Rent Luxury Holiday Cottages in Cupar

We selected the 38 homes worth renting in this location

Who's coming along?

Adults

Age 13+

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Children

Age 1 to 12

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Infants

Under 1

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Pets

An extra fee may apply

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Home spotlights in Cupar

Where The Wildflowers Spring

Where The Wildflowers Spring

  • 4 guests

  • 2 bedrooms

Colinsburgh and Kilconquhar, Fife

From the moment you lay eyes on this idyllic lodge set on the historic Balcarres Estate, you'll fall in love with the rural setting and rustic character. We adore every inch of this home, inside and out – it's the definition of warm and welcoming with oodles of country charm.

The Little Love Song

The Little Love Song

  • 4 guests

  • 2 bedrooms

Colinsburgh, Leven

With uninterrupted countryside views, cosy rooms and a peaceful garden, this cottage makes the perfect setting for a blissful rural escape. Set across two floors, the rooms provide a snug sanctuary to relax and disconnect.

Where The Stravaigers Go

Where The Stravaigers Go

  • 2 guests

  • 1 bedrooms

Colinsburgh and Kilconquhar, Fife

Escape to this Scottish country lodge, built just for two, resting on the edge of the Balcarres Estate, yet just 15 minutes from the seaside town of St Andrews. Designed in the late 1800s by Scottish architect, Sir Robert Lorimer, this home has been lovingly restored into a stylish retreat where colour and craftsmanship make an impressive double act.

Fisherman's Shanty

Fisherman's Shanty

  • 2 guests

  • 1 bedrooms

Pittenweem, Fife

New York loft-style meets traditional fishing cottage at this bijou home in Pittenweem. Stepping inside, you can see this place was designed by an award-winning architect.


We selected the top 3% holiday homes in Cupar Cottages

Explore the 38 most perfect homes in our collection

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Most popular homes in Cupar

Lapwings & Deer

Lapwings & Deer

  • 12 guests

  • 5 bedrooms

East Strathearn, Perth and Kinross

Scottish Tranquillity

Scottish Tranquillity

  • 8 guests

  • 4 bedrooms

Penicuik and District, Midlothian

Flock Of Sheep

Flock Of Sheep

  • 5 guests

  • 2 bedrooms

Oxton and Channelkirk, Scottish Borders

Scottish Spirit

Scottish Spirit

  • 2 guests

  • 1 bedrooms

Penicuik and District, Midlothian

Garden of Tranquillity

Garden of Tranquillity

  • 2 guests

  • 1 bedrooms

Penicuik and District, Midlothian

Brambled Bliss

Brambled Bliss

  • 2 guests

  • 1 bedrooms

Penicuik and District, Midlothian

Reclaim the Hills

Reclaim the Hills

  • 6 guests

  • 3 bedrooms

Dull and Weem, Perth and Kinross

Wood Smoke & Whisky

Wood Smoke & Whisky

  • 6 guests

  • 2 bedrooms

Culross, Dunfermline

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Frequently asked questions

Discover our curated collection of luxury holiday Cottages in Cupar. We painstakingly review all homes available in a destination and accept only the top 3% to ensure quality our guests can trust. Each of the Cupar Cottages in our collection comes fully furnished with essential bathroom toiletries, expertly-equipped kitchens and all linens included. Book your dream stay today and should you need some help, our friendly team of experts are on hand to help plan your perfect Cottage break.

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