Book Luxury Monthly Rentals in Cupar

We selected the 336 homes worth renting in this location

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Home spotlights in Cupar

Reclaim the Hills

Reclaim the Hills

  • 6 guests

  • 3 bedrooms

Dull and Weem, Perth and Kinross

With the heather-bruised hills of Perthshire around you, this Grand Designs-style home puts you amid munros, riverside paths and enchanting forest walks. The charming town of Aberfeldy is a five-minute drive away, or an hour-long walk along the river path – perfect for hounds.

Pheasant Grove

Pheasant Grove

  • 12 guests

  • 6 bedrooms

Auchtermuchty and Strathmiglo, Fife

Leading a long and rich course of history, this 18th-century mansion boasts stunning Georgian architecture and breathtaking views of the surrounding East and West Lomond Hills. With vast grounds and interiors a striking mix of traditional and modern aesthetics, there's something for everyone at this extravagant home.

All Right Now

All Right Now

  • 33 guests

  • 15 bedrooms

Blairgowrie, Scotland

This enchanting, stone-built manor is the perfect venue for large family holidays, corporate getaways or celebration weekends, accommodating up to thirty-three guests in fifteen en-suite bedrooms. The property boasts a vast function room with a bar that leads onto an elegant patio with outdoor seating and a pretty bandstand suitable for an outdoor wedding.

Highland Games

Highland Games

  • 9 guests

  • 4 bedrooms

Auchterarder and District, Perth and Kinross

Set in the dramatic countryside of Perthshire, where the Scottish highlands begin, this home is the ultimate rural retreat. It’s all fun and games on the ground floor where a hot tub sits in a turret, surrounded by windows looking out over the wilderness.


We selected the top 3% holiday homes in Cupar Monthly Rentals

Explore the 336 most perfect homes in our collection

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Most popular homes in Cupar

The Jacobean Gatehouse

The Jacobean Gatehouse

  • 4 guests

  • 2 bedrooms

Colinsburgh and Kilconquhar, Fife

Botanical Holly

Botanical Holly

  • 4 guests

  • 2 bedrooms

Edinburgh Old Town, Edinburgh

Everything is A-OK

Everything is A-OK

  • 5 guests

  • 2 bedrooms

North Berwick, Scotland

Fashion & Fire

Fashion & Fire

  • 4 guests

  • 2 bedrooms

St Andrews, Fife

Sweet Morning

Sweet Morning

  • 4 guests

  • 2 bedrooms

King's Park, Stirling

Beside the Farmhouse

Beside the Farmhouse

  • 10 guests

  • 5 bedrooms

Aberfeldy, Perth and Kinross

The Little Love Song

The Little Love Song

  • 4 guests

  • 2 bedrooms

Colinsburgh, Leven

Where The Stravaigers Go

Where The Stravaigers Go

  • 2 guests

  • 1 bedrooms

Colinsburgh and Kilconquhar, Fife

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Frequently asked questions

Discover the ultimate collection of luxury Monthly Rentals in Cupar, and say goodbye to all your travel troubles. Here at Plum Guide, it is our promise that each and every home in our range is in the top 3% of homes in its location, so there is no doubting the consistent quality we are able to offer. Secure your extended or short stay today and enjoy the trip of a lifetime in your fully furnished home, with every property on our site including all linens, essential bathroom toiletries, and a perfectly-equipped kitchen. Our meticulous home critics test everything from Wifi speed to a home's design, so you really can trust our judgement. Rent your perfect Cupar Monthly Apartment today with the help of our team of experts, on standby 24/7 to assist you with absolutely anything.

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