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

Cupar Holiday Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Cupar holiday rentals

A black wrought iron gate with a door, a stone wall, and a window with shutters.

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 HK$907
HK$1,623 total
includes taxes & fees
14 Oct - 15 Oct
Modern, 2 bedroom, pet-friendly studio, close to Scotlands best golf courses!

2. The Stables

The Stables
3.0 star property
Cupar
The price is HK$5,589
HK$6,707 total
includes taxes & fees
30 Sept - 1 Oct
The Stables
A neatly made bed with a quilted cover, two bedside lamps, a tray with croissants, and a coffee maker on the nightstand.

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 HK$2,208
HK$2,208 total
includes taxes & fees
26 Sept - 27 Sept
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 HK$6,128
HK$6,128 total
includes taxes & fees
2 Oct - 3 Oct
James Wilson Suite - UK49367
A wooden deck with a circular seating area and a fire pit, overlooking a body of water and distant city lights.

5. Seaview Cabin Sleeps 2 -hot Tub - Parking

Seaview Cabin Sleeps 2 -hot Tub - Parking
3.0 star property
Cupar
The price is HK$3,753
HK$3,753 total
includes taxes & fees
28 Sept - 29 Sept
Seaview Cabin Sleeps 2 -hot Tub - Parking
A small stone building with a tiled roof, large windows, and a balcony with a metal railing.

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 HK$6,696
HK$8,035 total
includes taxes & fees
26 Oct - 27 Oct
The Barn, Lower Lodge
A stone house with a gravel driveway and a wooden gate.

7. Katmoget Cottage

Katmoget Cottage
3.0 star property
Cupar
The price is HK$3,630
HK$4,356 total
includes taxes & fees
3 Oct - 4 Oct
Katmoget Cottage
A compact kitchen with a dishwasher, a green vase, and a small table with a kettle.

8. Rhum Cottage

Rhum Cottage
3.5 star property
Cupar
The price is HK$5,915
HK$7,098 total
includes taxes & fees
9 Oct - 10 Oct
Rhum Cottage
A compact kitchen with a microwave, toaster, kettle, sink, and utensil holder.

9. Rural Cosy Cabin With Beautiful Views Over Fife

Rural Cosy Cabin With Beautiful Views Over Fife
Leven
9.8 out of 10, Exceptional, (14 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 HK$1,120
HK$1,224 total
includes taxes & fees
30 Sept - 1 Oct
Rural Cosy Cabin With Beautiful Views Over Fife
A wicker chair with a white cushion, a plaid blanket, and a view of a grassy field through a window.

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 HK$964
HK$1,223 total
includes taxes & fees
27 Sept - 28 Sept
Cosy, Rural and Ensuite Glamping Cabin.
A cozy, wooden interior with a dining area, kitchen, and a loft bedroom with a skylight.

11. 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, (251 reviews)
"Amazing property and location"
United States
Manuel
The price is HK$1,427
HK$1,713 total
includes taxes & fees
25 Oct - 26 Oct
No1. Apartments & Bedrooms St Andrews - St Mary’s
A stone building with a sign reading "Banner's House."

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 HK$799
HK$1,160 total
includes taxes & fees
5 Oct - 6 Oct
Station View Lodge - Near Balbirnie House Markinch
A small wooden house with a porch, two wicker chairs, and a small table.

13. Cosy Cabin With Hot Tub & Sauna in East Wemyss

Cosy Cabin With Hot Tub & Sauna in East Wemyss
3.0 star property
Kirkcaldy
The price is HK$1,527
HK$1,833 total
includes taxes & fees
28 Sept - 29 Sept
Cosy Cabin With Hot Tub & Sauna in East Wemyss
A living room with two sofas, a wooden dining table with chairs, a TV, and a window with shutters.

14. 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 HK$1,246
HK$3,199 total
includes taxes & fees
28 Sept - 29 Sept
10mins to St Andrews & Dundee. 5mins to Tentsmuir Forest and beach.
A historic stone building with a symmetrical garden featuring a maze and neatly trimmed hedges.

15. Landmark Hotel & SPA Leisure -Superior Room

Landmark Hotel & SPA Leisure -Superior Room
Dundee
8.0 out of 10, Very good, (25 reviews)
"Lovely place. Small items like older shower heads, brackets for holders etc. Needing of some maintenance."
Canada
Gregory
The price is HK$399
HK$399 total
includes taxes & fees
18 Oct - 19 Oct
Landmark Hotel & SPA Leisure -Superior Room
A modern room with a round table, four chairs, a potted plant, and large windows offering a city view.

16. No1. Apartments St Andrews - South Street

No1. Apartments St Andrews - South Street
4.0 star property
St. Andrews
9.8 out of 10, Exceptional, (53 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 HK$2,215
HK$2,658 total
includes taxes & fees
26 Oct - 27 Oct
No1. Apartments St Andrews - South Street
A neatly made bed with a white duvet and two pillows, flanked by two bedside lamps. Above the bed, there are three wall-mounted decorative panels.

17. 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 HK$879
HK$1,080 total
includes taxes & fees
27 Sept - 28 Sept
Station View Lodge - near Balbirnie House Markinch
A modern kitchen with a central island, wooden flooring, and green cabinets.

18. 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 HK$861
HK$1,200 total
includes taxes & fees
18 Oct - 19 Oct
Charming Studio Suite in Dundee | Free Wi-Fi
A cozy dining area with a wooden table set for two, surrounded by white chairs with polka dot cushions. A wooden door with glass panels leads to a garden.

19. 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 price is HK$1,346
HK$2,385 total
includes taxes & fees
4 Oct - 5 Oct
The Nest - Cosy Holiday Cottage
A neatly made bed with pink bedding and two rolled towels, a bedside table with a lamp, and a window with blinds.

20. High Street Hideaway

High Street Hideaway
Kirkcaldy
The price is HK$1,016
HK$1,016 total
includes taxes & fees
26 Oct - 27 Oct
High Street Hideaway
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

Best Western Plus Dunfermline Crossford Keavil House Hotel

Best Western Plus Dunfermline Crossford Keavil House Hotel

8/10 Good
"No elevator to help move our disabled son to the second floor."
Michael 3-night trip
Posted 8 hours ago
Best Western Plus Dunfermline Crossford Keavil House Hotel

Find out more about Cupar

Search for holiday rentals in Cupar on Expedia! You can easily find your home rentals, villas, holiday apartments in Cupar using one of the methods below:

  • View our selection of featured holiday rentals in Cupar
  • Use the map to find apartments and other holiday homes in the Cupar neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Cupar while they last

Look no further and take a look at our great range of rental properties in Cupar!

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 35 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 Falkland Palace and Fife Coastal Path are a couple of great spots to enjoy the outdoors. While here, Cairnie Fruit Farm & Mega Maze and Hill of Tarvit Monument 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.