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.
97 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 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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  • Dunmarlie

    Newton of Falkland near St Andrews

    Grade
    3
    2
    1
    1
    Ref: CC524065
    This welcoming red pan tiled roof cottage in the hamlet of Newton of Falkland is the perfect location to explore the Kingdom of Fife and the Scottish countryside. Just one mile from Falkland with its cobbled streets, cafes and the historic Falkland Palace, you are in the heart of rural Fife. Surrounded by the miles of hiking trails, cycle paths, and dog friendly country parks, and the scenic East Neuk with fishing villages and sandy beaches are within easy driving distance. This area is renowned for its golf with many local courses and St Andrews is just 19 miles.

    Ground Floor: The property has gas central heating and comprises:
    Open plan living space.
    Lounge area: With electric coal effect fire, 26" TV, DVD player and CD player.
    Dining area.
    Kitchen area: With electric oven, gas hob, microwave, fridge/freezer, dishwasher and washing machine.

    First Floor: Bedroom 1: With double bed and sloping ceilings.
    Bedroom 2: With single bed and sloping ceilings.
    Bathroom: With shower over bath, WC and sloping ceilings.

    All gas, electric, bed linen and towels included. Wi-Fi. Welcome pack. On road parking. No smoking.

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  • Garden Cottage

    Blebo by St. Andrews

    Grade
    4
    2
    2
    2
    Ref: S4180

    Enjoying a tranquil setting on a country estate, just 4 miles from historic St Andrews, this stylish and very comfortable Victorian cottage boasts its own enclosed, south facing walled garden. It has lovely views from every window and excellent walking from the doorstep. There are beautiful, unspoilt sandy beaches and quaint fishing villages to explore nearby, many historic houses and gardens within easy reach, and a wealth of superb restaurants and inns locally. Shops and pubs 2 miles.

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

    Open fire in living room included. Oil central heating, electricity, bed linen and towels included. Travel cot. High chair. DVD. CD. Microwave. Washing machine. Tumble dryer. Dishwasher. Fridge/freezer. Wi-fi.Telephone-incoming calls only. Enclosed walled garden with patio and furniture. Barbecue. Parking. Cycle store. No smoking.

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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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  • Driftwood Cottage

    West Wemyss, Kirkcaldy

    Grade
    4
    2
    2
    1
    Ref: CC526013
    Located in West Wemyss, a charming conservation village on the shores of the Forth, Driftwood Cottage sits on a sunny hill which has views towards Edinburgh, and is only a short stroll down the seafront and the old harbour.  Driftwood Cottage offers ample accommodation for a family of four and the cottage is well equipped with all you need during your stay.  There are two comfortable bedrooms and a small enclosed garden to the rear and the property is pet friendly.  From the front of the cottage you can glimpse a view of the sea.  West Wemyss is a traditional Fife coast village with harbour, creels and white-washed cottages, it is quaint and tiny but it has its own Cafe and Bistro and is only minutes away from central Scotland’s major road networks.  Scotland’s beautiful capital city Edinburgh is less than an hour away and St Andrews is only 40 minutes.
    West Wemyss has a lovely cafe and bistro The Walk Inn which is only 150 meters away and serves homemade food and regularly hosts quizzes and social events.  The coastline is peaceful and one of our favourite walks is to head from the cottage on foot along the coast to Dysart, stopping at the Harbour Masters House for coffee, then walking around the harbour and along the beach to Ravenscraig Park and Castle, great on your own or with a four legged friend.  Our guest pack outlines other walks and places to visit locally. 
    In 1985 the village became part of the designated conservation area, and over the years the harbour has been redeveloped for leisure craft, the old village restored and coastal defences improved.  The village has quaint old buildings and narrow steppped lanes leading between the streets.
    Driftwood Cottage is built in the style of the traditional Fife fisherman’s homes but was completed only recently, so it’s bright and modern and offers all the comfortand luxury you need to really unwind on your holiday.  The owners are passionate about promoting the best of Scotland and are delighted to be able to offer you a flavour of this through their beautiful holiday home in Fife.
    With its white-washed walls, sash-and-case windows and red pan tiled roof, Driftwood Cottage really is as pretty as a picture.  From the front of the house there are views of the Forth and the Bass Rock, and the back looks onto quiet woodland.  The house is immaculately presented and offers spacious and welcoming accommodation for 4 people on 2 levels.  Upstairs there are 2 bedrooms with quality memory topped mattresses.  Either King and Super King (US Californian King) or King and Twin beds and a fresh, contemporary bathroom.  Downstairs is a large open-plan living/dining area, a well-fitted kitchen and separate cloakroom.  3 TV’s all with DVD players, an iPod docking station, and a selection of DVD’s books and board-games.

    Ground Floor: Property has gas central heating and comprises;
    Lounge/Dining: With TV/DVD, ipod docking station and dining furniture
    Kitchen: With electric oven, gas hob, microwave, fridge/freezer, dishwasher and washer/dryer
    Cloakroom: With WC and wash basin

    First Floor: Bedroom 1: With double bed and TV/DVD
    Bedroom 2: With super king size bed and TV/DVD
    Bathroom: With shower over bath, WC and wash basin

    Gas central heating and electricity are included, plus all bed linen and towels, a welcome pack of freshly baked bread (often still warm!) fresh fruit, quality jam and marmalade, butter, free-range eggs and milk. Wi-Fi access available. Tea, coffee and sugar caddies all well stocked plus basic cooking ingredients like herbs and spices.  Cot, high chair and stairgate available.Small enclosed garden with decking and furniture. Off road parking for 1 car. Wi-fi Internet access available. NB: 200m to the sea front.

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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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  • Rockview

    Cellardyke, nr. Anstruther

    Grade
    4
    2
    0
    1
    Ref: 29527

    With spectacular sea views from the moment you open the door of this ground floor holiday apartment, situated within a terraced row, the light and views are captivating. Contemporary furnishings and the cosy woodburner provide great comfort whatever the weather outside, whilst the wide balcony is perfect for watching the sunset. Originally a grocer’s shop in the fishing village of Cellardyke, there are bars and small shops locally, and Anstruther, ½ mile, has a good range of amenities and boat trips to the Isle of May from the harbour. St Andrews, 10 miles, has a host of golf courses, boutique shops and a wide range of bars and restaurants. Shop 350 yards, pub 25 yards and restaurant 50 yards.

    All on ground floor: Living room/kitchen with breakfast area. 2 bedrooms: 1 double, 1 twin. Shower room with toilet.

    Woodburner in living room (initial fuel included). Gas central heating, gas, electricity, bed linen and towels included. Freeview TV. DVD. Gas hob. Electric oven. Microwave. Washer/dryer. Dishwasher. Fridge/freezer. Wi-fi. Balcony and furniture. On road parking.

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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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  • 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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  • Valentines

    St. Fort Wormit near Newport-on-Tay

    Grade
    4
    2
    0
    2
    Ref: CC526038
    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, it has 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).

    Valentines is situated in the middle of the holiday homes wing with lovely views over the back garden and it is immaculately presented, providing spacious, contemporary accommodation. Relax in the open plan living area in front of the wood burner, enjoy a barbecue on your private south east facing terrace or explore the grounds with grassy wooded area suitable for picnics and leisurely walks. For Arts and Crafts architecture fans a guided tour can be arranged.

    Valentines can be booked with Baillie Scott (CC526037), Lady Bluebell (CC526039) and The Giddy Limit (CC526040) to accommodate up to 20 guests.

    Ground Floor: The property has five steps to the entrance, oil central heating and comprises:
    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, WC and heated towel rail.
    Bedroom 2: With double bed and en-suite with shower over bath and WC.
    Cloakroom: With WC.

    First Floor: Open plan living space: Beamed with wooden floor.
    Lounge area: With wood burner, 40" Freeview TV, DVD player and Bluetooth speaker.
    Dining area.
    Kitchen area: With electric cooker, microwave, fridge/freezer, dishwasher and washing machine.

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

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  • Old Inzievar Cottages - Fernwoodlea

    Oakley, near Dunfermline

    Grade
    4
    2
    1
    1
    Ref: UKC475

    Escape to these delightful detached holiday cottages, part of the Old Inzievar House estate which is situated in beautiful and natural parkland, on a working farm with varied livestock, about 6 miles west of Dunfermline and 1 mile from the historic Culross village and abbey on the Forth Estuary. Old Inzievar Cottage (ref. SBBJ) is in a delightfully secluded, rural woodland setting, surrounded by mature beech woods and rolling farmland. It has been lovingly furnished and benefits from a cosy open fire in the living room and a wood burner in the kitchen. South facing, it has its own private garden, a perfect hideaway for peace and tranquillity. Fernwoodlea (ref. UKC475) has been thoughtfully restored to retain many original features and provides spacious, comfortable accommodation. Ideal for relaxing and enjoying the area and all it has to offer with friends and family. You can curl up with a book in the cosy living room in front of the wood burner on cooler days or sit in the garden with a glass of wine.

    If you are feeling more energetic, try the owner’s tennis court near to Old Inzievar Cottage, or with permission from the owners, a tour of the restored walled garden can be arranged. This rural haven has excellent access to dog friendly walks, cycle paths, and outdoor amenities, but within easy access of Edinburgh 24 miles, Perth 33 miles and Stirling 18 miles. Shop 1½ miles, pub and restaurant 2 miles.
    Old Inzievar Cottage can be booked with Fernwoodlea to sleep up to 8 guests.

    2 steps to entrance. All on the ground floor:
    Living/dining room:
    With wood burner, 32" Freeview TV and DVD player.
    Kitchen: With electric oven, electric hob, microwave, fridge, freezer, dishwasher and washer/dryer.
    Bedroom 1: With double bed.
    Bedroom 2: With twin beds.
    Bathroom: With shower over bath, toilet and heated towel rail.

    Oil central heating and logs for wood burner included. Barbecue.

    Electricity, bed linen, towels and Wi-Fi included. Large garden with garden furniture. Shared 18-acre natural woodland. Shared tennis court. Parking for 2 cars. No smoking. Please note: There is an unfenced pond in the woodland.

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