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Cupar Vacation Rentals

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Check prices for these dates

In two weeks
Jan 2 - Jan 4
In two months
Feb 13 - Feb 15
In three months
Mar 13 - Mar 15
In four months
Apr 10 - Apr 12

Our top choices for Cupar vacation rentals

Living area
Bee's Townhouse Apartment

Apartment in Cupar

Bee's Townhouse Apartment
3.5 star property
10.0 out of 10, Exceptional, (2)
"Ideal location for the centre of Cupar, the apartment had everything we needed, Liana was an excellent host."
United Kingdom
STUART
The price is P9,035
P10,842 total
includes taxes & fees
Dec 21 - Dec 22
Bee's Townhouse Apartment
Property grounds
Luxurious Snug With Hottub Which Sleeps-2 in Fife

Cabin in Cupar

Luxurious Snug With Hottub Which Sleeps-2 in Fife
3.0 star property
The price is P25,521
P25,521 total
includes taxes & fees
Dec 22 - Dec 23
Luxurious Snug With Hottub Which Sleeps-2 in Fife
2 bedrooms, individually decorated, individually furnished, free WiFi
Rhum Cottage

Cottage in Cupar

Rhum Cottage
3.5 star property
The price is P28,450
P34,140 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Rhum Cottage
Front of property
Moatville Cupar

Apartment in Cupar

Moatville Cupar
3.0 star property
9.0 out of 10, Wonderful, (8)
"Lovely property in excellent condition and the host was very great. "
United Kingdom
shafik
The price is P10,453
P12,543 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Moatville Cupar
Living area
Eden Fields Lodge

Cottage in Cupar

Eden Fields Lodge
3.0 star property
The price is P40,070
P48,084 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Eden Fields Lodge
Terrace/patio
Foresterseat Glamping

Camping in Forfar

Foresterseat Glamping
2.0 star property
10.0 out of 10, Exceptional, (8)
"Perfect for a wee Shepherds Hut. "
Australia
Kylie
The price is P6,547
P7,857 total
includes taxes & fees
Dec 28 - Dec 29
Foresterseat Glamping
Interior
Scottish Stunning Stay With Free Parking

Apartment in Perth

Scottish Stunning Stay With Free Parking
4.0 star property
10.0 out of 10, Exceptional, (2)
"Used as a base for a wedding. Comfortable beds. Parking and cleanliness of property were very much appreciated. "
United Kingdom
Helen
The price is P12,176
P14,612 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Scottish Stunning Stay With Free Parking
Living area
No1. Apartments St Andrews - South Street

Apartment in St. Andrews

No1. Apartments St Andrews - South Street
4.0 star property
10.0 out of 10, Exceptional, (43)
"Great location near coffee and wonderful restaurants (The Saint just one block away) and and beside a gorgeous little chapel. Easy walk to golf but without being in all the crowds. Also, extremely comfortable. Only suggestion is more instructional info for finding things, using laundry machine, and how to leave things at check out. "
United States
Camilla
No1. Apartments St Andrews - South Street
Egyptian cotton sheets, premium bedding, down comforters, in-room safe
No1. Apartments & Bedrooms St Andrews - St Mary’s

Apartment in St. Andrews

No1. Apartments & Bedrooms St Andrews - St Mary’s
4.0 star property
9.6 out of 10, Exceptional, (223)
"Excellent apart-hotel. Spacious and comfortable unit with good-quality facilities. Location excellent - couldn't be more central."
United Kingdom
steven
No1. Apartments & Bedrooms St Andrews - St Mary’s
2 bedrooms
Station View Lodge - Near Balbirnie House Markinch

Apartment in Glenrothes

Station View Lodge - Near Balbirnie House Markinch
3.5 star property
10.0 out of 10, Exceptional, (1)
"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 P6,044
P8,772 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Station View Lodge - Near Balbirnie House Markinch
Blackout drapes, iron/ironing board, free WiFi
ApartNest Auchterarder

Aparthotel in Auchterarder

ApartNest Auchterarder
3.0 star property
10.0 out of 10, Exceptional, (2)
ApartNest Auchterarder
Exterior
Lower Neuk

Cottage in Valleyfield

Lower Neuk
2.0 star property
10.0 out of 10, Exceptional, (1)
"Absolutely amazing apartment with little extras. Thank you!"
United Kingdom
Kateryna
The price is P27,849
P33,418 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Lower Neuk
Park view
The Townhouse

Aparthotel in Leith

The Townhouse
4.0 star property
10.0 out of 10, Exceptional, (2)
"Perfect in every way, clean, quiet, comfortable, welcoming and secure with a love view, lovely toiletry and essential provision of fresh bread, milk, coffee and tea. Lovely interior design and great location. Perfect for a family too! Thanks for your warm welcome and useful list of recommendations! "
United Kingdom
Rebekah
The price is P10,214
P12,257 total
includes taxes & fees
Jan 11 - Jan 12, 2026
The Townhouse
Miscellaneous
Princes Street Apartment

Apartment in Perth

Princes Street Apartment
3.5 star property
10.0 out of 10, Exceptional, (8)
"It was the most wonderful choice for my visit to Perth this time round. Better than a hotel!!!!!"
Canada
James
The price is P7,857
P9,428 total
includes taxes & fees
Dec 21 - Dec 22
Princes Street Apartment
1 bedroom, iron/ironing board, free cribs/infant beds, free WiFi
233 Leith Apartment

Apartment in Leith

233 Leith Apartment
4.0 star property
8.6 out of 10, Excellent, (20)
"Beds were really comfy and great food options available close by"
United Kingdom
Paresh
233 Leith Apartment
Bed sheets
Highland Gateway Glamping & Caravanning

Vacation Home in Alloa

Highland Gateway Glamping & Caravanning
2.0 star property
Highland Gateway Glamping & Caravanning
Living room
Beautiful Modern Open Plan Living With Hot Tub

Vacation Home in Kelty

Beautiful Modern Open Plan Living With Hot Tub
3.5 star property
10.0 out of 10, Exceptional, (1)
"This was exactly what is on the pictures, a beautiful modern open plan house that is clean and fresh The hot tub was ready to use and was amazing Would recommend this property to anyone "
United Kingdom
Lyndee
The price is P22,682
P36,234 total
includes taxes & fees
Dec 22 - Dec 23
Beautiful Modern Open Plan Living With Hot Tub
2 bedrooms
2bed-ground Floor-free Parking

Apartment in Leith

2bed-ground Floor-free Parking
2.0 star property
2bed-ground Floor-free Parking
Smart TV, Netflix, streaming services
St John's Apartments

Apartment in Perth

St John's Apartments
4.0 star property
6.0 out of 10, (2)
"We never got to stay as no access information was sent after we waited 2 hours and numerous attempts to make contact we booked into a different hotel nearby. I’m still awaiting a refund "
United Kingdom
carl
The price is P6,572
P7,887 total
includes taxes & fees
Jan 20 - Jan 21, 2026
St John's Apartments
Free WiFi
3 Huntingdon Place

Apartment in Broughton

3 Huntingdon Place
2.0 star property
The price is P13,734
P25,909 total
includes taxes & fees
Jan 19 - Jan 20, 2026
3 Huntingdon Place
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

Best Western Plus Dunfermline Crossford Keavil House Hotel

Best Western Plus Dunfermline Crossford Keavil House Hotel

10/10 Excellent
"Staff members are great "
Shahid 1-night trip
Posted 4 days ago
Best Western Plus Dunfermline Crossford Keavil House Hotel

Find out more about Cupar

Search for holiday rentals in Cupar on Expedia! You can easily find your home rentals, villas, holiday apartments in Cupar using one of the methods below:

  • View our selection of featured holiday rentals in Cupar
  • Use the map to find apartments and other holiday homes in the Cupar neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Cupar while they last

Look no further and take a look at our great range of rental properties in Cupar!

Frequently asked questions

Can I find vacation rentals in Cupar?

Yes, we have vacation rentals in Cupar close to Raptor World Interactive, 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?

Beautiful Modern Open Plan Living With 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.

How many vacation rentals are there in Cupar?

Expedia has 31 vacation rentals for your stay in Cupar.

What’s there to see and do in Cupar?

Family-friendly attractions include Raptor World Interactive and The Scottish Deer Centre, whereas Backhouse Rossie Estate and Falkland Palace are a couple of great spots to enjoy the outdoors. While here, Lindores Abbey 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.