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.
99 cottages are available
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  • Balwearie Mill - Balwearie Mill Cottage

    Kinghorn, near Kirkcaldy

    Grade
    4
    2
    0
    1
    Ref: 30226

    Balwearie Mill (ref 30225) and Balwearie Mill Cottage (30226) are situated in a small hamlet adjacent to the 3rd tee at Kirkcaldy Golf Course. The properties are accessed via a track road and are situated in a peaceful and scenic rural location, ideally placed for enjoying the beautiful countryside of Fife. There is no shortage of hill walks, bridle paths and cycle tracks. The nearby seaside villages of Kinghorn, Burntisland and Aberdour, which form the “Fife Riviera”, are only a short drive away. Edinburgh and Perth are both within a 30-minute drive. In addition there are numerous, renowned local golf courses in the area, and St Andrews, the home of golf, is only 25 miles away. The indoor hydro pool where users swim against the current (Balwearie Mill only), the outdoor hot tub and sunny secure garden with extensive patio areas are ideal for relaxing after a long day exploring the local area. Balwearie Mill and Balwearie Mill Cottage can be booked together to accommodate up to 15 guests and are ideal for families or friends who wish to be together but have some privacy. Beach 3 miles. Shop ¾ mile, pub 1 mile and restaurant 2 miles.

    All on ground floor: Living/dining room with patio doors/kitchen with wooden floors. 2 double (5ft) bedrooms. Bathroom with shower over bath and toilet.

    Electric heaters included. Freeview TV. Electric cooker. Freezer. Lawned garden with patio, sitting-out area and furniture. Parking (2 cars). NB: 2 steps to patio.

    Both properties: Electricity, bed linen and towels included. Travel cot and high chair on request. DVD. Microwave. Washing machine. Wi-fi. Cycle store. Hot tub. Welcome pack. No smoking. NB: Pond and stream in the grounds

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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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  • Sable

    Near Auchtermuchty

    Grade
    4
    2
    0
    2
    Ref: UEC

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

    This completely self-contained south facing, sunny property with French doors opening onto a verandah, overlooking the duck pond at the woodland’s edge, is reached via six steps from the drive. It has internal access to the swimming pool. With rounded, arched ceilings this most unusual, spacious property meets the Visit Scotland ‘4 Star’ standard. Open-plan sitting/dining room with gas fire and well-equipped, modern fitted kitchen area. Double bedroom with en-suite shower room and toilet. Twin bedroom with en-suite shower room and toilet.

    • electricity and gas central heating inc
    • Freeview TV
    • Dishwasher
    • Wi-fi
    • Own 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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  • Bluebell Cottage

    Auchtermuchty near Cupar

    Grade
    4
    2
    2
    1
    Ref: CC526014
    Bluebell Cottage is a beautifully renovated  terrace property located in the Royal Burgh of Auchtermuchty in the Kingdom of Fife, with open views to the Lomond Hills. This charming self catering cottage offers ground floor accommodation and makes a fantastic holiday destination. Each room has been tastefully decorated and furnished. The lounge is warm and welcoming with its wood burning stove. The kitchen diner is fully fitted and well equipped. There is a luxury tiled bathroom and two good sized bedrooms. Bluebell Cottage is within walking  distance of all essential amenities including a selection of shops, tearoom, local pub and eateries. The village is full of history with ancient streets and wynd’s, with records showing there has been a settlement here since 350AD.
    Auchtermuchty was the adopted home of Sir Jimmy Shand MBE, MA who was a famous Scots accordionist and dance band leader during the 1950/60’s. Bluebell Cottage was the music room for Jimmy Shand and is named after his 1955 chart topping hit the "Bluebell Polka". The village has a bronze statue in honour of this late great musician. Today the famous musical talents to come from the village are The Proclaimers.
    Auchtermuchty is a great base to start exploring all that stunning Fife, Perthshire and Augus have to offer.

    Ground Floor: Property is all on ground floor level has oil central heating and comprises:
    Lounge: With wood burning stove, Free view TV, DVD, radio/ipod docking station
    Kitchen/Diner: With electric oven, second smaller oven/grill, electric hob, microwave, fridge/freezer, dishwasher and washing machine; dining area
    Bedroom 1: With double bed and built in wardrobe
    Bedroom 2: With two single beds and built in wardrobe
    Bathroom: With shower over bath, WC and wash basin

    All power, fuel, bed linen and towels included. First basket of wood supplied. Hairdryer. Travel cot, highchair and fire guard available. Wi-fi.Enclosed garden with outdoor furniture and BBQ (coals not included). Off road parking for 2 cars.

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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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  • St Andrews House

    Falkland, near Glenrothes

    Grade
    4
    2
    0
    1
    Ref: 30231

    This cosy, self-catering holiday apartment is part of St Andrew’s House. This B listed building, dating from the 17th century, overlooks the orchards and gardens of Falkland Palace, and was built to house courtiers travelling with the King and Queen when they stayed at the Palace. In the centre of the conservation village of Falkland amongst cobbled streets and old buildings, and is a perfect base from which to explore the rich history and rolling countryside of this picturesque part of Fife. A stay at St Andrews House includes a complimentary visit to the Palace and gardens, during normal opening hours. Beach 20 miles. Shop, pub and restaurant 200 yards.

    Steep spiral stairs to entrance. All on first floor: Living room. Dining room. Kitchen. 2 twin bedrooms. Bathroom with freestanding bath, shower attachment and toilet.

    Electric coal-effect fire included. Electric heaters, electricity, bed linen and towels included. High chair. Freeview TV. DVD. Electric cooker. Microwave. Washing machine. On road parking. No smoking.

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  • Dolphin Cottage

    Cellardyke, near St Andrews

    Grade
    4
    2
    3
    1
    Ref: 14198

    Within a terrace of 18th century fisherman’s houses, this holiday home is comfortably furnished, with spectacular sea views and a long narrow garden and access gate to shore. These villages of Fife are an attraction, aided by a good sunshine record, clean sandy beaches and golf courses. St Andrews 9 miles. St Andrews Aquarium, Award winning restaurants, Fisheries museum, The Secret Bunker, Deer Park, park and pony riding for children.

    Ground floor: Stairs down to living/dining porch. Kitchen. First floor: 1 double bedroom with en-suite bathroom with shower over bath and toilet leading to second floor (attic): 1 twin bedroom.

    Gas central heating, electricity, bed linen and towels included. Video. Electric cooker. Microwave. Washing machine. Enclosed garden and furniture. On road parking. No smoking.

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  • Edenwoodend Cottage

    Cupar, near St. Andrews

    Grade
    4
    2
    0
    1
    Ref: W41819

    Ideal base for touring

    This charming, traditional holiday cottage is only 20 minutes from St Andrews, attached to the owner’s home with its own private area of landscaped gardens with several secluded sitting areas. The cosy beamed living room has a French door to the garden and the dining area is connected to the kitchen with a stained glass serving hatch. Wonderfully peaceful, rural setting, yet ideally placed to explore the picturesque fishing villages of the East Neuk, or further afield to Pitlochry and the Trossachs, 1 hour. Superb choice of activities and golf courses in 30 minutes’ drive. Shop, pub and restaurant 2 miles.

    Ground floor: Living room with French door and beam/dining room. Kitchen. Separate toilet. First floor: 2 double bedrooms (one 5ft), both with sloping ceilings. Bathroom with shower over bath and toilet.

    Biomass central heating and electricity included (£20per week October-March). Bed linen included. Freeview TV. DVD and small library. Electric cooker. Microwave. Washing machine. Freezer.
    Wi-fi. Shared garden with patio and furniture. Gas barbecue. Parking (2 cars). No smoking.

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  • Pitcairlie Lodge

    Near Auchtermuchty

    Grade
    4
    2
    1
    2
    Ref: SBK

    "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 just beyond the pillared entrance to the main house, backed by pretty woodland, this cottage is just 5 minutes’ walk to the main house where there is ample parking for easy access to the pool and other facilities. This delightful, south-facing cottage is an ideal venue for honeymooners or a romantic break. It meets the Visit Scotland ‘4 Star’ standard, provides convenient ground floor accommodation with wheelchair access (National Accessibility Category 3), and has its own garden and patio. Large sitting-room with open fire and separate dining area. Well-fitted kitchen with door to garden and patio. Double bedroom with en-suite shower room and toilet. Twin bedroom. Bathroom with toilet.

    • Open fire - logs included
    • Electricity and gas central heating included
    • Washer/dryer
    • Wi-fi available in main house with own laptop
    • Own grounds
    • Wheelchair access – limited facilities for the disabled

    • 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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  • Bishop’s Hill View

    Glenrothes

    Grade
    4
    2
    0
    1
    Ref: 28001

    With views of the surrounding landscape from the terrace, which looks towards Bishop’s Hill within Fife Regional Park, this spacious semi-detached holiday property forms a wing of the owner’s home. Centrally located in a peaceful area on the edge of Glenrothes with easy access to St Andrews, 22 miles, and the picturesque villages of the East Neuk, or to Perth and the Trossachs. Furnished and equipped in an elegant, contemporary style with a golf course and Country House Hotel close by. Shop, pub and restaurant ¼ mile.

    26 steps to entrance. All on first floor: Living/dining room with patio doors. Kitchen. 2 double bedrooms (both 6ft zip and link, can be twin). Shower room with toilet.

    Gas central heating, gas, electricity, bed linen and towels included. Satellite TV (full package). DVD. Stereo/CD. Gas hob. Electric oven. Microwave. Washing machine. Dishwasher. Fridge/freezer. Wi-fi. Shared large garden and furniture. Parking (3 cars). Welcome pack. No smoking. NB: Unfenced pond in garden.

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  • Baillie Scott

    St. Fort Wormit near Newport-on-Tay

    Grade
    4
    2
    0
    2
    Ref: CC526037
    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 in 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 , the property is 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).

    Baillie Scott is situated at the gable end of the holiday homes wing with stunning views over the Fife countryside. The private, south-facing terrace with garden furniture and a barbecue is perfect for relaxing on summer evenings or the cosy open plan living, kitchen, dining room with a wood burner on cooler days. For Arts and Crafts architecture fans a guided tour can be arranged.

    Baillie Scott can be booked with Valentines (CC526038), 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:
    Utility room: With washing machine and freezer.
    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 and WC.
    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, blu-ray player and iPod dock.
    Dining area: With French doors to Juliet balcony.
    Kitchen area: With electric oven, induction hob, microwave, fridge with ice box and dishwasher.

    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. 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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  • 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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