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 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

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.
$203 nightly
The price is $203
Oct 5 - Oct 6
Total with taxes and fees
Modern, 2 bedroom, pet-friendly studio, close to Scotlands best golf courses!
A small stone building with a tiled roof, large windows, and a balcony with a metal railing.

2. 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
$856 nightly
The price is $1,027
Oct 14 - Oct 15
Total with taxes and fees
The Barn, Lower Lodge
Double bedroom | James Wilson Suite - Meldrum Apartments, Ceres, near St Andrews

3. James Wilson Suite - UK49367

James Wilson Suite - UK49367
Ceres, near St Andrews
$707 nightly
The price is $707
Oct 29 - Oct 30
Total with taxes and fees
James Wilson Suite - UK49367
A neatly made bed with a quilted cover, two bedside lamps, a tray with croissants, and a coffee maker on the nightstand.

4. 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
$274 nightly
The price is $274
Oct 30 - Oct 31
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.

5. Seaview Cabin Sleeps 2 -hot Tub - Parking

Seaview Cabin Sleeps 2 -hot Tub - Parking
3.0 star property
Cupar
$437 nightly
The price is $437
Oct 8 - Oct 9
Total with taxes and fees
Seaview Cabin Sleeps 2 -hot Tub - Parking
Outdoor spa tub

6. The Stables

The Stables
3.0 star property
Cupar
The Stables
A stone house with a gravel driveway and a wooden gate.

7. Katmoget Cottage

Katmoget Cottage
3.0 star property
Cupar
$464 nightly
The price is $557
Oct 3 - Oct 4
Total with taxes and fees
Katmoget Cottage
A spacious living room with a fireplace, a sofa, a chair, and a dining area with a table and chairs.

8. Eden Fields Lodge

Eden Fields Lodge
3.0 star property
Cupar
$774 nightly
The price is $928
Oct 23 - Oct 24
Total with taxes and fees
Eden Fields Lodge
A compact kitchen with a dishwasher, a green vase, and a small table with a kettle.

9. Rhum Cottage

Rhum Cottage
3.5 star property
Cupar
$417 nightly
The price is $500
Oct 30 - Oct 31
Total with taxes and fees
Rhum Cottage
A compact kitchen with a microwave, toaster, kettle, sink, and utensil holder.

10. 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
$156 nightly
The price is $156
Oct 1 - Oct 2
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.

11. No1. Apartments & Bedrooms St Andrews - St Mary’s

No1. Apartments & Bedrooms St Andrews - St Mary’s
4.0 star property
St. Andrews
9.6 out of 10, Exceptional, (252 reviews)
"Amazing property and location"
United States
Manuel
$182 nightly
The price is $219
Oct 25 - Oct 26
Total with taxes and fees
No1. Apartments & Bedrooms St Andrews - St Mary’s
A cozy interior with a kitchenette, a blue sofa, and a large window offering a view of the outdoors.

12. 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
Oct 5 - Oct 6
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.

13. 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
$278 nightly
The price is $334
Oct 20 - Oct 21
Total with taxes and fees
No1. Apartments St Andrews - South Street
A small wooden house with a porch, two wicker chairs, and a small table.

14. Cosy Cabin With Hot Tub & Sauna in East Wemyss

Cosy Cabin With Hot Tub & Sauna in East Wemyss
3.0 star property
Kirkcaldy
$184 nightly
The price is $220
Oct 13 - Oct 14
Total with taxes and fees
Cosy Cabin With Hot Tub & Sauna in East Wemyss
A stone building with a sign reading "Banner's House."

15. 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
Oct 4 - Oct 5
Total with taxes and fees
Station View Lodge - Near Balbirnie House Markinch
A historic stone building with a symmetrical garden featuring a maze and neatly trimmed hedges.

16. Landmark Hotel & SPA Leisure -Superior Room

Landmark Hotel & SPA Leisure -Superior Room
Dundee
8.2 out of 10, Very good, (27 reviews)
"The room was clean could do with some touch ups here and there. Bed comfortable. Shower really good. Receptionist polite and efficient. Location good and a short walk to invergowrie."
United States
Lorraine O.
$48 nightly
The price is $48
Oct 29 - Oct 30
Total with taxes and fees
Landmark Hotel & SPA Leisure -Superior Room
A living room with two sofas, a wooden dining table with chairs, a TV, and a window with shutters.

17. 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.
$379 nightly
The price is $379
Oct 5 - Oct 6
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.

18. 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.
$131 nightly
The price is $153
Oct 18 - Oct 19
Total with taxes and fees
Charming Studio Suite in Dundee | Free Wi-Fi
A view of a historic building with a pointed roof and a tower, through a window with a metal frame.

19. GreenStar Apartments

GreenStar Apartments
4.0 star property
Dundee
8.6 out of 10, Excellent, (26 reviews)
"Great location, clean and very easy check in & out"
United Kingdom
Louis
$192 nightly
The price is $231
Oct 5 - Oct 6
Total with taxes and fees
GreenStar Apartments
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.

20. 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.
$287 nightly
The price is $287
Oct 4 - Oct 5
Total with taxes and fees
The Nest - Cosy Holiday Cottage
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

Carnoustie Golf Hotel

Carnoustie Golf Hotel

10/10 Excellent
"Fabulous stay once again at Carnoustie golf and spa hotel. Staff are always so pleasant, rooms are spotless clean and amenities including swimming pool are perfect for families."
Helen 1-night trip
Posted 3 hours ago
Carnoustie Golf Hotel

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 $48 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.