk of Fife is known for its picturesque fishing villages and beautiful beaches and coves and you can follow the Fife Coastal Path which goes through the town towards Crail and St Andrews in one direction and Pitenweem, St Monans and Elie in the other direction. There is a regular coastal bus service. This area is synonymous with golf with many local links courses and just nine miles from the ancient University town of St Andrews with its championship courses.
    This is the perfect location for relaxing and enjoying the sea views after exploring the East Neuk of Fife and further to Edinburgh, Stirling, Perth and Gleneagles all within an hours drive.Shops 20 yards, pub 30 yards and restaurant 20 yards

    Second Floor: Living/dining room: Spacious with wooden floor, window seat, 50" smart Freeview TV with BT Infinity, Blu-ray player, bluetooth speakers and stunning sea views.
    Kitchen: With electric oven, gas hob, microwave, under counter fridge, table top freezer, dishwasher, washing machine and tumble dryer.
    Shower room: With large shower, toilet.
    Bedroom 3: With twin beds .

    Third Floor: Bedroom 1: With king size bed.
    Bedroom 2: With twin beds.
    Bathroom: With shower over bath, hand shower and toilet.

    Gas central heating, l gas, electricity, bed linen and towels included. Travel cot and high chair available. Wi-Fi. Welcome pack.On street parking 25 yards away outside the apartment.No smoking.
    There are 4 steps leading up to the entrance of the apartment. Extra care should be taken

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  • Great Lodging Red House

    Anstruther

    Grade
    6
    3
    0
    2
    Ref: 29785

    An ideal touring base
    Beach 200 yards


    The Great Lodging is located in the heart of the seaside village of Anstruther, or Anster, as it’s known locally. The Great Lodging, known as ‘Fernbank’ for many years until the current owners revived the original name in 1993, consisted of four separate dwellings dating back to the 1500s. In 1643 it was owned by the Borthwick family who owned many estates nearby. In 1752 it was passed to George Dishington, who is strongly believed to be a descendant of Robert the Bruce, King of Scots. Dishington went on to buy the other properties that now form The Great Lodging. His descendants lived in the property until 1885 when it was owned by John Melville-Keay, captain of ‘Ariel’, a China tea clipper ship which almost won The Great Tea Race of 1866. The most famous of all tea clipper ships has to be the ‘Cutty Sark’ whose captain, George Moodie, was born in Fife.

    The aptly named Great Lodging Red House (ref 29785) provides accommodation spanning three floors. It is tastefully furnished throughout with antique and period furniture. Spiral stairs wind through the house to the living/dining room, then up to the bedrooms. After catching your breath and admiring the view from the double bedroom, continue to the top floor from where you will be rewarded with wonderful views over the Firth of Forth and a spacious second living room spanning the whole of the second floor.

    Garden Flat (ref 29784) forms part of the owner’s home and offers a real home from home atmosphere and makes a perfect retreat for 2 guests. It is furnished with period furniture and antique rugs and retains many original features including an inviting open fire in the living room and quarry tiled floors. The living and dining room also have quaint window seats which look onto the private, south-facing patio – a real sun trap on summer days.

    Guests are welcome to wander in the well-tended garden of the main house, shared with the owners - the perfect place to relax after a day exploring the area. Both properties can be booked together for up to 8 guests. Ideal for friends or two families who wish to holiday together, but also have some privacy.

    This picturesque corner of Fife, known as East Neuk, has many visitor attractions including many championship golf courses and is only 9 miles from St Andrews. Enjoy leisurely walks on the beach just 200 yards walk and treat yourself to fish and chips from an award-winning restaurant on the seafront. If you wish to venture further afield then the bustling city of Dundee can be reached in 30 minutes, and Perth and Edinburgh within an hours’ drive. Shops, restaurants and bars are all within a few hundred yards of your front door.

    Ground floor: Utility. Spiral stairs to first floor: Living room. Dining room/kitchen. Shower room with toilet. Spiral stairs to second floor: 3 bedrooms: 2 double (one 5ft), 1 twin. Bathroom with toilet. Steep, narrow stairs to third floor: Second living room with sloping ceilings.

    Two Freeview TVs. Shared laundry room with two washing machines and tumble dryer. Fridge/freezer.

    Both properties: Gas central heating, electricity, bed linen and towels included. Electric cooker. Microwave. Dishwasher. Wi-fi. Small courtyard. Shared use of owner’s garden. On road parking. Public car park, 50 yards (foc). Cycle store. No smoking. NB: 7 steps to owner’s garden.

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  • White Cottage

    Lower Largo, near Leven

    Grade
    6
    3
    0
    2
    Ref: 16854

    Enjoying a stunning position overlooking Largo Bay, this delightful cottage, only 12 miles from St Andrews, offers the perfect seaside holiday with swimming, beach walks and endless rock pools to investigate. Uninterrupted sea views from the living room. A multitude of excellent golf courses close by, along with a great range of children’s activities - Deer Park, Water World and the Secret Bunker. Historic houses and museums locally. Shop and pub 500 yards.

    Ground floor: Living/dining room. Kitchen. 1 twin bedroom. Bathroom with shower attachment and toilet. Low ceilings throughout. Fairly steep, half spiral stairs to first floor: 2 bedrooms: 1 double (zip and link can be twin beds on request), 1 twin. Shower room with toilet.

    Gas central heating, electricity, bed linen and towels included. Electric cooker. Microwave. Washing machine. Tumble dryer. Dishwasher. Fridge/freezer. Small enclosed garden and furniture. Parking (2 cars). No smoking.

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  • The Corrie

    Lower Largo

    Grade
    6
    3
    1
    2
    Ref: 25250

    With stunning sea views from this delightful holiday cottage, perched above the tiny harbour of Lower Largo, this is the perfect spot from which to watch the boats go by or to explore St Andrews, 12 miles, and the fishing villages along the coast. The sunny conservatory and picture windowed living room are welcoming whatever the season, and with a good hotel, pub and local shop just a moments walk, this is an ideal setting for a relaxing holiday. Enjoy activities for all ages such as beach walks, golf courses, ancient houses and glorious gardens, Deer Park and Sea World. Shop and pub 50 yards.

    Ground floor: Living room with French doors. Dining room/kitchen. Conservatory. Wet room with toilet. First floor: 3 bedrooms: 2 double (one 5ft), 1 twin. Bathroom with shower over bath and toilet.

    Gas central heating, gas, electricity, bed linen and towels included. Travel cot. DVD. Gas hob. Electric oven. Microwave. Washer/dryer. Dishwasher. Fridge/freezer. Wi-fi. Enclosed terrace and furniture. Parking (1 car). No smoking.

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  • The Giddy Limit

    St. Fort Wormit near Newport-on-Tay

    Grade
    6
    3
    0
    3
    Ref: CC526040
    Discover this B Listed Arts and Crafts house designed by Mackay Hugh Baillie Scott, one of only two in Scotland. Set in seven acres of glorious Fife countryside and first known as ’Sandford Cottage’, it was built in 1902 for Harben J Valentine, the photographic publisher from Dundee and photographers to Queen Victoria.

    Originally, the house was built with red brick walls and thatched using reeds from the River Tay. As the Valentine’s business grew, another wing was added, also brick with a thatched roof, but disaster struck in 1910 when the house suffered a catastrophic fire. Baillie Scott was once again commissioned to redesign the house and it was re-built this time with brick walls that were harled and a rosemary tiled roof to reduce the fire risk. In the 1930s, Sandford House became the family home of Sir William and Lady Walker, and during the war years, the house was used as the leaving centre for the Norwegians of the 333 Catalina flying boat squadron, who moored their aircraft at Wormit Pier. During 1960, the house was converted to a hotel and a wing was added later which the majority of the holiday accommodation is situated and has been restored, in keeping with the arts and craft style. Using solid oak beams, posts and flooring and furnished to a high level of comfort with a mixture of contemporary and antique furniture. You are at the ideal all year round location to explore this area of rural Fife; historic St Andrews (ten miles), Dundee (five miles) and Cupar (eight miles) are just a short drive as are the white sandy beach and dunes of Tentsmuir Country Park (eight miles).

    The Giddy Limit is a spacious first floor apartment situated on the north west corner of the building and has its own balcony overlooking the garden with views over towards the River Tay. The spacious open plan living area has a wood burner to keep you cosy on the winter nights. For Arts and Crafts architecture fans a guided tour can be arranged.

    The Giddy Limit can be booked with Baillie Scott (CC526037), Valentines (CC526038) and Lady Bluebell (CC526039) to accommodate up to 20 guests.

    First Floor: The property is all on the first floor, has oil central heating and comprises:
    Open plan living space: Beamed with wooden floor.
    Three steps to...
    Lounge area: With wood burner, 40" Freeview TV, DVD player, Bluetooth speaker and French doors to balcony.
    Dining area.
    Kitchen area: With electric oven, induction hob, microwave, fridge, freezer, dishwasher and washing machine.
    Bedroom 1: With zip and link king size bed (which can be made to 2ft 6in twin beds – please advise when booking) and en-suite with shower over bath, WC and heated towel rail.
    Bedroom 2: With zip and link king size bed (which can be made to 2ft 6in twin beds – please advise when booking), sloping ceiling and en-suite with shower, WC and heated towel rail.
    Bedroom 3: With double bed, sloping ceiling and en-suite with shower, WC and heated towel rail.

    All oil, electric, bed linen and towels included. Initial fuel for wood burner provided, remainder available at £3 per basket. Wi-Fi. Welcome pack. Balcony with furniture. Shared 7-acre woodland grounds. Ample parking. Cycle store. No smoking. NB: Sloping banks, steps and unfenced pond in grounds.

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  • Halyn Cottage

    Ceres near St Andrews

    Grade
    6
    4
    2
    1
    Ref: CC526027
    This welcoming, detached holiday cottage is set in the heart of the picturesque conservation village of Ceres. Ceres hosts Scotland’s oldest free Highland games, a week long programme of events culminating in the Highland games on the last Saturday in June. This is an ideal year-round location with a cosy wood burner in the lounge and a sunny garden with a stream. There are excellent cycle routes and footpaths from the cottage, and the Fife Folk Museum is just a five minute walk away. Visit the National Trust Hill of Tarvit Mansion, which is one mile away and offers a unique golfing experience on a 9-hole course using traditional ‘hickory clubs’. The area is famous for golf and there are a multitude of fine golf courses close by, which are suitable for all abilities. The village has a good pub and a hotel serving food, two tea rooms, antique shop, family butchers, village store and the renowned Wemyss Ware Pottery. St Andrews is seven miles away and Edinburgh, Dundee and Perth are all within an hour’s drive.

    Ground Floor: The property has one step to the entrance, has gas central heating and comprises:
    Lounge/dining room: With wooden floor, wood burner, 32" Freeview TV, DVD player, iPod dock and CD/radio.
    Kitchen: With gas cooker, microwave, fridge/freezer and washing machine.
    Bedroom 1: With king size bed.
    Bedroom 2: With single bed.
    Bathroom: With shower over bath and WC.

    First Floor: Bedroom 3: With king size bed and sloping ceiling.
    Bedroom 4: With twin beds and sloping ceiling.
    Hallway: With tumble dryer.

    All gas, electric, bed linen and towels included. Initial fuel for wood burner provided. Wi-Fi. Large, lawned garden with sitting-out area and furniture. On road parking. No smoking. NB: Unfenced drop, stream and 11 steps in garden.

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  • Eland

    Near Auchtermuchty

    Grade
    6
    3
    0
    2
    Ref: UEB

    "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.

    Created from the original drawing room of the house, Eland is an extremely spacious apartment, elegantly furnished to the Visit Scotland ‘4 Star’ standard, with beautiful wooden flooring and delightful views over the grounds and surrounding countryside. It has internal access to the swimming pool. Accessed from the ground floor with stairs to first floor: Spacious, open-plan sitting/dining room and well-equipped, modern fitted kitchen area. Double bedroom with en-suite shower room and toilet. Two twin bedrooms. Shower room with toilet.

    • Electricity and gas central heating included
    • Dishwasher
    • Wi-fi

    • 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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  • Coast Cottage

    St Monans near Anstruther

    Grade
    6
    3
    1
    2
    Ref: CC526029
    Coast Cottage is an immaculately presented, traditional, terraced fisherman’s cottage with red pan-tiled roof and thick stone walls. Providing spacious, contemporary accommodation which has been thoughtfully furnished for comfort and ease and is only a few minutes walk from the old harbour and sea front at 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 explore the quaint streets and lanes, historic buildings, an old windmill that once powered the salt panning industry and an old 14th Century church, shops and restaurants, an award winning cafe and an excellent seafood restaurant overlooking the harbour. If fish is on your menu tonight, there are a number of sheds in the village selling freshly caught local sea food, or you can catch your own from the sea front! The Fife Coastal Path runs through the village, 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 the more traditional links courses and beautifully landscaped parkland and heathland courses.

    Ground Floor: The property has one step to the entrance, gas central heating and comprises:
    Open plan living space: With oak floor.
    Lounge area: With wood burner, 32" Freeview TV, DVD player, Blu-ray player and Bluetooth CD player.
    Dining area.
    Kitchen area: With electric range cooker, gas hob, microwave/oven/grill, fridge/freezer, coffee machine, dishwasher and washing machine.
    Steep and narrow stairs to...

    First Floor: Bedroom 1: With king size bed.
    Bedroom 2: With twin beds.
    Bathroom: With shower over corner bath, shower, WC and heated towel rail.
    Steep and narrow stairs to...

    Second Floor: Bedroom 3: With king size bed, sea views and sloping ceiling.
    Shower room: With shower, bidet, WC, heated towel rail and sloping ceiling.

    All gas, electric, bed linen and towels included. Initial fuel for wood burner provided. Travel cot and highchair available on request. Wi-Fi. Shared courtyard with furniture. On road parking. Cycle store. No smoking. NB: 5 steps in courtyard.

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  • Burnside

    St Andrews

    Grade
    6
    3
    0
    1
    Ref: 23595

    This lovely, spacious holiday home is in a peaceful setting overlooking a wooded den with the Lumbo Burn at its foot. Only a 20 minute walk along the Lade Braes into the heart of historic St Andrews, or up to Craigtoun Park and the Dukes golf course. Shopping, eating places and the Byre theatre in St Andrews; also of course, the six town golf courses. Shop and pub 1 mile.

    Ground floor: Living room with piano and French doors. Dining room. Kitchen. Utility room. 1 twin bedroom. Bathroom with bath, shower cubicle and toilet. First floor: 2 double bedrooms, one with en-suite toilet.

    Woodburner in living room (initial fuel included). Gas central heating and electricity included (£35per week November-April). Bed linen and towels included. Freeview TV. DVD. CD. Electric cooker. Microwave. Washing machine. Dishwasher. Fridge/freezer. Wi-fi. Enclosed garden over 2 levels and furniture. Parking (2 cars). No smoking. NB: Steps in garden to covered pond and burn.

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  • Meadowsweet

    Newburgh, Fife

    Grade
    6
    3
    0
    2
    Ref: 28565

    This beautiful semi-detached, 19th-century farmhouse tastefully blends original features with contemporary style, offering space and comfort in a stunning rural setting. With wonderful views over the River Tay and rolling hills, this charming holiday cottage is on the edge of a steading conversion where ducks and geese swim on the old mill race. Newburgh village is a short stroll with shops, art gallery and dining pubs. Golf, fishing, cycling, motor racing and sky diving nearby. Visit Perth, 13 miles, St Andrews, 20 miles or just savour the peace. Shops and pubs ½ mile.

    Ground floor: Living room. Dining room/kitchen. Sun room. 1 twin bedroom. Shower room with toilet. First floor: 2 double (5ft) bedrooms. Bathroom with bath, shower attachment, shower cubicle and toilet.

    Woodburner in living room (initial fuel included). Ground source heat pump central heating included. Electricity, bed linen and towels included. Travel cot. High chair. Satellite TV. Stereo/CD. DVD. Electric range. Microwave. Washer/dryer. Dishwasher. Fridge/freezer. Wi-fi. Large enclosed garden with patio and furniture. Parking (2 cars). Cycle store. No smoking. NB: 12 steps in garden.

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  • Helenslea

    St Andrews

    Grade
    6
    3
    0
    2
    Ref: 26011

    This light, airy holiday apartment, part of an Edwardian terrace is just 2 minutes’ walk from the centre of St Andrews. The owner can meet you at the airport or train station, and provide mini tours of places of interest. Enjoy the shops, coffee shops, theatre, cinema, museums and bars all within a short stroll. The Old Course, 10 minutes away, and 11 other golf courses within 5 miles. Sandy beach, Sea Life Centre, medieval buildings all nearby, or explore fishing villages and beaches of the East Neuk. Shops, pubs and restaurants 100 yards.

    All on ground floor: Living/dining room. Kitchen. 3 bedrooms: 2 double, 1 twin with en-suite shower room and toilet. Bathroom with shower over bath and toilet.

    Gas central heating, gas, electricity, bed linen and towels included. Freeview TV. CD. Electric cooker. Microwave. Washing machine. Dishwasher. Fridge/freezer. Wi-fi. Enclosed garden with patio and furniture. On road parking. Secure cycle store. No smoking.

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