Family-friendly holiday rentals in Fife

The Hay Shed - St Andrews

Located only 2 miles out of St Andrews, the Hay shed is the perfect place to unwind and enjoy sea views. It is positioned in the grounds of a large house with views over a field and then towards the sea. The Hay Shed offers a luxury glamping experience, think outside bath whilst watching the stars, cosy firepit and twinkling festoon lights. Perfect for a getaway for two people but also room for two kids in the mezzanine area (mattress provided but no bed linen for this bed). One dog allowed.

No 1 Stable Yard, Wemyss Castle Estate

No 1 Stable Yard is an attractive, bright and comfortable cottage in a newly renovated stable conversion; a peaceful rural retreat at the historic Wemyss Castle Estate. A short walk from the charming seaside village of West Wemyss and Fife's Coastal Path. Perfectly placed for exploring Scotland it suits families, couples & groups of friends looking for a cosy getaway. 30 miles from Edinburgh, a short drive to the East Neuk and St Andrews with numerous golf courses and lots more in between.

DOLLARBEG CASTLE - The Tower - luxury 3 bed rental

DOLLARBEG CASTLE offers a unique castle experience in Scotland. This luxury apartment has 3 themed bedrooms, a cinema room & tower, with private rooftop terrace with sweeping panoramic views, including the the stunning Ochil Hills. The Tower apartment at the unique & historic Dollarbeg Castle has been fully refurbished & is presented to a high standard, with luxury furnishings. It retains great character throughout, with turreted corners in several rooms & outstanding views from every window.

Beautifully converted farm barn with mezzanine

The Barn is a newly converted farm building on a quiet farm in a rural location 1km from Lundin Links. This 1 bed mezzanine is incredibly spacious yet cozy and welcoming. Finished & furnished to a high standard the property is well equipped with everything you will need to enjoy your stay. Fully contained garden to front, and private courtyard to rear, both ideally positioned to enjoy the morning and evening sun. Only a few minutes to the local beach, pub, shops & golf courses. Pets welcome.

Luxury River View Farm Cottage + Dog Friendly

Enjoy stunning views over the River Tay from a luxury countryside base (35 mins to St Andrews & 50 mins to Edinburgh). Old Parkhill at Hyrneside is a beautifully restored 3 bed farm cottage, featuring a stylish open plan space, designer kitchen, wood stove and heated polished concrete floors. Relax in marble washrooms, one with a clawfoot bath, the other a walk-in shower. French doors open out to a courtyard dining area + pizza oven, fire pit and acres of farmland, forest + trails to explore.

Eastburn: Gorgeous 2-bed cottage near St Andrews

Eastburn Cottage was created from our lovingly converted 200 year old cart shed. On 13 acres of grounds accessed via a 400 metre track, Braeside Farm is tranquil yet a 10-15 minute drive to St Andrews and less than an hour from Edinburgh Airport. Eastburn is a 2 bedroom cottage with a kitchen and living room upstairs and a master bedroom (en suite) and smaller bedroom (with a triple bunk bed), bathroom and WC downstairs. Front door is at the top of the steps in the gable. A car is required.

Mangle Cottage, quirky cottage in Pittenween, Fife

5* quirky 17th century cottage in the heart of Pittenweem. Ama St Andrews, the home of golf is just 17 minutes away by car . Pittenweem boasts the last working fishing harbour in the East Neuk with it's famous 117 mile long coastal path passing right through the village . Dog friendly restaurants , cafes, pubs and art galleries all on our doorstep. Lovely long beaches in St Andrews and Elie only short drive away. The Fife 117 mile long coastal path goes past the bottom of our Wynd .

Tiny House in Cosy Village

Dating back to the 1700s, this tiny house had sat empty for over 50 years until George (Heather's son) invested his life savings to completely renovate it to a high standard, while retaining the original character of the building. Sitting below Bishop Hill in the picturesque village of Kinnesswood (2023 joint winner of Britain in Bloom's 'Village' category!), the tiny house is surrounded by breathtaking views, fantastic walks, and an abundance of local farm shops, cafes, and restaurants.

Escape to a luxury country cottage and ocean views

Built in 1829 Drinkbetween East has had a complete renovation and make over. Every detail has been thoughtfully selected to ensure the most comfortable and luxurious stay possible. The cottage is ideally located on Banchory Farm a 40 minute drive from Edinburgh, St Andrews and Gleneagles with easy access to public transport links. With your own private garden and fire pit enjoy the peacefulness and calm that beautiful rural Scotland has to offer so you can truly relax and unwind.

Coastal retreat in Cellardyke near St. Andrews

This beautiful double fronted ground floor apartment, with private main door access is nestled in a quaint street close to the beautifully historic Cellardyke harbour. Situated just an easy stroll through the characteristic streets to the centre of Anstruther where you can find the bustling harbour full of local fishing boats and some lovely pubs and cafes. The apartment also has easy access to the stunning Fife Coastal path heading west towards Elie and east towards Crail.

Doodles Den

Ground floor cosy self catering flat in the beautiful fishing village of St Monans. There is a wood burning stove, a well equipped kitchen with washing machine ,fridge freezer, gas hob and electric oven. The bathroom has a deep bath with an over bath shower and to keep your feet cosy under floor heating and a heated towel rail. There is a double bedroom and a sofa bed which sleeps two people in the living room. Bring your four legged friend as we are doggy friendly.

The Great Hall, Dollarbeg Castle

This 2 bedroom apartment is the beautifully converted former Great Hall of Dollarbeg Castle. Built in 1890, Dollarbeg Castle was the last gothic baronial style building of its type ever built. Beautifully restored in 2007 to the very highest standards, it was converted into 10 luxury properties, one of which is a conversion of the original "Great Hall" with its vaulted ceiling and majestic views across the formal grounds towards the Ochil Hills in the distance.