Rolling green hills, a distant house, and a field of yellow flowers.

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Our top choices for Cupar holiday rentals

1. Modern, 2 bedroom, pet-friendly studio, close to Scotlands best golf courses!

Modern, 2 bedroom, pet-friendly studio, close to Scotlands best golf courses!
Cupar
8.8 out of 10, Excellent, (3 reviews)
"Our stay was absolutely wonderful! The place was spotless, comfortable, and exactly as described. The bed was comfy, the kitchen had all the essentials, and check-in was a breeze. thoughtful touches and perfect location, everything exceeded our expectations. Also great communication from Nadine throughout our stay. Definitely will come back again — highly recommend!"
United Kingdom
Russell H.
The price is £147
includes taxes & fees
9 Nov - 10 Nov
Modern, 2 bedroom, pet-friendly studio, close to Scotlands best golf courses!

2. Eden Fields Lodge

Eden Fields Lodge
3.0 star property
Cupar
The price is £551
includes taxes & fees
24 Nov - 25 Nov
Eden Fields Lodge

3. Horseshoe Cottage is cosy and welcoming, perfect for a romantic break.

Horseshoe Cottage is cosy and welcoming, perfect for a romantic break.
Freuchie, near Cupar
9.6 out of 10, Exceptional, (11 reviews)
"Nice little cottage for two and a small dog.30mins. Nice location to visit Dundee, St Andrews, Falkirk."
United States
Sean Nugent
The price is £197
includes taxes & fees
21 Nov - 22 Nov
Horseshoe Cottage is cosy and welcoming, perfect for a romantic break.

4. James Wilson Suite - UK49367

James Wilson Suite - UK49367
Ceres, near St Andrews
The price is £514
includes taxes & fees
5 Nov - 6 Nov
James Wilson Suite - UK49367

5. Seaview Cabin Sleeps 2 -hot Tub - Parking

Seaview Cabin Sleeps 2 -hot Tub - Parking
3.0 star property
Cupar
The price is £322
includes taxes & fees
12 Nov - 13 Nov
Seaview Cabin Sleeps 2 -hot Tub - Parking

6. The Barn, Lower Lodge

The Barn, Lower Lodge
3.0 star property
Cupar
10.0 out of 10, Exceptional, (1 review)
"Wonderful place and well equipped"
United States
Beverly
The price is £851
includes taxes & fees
13 Nov - 14 Nov
The Barn, Lower Lodge

7. Rhum Cottage

Rhum Cottage
3.5 star property
Cupar
The price is £373
includes taxes & fees
13 Nov - 14 Nov
Rhum Cottage

8. No1. Apartments & West Park House Bedrooms St Andrews - St Mary’s

No1. Apartments & West Park House Bedrooms St Andrews - St Mary’s
4.0 star property
St. Andrews
9.6 out of 10, Exceptional, (255 reviews)
"Loved the apartment. So beautiful and comfortable! Perfect location and perfect accommodation!"
United States
Laura
The price is £162
includes taxes & fees
15 Nov - 16 Nov
No1. Apartments & West Park House Bedrooms St Andrews - St Mary’s

9. Rural Cosy Cabin With Beautiful Views Over Fife

Rural Cosy Cabin With Beautiful Views Over Fife
Leven
9.8 out of 10, Exceptional, (15 reviews)
"The small cabin is well situated with an absolutely stunning view over some fields and out to the water and only about 20 minutes to St Andrews. The cabins are well spaced with their own picnic table and firepit and it was nice it was dog friendly as well!"
United Kingdom
Audra
The price is £103
includes taxes & fees
4 Nov - 5 Nov
Rural Cosy Cabin With Beautiful Views Over Fife

10. Cosy, Rural and Ensuite Glamping Cabin.

Cosy, Rural and Ensuite Glamping Cabin.
Leven
9.2 out of 10, Wonderful, (5 reviews)
"Lovely location, cabin was well equipped. Beautiful place. "
United Kingdom
Diane D.
The price is £118
includes taxes & fees
4 Nov - 5 Nov
Cosy, Rural and Ensuite Glamping Cabin.

11. 10mins to St Andrews & Dundee. 5mins to Tentsmuir Forest and beach.

10mins to St Andrews & Dundee. 5mins to Tentsmuir Forest and beach.
St Andrews
10.0 out of 10, Exceptional, (1 review)
"Awesome. So close to St Andrews and also loved the easy walking distance to the village. Pub, grocery store anything you needed really. "
United States
Elaine T.
The price is £252
includes taxes & fees
9 Nov - 10 Nov
10mins to St Andrews & Dundee. 5mins to Tentsmuir Forest and beach.

12. 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, (2 reviews)
"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 £112
includes taxes & fees
17 Nov - 18 Nov
Station View Lodge - Near Balbirnie House Markinch

13. No1. Apartments St Andrews - South Street

No1. Apartments St Andrews - South Street
4.0 star property
St. Andrews
9.8 out of 10, Exceptional, (54 reviews)
"Simply an exceptional spot for a family stay in St Andrews. The apartment is clean, modern, and exceptionally quiet. Best stay of our Scotland trip and the hosts have the process and amenities fully dialed."
United States
Scott
The price is £207
includes taxes & fees
8 Nov - 9 Nov
No1. Apartments St Andrews - South Street

14. Stylish River View Stay Sleeps 6

Stylish River View Stay Sleeps 6
3.5 star property
Dundee
The price is £224
includes taxes & fees
4 Nov - 5 Nov
Stylish River View Stay Sleeps 6

15. Charming Studio Suite in Dundee | Free Wi-Fi

Charming Studio Suite in Dundee | Free Wi-Fi
Dundee
10.0 out of 10, Exceptional, (2 reviews)
"It was a great place, brilliant breakfast and room on two levels with everything we needed"
United Kingdom
caroline G.
The price is £145
includes taxes & fees
15 Nov - 16 Nov
Charming Studio Suite in Dundee | Free Wi-Fi

16. Station View Lodge - near Balbirnie House Markinch

Station View Lodge - near Balbirnie House Markinch
Markinch
10.0 out of 10, Exceptional, (2 reviews)
"Stunning quirky accommodation and central"
United Kingdom
Malcolm R.
The price is £104
includes taxes & fees
17 Nov - 18 Nov
Station View Lodge - near Balbirnie House Markinch

17. 80 m² Duplex 2 Dryers Dishwasher Train 3 min away WiFi

80 m² Duplex 2 Dryers Dishwasher Train 3 min away WiFi
Methil
7.0 out of 10, Good, (13 reviews)
"Loved the location. Close to amenities. Greetings from Canada 😊"
Canada
Terry S.
The price is £179
includes taxes & fees
9 Nov - 10 Nov
80 m² Duplex 2 Dryers Dishwasher Train 3 min away WiFi

18. The Nest - Cosy Holiday Cottage

The Nest - Cosy Holiday Cottage
Errol
10.0 out of 10, Exceptional, (1 review)
"Great small place, really enjoyed our stay there. The host is very friendly and answers all questions within a short time. We stayed for two nights and can really recommend this place."
Germany
Heß F.
The Nest - Cosy Holiday Cottage

19. Dundee themed 2-bedroom apartment with free parking & great transport links!

Dundee themed 2-bedroom apartment with free parking & great transport links!
Dundee
10.0 out of 10, Exceptional, (1 review)
"Dry close to grocery store. Easy to get around the city. Off street free parking Laundry available"
United States
Debbie
The price is £155
includes taxes & fees
8 Nov - 9 Nov
Dundee themed 2-bedroom apartment with free parking & great transport links!

20. Eco-Lodge with hottub sea view Charleton Estate

Eco-Lodge with hottub sea view Charleton Estate
Elie and Earlsferry
10.0 out of 10, Exceptional, (2 reviews)
"It was so peaceful and relaxing but within easy distance of beach etc. Sauna is lovely and great building a fire on deck. Hot tub is great too. "
United Kingdom
Elaine M.
The price is £220
includes taxes & fees
17 Nov - 18 Nov
Eco-Lodge with hottub sea view Charleton Estate
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, apart-hotels, 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 £113 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. 

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Frequently asked questions

Can I find holiday rentals in Cupar?

Yes, there are holiday rentals in Cupar close to Cairnie Fruit Farm & Mega Maze, 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?

4 Bed-sleeps 8- Free Parking-pets-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. Some other top choices in Cupar are Luxury Hayshed Cottage with hot tub near St Andrews and Balass Lodge near St. Andrews.

How many holiday rentals are there in Cupar?

Expedia has 36 holiday rentals for your stay in Cupar.

What’s there to see and do in Cupar?

Family-friendly attractions include The Scottish Deer Centre and Raptor World Interactive, whereas Hill of Tarvit Monument and Falkland Palace are a couple of great spots to enjoy the outdoors. While here, Cairnie Fruit Farm & Mega Maze 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.