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

Cupar Holiday Rentals

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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 NZ$379
includes taxes & fees
16 Sept - 17 Sept
Modern, 2 bedroom, pet-friendly studio, close to Scotlands best golf courses!

2. Lower Lodge

Lower Lodge
3.0 star property
Cupar
The price is NZ$2,013
includes taxes & fees
3 Sept - 4 Sept
Lower Lodge

3. James Wilson Suite - UK49367

James Wilson Suite - UK49367
Ceres, near St Andrews
The price is NZ$1,368
includes taxes & fees
28 Aug - 29 Aug
James Wilson Suite - UK49367

4. 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 NZ$681
includes taxes & fees
1 Sept - 2 Sept
Horseshoe Cottage is cosy and welcoming, perfect for a romantic break.

5. Seaview Cabin Sleeps 2 -hot Tub - Parking

Seaview Cabin Sleeps 2 -hot Tub - Parking
3.0 star property
Cupar
The price is NZ$823
includes taxes & fees
21 Aug - 22 Aug
Seaview Cabin Sleeps 2 -hot Tub - Parking

6. Rhum Cottage

Rhum Cottage
3.5 star property
Cupar
Rhum Cottage

7. The Barn, Lower Lodge

The Barn, Lower Lodge
3.0 star property
Cupar
The price is NZ$1,779
includes taxes & fees
11 Sept - 12 Sept
The Barn, Lower Lodge

8. THE SPACE TO STAY APARTHOTEL

THE SPACE TO STAY APARTHOTEL
4.5 star property
St. Andrews
8.8 out of 10, Excellent, (175 reviews)
"Great room, clean, good location. Breakfast at the Social great. "
Australia
Sharon
The price is NZ$322
includes taxes & fees
25 Aug - 26 Aug
THE SPACE TO STAY APARTHOTEL

9. 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 NZ$366
includes taxes & fees
20 Aug - 21 Aug
Cosy, Rural and Ensuite Glamping Cabin.

10. Rural Cosy Cabin With Beautiful Views Over Fife

Rural Cosy Cabin With Beautiful Views Over Fife
Leven
9.6 out of 10, Exceptional, (9 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 NZ$271
includes taxes & fees
6 Sept - 7 Sept
Rural Cosy Cabin With Beautiful Views Over Fife

11. The Landmark Hotel and Leisure Club | SUPR DBL

The Landmark Hotel and Leisure Club | SUPR DBL
Dundee
8.0 out of 10, Very good, (16 reviews)
The price is NZ$135
includes taxes & fees
30 Aug - 31 Aug
The Landmark Hotel and Leisure Club | SUPR DBL

12. 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, (243 reviews)
"Amazing!"
United States
Jasson
The price is NZ$592
includes taxes & fees
15 Sept - 16 Sept
No1. Apartments & Bedrooms St Andrews - St Mary’s

13. 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 NZ$256
includes taxes & fees
31 Aug - 1 Sept
Station View Lodge - Near Balbirnie House Markinch

14. Cottage Escape with free parking - 10 mins to St Andrews I 5 mins to Dundee

Cottage Escape with free parking - 10 mins to St Andrews I 5 mins to Dundee
Leuchars
The price is NZ$656
includes taxes & fees
28 Aug - 29 Aug
Cottage Escape with free parking - 10 mins to St Andrews I 5 mins to Dundee

15. 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 NZ$239
includes taxes & fees
1 Sept - 2 Sept
Station View Lodge - near Balbirnie House Markinch

16. 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 NZ$799
includes taxes & fees
31 Aug - 1 Sept
10mins to St Andrews & Dundee. 5mins to Tentsmuir Forest and beach.

17. 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 NZ$312
includes taxes & fees
30 Aug - 31 Aug
Charming Studio Suite in Dundee | Free Wi-Fi

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

Dundee themed 2-bedroom apartment with free parking & great transport links!
Dundee
The price is NZ$361
includes taxes & fees
15 Sept - 16 Sept
Dundee themed 2-bedroom apartment with free parking & great transport links!

19. GreenStar Apartments

GreenStar Apartments
4.0 star property
Dundee
8.6 out of 10, Excellent, (26 reviews)
"Great location, clean and very easy check in & out"
United Kingdom
Louis
The price is NZ$421
includes taxes & fees
21 Aug - 22 Aug
GreenStar Apartments

20. Glebe Street Apartment

Glebe Street Apartment
Fife
10.0 out of 10, Exceptional, (6 reviews)
"I've had such a wonderful experience living in this apartment! everything exceeded my expectations. lots of natural light that makes it feel warm and inviting. The appliances are all in excellent condition and work perfectly, which has made living so convenient. It truly feels like home, and I'd highly recommend this apartment to anyone looking for comfort and convenience."
United Kingdom
Sundeep J.
The price is NZ$936
includes taxes & fees
27 Aug - 28 Aug
Glebe Street Apartment
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

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Cupar holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Cupar. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Cupar. Seeing all the best attractions is bound to make you fall in love with Cupar. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Cupar short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Cupar?

Yes, there are holiday rentals in Cupar close to The Scottish Deer Centre, 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?

Luxury Hayshed Cottage with hot tub near St Andrews: This highly rated holiday home rental in Cupar is located in a rural location, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with a selection of games and 1 hot tub.

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