Book Holiday Homes in Cupar

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Featured Holiday Homes in Cupar

The House of Golf St Andrews

The House of Golf St Andrews

Saint Andrews
Stay at this holiday home in St. Andrews. Enjoy laundry facilities and an in-room coffee maker. Popular attractions Old Course at St Andrews and St. Andrews ...
Opens in a new windowThe House of Golf St Andrews
Stunning house (sleeps 5) in the heart of St. Andrews with private parking

Stunning house (sleeps 5) in the heart of St. Andrews with private parking

St. Andrews SCT
Stay at this golf holiday home in St. Andrews. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Old Course at St Andrews and Hamish McHamish ...
Opens in a new windowStunning house (sleeps 5) in the heart of St. Andrews with private parking
Bright apartment in Charming Newhaven, Leith

Bright apartment in Charming Newhaven, Leith

Newhaven Scotland
Stay at this holiday home in Edinburgh. Enjoy free Wi-Fi, private pools and a sauna. Popular attractions Edinburgh Castle and Edinburgh Playhouse Theatre are ...
Opens in a new windowBright apartment in Charming Newhaven, Leith
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'The Willows' A Charming home on Dollarbeg Castle Estate

'The Willows' A Charming home on Dollarbeg Castle Estate

Dollar Scotland
Stay at this holiday home in Dollar. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Castle Campbell and Dollar Glen are located ...
Opens in a new window'The Willows' A Charming home on Dollarbeg Castle Estate
Luxury Cottage in the heart of St Andrews.

Luxury Cottage in the heart of St Andrews.

St Andrews SCT
Stay at this holiday home in St. Andrews. Enjoy free Wi-Fi, a garden and laundry facilities. Our guests praise the helpful staff in their reviews. Popular attractions ...
Opens in a new windowLuxury Cottage in the heart of St Andrews.
Elegant, modern Townhouse in centre of Ancient and Stylish St Andrews

Elegant, modern Townhouse in centre of Ancient and Stylish St Andrews

Saint Andrews SCT
Stay at this golf holiday home in St. Andrews. Enjoy a garden, laundry facilities and tennis courts. Popular attractions Old Course at St Andrews and Hamish ...
Opens in a new windowElegant, modern Townhouse in centre of Ancient and Stylish St Andrews
4 bedroom,5 bathroom,gamesroom, garden & parking, perfect for golf in St Andrews

4 bedroom,5 bathroom,gamesroom, garden & parking, perfect for golf in St Andrews

st andrews SCT
Stay at this holiday home in St. Andrews. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Old Course at St Andrews and St Andrews Wine ...
Opens in a new window4 bedroom,5 bathroom,gamesroom, garden & parking, perfect for golf in St Andrews
A beautifully renovated historic townhouse the sleeps 10 guests in 6 bedrooms

A beautifully renovated historic townhouse the sleeps 10 guests in 6 bedrooms

St Andrews Fife
Stay at this holiday home in St. Andrews. Enjoy laundry facilities, patios and cable/satellite TV service. Popular attractions Old Course at St Andrews and St ...
Opens in a new windowA beautifully renovated historic townhouse the sleeps 10 guests in 6 bedrooms
Characterful Semi-Detached House; Enviably Located

Characterful Semi-Detached House; Enviably Located

St Andrews Scotland
Stay at this golf holiday home in St. Andrews. Enjoy free Wi-Fi, a fitness centre and laundry facilities. Popular attractions Old Course at St Andrews and St ...
Opens in a new windowCharacterful Semi-Detached House; Enviably Located
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Cupar Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Cupar vacation homes are the perfect way for you to wing it.

Holiday houses in Cupar let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Cupar in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Cupar adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Cupar with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Cupar vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Cupar Holiday Homes essential information

Accommodation
472 Holiday Homes
Lowest Price
NZ$128
Highest Price
NZ$265
Popular accommodation
The House of Golf St Andrews, Stunning house (sleeps 5) in the heart of St. Andrews with private parking, Bright apartment in Charming Newhaven, Leith, 'The Willows' A Charming home on Dollarbeg Castle Estate, Luxury Cottage in the heart of St Andrews., Elegant, modern Townhouse in centre of Ancient and Stylish St Andrews, 4 bedroom,5 bathroom,gamesroom, garden & parking, perfect for golf in St Andrews, A beautifully renovated historic townhouse the sleeps 10 guests in 6 bedrooms, Characterful Semi-Detached House; Enviably Located

Top trending hotels in Cupar

Lomond Hills Hotel & Health Club

Lomond Hills Hotel & Health Club

3 out of 5
Lomond Road Cupar Scotland
Fully refundableReserve now, pay when you stay
The price is NZ$185 per night from 15 Jan to 16 Jan
NZ$185
15 Jan - 16 Jan 2026
includes taxes & fees
Stay at this golf hotel in Cupar. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Popular attractions Falkland Palace and Ladybank Golf Club are located ...
Opens in a new windowLomond Hills Hotel & Health Club
Village Hotel Edinburgh

Village Hotel Edinburgh

4 out of 5
140 Crewe Road South Edinburgh Scotland
Fully refundableReserve now, pay when you stay
The price is NZ$164 per night from 4 Jan to 5 Jan
NZ$164
4 Jan - 5 Jan 2026
includes taxes & fees
Stay at this business-friendly hotel in Edinburgh. Enjoy free Wi-Fi, breakfast (surcharge) and room service. Our guests praise the pool and the helpful staff ...
Opens in a new windowVillage Hotel Edinburgh
Apex City Quay Hotel & Spa

Apex City Quay Hotel & Spa

4 out of 5
1 West Victoria Dock Road Dundee Scotland
Fully refundableReserve now, pay when you stay
The price is NZ$128 per night from 4 Jan to 5 Jan
NZ$128
4 Jan - 5 Jan 2026
includes taxes & fees
Stay at this spa hotel in Dundee. Enjoy free Wi-Fi, a full-service spa and breakfast (surcharge). Our guests praise the breakfast and the restaurant in their ...
Opens in a new windowApex City Quay Hotel & Spa
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Dakota Edinburgh

Dakota Edinburgh

4 out of 5
Ferrymuir Retail Park South Queensferry Scotland
Fully refundableReserve now, pay when you stay
The price is NZ$265 per night from 26 Dec to 27 Dec
NZ$265
26 Dec - 27 Dec
includes taxes & fees
Stay at this business-friendly hotel in South Queensferry. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the restaurant and the ...
Opens in a new windowDakota Edinburgh
Don't see what you're looking for?
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.