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.
38 cottages are available
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  • The Marches

    Anstruther

    Grade
    5
    3
    0
    2
    Ref: 23412

    Ideally located in the bustling fishing village of Anstruther, this deceptively spacious detached holiday home is set only 5 minutes walk from the quaint harbour. Locally there are award winning sandy beaches, water sports, trips to the Isle of May and coastal walks. Historic St Andrews, home of golf, 9 miles. Challenging local 9-hole links golf course ½ mile. Children’s play area 100 yards. Shops, pubs and award winning seafood restaurants, 500 yards.

    Ground floor: Living/dining room with French doors. Kitchen. Separate toilet. First floor: 3 bedrooms: 2 double, one with en-suite shower room and toilet, 1 single. Bathroom with toilet.

    Gas central heating, gas, electricity, bed linen and towels included. Cot. High chair. Freeview TV. DVD. Gas hob. Electric oven. Microwave. Washing machine. Dishwasher. Fridge/freezer. Wi-fi. Enclosed garden with patio and furniture. Barbecue. Garage (1 car). Parking (1 car). Cycle store. No smoking.

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  • Making Waves

    Cellardyke near Anstruther

    Grade
    5
    3
    0
    1
    Ref: CC526026
    Aptly named ‘Making Waves’, this stunning property sits right on the sea shore in the pretty fishing port of Cellardyke on the east Fife coast. Enjoying a unique position and furnished and equipped to an excellent standard with Sky Sports, Wi-Fi and three good sized bedrooms, the property couldn’t be better placed for exploring the Fife coastline. The property has beautiful views towards May Island, Bass Rock and North Berwick Law from the kitchen, dining room and master bedroom. Outside the south facing garden looks right over the shore, the perfect place to relax with a glass of wine and watch the fishing boats sailing by. A short stroll brings you to the neighbouring town of Anstruther, which has a good selection of shops, pubs and The Cellar Restaurant, holder of 3AA rosettes and UK seafood restaurant of the year. For the more energetic, the Fife Coastal Path runs for 150km nearby, and for cyclists, the Millennium Cycle Way has 300 miles of quiet country roads, disused railways and forest tracks to explore. Look out for boat trips to the Isle of May, a National Nature Reserve where you can spot puffins and seals. Boats leave from the port at Anstruther between April and September.

    Ground Floor: The property has gas central heating and comprises:
    Six steps up to...
    Ground Floor:
    Dining room: With 40" TV with Sky Sports, drinks fridge and patio doors to balcony with seating and sea views.
    Kitchen: With electric oven, gas hob, microwave, fridge, freezer, dishwasher, washing machine and sea views.
    Bedroom 1: With zip and link super king size bed (which can be made to twin beds - please advise when booking) and sea views.
    Bedroom 2: With double bed and en-suite with shower, WC and heated towel rail.
    Bathroom: With shower over bath, WC and heated towel rail.
    12 steps down to...
    Lower Ground Floor:
    Lounge: With electric coal-effect fire, 40" TV with Sky Sports, DVD player, CD/radio, iPod dock, Wii and patio doors to the garden.
    Bedroom 3: With double bed (for one).

    All gas, electric, bed linen and towels included. Travel cot, highchair and stairgate supplied on request. Wi-Fi. Enclosed garden with sitting-out area and furniture. Balcony with furniture. On road parking. Cycle store. No smoking. NB: There is a sealed off well and two steps in the garden.

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  • Curlew Cottage

    Ceres, nr. St Andrews

    Grade
    5
    3
    1
    2
    Ref: 23507


    Set in the heart of the conservation village of Ceres in generous surrounding grounds, only 7 miles from St Andrews, this delightful holiday cottage provides an ideal base for those wishing to enjoy the best Fife has to offer. Enjoy leisurely walks from the door or visit the Fife Folk Museum, 5 minutes’ walk. The Hill of Tarvit Mansion House (NTS), only 1 mile from Ceres, offers pay and play golf over a 9-hole course using traditional hickery clubs, or enjoy the multitude of fine golf courses close by, suitable for all abilities. The village has a good pub and a hotel serving food, and the renowned Wemyss ware pottery. Edinburgh, Dundee and Perth are all within an hour’s drive. Shops and pub 100 yards.

    Steps to entrance. All on ground floor: Living room. Dining room/
    kitchen. 3 bedrooms: 1 double with en-suite shower room, 1 twin, 1 single. Bathroom, shower over bath and toilet. Cloakroom with toilet.

    Gas central heating and electricity included (£25per week, £15 per short break October-March). Bed linen and towels included. Freeview TV. DVD. Electric cooker. Microwave. Washing machine. Tumble dryer. Dishwasher. Fridge/freezer. Wi-fi. Enclosed garden with patio area and furniture. Parking (2 cars). No smoking.

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  • Seaspray

    St. Monans, Fife

    Grade
    5
    3
    3
    2
    Ref: 23252

    This delightful, spacious holiday home is set just 2 minutes stroll from the harbour of the picturesque fishing village of St Monans, where there are wonderful views towards the Isle of May (boat trips available) and across the Firth of Forth. Enjoy bracing walks along the Fife Coastal Path, water sports and Blue Flag sandy beach at Elie, and an unrivalled choice of golf courses nearby. St Andrews, 10 miles, has interesting shopping, wide choice of eating places, Sea Life Centre and an excellent theatre. Shops 50 yards, pubs and seafood restaurant 500 yards.

    Ground floor: Living/dining room with French doors. Dining room/kitchen. Separate toilet. First floor: 3 bedrooms: 1 double (5ft) with en-suite shower room and toilet, 1 twin, 1 single. Bathroom with bath and shower cubicle.

    Gas central heating, electricity, bed linen and towels included. Video. DVD. Electric cooker. Microwave. Washing machine. Fridge/freezer. Private courtyard with sitting-out area and furniture. Parking (1 car). No smoking. Couples and family bookings only.

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  • Piteadie Castle Cottage

    by Kinghorn

    Grade
    5
    3
    0
    2
    Ref: CC526032
    Set in the peaceful grounds of Piteadie House, surrounded by farmland and with super views, this well-presented, yet cosy holiday home, with all the up-to-date appliances, is a beautiful spot for friends and family looking to relax and enjoy this splendid area. Semi-detached to outbuildings only, it is situated only a short hop from both Edinburgh and St Andrews, you can enjoy days out, or explore the owner’s eight acre ’mini estate’, complete with woodland, a ruined castle, unspoilt countryside and spectacular views looking out over to the Firth of Forth and across to Edinburgh. Enjoy a picnic in the grounds and admire the ruins of medieval Piteadie Castle, which dates back to the late 14th Century, and sits in its walled courtyard. It features in Nigel Tranter’s novel, The Lion’s Whelp, which can be read during your stay. It still boasts the original round arched gateway with a coat of arms and the date of 1686 and initials W.C, for the then owner William Calderwood, an apothecary and burgess of Edinburgh.
    Indulge in some serious stargazing at night, or simply enjoy the delightful grounds which are home to an abundance of wildlife including pheasants, buzzards, owls, woodpeckers, hares, deer, foxes and a nightjar! Enjoy local country walks to the well-known Kissing Trees and Kinghorn Loch, walk the Fife Coastal Path or try the Fife cycle route, which are all close by. Further afield and within easy reach, explore Aberdour, Burnt Island and Kirkcaldy. The former are part of the ’Fife Riviera’ and Kirkcaldy has lovely parks, where there is also a friendly, weekly 5km park run, and the esplanade looking over the Firth, with a good selection of shops, a super museum and art gallery, the Adam Smith theatre and a sandy beach.
    There is golf at Aberdour and Kirkcaldy, and St Andrews, the home of golf, is only 26 miles away. The charming fishing villages of East Neuk are also within easy driving distance and the local railway station has links to major cities and towns, with Edinburgh just 25 minutes. The Forth Road Bridge and Deep Sea World are 12 miles away. No matter what you choose to do during your stay, Piteadie Castle Cottage awaits your return with the bright lounge complete with a wood burner.

    Ground Floor: The property is all on the ground floor, has biomass central heating and comprises:
    Lounge: With wood burner, 32" Sky TV, DVD player and iPod dock.
    Kitchen/dining room: With tiled floor, electric oven, induction hob, combination microwave/oven/grill, fridge/freezer, dishwasher and washer/dryer.
    Bedroom 1: With double bed and en-suite with shower, WC and heated towel rail.
    Bedroom 2: With twin beds.
    Bedroom 3: With single bed.
    Bathroom: With bath, shower, WC and heated towel rail.

    All electric, bed linen and towels included. Initial fuel for wood burner provided. Travel cot and high chair available on request. Wi-Fi. Welcome pack. Shared 8-acre natural grounds. Parking (3 cars). Natural water supply from borehole. No smoking. NB: Steps, stream and sloping banks in grounds.

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  • Ross Cottage

    Cairneyhill near Dunfermline

    Grade
    5
    3
    0
    1
    Ref: CC526030
    This cosy holiday cottage in the garden of the owner’s home, but completely private, offers comfortable accommodation and is in the perfect location for exploring the Kingdom of Fife and central Scotland. Accessed via a farm track, it enjoys a rural location with walks from the door, including to the village of Cairneyhill, where there are a selection of local shops, pubs, restaurant and a golf club.

    Just five miles away is Dunfermline which has a great selection of shops, bars and restaurants. It was once the ancient capital of Scotland and there are a wide number of historical venues to visit, including the 12th Century abbey which is the final resting place of Robert the Bruce and the burial site of 11 other Scottish kings and queens.

    The scenic Fife Coastal Path is close by and you can enjoy leisurely walks and visit pretty fishing villages and sandy beaches. Lochleven, 12 miles from Dunfermline, is the perfect venue for keen anglers (licence required). Thanks to its unique location it is teeming with brown trout and is recognised as one of the best places in Scotland to reel in a catch.

    With quick access to the M90/M80 motorways, Edinburgh, Stirling, Perth and Glasgow are within easy reach. The sunny garden has a large lawn and is the ideal place for relaxing with a glass of wine. There is also a local bus service in the village to Dunfermline.

    Ground Floor: The property has two steps to the entrance, gas central heating and comprises:
    Lounge/dining room: With electric coal-effect fire, 40" Freeview TV, DVD player and CD player.
    Kitchen: With gas cooker, microwave, fridge, freezer and washing machine.
    Bedroom 1: With double bed.
    Bedroom 2: With single bed.
    Bathroom: With shower over bath and WC.

    First Floor: Bedroom 3: With double bed and sloping ceiling.
    Cloakroom: With WC.

    All gas, electric, bed linen and towels included. 1/3-acre lawned garden with patio and garden furniture. Parking (2 cars). Cycle store. No children under 5. No smoking.

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  • White Cottage

    Lower Largo, nr. 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), 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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  • 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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  • Gifford Court

    Crail

    Grade
    6
    3
    0
    2
    Ref: 28979

    This semi-detached holiday home enjoys a superb location within easy walking distance of a lovely harbour in the delightful village of Crail, just 9 miles from St Andrews. Within easy reach is the little beach at Roome Bay, as well as the golf courses of Balcomie and Craighead. There are shoreline walks and golden beaches to enjoy as well as a vast array of places to explore. Castles, museums, country houses, nature trails, bird watching sanctuaries and historical sites are all nearby. Take boat trips from Anstruther to the Isle of May to see puffins, porpoises and seals or visit St. Andrews and enjoy the excellent Byre Theatre as well as the SeaLife Centre. Shop, pub and restaurant 500 yards.

    Ground floor: Living room. Dining room/kitchen. Separate toilet. First floor: 3 bedrooms: 2 double, one (5ft) with en-suite shower room and toilet, (one 6ft zip and link), 1 twin. Bathroom with toilet.

    Gas central heating included (£30per week October-March). Gas, electricity, bed linen and towels included. Travel cot. High chair. Two Freeview TVs. DVDs. Stereo/CD. iPod dock. Gas hob. Electric oven. Microwave. Washing machine. Dishwasher. Fridge/freezer. Wi-fi. Enclosed garden with sitting-out area and furniture. Parking (2 cars). Cycle store. No smoking.

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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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  • Seascape Cottage

    Crail near St Andrews

    Grade
    6
    3
    1
    2
    Ref: CC526020
    Situated in one of the most painted and photographed quaint harbours in Scotland, this pretty fisherman’s cottage has uninterrupted views of the harbour with the traditional fishing boats and across to the Firth of Forth. From your front door you can walk to two sandy beaches sheltered by cliffs, explore the timeless wynds and cobbled streets of this charming fishing village, visit the heritage centre, galleries, local shops and delightful tearooms. Fresh crabs and lobster are sold on the harbour from April to September and are featured in the local restaurants. Regular boat trips run from Anstruther to the May Island which has Britain’s best Puffin site or you can join the Fife Coastal Path for many miles of coastal walks. This area is also famous for golf with around 50 golf courses in the Kingdom of Fife, Crails boasts two courses; Balcomie Course which is the seventh oldest course in the world and Craighead Links. St Andrews is just a short drive with its championship courses and historic town. This is the perfect location to enjoy this picturesque area and relax in this comfortable cottage with friends and family enjoying the spectacular views.

    Ground Floor: The property has gas central heating and comprises:
    Lounge/dining room: With 32" Freeview TV, DVD, radio and sea views.
    Kitchen:
    Small galley style with bespoke hand made kitchen units to include electric oven and hob and dishwasher.
    Utility room: With fridge/freezer and washer/dryer.
    Steep steps to...

    First Floor: Bedroom 1: With twin beds, sea views and en-suite with shower and WC.
    Bedroom 2: With twin beds and sea views.
    Bedroom 3: With bunk bed.
    Bathroom: With shower over bath and WC.

    All gas, electric, bed linen and towels included. Wi-Fi.Small enclosed courtyard. 1 small dog welcome. On street parking for 2 cars on the harbour.

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  • Hedderwick House

    Pittenweem near Anstruther

    Grade
    6
    3
    0
    2
    Ref: CC526028
    This immaculate, well-presented, semi-detached holiday property, providing spacious and contemporary accommodation is situated in the traditional fishing village of Pittenweem. Originally, the village bake house and named after the local ‘Hedderwick bun’, the cottage has been renovated to a high standard and is the ideal location for friends and family to relax and enjoy the East Neuk of Fife and all it has to offer. Guests can catch glimpses of the sea over the rooftops and you are just a short walk from the picturesque working harbour, fish and chip shop, restaurants and selection of local shops. You can amble through the old historic lanes and discover St Fillan’s Cave with a holly well, which at one time was used by smugglers. Pittenweem is a renowned centre for artists and craftsmen who celebrate their skills during the Arts Festival every August. The Fife Coastal Route passes through the villages and you can enjoy leisurely coastal walks and visit the excellent Blue Flag beaches. This area is famous for golf and St. Andrews is only a short drive as well as a selection of links. Edinburgh, Stirling and Perth are all within an hours drive, golf course is within easy reach.

    Ground Floor: The property has gas central heating and comprises:
    Lounge 1: Large with wood burner, 40" Smart Freeview TV, DVD player, iPod dock and doors to courtyard.
    Dining area: With 32" Freeview TV.
    Kitchen area: With gas cooker, microwave, fridge/freezer, coffee machine, dishwasher and 32" Freeview TV.
    Shower room: With shower and WC.
    Utility room: With washing machine, tumble dryer and sink.

    First Floor: Lounge 2: Open to hall with electric wood burner, 40" Smart Freeview TV, DVD player and sea views.
    Bedroom 1: With king size sleigh bed, 32" Freeview TV and DVD player.
    Bedroom 2: With king size sleigh bed, 32" Freeview TV and DVD player.
    Bedroom 3: With twin beds, 32" Freeview TV, DVD player and sea views.
    Bathroom: With shower over bath, WC and heated towel rail.

    All gas, electric, bed linen and towels included. Initial fuel for wood burner provided. Travel cot, highchair and stairgate available on request. Wi-Fi. Welcome pack. Small enclosed courtyard. Parking (1 car). Cycle store. No smoking. NB: Steps to courtyard.

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