Cupar Holiday Rentals

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Our top choices for Cupar holiday rentals

Moatville Cupar

Moatville Cupar
3.0 star property
Cupar
9.0 out of 10, Wonderful, (8)
"Lovely property in excellent condition and the host was very great. "
United Kingdom
shafik
The price is NZ$372
includes taxes & fees
11 Jan - 12 Jan 2026
Moatville Cupar

Rhum Cottage

Rhum Cottage
3.5 star property
Cupar
The price is NZ$2,609
includes taxes & fees
4 Jan - 5 Jan 2026
Rhum Cottage

Luxurious Snug With Hottub Which Sleeps-2 in Fife

Luxurious Snug With Hottub Which Sleeps-2 in Fife
3.0 star property
Cupar
The price is NZ$755
includes taxes & fees
11 Jan - 12 Jan 2026
Luxurious Snug With Hottub Which Sleeps-2 in Fife

Bee's Townhouse Apartment

Bee's Townhouse Apartment
3.5 star property
Cupar
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 NZ$321
includes taxes & fees
3 Jan - 4 Jan 2026
Bee's Townhouse Apartment

Eden Fields Lodge

Eden Fields Lodge
3.0 star property
Cupar
The price is NZ$1,423
includes taxes & fees
14 Jan - 15 Jan 2026
Eden Fields Lodge

No1. Apartments & Bedrooms St Andrews - St Mary’s

No1. Apartments & Bedrooms St Andrews - St Mary’s
4.0 star property
St. Andrews
9.6 out of 10, Exceptional, (224)
"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

No1. Apartments St Andrews - South Street

No1. Apartments St Andrews - South Street
4.0 star property
St. Andrews
10.0 out of 10, Exceptional, (46)
"Spotless apartment, amazing location, beautifully decorated. Would stay again. Loved the free upgrade too!"
United States
Kina
No1. Apartments St Andrews - South Street

101a Pettycur Road

101a Pettycur Road
2.5 star property
Burntisland
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 NZ$828
includes taxes & fees
6 Jan - 7 Jan 2026
101a Pettycur Road

Station View Lodge - Near Balbirnie House Markinch

Station View Lodge - Near Balbirnie House Markinch
3.5 star property
Glenrothes
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 NZ$260
includes taxes & fees
4 Jan - 5 Jan 2026
Station View Lodge - Near Balbirnie House Markinch

The Clacks Rustic Abode

The Clacks Rustic Abode
3.5 star property
Tillicoultry
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 NZ$360
includes taxes & fees
12 Jan - 13 Jan 2026
The Clacks Rustic Abode

The Townhouse

The Townhouse
4.0 star property
Leith
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 NZ$272
includes taxes & fees
6 Jan - 7 Jan 2026
The Townhouse

Edinburgh Aparthotel

Edinburgh Aparthotel
2.5 star property
Bonnington
Edinburgh Aparthotel

233 Leith Apartment

233 Leith Apartment
4.0 star property
Leith
8.6 out of 10, Excellent, (20)
"Beds were really comfy and great food options available close by"
United Kingdom
Paresh
233 Leith Apartment

Beautiful Modern Open Plan Living With Hot Tub

Beautiful Modern Open Plan Living With Hot Tub
3.5 star property
Kelty
10.0 out of 10, Exceptional, (1)
"This was exactly what is on the pictures, a beautiful modern open plan house that is clean and fresh The hot tub was ready to use and was amazing Would recommend this property to anyone "
United Kingdom
Lyndee
The price is NZ$1,075
includes taxes & fees
3 Jan - 4 Jan 2026
Beautiful Modern Open Plan Living With Hot Tub

ApartNest Auchterarder

ApartNest Auchterarder
3.0 star property
Auchterarder
10.0 out of 10, Exceptional, (2)
The price is NZ$252
includes taxes & fees
4 Jan - 5 Jan 2026
ApartNest Auchterarder

St John's Apartments

St John's Apartments
4.0 star property
Perth
6.0 out of 10, (2)
"We never got to stay as no access information was sent after we waited 2 hours and numerous attempts to make contact we booked into a different hotel nearby. I’m still awaiting a refund "
United Kingdom
carl
The price is NZ$211
includes taxes & fees
5 Jan - 6 Jan 2026
St John's Apartments

2bed-ground Floor-free Parking

2bed-ground Floor-free Parking
2.0 star property
Leith
2bed-ground Floor-free Parking

Lower Neuk

Lower Neuk
2.0 star property
Valleyfield
10.0 out of 10, Exceptional, (1)
"Absolutely amazing apartment with little extras. Thank you!"
United Kingdom
Kateryna
The price is NZ$989
includes taxes & fees
4 Jan - 5 Jan 2026
Lower Neuk

1 Bedroom Pet Friendly Apt Wd Free Wifi, Parking, Netflix & Pool Table. Sleeps 3

1 Bedroom Pet Friendly Apt Wd Free Wifi, Parking, Netflix & Pool Table. Sleeps 3
3.5 star property
Kelty
The price is NZ$435
includes taxes & fees
1 Jan - 2 Jan 2026
1 Bedroom Pet Friendly Apt Wd Free Wifi, Parking, Netflix & Pool Table. Sleeps 3

1 Huntingdon Place

1 Huntingdon Place
2.0 star property
Broughton
The price is NZ$748
includes taxes & fees
12 Jan - 13 Jan 2026
1 Huntingdon Place
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 favorite 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 depends 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 NZ$211 per night. Entering your travel dates in the search wizard you might find 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?

Highland Gateway Glamping & Caravanning: This holiday home rental outside Cupar has free WiFi and cable TV to help you feel perfectly comfortable in your new surroundings.

How many holiday rentals are there in Cupar?

Expedia has 29 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.