Cupar Vacation Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Cupar vacation 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 AED 406
AED 710 total
includes taxes & fees
12 Nov - 13 Nov
Modern, 2 bedroom, pet-friendly studio, close to Scotlands best golf courses!
A neatly made bed with a quilted cover, two bedside lamps, a tray with croissants, and a coffee maker on the nightstand.

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 AED 973
AED 973 total
includes taxes & fees
21 Nov - 22 Nov
Horseshoe Cottage is cosy and welcoming, perfect for a romantic break.
A spacious living room with a fireplace, a sofa, a chair, and a dining area with a table and chairs.

3. Eden Fields Lodge

Eden Fields Lodge
3.0 star property
Cupar
The price is AED 2,501
AED 3,002 total
includes taxes & fees
5 Dec - 6 Dec
Eden Fields Lodge
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 AED 1,776
AED 1,776 total
includes taxes & fees
11 Nov - 12 Nov
Seaview Cabin Sleeps 2 -hot Tub - Parking
Double bedroom | James Wilson Suite - Meldrum Apartments, Ceres, near St Andrews

5. James Wilson Suite - UK49367

James Wilson Suite - UK49367
Ceres, near St Andrews
The price is AED 2,521
AED 2,521 total
includes taxes & fees
12 Nov - 13 Nov
James Wilson Suite - UK49367
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 AED 3,502
AED 4,202 total
includes taxes & fees
14 Nov - 15 Nov
The Barn, Lower Lodge
A compact kitchen with a dishwasher, a green vase, and a small table with a kettle.

7. Rhum Cottage

Rhum Cottage
3.5 star property
Cupar
Rhum Cottage
A cozy, wooden interior with a dining area, kitchen, and a loft bedroom with a skylight.

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 AED 560
AED 671 total
includes taxes & fees
7 Dec - 8 Dec
No1. Apartments & West Park House Bedrooms St Andrews - St Mary’s
A picnic table with two empty wine glasses and a bottle of Prosecco wine.

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 AED 456
AED 505 total
includes taxes & fees
12 Nov - 13 Nov
Rural Cosy Cabin With Beautiful Views Over Fife
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, (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 AED 756
AED 907 total
includes taxes & fees
16 Nov - 17 Nov
No1. Apartments St Andrews - South Street
A modern, semi-open structure with a sloped roof, a wooden deck, and a small porch area.

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 AED 456
AED 579 total
includes taxes & fees
12 Nov - 13 Nov
Cosy, Rural and Ensuite Glamping Cabin.
A bed with a white mattress, a yellow blanket, and decorative pillows.

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 AED 324
AED 570 total
includes taxes & fees
13 Nov - 14 Nov
80 m² Duplex 2 Dryers Dishwasher Train 3 min away WiFi
A stone building with a sign reading "Banner's House."

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 AED 378
AED 548 total
includes taxes & fees
22 Nov - 23 Nov
Station View Lodge - Near Balbirnie House Markinch
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 AED 486
AED 1,271 total
includes taxes & fees
7 Dec - 8 Dec
10mins to St Andrews & Dundee. 5mins to Tentsmuir Forest and beach.
A modern kitchen with a central island, wooden flooring, and green cabinets.

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 AED 435
AED 556 total
includes taxes & fees
15 Nov - 16 Nov
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.

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 AED 604
AED 1,098 total
includes taxes & fees
18 Nov - 19 Nov
The Nest - Cosy Holiday 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.

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 AED 416
AED 511 total
includes taxes & fees
23 Nov - 24 Nov
Station View Lodge - near Balbirnie House Markinch
A hot tub with a wooden deck surrounding it, a small window, and a potted plant to the right.

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 AED 709
AED 851 total
includes taxes & fees
25 Nov - 26 Nov
Cosy Cabin With Hot Tub & Sauna in East Wemyss
A modern kitchen with a gas stove, a sink, and a window with a view of the outdoors.

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 AED 392
AED 792 total
includes taxes & fees
11 Nov - 12 Nov
Dundee themed 2-bedroom apartment with free parking & great transport links!
Exterior image of hottub and open fireplace under canopy

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 AED 889
AED 1,086 total
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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Find vacation rentals that suit your style

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Top Cupar Hotel Reviews

A grand hallway with a yellow armchair, a striped rug, and a staircase leading to a balcony.
The Clarendon

The Clarendon

The Clarendon
Dundee

10/10 Excellent

This place was truly lovely and unique. Well appointed and comfortable. The host met us in the lobby and warmly welcomed us. We would definitely stay here again.
United States
Shari
Reviewed October 17, 2026
The Clarendon

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.