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
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Cupar vacation rentals

Apartment, 1 Bedroom | Living area

1. Bee's Townhouse Apartment

Bee's Townhouse Apartment
3.5 star property
Cupar
10.0 out of 10, Exceptional, (2 reviews)
"Ideal location for the centre of Cupar, the apartment had everything we needed, Liana was an excellent host."
United Kingdom
STUART
Bee's Townhouse Apartment
Exterior detail

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.
$230 nightly
The price is $230
Sep 13 - Sep 14
Total with taxes and fees
Modern, 2 bedroom, pet-friendly studio, close to Scotlands best golf courses!
Exterior detail

3. The Barn, Lower Lodge

The Barn, Lower Lodge
3.0 star property
Cupar
$871 nightly
The price is $1,046
Aug 21 - Aug 22
Total with taxes and fees
The Barn, Lower Lodge
2 bedrooms, WiFi (free), bed sheets

4. James Wilson Suite - UK49367

James Wilson Suite - UK49367
Ceres, near St Andrews
$804 nightly
The price is $804
Aug 27 - Aug 28
Total with taxes and fees
James Wilson Suite - UK49367
Cabin | Property grounds

5. Seaview Cabin Sleeps 2 -hot Tub - Parking

Seaview Cabin Sleeps 2 -hot Tub - Parking
3.0 star property
Cupar
$459 nightly
The price is $459
Aug 16 - Aug 17
Total with taxes and fees
Seaview Cabin Sleeps 2 -hot Tub - Parking
1 bedroom, WiFi (free), bed sheets

6. 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
$401 nightly
The price is $401
Sep 1 - Sep 2
Total with taxes and fees
Horseshoe Cottage is cosy and welcoming, perfect for a romantic break.
Cottage | 2 bedrooms, WiFi (free), individually decorated, individually furnished

7. Rhum Cottage

Rhum Cottage
3.5 star property
Cupar
$799 nightly
The price is $959
Aug 18 - Aug 19
Total with taxes and fees
Rhum Cottage
Exterior

8. Lower Lodge

Lower Lodge
3.0 star property
Cupar
$986 nightly
The price is $1,183
Sep 2 - Sep 3
Total with taxes and fees
Lower Lodge
Exterior

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.
$209 nightly
The price is $209
Aug 17 - Aug 18
Total with taxes and fees
Cosy, Rural and Ensuite Glamping Cabin.
Private kitchen

10. Cottage Escape with free parking - 10 mins to St Andrews I 5 mins to Dundee

Cottage Escape with free parking - 10 mins to St Andrews I 5 mins to Dundee
Leuchars
$395 nightly
The price is $395
Aug 28 - Aug 29
Total with taxes and fees
Cottage Escape with free parking - 10 mins to St Andrews I 5 mins to Dundee
Smart TV

11. 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.
$473 nightly
The price is $473
Sep 3 - Sep 4
Total with taxes and fees
10mins to St Andrews & Dundee. 5mins to Tentsmuir Forest and beach.
Exterior

12. Rural Cosy Cabin With Beautiful Views Over Fife

Rural Cosy Cabin With Beautiful Views Over Fife
Leven
9.6 out of 10, Exceptional, (9 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
$159 nightly
The price is $159
Sep 6 - Sep 7
Total with taxes and fees
Rural Cosy Cabin With Beautiful Views Over Fife
Beach

13. St Andrews Golf and Holiday home for 6. Quiet residential area walk to the shops

St Andrews Golf and Holiday home for 6. Quiet residential area walk to the shops
St Andrews
9.8 out of 10, Exceptional, (6 reviews)
"Very well maintained and beautifully furnished house, ideal for exploring St Andrews. Shops are close by."
Germany
Bianka R.
St Andrews Golf and Holiday home for 6. Quiet residential area walk to the shops
Terrace/patio

14. Luxury Cabin With Hot Tub and Pergola

Luxury Cabin With Hot Tub and Pergola
Leven
10.0 out of 10, Exceptional, (1 review)
$405 nightly
The price is $405
Sep 6 - Sep 7
Total with taxes and fees
Luxury Cabin With Hot Tub and Pergola
Terrace/patio

15. Cosy Ensuite Glamping With A Hot Tub

Cosy Ensuite Glamping With A Hot Tub
Leven
$330 nightly
The price is $330
Aug 20 - Aug 21
Total with taxes and fees
Cosy Ensuite Glamping With A Hot Tub
Property grounds

16. Accessible Large Wooden Cabin with Hot Tub

Accessible Large Wooden Cabin with Hot Tub
Leven
$360 nightly
The price is $360
Aug 31 - Sep 1
Total with taxes and fees
Accessible Large Wooden Cabin with Hot Tub
Books

17. St Mary's Place. Beautiful town center apartment.

St Mary's Place. Beautiful town center apartment.
St Andrews
9.4 out of 10, Exceptional, (10 reviews)
"Fantastic location and host."
United States
William K.
St Mary's Place. Beautiful town center apartment.
Dining

18. Skye Sands | Alexandra Penthouse (No 11)

Skye Sands | Alexandra Penthouse (No 11)
St Andrews
9.8 out of 10, Exceptional, (9 reviews)
"Perfect apartment for golfers visiting St Andrews!"
United States
Jim H.
Skye Sands | Alexandra Penthouse (No 11)
Superior 1-Bedroom Apartment (The Retreat) - (1 King) | Egyptian cotton sheets, premium bedding, down comforters, in-room safe

19. 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, (242 reviews)
"Amazing!"
United States
Jasson
$186 nightly
The price is $223
Aug 23 - Aug 24
Total with taxes and fees
No1. Apartments & Bedrooms St Andrews - St Mary’s
Interior

20. Skye Sands | St Mary’s Gardens (No 2)

Skye Sands | St Mary’s Gardens (No 2)
St Andrews
$515 nightly
The price is $542
Aug 23 - Aug 24
Total with taxes and fees
Skye Sands | St Mary’s Gardens (No 2)
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 Landmark Hotel & SPA Leisure Club Dundee By Sunday

The Landmark Hotel & SPA Leisure Club Dundee By Sunday

8/10 Good
"We feel the breakfast let the hotel down. Times stated are 7am to 10am. That should mean that there should be full availability and the hot food should be hot. We had our breakfast at 9 each morning and the hot food was warm not hot. It was a shame as it did let the hotel down. We did enjoy a very tasty meal in the early evening."
Ian 2-night trip
Posted 2 hours ago
The Landmark Hotel & SPA Leisure Club Dundee By Sunday

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 $147 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 The Scottish Deer Centre, 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?

Luxury Hayshed Cottage with hot tub near St Andrews: This highly rated vacation home rental in Cupar is located in a rural location and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with a selection of games and a hot tub.

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 Falkland Palace and Fife Coastal Path are a couple of great spots to enjoy the outdoors. While here, Lindores Abbey and Cairnie Fruit Farm & Mega Maze 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.