House holiday rentals in Cupar

welcoming dogs and their servants, Hot Tub & View

Discover your perfect Scottish hideaway with our wood-fired hot tub, wildlife-filled garden, and ideal location for exploring Scotland. The Howff is the perfect base to discover sandy beaches, forests, historic towns and ancient castles nearby. We are Just minutes from St Andrews, Perth, Dundee. The Howff combines countryside charm with city convenience. Ladybank train station or Kinross Park and Ride will allow you to forget about the car and enjoy Edinburgh which is an hour away.

Coastal 2 bedroom house - golf/ beach getaway

Lovely bright and cheerful House with access to private garden, in a lovely fife coastal village. The House has good walking access to local attractions including being only 2 minutes from Scotscraig Golf Club (13th Oldest in the World) and 10mins from the stunning Kinshaldy Beach with views over the river Tay, The village also has several charming cafes, bars and local shops. Tayport is nestled between Dundee and the Historic Town of St Andrews. Short-term let licence - F1 00160F

Charming self contained annex apartment

Charming self contained annex apartment overlooking beautiful walled gardens. Located in a quiet area of the historic market town of Cupar and close to St Andrews and Edinburgh. This two floor self contained apartment has private gardens and ample off street parking. The upper floor provides an open plan kitchen, dining and snug area. The shower room and bedroom with king size bed is located on the ground floor. Cupar is a perfect location to explore Fife and surrounding areas.

Beautiful Farmhouse in rural Fife with ocean views

Drinkbetween Farmhouse has recently been refurbished. It is situated in a beautiful & peaceful rural setting just 40 minutes from Edinburgh in Fife on Banchory Farm. The large farmhouse includes a large contained garden. It has spectacular views over the fields to the ocean so you can truly relax. However, for those who love to explore, it’s ideally located close to some of Scotland’s most iconic towns & landmarks St Andrews, Elie or Gleneagles, all just 40 minutes away.

Tranquility in the woods.

At this unique and tranquil getaway, we suggest you try leaving your phone turned off during your visit so you can fully appreciate tranquility in the woods. Enjoy the slow life, destress and go for country walks and look out for Deer, Buzzards, Horses and Sheep. Wake to the wonderful sound of birds chirping away. The cottage is small and cozy with a wood burner. 1 toilet and shower. 2 double-bed bedrooms upstairs accessed by a spiral staircase. We also have good WiFi.

Shiel House, Rumbling Bridge

Set in 3 acres of gardens and with beautiful views of the valley, Shiel House is the perfect retreat. This bespoke house was built by our family to provide an escape from the city and it has been furnished to provide a comfortable home from home. It would suit solo adventurers, couples, families (with kids), and big groups. Only an hour's drive from Edinburgh, Glasgow, Perth and St Andrews, it is also the ideal base for golfers, walkers and visitors to Scotland.

Stunning holiday 'Retreat' with WOW factor!

In an elevated position with stunning panoramic views, the Retreat is a wonderful & unique getaway to relax and unwind - equally suitable as a romantic retreat for two as for an active family. Furnished to a high standard, with all your needs - outside play tennis, relax in the lovely garden, or enjoy the surrounding countryside, including 10 acres of private farmland. Centrally located - St Andrews (golf & beach) 20 mins. Train station to Edinburgh 10 mins drive.

Stylish Courtyard House in Fife Coastal Village

The Wall House was converted in 2020 from an historic fishing net repair building - it's old outside but super energy efficient & modern inside. It’s a truly unique, stylish and comfortable place to be. The Wall House is also designed to be accessible to a person with restricted mobility. Set in a Fife seaside conservation village you’ll find yourself in a 'get away from it all' location but just a short drive to Edinburgh, the East Neuk & St Andrews.

Edenfield House, Springfield, Fife

Edenfield is a stunning private Manor house, dating back to the 17th century. Nestled in private grounds on the outskirts of the market town of Cupar and just a short drive from St Andrews, the home of golf with royal connections, it is ideally located to explore the beautiful north east coastline and the perfect spot for golfers. With enough space for 12 guests, it’s also the perfect place for get togethers and celebrations with friends and family.