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

Cupar Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Cupar vacation rentals

A spacious living room with a fireplace, a sofa, a chair, and a dining area with a table and chairs.

1. Eden Fields Lodge

Eden Fields Lodge
3.0 star property
Cupar
The price is ￥109,149
￥130,979 total
includes taxes & fees
Nov 10 - Nov 11
Eden Fields Lodge
A black wrought iron gate with a door, a stone wall, and a window with shutters.

2. 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 ￥18,317
￥33,004 total
includes taxes & fees
Nov 7 - Nov 8
Modern, 2 bedroom, pet-friendly studio, close to Scotlands best golf courses!
Double bedroom | James Wilson Suite - Meldrum Apartments, Ceres, near St Andrews

3. James Wilson Suite - UK49367

James Wilson Suite - UK49367
Ceres, near St Andrews
The price is ￥107,848
￥107,848 total
includes taxes & fees
Nov 10 - Nov 11
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.

4. Seaview Cabin Sleeps 2 -hot Tub - Parking

Seaview Cabin Sleeps 2 -hot Tub - Parking
3.0 star property
Cupar
The price is ￥70,658
￥70,658 total
includes taxes & fees
Oct 19 - Oct 20
Seaview Cabin Sleeps 2 -hot Tub - Parking
A neatly made bed with a quilted cover, two bedside lamps, a tray with croissants, and a coffee maker on the nightstand.

5. 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 ￥41,335
￥41,335 total
includes taxes & fees
Nov 12 - Nov 13
Horseshoe Cottage is cosy and welcoming, perfect for a romantic break.
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 ￥135,544
￥162,653 total
includes taxes & fees
Nov 13 - Nov 14
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 ￥77,760
￥93,312 total
includes taxes & fees
Oct 23 - Oct 24
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 ￥65,989
￥79,187 total
includes taxes & fees
Nov 2 - Nov 3
Rhum Cottage
A cozy, wooden interior with a dining area, kitchen, and a loft bedroom with a skylight.

9. 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, (253 reviews)
"Amazing property and location"
United States
Manuel
The price is ￥24,790
￥29,748 total
includes taxes & fees
Nov 1 - Nov 2
No1. Apartments & West Park House Bedrooms St Andrews - St Mary’s
A modern room with a round table, four chairs, a potted plant, and large windows offering a city view.

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, (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 ￥36,558
￥43,870 total
includes taxes & fees
Nov 16 - Nov 17
No1. Apartments St Andrews - South Street
A compact kitchen with a microwave, toaster, kettle, sink, and utensil holder.

11. 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 ￥19,513
￥21,611 total
includes taxes & fees
Oct 18 - Oct 19
Rural Cosy Cabin With Beautiful Views Over Fife
A bay window with a view of a lake and buildings, a bay window seating with cushions, and a black leather chair.

12. Stylish River View Stay Sleeps 6

Stylish River View Stay Sleeps 6
3.5 star property
Dundee
The price is ￥25,549
￥48,283 total
includes taxes & fees
Oct 18 - Oct 19
Stylish River View Stay Sleeps 6
A living room with two sofas, a wooden dining table with chairs, a TV, and a window with shutters.

13. 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 ￥21,620
￥60,647 total
includes taxes & fees
Nov 3 - Nov 4
10mins to St Andrews & Dundee. 5mins to Tentsmuir Forest and beach.
A cozy interior with a kitchenette, a blue sofa, and a large window offering a view of the outdoors.

14. 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 ￥19,513
￥24,759 total
includes taxes & fees
Oct 18 - Oct 19
Cosy, Rural and Ensuite Glamping Cabin.
A living room with a sofa, a small table with a plant, a lamp, and a view of a park through the window.

15. Beach & City Access Flat 2 Floors, Full Kitchen near train 7mins

Beach & City Access Flat 2 Floors, Full Kitchen near train 7mins
Methil
7.0 out of 10, Good, (13 reviews)
"Loved the location. Close to amenities. Greetings from Canada 😊"
Canada
Terry S.
The price is ￥23,720
￥36,729 total
includes taxes & fees
Oct 21 - Oct 22
Beach & City Access Flat 2 Floors, Full Kitchen near train 7mins
A stone building with a sign reading "Banner's House."

16. 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 ￥16,134
￥23,415 total
includes taxes & fees
Oct 18 - Oct 19
Station View Lodge - Near Balbirnie House Markinch
Front

17. Eco-Lodge with sea view Charleton Estate

Eco-Lodge with sea view Charleton Estate
Elie and Earlsferry
10.0 out of 10, Exceptional, (3 reviews)
"Lovely place gorgeous house "
United Kingdom
ZaNa A.
The price is ￥45,573
￥53,966 total
includes taxes & fees
Oct 29 - Oct 30
Eco-Lodge with sea view Charleton Estate
A modern kitchen with white cabinetry, a wooden countertop, a black sink, a wooden cutting board, a framed picture, and a lamp.

18. Ivy golf cottage

Ivy golf cottage
Elie and Earlsferry
10.0 out of 10, Exceptional, (1 review)
"We had a lovely stay at Leven. It had everything we needed for a stay with our 2 young children. I especially loved the modern space. "
Canada
Rache C.
The price is ￥40,286
￥48,679 total
includes taxes & fees
Oct 29 - Oct 30
Ivy golf cottage
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.

19. 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 ￥17,748
￥21,802 total
includes taxes & fees
Oct 18 - Oct 19
Station View Lodge - near Balbirnie House Markinch
A modern kitchen with a central island, wooden flooring, and green cabinets.

20. 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 ￥22,366
￥30,208 total
includes taxes & fees
Nov 16 - Nov 17
Charming Studio Suite in Dundee | Free Wi-Fi
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

The City Hotel

The City Hotel

10/10 Excellent
"The dining staff both in the evening and for breakfast were wonderful! Great breakfast and delicious dinner."
Eugene 2-night trip
Posted 11 hours ago
The City 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
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  • 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 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.