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

Cupar Vacation Rentals

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Our top choices for Cupar vacation 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 CA $156
CA $269 total
includes taxes & fees
Nov 12 - Nov 13
Modern, 2 bedroom, pet-friendly studio, close to Scotlands best golf courses!

2. 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 CA $374
CA $374 total
includes taxes & fees
Nov 21 - Nov 22
Horseshoe Cottage is cosy and welcoming, perfect for a romantic break.

3. Eden Fields Lodge

Eden Fields Lodge
3.0 star property
Cupar
The price is CA $962
CA $1,155 total
includes taxes & fees
Nov 25 - Nov 26
Eden Fields Lodge

4. Seaview Cabin Sleeps 2 -hot Tub - Parking

Seaview Cabin Sleeps 2 -hot Tub - Parking
3.0 star property
Cupar
The price is CA $683
CA $683 total
includes taxes & fees
Dec 10 - Dec 11
Seaview Cabin Sleeps 2 -hot Tub - Parking

5. James Wilson Suite - UK49367

James Wilson Suite - UK49367
Ceres, near St Andrews
The price is CA $970
CA $970 total
includes taxes & fees
Nov 12 - Nov 13
James Wilson Suite - UK49367

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 CA $1,338
CA $1,606 total
includes taxes & fees
Nov 15 - Nov 16
The Barn, Lower Lodge

7. Rhum Cottage

Rhum Cottage
3.5 star property
Cupar
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, (256 reviews)
"Loved the apartment. So beautiful and comfortable! Perfect location and perfect accommodation!"
United States
Laura
The price is CA $213
CA $256 total
includes taxes & fees
Nov 29 - Nov 30
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 CA $175
CA $194 total
includes taxes & fees
Nov 12 - Nov 13
Rural Cosy Cabin With Beautiful Views Over Fife

10. 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 CA $293
CA $351 total
includes taxes & fees
Nov 16 - Nov 17
No1. Apartments St Andrews - South Street

11. 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 CA $175
CA $223 total
includes taxes & fees
Nov 12 - Nov 13
Cosy, Rural and Ensuite Glamping Cabin.

12. 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 CA $124
CA $219 total
includes taxes & fees
Nov 13 - Nov 14
80 m² Duplex 2 Dryers Dishwasher Train 3 min away WiFi

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 CA $145
CA $211 total
includes taxes & fees
Nov 11 - Nov 12
Station View Lodge - Near Balbirnie House Markinch

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 CA $189
CA $491 total
includes taxes & fees
Dec 6 - Dec 7
10mins to St Andrews & Dundee. 5mins to Tentsmuir Forest and beach.

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 CA $166
CA $213 total
includes taxes & fees
Nov 15 - Nov 16
Charming Studio Suite in Dundee | Free Wi-Fi

16. 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 CA $232
CA $422 total
includes taxes & fees
Nov 18 - Nov 19
The Nest - Cosy Holiday Cottage

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 CA $160
CA $196 total
includes taxes & fees
Nov 11 - Nov 12
Station View Lodge - near Balbirnie House Markinch

18. 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 CA $259
CA $311 total
includes taxes & fees
Dec 3 - Dec 4
Cosy Cabin With Hot Tub & Sauna in East Wemyss

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 CA $150
CA $290 total
includes taxes & fees
Nov 15 - Nov 16
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 CA $342
CA $418 total
includes taxes & fees
Nov 17 - Nov 18
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Cupar?

Yes, we have vacation rentals in Cupar close to Cairnie Fruit Farm & Mega Maze, or you can select a more remote option if you're looking for a relaxing stay. Cupar is known for its golf courses and bars.

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

4 Bed-sleeps 8- Free Parking-pets-hot Tub: You might like this vacation home rental near Cupar. It is equipped with a private yard, 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 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 vacation rentals are there in Cupar?

Expedia has 36 vacation 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 vacation rental in Cupar like?

Vacation rentals are privately owned properties you can stay in for a few weeks or just a few days in Cupar. Vacation rentals offer extras such as WiFi and washers and dryers so you'll have everything you want. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for family trips.