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
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Cupar vacation rentals

A neatly made bed with a tufted headboard, two bedside lamps, and a small figurine on the bed.

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.
$209 nightly
The price is $209
Nov 9 - Nov 10
Total with taxes and fees
Modern, 2 bedroom, pet-friendly studio, close to Scotlands best golf courses!
A historic stone castle with multiple towers and a large tree in front.

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
$263 nightly
The price is $263
Nov 12 - Nov 13
Total with taxes and fees
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
$696 nightly
The price is $835
Nov 6 - Nov 7
Total with taxes and fees
Eden Fields Lodge
Double bedroom | James Wilson Suite - Meldrum Apartments, Ceres, near St Andrews

4. James Wilson Suite - UK49367

James Wilson Suite - UK49367
Ceres, near St Andrews
$687 nightly
The price is $687
Nov 5 - Nov 6
Total with taxes and fees
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.

5. Seaview Cabin Sleeps 2 -hot Tub - Parking

Seaview Cabin Sleeps 2 -hot Tub - Parking
3.0 star property
Cupar
$455 nightly
The price is $455
Oct 28 - Oct 29
Total with taxes and fees
Seaview Cabin Sleeps 2 -hot Tub - Parking
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
$864 nightly
The price is $1,037
Oct 25 - Oct 26
Total with taxes and fees
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
$421 nightly
The price is $505
Oct 30 - Oct 31
Total with taxes and fees
Rhum Cottage
A compact kitchen with a microwave, toaster, kettle, sink, and utensil holder.

8. 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
$138 nightly
The price is $138
Oct 25 - Oct 26
Total with taxes and fees
Rural Cosy Cabin With Beautiful Views Over Fife
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, (254 reviews)
"Amazing property and location"
United States
Manuel
$130 nightly
The price is $157
Nov 5 - Nov 6
Total with taxes and fees
No1. Apartments & West Park House Bedrooms St Andrews - St Mary’s
A stone building with a sign reading "Banner's House."

10. 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
$129 nightly
The price is $149
Oct 23 - Oct 24
Total with taxes and fees
Station View Lodge - Near Balbirnie House Markinch
Inside the sauna

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.
$158 nightly
The price is $158
Nov 1 - Nov 2
Total with taxes and fees
Cosy, Rural and Ensuite Glamping Cabin.
A living room with two sofas, a wooden dining table with chairs, a TV, and a window with shutters.

12. 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.
$370 nightly
The price is $370
Nov 2 - Nov 3
Total with taxes and fees
10mins to St Andrews & Dundee. 5mins to Tentsmuir Forest and beach.
A bay window with a view of a lake and buildings, a bay window seating with cushions, and a black leather chair.

13. Stylish River View Stay Sleeps 6

Stylish River View Stay Sleeps 6
3.5 star property
Dundee
$238 nightly
The price is $286
Nov 3 - Nov 4
Total with taxes and fees
Stylish River View Stay Sleeps 6
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.

14. 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.
$139 nightly
The price is $139
Oct 23 - Oct 24
Total with taxes and fees
Station View Lodge - near Balbirnie House Markinch
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.
$234 nightly
The price is $234
Oct 22 - Oct 23
Total with taxes and fees
Beach & City Access Flat 2 Floors, Full Kitchen near train 7mins
A modern kitchen with a central island, wooden flooring, and green cabinets.

16. 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.
$163 nightly
The price is $192
Nov 16 - Nov 17
Total with taxes and fees
Charming Studio Suite in Dundee | Free Wi-Fi
A modern room with a round table, four chairs, a potted plant, and large windows offering a city view.

17. 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
$254 nightly
The price is $305
Nov 16 - Nov 17
Total with taxes and fees
No1. Apartments St Andrews - South Street
A modern kitchen with a gas stove, a sink, and a window with a view of the outdoors.

18. 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
$225 nightly
The price is $225
Nov 1 - Nov 2
Total with taxes and fees
Dundee themed 2-bedroom apartment with free parking & great transport links!
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.

19. 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.
$341 nightly
The price is $341
Oct 29 - Oct 30
Total with taxes and fees
The Nest - Cosy Holiday Cottage
A narrow kitchen with white cabinets, a black countertop, and a window above the sink.

20. Peaceful 2-Bed Apartment with Free Parking & River Tay Views

Peaceful 2-Bed Apartment with Free Parking & River Tay Views
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.
$258 nightly
The price is $258
Oct 26 - Oct 27
Total with taxes and fees
Peaceful 2-Bed Apartment with Free Parking & River Tay Views
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

8/10 Good
"Very convenient for the station and 99 bus as well as city centre. Clean and practical with decent bar/breakfast room"
Dawn 3-night trip
Posted less than an hour 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 $138 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.