Book Luxury Short Stay Rentals in Cupar

We selected the 350 homes worth renting in this location

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Age 1 to 12

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Home spotlights in Cupar

The Glittering Stone

The Glittering Stone

  • 3 guests

  • 2 bedrooms

Cambusbarron, Stirling

Situated within the historic Hayford Mill Complex in the village of Cambusbarron, this holiday rental offers a unique blend of countryside tranquility and convenient access to village and city life. The property can accommodate up to 3 guests with its 2 bedrooms and 2 bathrooms.

The Laird's Garden

The Laird's Garden

  • 12 guests

  • 6 bedrooms

North Berwick, Scotland

Featuring on “most stylish stays in the UK” lists, this 1960s home sits within acres of walled gardens, landscaped in the 18th century and built by Napoleonic prisoners of war. Mid-century on the outside, the interior is an ode to decadent manor homes with a vast library of books, oil paintings of the Dalrymple family and collections of private artefacts that should be in a museum.

Scottish Tranquillity

Scottish Tranquillity

  • 8 guests

  • 4 bedrooms

Penicuik and District, Midlothian

Once the home to the estate’s Head Gardener, this Midlothian home is the perfect bolthole for a family on a back-to-nature retreat. We love the sense of history this home offers, along with all the modern touches you’d want for a relaxing stay.

Stately Affairs

Stately Affairs

  • 20 guests

  • 10 bedrooms

East Lothian, Scotland

This majestic mansion, with its ten glamorous bedrooms, offers a completely private retreat just outside of Edinburgh. The home has been in the hands of the Kinloch family for thirteen generations, and the bedrooms' unique names reflect the house's long, aristocratic history.


We selected the top 3% holiday homes in Cupar Short Stay Rentals

Explore the 350 most perfect homes in our collection

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Most popular homes in Cupar

Under Lock & Key

Under Lock & Key

  • 6 guests

  • 3 bedrooms

Kinghorn, Fife

Meet Me On The Green

Meet Me On The Green

  • 4 guests

  • 4 bedrooms

Gullane, East Lothian

A Scottish Treasure

A Scottish Treasure

  • 4 guests

  • 2 bedrooms

Gullane Area, East Lothian

Highland Hymn

Highland Hymn

  • 2 guests

  • 1 bedrooms

Penicuik and District, Midlothian

Fashion & Fire

Fashion & Fire

  • 4 guests

  • 2 bedrooms

St Andrews, Fife

A Fine Malt

A Fine Malt

  • 16 guests

  • 7 bedrooms

Kirriemuir Landward West, Angus

Beside the Farmhouse

Beside the Farmhouse

  • 10 guests

  • 5 bedrooms

Aberfeldy, Perth and Kinross

Rest for the Soul

Rest for the Soul

  • 4 guests

  • 2 bedrooms

Kelty, Fife

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Frequently asked questions

Browse our curated collection of Short Stay Rentals in Cupar. From impeccable interior design and chef-worthy kitchens, to fully furnished bathrooms and the inclusion of all linens, the homes in our collection come complete with everything you need. Each of the Cupar luxury short stay apartments in our collection has been expertly reviewed to ensure the quality standards you can trust, so book today to enjoy a getaway to remember. And should you need any assistance, our friendly team of experts are here to help you find the perfect home.

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