Cupar Holiday Rentals

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Our top choices for Cupar holiday rentals

Apartment in Cupar

Bee's Townhouse Apartment
3.5 star property
10.0 out of 10, Exceptional, (2)
"Ideal location for the centre of Cupar, the apartment had everything we needed, Liana was an excellent host."
United Kingdom
STUART
The price is AU$278
includes taxes & fees
28 Dec - 29 Dec
Bee's Townhouse Apartment
9.4 out of 10, Exceptional, (10)
"A lovely, cozy cottage, well equipped and very comfortable."
United States
Liz Read
The price is AU$409
includes taxes & fees
11 Jan - 12 Jan 2026
Horseshoe Cottage is cosy and welcoming, perfect for a romantic break.

Cottage in Cupar

Rhum Cottage
3.5 star property
The price is AU$875
includes taxes & fees
5 Jan - 6 Jan 2026
Rhum Cottage
The price is AU$350
includes taxes & fees
8 Jan - 9 Jan 2026
Stylish and homely bungalow, quiet and perfectly situated for St Andrews.
The price is AU$654
includes taxes & fees
8 Jan - 9 Jan 2026
Luxurious Snug With Hottub Which Sleeps-2 in Fife
Lomond View Apartment - 2 bedrooms, wifi, parking

Apartment in Ceres, near St Andrews

James Wilson Suite - UK49367
The price is AU$653
includes taxes & fees
8 Jan - 9 Jan 2026
James Wilson Suite - UK49367
The price is AU$655
includes taxes & fees
8 Jan - 9 Jan 2026
Seaview Cabin Sleeps 2 -Hot Tub -Smart Tv -Parking

Apartment in Cupar

Moatville Cupar
3.0 star property
9.0 out of 10, Wonderful, (8)
"Lovely property in excellent condition and the host was very great. "
United Kingdom
shafik
The price is AU$322
includes taxes & fees
4 Jan - 5 Jan 2026
Moatville Cupar

Cottage in Cupar

Eden Fields Lodge
3.0 star property
The price is AU$1,233
includes taxes & fees
8 Jan - 9 Jan 2026
Eden Fields Lodge
4.0 star property
9.6 out of 10, Exceptional, (223)
"Excellent apart-hotel. Spacious and comfortable unit with good-quality facilities. Location excellent - couldn't be more central."
United Kingdom
steven
No1. Apartments & Bedrooms St Andrews - St Mary’s
3.5 star property
10.0 out of 10, Exceptional, (1)
"Fabulous place in a great location, very quiet and safe area and plenty of car parking available overnight with restricted parking during the day. Accommodation was excellent and I will definitely use it again, kitchen was well stocked and the bed very comfy and overall the place was very well done out and clean. Communication with the host was very good additionally."
United Kingdom
Malcolm
The price is AU$225
includes taxes & fees
3 Jan - 4 Jan 2026
Station View Lodge - Near Balbirnie House Markinch
4.0 star property
10.0 out of 10, Exceptional, (2)
"Used as a base for a wedding. Comfortable beds. Parking and cleanliness of property were very much appreciated. "
United Kingdom
Helen
The price is AU$372
includes taxes & fees
28 Dec - 29 Dec
Scottish Stunning Stay With Free Parking

Aparthotel in Auchterarder

ApartNest Auchterarder
3.0 star property
10.0 out of 10, Exceptional, (2)
The price is AU$219
includes taxes & fees
4 Jan - 5 Jan 2026
ApartNest Auchterarder

Cottage in Burntisland

101a Pettycur Road
2.5 star property
10.0 out of 10, Exceptional, (3)
"This is a lovely place to stay. It has everything you need . We stayed here as we were going to a concert in Murrayfiels stadium and the location was perfect. The cottage was clean and location beautiful. Jack left a lovely bottle of wine and a welcome note. Will be coming back to this beautiful place Thanks "
United Kingdom
Sharon
The price is AU$717
includes taxes & fees
8 Jan - 9 Jan 2026
101a Pettycur Road

Apartment in Tillicoultry

The Clacks Rustic Abode
3.5 star property
8.0 out of 10, Very good, (4)
"Great facilities, offers so much more than a B&B. Would certainly recommend if you are travelling to this area of Scotland. "
United Kingdom
Anonymous traveller
The price is AU$312
includes taxes & fees
8 Jan - 9 Jan 2026
The Clacks Rustic Abode
10.0 out of 10, Exceptional, (22)
"Very nice, pet friendly home from home. Great communication and lots of little extras."
United States
William K.
The price is AU$245
includes taxes & fees
2 Jan - 3 Jan 2026
Scot’s themed cottage ,super king bed, ideal location. Pet friendly.

Holiday Home in Pitcorthie

Pitcorthie House - Dunfermline, Fife
9.8 out of 10, Exceptional, (13)
"Great place. It was clean and comfortable. The neighborhood was nice. Communication was great. Andrea quickly responded and helped us navigate our way around the town. Nice and quiet too!"
Canada
Shannon H.
The price is AU$305
includes taxes & fees
2 Jan - 3 Jan 2026
Pitcorthie House - Dunfermline, Fife

Aparthotel in Leith

The Townhouse
4.0 star property
10.0 out of 10, Exceptional, (2)
"Perfect in every way, clean, quiet, comfortable, welcoming and secure with a love view, lovely toiletry and essential provision of fresh bread, milk, coffee and tea. Lovely interior design and great location. Perfect for a family too! Thanks for your warm welcome and useful list of recommendations! "
United Kingdom
Rebekah
The price is AU$236
includes taxes & fees
11 Jan - 12 Jan 2026
The Townhouse
9.8 out of 10, Exceptional, (7)
"Clean, tidy property, smelt clean, easy access and private, even the dog didnt need to bark as it was so quiet!"
United Kingdom
Lisa H.
The price is AU$209
includes taxes & fees
4 Jan - 5 Jan 2026
Rural Cosy Cabin With Beautiful Views Over Fife
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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Top Cupar Hotel Reviews

Find out more about Cupar

Everything you need to know about Cupar holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cupar holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cupar holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Cupar holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cupar. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cupar holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cupar holiday rentals we have selected for you start as low as AU$203 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Cupar rentals

At Expedia, we put the best Cupar holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Cupar rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cupar holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cupar. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Cupar?

Yes, there are holiday rentals in Cupar close to Raptor World Interactive, or you can select a more secluded option if you're looking for a relaxing stay. Cupar is known for its golf courses and bars.

What are some of the best holiday rentals that Cupar has to offer?

Beautiful Modern Open Plan Living With Hot Tub: This holiday home rental outside Cupar is equipped with a private garden, laundry facilities and free WiFi to help you feel comfortable during your stay. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Our travellers also rate The Maltings at Pitlessie House: a stunning barn conversion 12m from St Andrews as a favourite home for rent in Cupar.

How many holiday rentals are there in Cupar?

Expedia has 31 holiday rentals for your stay in Cupar.

What’s there to see and do in Cupar?

Family-friendly attractions include Raptor World Interactive and The Scottish Deer Centre, whereas Backhouse Rossie Estate and Falkland Palace are a couple of great spots to enjoy the outdoors. While here, Lindores Abbey and Fife Coastal Path are other places worth a visit.

What’s a holiday rental in Cupar like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Cupar. Holiday rentals offer extras like laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from shared hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for small groups.