Book Holiday Homes in Cupar

Start date: Check-in selected.
To Date
End date: Check-out

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Cupar

Luxury Cottage in the heart of St Andrews.

Luxury Cottage in the heart of St Andrews.

St Andrews
Stay at this vacation home in St. Andrews. Enjoy free WiFi, a garden, and laundry facilities. Our guests praise the helpful staff in our reviews. Popular attractions ...
Opens in a new windowLuxury Cottage in the heart of 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
Book a stay at this golf vacation home in St. Andrews. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Old Course at St Andrews and Hamish ...
Opens in a new windowStunning house (sleeps 5) in the heart of St. Andrews with private parking
The Maltings at Pitlessie House: a stunning barn conversion 12m from St Andrews

The Maltings at Pitlessie House: a stunning barn conversion 12m from St Andrews

Pitlessie, Scotland
Stay at this vacation home in Cupar. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions The Scottish Deer Centre and Ladybank Golf Club are ...
Opens in a new windowThe Maltings at Pitlessie House: a stunning barn conversion 12m from St Andrews
Save an average of 15% on thousands of hotels when you're signed in
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
Stay at this vacation home in St. Andrews. Enjoy laundry facilities, patios, and cable/satellite TV service. Popular attractions Old Course at St Andrews and ...
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
Book a stay at this golf vacation home in St. Andrews. Enjoy free WiFi, a fitness center, and laundry facilities. Popular attractions Old Course at St Andrews ...
Opens in a new windowCharacterful Semi-Detached House; Enviably Located
A beautiful renovated modern but homely cottage by St Andrews.

A beautiful renovated modern but homely cottage by St Andrews.

St Andrews
Book a stay at this family-friendly vacation home in St. Andrews. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Old Course at St Andrews ...
Opens in a new windowA beautiful renovated modern but homely cottage by St Andrews.
Bright apartment in Charming Newhaven, Leith

Bright apartment in Charming Newhaven, Leith

Newhaven
Stay at this vacation home in Edinburgh. Enjoy free WiFi, private pools, and a sauna. Popular attractions Royal Mile and Edinburgh Castle are located ...
Opens in a new windowBright apartment in Charming Newhaven, Leith
Pitcorthie House - Dunfermline, Fife

Pitcorthie House - Dunfermline, Fife

Dunfermline
The price is NZ$320 per night from 14 Nov to 15 Nov
NZ$320
14 Nov - 15 Nov
includes taxes & fees
Book a stay at this golf vacation home in Dunfermline. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Dunfermline Abbey and Dunfermline ...
Opens in a new windowPitcorthie House - Dunfermline, Fife
Sea Whisper- lovely home in charming village

Sea Whisper- lovely home in charming village

Pittenweem
Stay at this vacation home in Anstruther. Enjoy a garden and laundry facilities. Popular attractions Anstruther Golf Club and Billow Ness Beach are located ...
Opens in a new windowSea Whisper- lovely home in charming village
Don't see what you're looking for?
See all available properties in Cupar
View all properties
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
471 Holiday Homes
Lowest Price
NZ$155
Highest Price
NZ$320
Popular accommodation
Luxury Cottage in the heart of St Andrews., Stunning house (sleeps 5) in the heart of St. Andrews with private parking, The Maltings at Pitlessie House: a stunning barn conversion 12m from St Andrews, A beautifully renovated historic townhouse the sleeps 10 guests in 6 bedrooms, Characterful Semi-Detached House; Enviably Located, A beautiful renovated modern but homely cottage by St Andrews., Bright apartment in Charming Newhaven, Leith, Pitcorthie House - Dunfermline, Fife, Sea Whisper- lovely home in charming village

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 6 Nov to 7 Nov
NZ$185
6 Nov - 7 Nov
includes taxes & fees
Stay at this 3-star golf hotel in Cupar. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Falkland Palace and Ladybank Golf Club ...
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$201 per night from 30 Nov to 1 Dec
NZ$201
30 Nov - 1 Dec
includes taxes & fees
Stay at this 4-star eco-certified hotel in Edinburgh. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the pool and the bar in our ...
Opens in a new windowVillage Hotel Edinburgh
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$191 per night from 9 Nov to 10 Nov
NZ$191
9 Nov - 10 Nov
includes taxes & fees
Stay at this 4-star business-friendly hotel in South Queensferry. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant ...
Opens in a new windowDakota Edinburgh
Save an average of 15% on thousands of hotels when you're signed in
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$155 per night from 9 Nov to 10 Nov
NZ$155
9 Nov - 10 Nov
includes taxes & fees
Stay at this 4-star spa hotel in Dundee. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the breakfast and the restaurant in ...
Opens in a new windowApex City Quay Hotel & Spa
Don't see what you're looking for?
See all available properties in Cupar
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.