Book Luxury Monthly Rentals in Cupar

We selected the 336 homes worth renting in this location

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Home spotlights in Cupar

Garden of Tranquillity

Garden of Tranquillity

  • 2 guests

  • 1 bedrooms

Penicuik and District, Midlothian

Built in 1714, this historic home makes the perfect setting for a magical stay in Scotland. You’ll be serenaded by an abundance of charm and character as well as a range of luxurious features.

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.

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.

Meet Me On The Green

Meet Me On The Green

  • 4 guests

  • 4 bedrooms

Gullane, East Lothian

Featuring a cosy living area with wide bright windows – a nice awakening in the morning as you make yourself a toasty coffee in the flint blue kitchen, relaxing over the wooden dining table as you plan your day's adventures – this home screams sleek down to a tee. Perhaps go downstairs to the lush green garden for some fresh air before returning inside to get ready for a day of golfing in the homely bedrooms.


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 Little Love Song

The Little Love Song

  • 4 guests

  • 2 bedrooms

Colinsburgh, Leven

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

Scottish Spirit

Scottish Spirit

  • 2 guests

  • 1 bedrooms

Penicuik and District, Midlothian

Sunshine on The Esk

Sunshine on The Esk

  • 10 guests

  • 5 bedrooms

Dalkeith, Scotland

Lady Macbeth

Lady Macbeth

  • 7 guests

  • 4 bedrooms

North Inch and Muirton, Perth

The Jacobean Gatehouse

The Jacobean Gatehouse

  • 4 guests

  • 2 bedrooms

Colinsburgh and Kilconquhar, Fife

Where The Wildflowers Spring

Where The Wildflowers Spring

  • 4 guests

  • 2 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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