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

Cupar Vacation Rentals

Check prices for these dates

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

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.
$189 nightly
The price is $189
Dec 3 - Dec 4
Total with taxes and fees
Modern, 2 bedroom, pet-friendly studio, close to Scotlands best golf courses!
A spacious living room with a fireplace, a sofa, a chair, and a dining area with a table and chairs.

2. Eden Fields Lodge

Eden Fields Lodge
3.0 star property
Cupar
$675 nightly
The price is $810
Nov 24 - Nov 25
Total with taxes and fees
Eden Fields Lodge
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
$261 nightly
The price is $261
Nov 21 - Nov 22
Total with taxes and fees
Horseshoe Cottage is cosy and welcoming, perfect for a romantic break.
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
$412 nightly
The price is $412
Nov 25 - Nov 26
Total with taxes and fees
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
$680 nightly
The price is $680
Nov 15 - Nov 16
Total with taxes and fees
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
$938 nightly
The price is $1,126
Nov 17 - Nov 18
Total with taxes and fees
The Barn, Lower Lodge
A cozy, wooden interior with a dining area, kitchen, and a loft bedroom with a skylight.

7. 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
$149 nightly
The price is $179
Nov 29 - Nov 30
Total with taxes and fees
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.

8. 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
$136 nightly
The price is $136
Nov 15 - Nov 16
Total with taxes and fees
Rural Cosy Cabin With Beautiful Views Over Fife
A modern, semi-open structure with a sloped roof, a wooden deck, and a small porch area.

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.
$156 nightly
The price is $156
Nov 15 - Nov 16
Total with taxes and fees
Cosy, Rural and Ensuite Glamping Cabin.
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
$199 nightly
The price is $238
Nov 17 - Nov 18
Total with taxes and fees
No1. Apartments St Andrews - South Street
A stone building with a sign reading "Banner's House."

11. 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
$127 nightly
The price is $148
Nov 15 - Nov 16
Total with taxes and fees
Station View Lodge - Near Balbirnie House Markinch
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.
$159 nightly
The price is $159
Nov 16 - Nov 17
Total with taxes and fees
80 m² Duplex 2 Dryers Dishwasher Train 3 min away WiFi
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, (2 reviews)
"Such a lovely stay , spotless. Could not believe how big it actually was. Gutted we only stayed one night"
United Kingdom
Chris W.
$352 nightly
The price is $352
Dec 3 - Dec 4
Total with taxes and fees
10mins to St Andrews & Dundee. 5mins to Tentsmuir Forest and beach.
A modern kitchen with a central island, wooden flooring, and green cabinets.

14. 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.
$141 nightly
The price is $167
Dec 13 - Dec 14
Total with taxes and fees
Charming Studio Suite in Dundee | Free Wi-Fi
A bay window with a view of a lake and buildings, a bay window seating with cushions, and a black leather chair.

15. Stylish River View Stay Sleeps 6

Stylish River View Stay Sleeps 6
3.5 star property
Dundee
$250 nightly
The price is $300
Nov 23 - Nov 24
Total with taxes and fees
Stylish River View Stay Sleeps 6
A picnic table with two empty wine glasses and a bottle of Prosecco wine.

16. Luxury Cosy Cabin With Beautiful Views Over Fife

Luxury Cosy Cabin With Beautiful Views Over Fife
Leven
$131 nightly
The price is $131
Nov 17 - Nov 18
Total with taxes and fees
Luxury Cosy Cabin With Beautiful Views Over Fife
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.
$138 nightly
The price is $138
Nov 15 - Nov 16
Total with taxes and fees
Station View Lodge - near Balbirnie House Markinch
A modern kitchen with a gas stove, coffee maker, and a window providing a view of the outdoors.

18. Dundee themed apartment with free parking

Dundee themed apartment with free parking
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
$196 nightly
The price is $206
Dec 13 - Dec 14
Total with taxes and fees
Dundee themed apartment with free parking
A narrow kitchen with white cabinets, a built-in oven, and a window above the sink.

19. Scottish themed den with free parking

Scottish themed den with free parking
Dundee
10.0 out of 10, Exceptional, (1 review)
"Our host was lovely and helpful in the run up to our stay, answering questions we had, which made things easy for us. The property was in a very convenient and quiet/peaceful location with good facilities nearby. It was clean and comfortable and well equipped (although we couldn't find a hairdryer which would have been useful) and we enjoyed our stay very much. We'd recommend and would stay again."
United States
Fiona W.
$199 nightly
The price is $209
Nov 22 - Nov 23
Total with taxes and fees
Scottish themed den with free parking
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.
$291 nightly
The price is $291
Nov 17 - Nov 18
Total with taxes and fees
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

Four Points Flex by Sheraton Dundee

Four Points Flex by Sheraton Dundee

10/10 Excellent
"Our stay was very pleasant and the staff were extremely friendly the only thing that caused us problems and added expense was the parking ."
Claire 2-night trip
Posted 6 hours ago
Four Points Flex by Sheraton Dundee

Find out more about Cupar

Everything you need to know about Cupar vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cupar vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cupar vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cupar vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cupar. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Cupar in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $136 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Cupar rentals

At Expedia, we put the best Cupar vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Cupar rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cupar vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cupar. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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.