Title: Cupar Vacation Rentals from CA $169: Short-Term Rentals for 2026 | Expedia.ca

[Hotels in Cupar](https://expedia.ca/Cupar-Hotels.d11242.Travel-Guide-Hotels)[Flights to Cupar](https://expedia.ca/Cheap-Flights-To-Cupar.d11242.Travel-Guide-Flights)[Things to do in Cupar](https://expedia.ca/Things-To-Do-In-Cupar.d11242.Travel-Guide-Activities)[Cupar Car Rentals](https://expedia.ca/Car-Rentals-In-Cupar.d11242.Car-Rental-Guide)[Cupar Vacation Packages](https://expedia.ca/Cupar.d11242.Destination-Travel-Guides)

![](https://images.trvl-media.com/place/11242/e78048b6-7756-4dc8-afa6-0a13884aaecb.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Craig Cullinane

![](https://images.trvl-media.com/place/11242/e78048b6-7756-4dc8-afa6-0a13884aaecb.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg)  
###  
Change your mind  
Book hotels with free cancellation
- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg)  
###  
Treat yourself  
Sign in to save 10% or more on thousands of hotels  
[Sign in](https://www.expedia.ca/login)
- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg)  
###  
Be picky  
Search almost a million properties worldwide

## Check prices for these dates

In two weeks

[Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=11242&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 22 - May 24](https://www.expedia.ca/Hotel-Search?regionId=11242&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 19 - Jun 21](https://www.expedia.ca/Hotel-Search?regionId=11242&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 17 - Jul 19](https://www.expedia.ca/Hotel-Search?regionId=11242&startDate=2026-07-17&endDate=2026-07-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Cupar vacation rentals

![Front of property](https://images.trvl-media.com/lodging/13000000/12890000/12880200/12880170/4ac01283.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/13000000/12890000/12880200/12880170/3485f484.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Apartment, 2 Bedrooms, Ground Floor](https://images.trvl-media.com/lodging/13000000/12890000/12880200/12880170/e13b067f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Apartment, 2 Bedrooms, Ground Floor | Private kitchen](https://images.trvl-media.com/lodging/13000000/12890000/12880200/12880170/e7a4715c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Moatville Cupar

[](https://www.expedia.ca/Cupar-Hotels-Moatville-Cupar.h12880170.Hotel-Information)

Cupar

9.0/10

Wonderful

(8 reviews)

"Lovely property in excellent condition and the host was very great. "

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

shafik

CA $239

CA $287 total

includes taxes & fees

Apr 7 - Apr 8

[](https://www.expedia.ca/Cupar-Hotels-Moatville-Cupar.h12880170.Hotel-Information)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/39000000/38310000/38304700/38304638/90cf683a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/39000000/38310000/38304700/38304638/4d85a966.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fishing](https://images.trvl-media.com/lodging/39000000/38310000/38304700/38304638/d6be04d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/39000000/38310000/38304700/38304638/0b81ae09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Horseshoe Cottage is cosy and welcoming, perfect for a romantic break.

[](https://www.expedia.ca/Cupar-Hotels-1-Bedroom-Accommodation-In-Freuchie.h38304638.Hotel-Information)

Freuchie, near Cupar

9.4/10

Exceptional

(10 reviews)

"A lovely, cozy cottage, well equipped and very comfortable."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Liz Read

CA $756

CA $756 total

includes taxes & fees

Mar 30 - Mar 31

[](https://www.expedia.ca/Cupar-Hotels-1-Bedroom-Accommodation-In-Freuchie.h38304638.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106560000/106553300/106553231/64a31b86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Coffee and/or coffee maker](https://images.trvl-media.com/lodging/107000000/106560000/106553300/106553231/w3500h2334x0y2-cd0201ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast meal](https://images.trvl-media.com/lodging/107000000/106560000/106553300/106553231/56a3cf20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Balcony](https://images.trvl-media.com/lodging/107000000/106560000/106553300/106553231/821e185c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Seaview Cabin Sleeps 2 -Hot Tub - Parking

[](https://www.expedia.ca/Cupar-Hotels-Stunning-Snug-Which-Sleeps-2-In-Fife.h106553231.Hotel-Information)

Newburgh

CA $600

CA $600 total

includes taxes & fees

Apr 2 - Apr 3

[](https://www.expedia.ca/Cupar-Hotels-Stunning-Snug-Which-Sleeps-2-In-Fife.h106553231.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/97000000/96340000/96335300/96335280/2778bb36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/97000000/96340000/96335300/96335280/1b70219a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/97000000/96340000/96335300/96335280/d52d6d32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/97000000/96340000/96335300/96335280/cce68e11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Katmoget Cottage

[](https://www.expedia.ca/Cupar-Hotels-Katmoget-Cottage.h96335280.Hotel-Information)

Cupar

CA $647

CA $776 total

includes taxes & fees

Apr 18 - Apr 19

[](https://www.expedia.ca/Cupar-Hotels-Katmoget-Cottage.h96335280.Hotel-Information)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114870000/114868400/114868369/2661ca1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dishwasher, highchair](https://images.trvl-media.com/lodging/115000000/114870000/114868400/114868369/bb78630f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dishwasher, highchair](https://images.trvl-media.com/lodging/115000000/114870000/114868400/114868369/ecdefc8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114870000/114868400/114868369/e52f782b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### James Wilson Suite - UK49367

[](https://www.expedia.ca/Cupar-Hotels-James-Wilson-Suite-UK49367.h114868369.Hotel-Information)

Ceres, near St Andrews

CA $939

CA $939 total

includes taxes & fees

Apr 16 - Apr 17

[](https://www.expedia.ca/Cupar-Hotels-James-Wilson-Suite-UK49367.h114868369.Hotel-Information)

![Cabin | Property grounds](https://images.trvl-media.com/lodging/107000000/106550000/106546600/106546551/bd5fe07b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106550000/106546600/106546551/3b22023d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cabin | Food and drink](https://images.trvl-media.com/lodging/107000000/106550000/106546600/106546551/444c297d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cabin | Interior](https://images.trvl-media.com/lodging/107000000/106550000/106546600/106546551/w3500h2334x0y2-a96a64c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Seaview Cabin Sleeps 2 -hot Tub - Parking

[](https://www.expedia.ca/Cupar-Hotels-Stunning-Snug-Which-Sleeps-2-In-Fife.h106546551.Hotel-Information)

Cupar

CA $600

CA $600 total

includes taxes & fees

Apr 2 - Apr 3

[](https://www.expedia.ca/Cupar-Hotels-Stunning-Snug-Which-Sleeps-2-In-Fife.h106546551.Hotel-Information)

![Apartment, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/58000000/57210000/57201200/57201129/8209f83b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/58000000/57210000/57201200/57201129/3bf88483.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/58000000/57210000/57201200/57201129/109ed049.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 1 Bedroom | Terrace/patio](https://images.trvl-media.com/lodging/58000000/57210000/57201200/57201129/26e8aa33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bee's Townhouse Apartment

[](https://www.expedia.ca/Cupar-Hotels-Bees-Townhouse-Apartment.h57201129.Hotel-Information)

Cupar

10/10

Exceptional

(2 reviews)

"Ideal location for the centre of Cupar, the apartment had everything we needed, Liana was an excellent host."

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

STUART

CA $212

CA $255 total

includes taxes & fees

Mar 30 - Mar 31

[](https://www.expedia.ca/Cupar-Hotels-Bees-Townhouse-Apartment.h57201129.Hotel-Information)

![Cottage](https://images.trvl-media.com/lodging/66000000/65370000/65365200/65365194/974d1f12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/66000000/65370000/65365200/65365194/1da1bb5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Living room](https://images.trvl-media.com/lodging/66000000/65370000/65365200/65365194/18e51775.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Balcony](https://images.trvl-media.com/lodging/66000000/65370000/65365200/65365194/95b9c7d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Rhum Cottage

[](https://www.expedia.ca/Cupar-Hotels-Rhum-Cottage.h65365194.Hotel-Information)

Cupar

CA $935

CA $1,122 total

includes taxes & fees

Mar 30 - Mar 31

[](https://www.expedia.ca/Cupar-Hotels-Rhum-Cottage.h65365194.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/69000000/68220000/68214200/68214110/aba01641.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bed sheets](https://images.trvl-media.com/lodging/69000000/68220000/68214200/68214110/c003b66a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cabin (Airlie Shepherds Hut) | Private kitchen](https://images.trvl-media.com/lodging/69000000/68220000/68214200/68214110/f9ed70f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/69000000/68220000/68214200/68214110/a23cf741.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Foresterseat Glamping

[](https://www.expedia.ca/Forfar-Hotels-Foresterseat-Glamping.h68214110.Hotel-Information)

Forfar

10/10

Exceptional

(8 reviews)

"It was our first stay in a Shepherds Hut & at this location. We’ll definitely be back!"

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

D E

CA $125

CA $150 total

includes taxes & fees

Apr 4 - Apr 5

[](https://www.expedia.ca/Forfar-Hotels-Foresterseat-Glamping.h68214110.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/111000000/110150000/110141500/110141474/41f40984.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110150000/110141500/110141474/e88d8d23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110150000/110141500/110141474/73e54905.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/111000000/110150000/110141500/110141474/06fad595.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stewart's Resort Cameron (No 44)

[](https://www.expedia.ca/St-Andrews-Hotels-Stewarts-Resort-Cameron.h110141474.Hotel-Information)

Cameron

10/10

Exceptional

(2 reviews)

"Clean, had everything we needed for our stay. Definitely book again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anonymous traveller

CA $423

CA $591 total

includes taxes & fees

Apr 2 - Apr 3

[](https://www.expedia.ca/St-Andrews-Hotels-Stewarts-Resort-Cameron.h110141474.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/108000000/107790000/107787200/107787113/eab92e8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/108000000/107790000/107787200/107787113/52549a12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player](https://images.trvl-media.com/lodging/108000000/107790000/107787200/107787113/b6a6c912.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107790000/107787200/107787113/9a000f76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Rural Cosy Cabin With Beautiful Views Over Fife

[](https://www.expedia.ca/Leven-Hotels-Rural-Cosy-Cabin-With-Beautiful-Views-Over-Fife.h107787113.Hotel-Information)

Leven

9.8/10

Exceptional

(7 reviews)

"Clean, tidy property, smelt clean, easy access and private, even the dog didnt need to bark as it was so quiet!"

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Lisa H.

CA $199

CA $218 total

includes taxes & fees

Mar 29 - Mar 30

[](https://www.expedia.ca/Leven-Hotels-Rural-Cosy-Cabin-With-Beautiful-Views-Over-Fife.h107787113.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108550000/108547800/108547800/37e8853b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bathroom](https://images.trvl-media.com/lodging/109000000/108550000/108547800/108547800/b50f7711.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi](https://images.trvl-media.com/lodging/109000000/108550000/108547800/108547800/b4364179.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace](https://images.trvl-media.com/lodging/109000000/108550000/108547800/108547800/53de07ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Macallan, Off-Grid Cabin in Woods: Macallan. Pet Friendly!

[](https://www.expedia.ca/Dunfermline-Hotels-Macallan.h108547800.Hotel-Information)

Dunfermline

8.8/10

Excellent

(3 reviews)

"Had a great stay"

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

steven a.

CA $242

CA $242 total

includes taxes & fees

Apr 2 - Apr 3

[](https://www.expedia.ca/Dunfermline-Hotels-Macallan.h108547800.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/109000000/108030000/108024600/108024526/4ef8de8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108030000/108024600/108024526/b1bc3fc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/109000000/108030000/108024600/108024526/bc697c49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/109000000/108030000/108024600/108024526/73ef810a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cosy, Rural and Ensuite Glamping Cabin.

[](https://www.expedia.ca/Leven-Hotels-Cosy.h108024526.Hotel-Information)

Leven

9.0/10

Wonderful

(4 reviews)

"Cabin was clean and tidy, kitchen was equipped with all basic appliances toilet was clean overall very good for glamping."

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Usama

CA $172

CA $218 total

includes taxes & fees

Mar 29 - Mar 30

[](https://www.expedia.ca/Leven-Hotels-Cosy.h108024526.Hotel-Information)

![3 bedrooms, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/121000000/120090000/120084100/120084088/07a6a762.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120090000/120084100/120084088/c676b96e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/121000000/120090000/120084100/120084088/874e0f5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/121000000/120090000/120084100/120084088/e5db25e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Lang Toun Bothy - by the Sea & Near Edinburgh

[](https://www.expedia.ca/Kirkcaldy-Hotels-The-Lang-Toun-Bothy-By-The-Sea-Near-Edinburgh.h120084088.Hotel-Information)

Kirkcaldy

CA $177

CA $306 total

includes taxes & fees

Mar 28 - Mar 29

[](https://www.expedia.ca/Kirkcaldy-Hotels-The-Lang-Toun-Bothy-By-The-Sea-Near-Edinburgh.h120084088.Hotel-Information)

![Apartment, 1 Bedroom, Fireplace, Garden View](https://images.trvl-media.com/lodging/74000000/73250000/73241300/73241270/2e9f2788.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 1 Bedroom, Fireplace, Garden View | Property grounds](https://images.trvl-media.com/lodging/74000000/73250000/73241300/73241270/c7133a75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 1 Bedroom, Fireplace, Garden View | Interior](https://images.trvl-media.com/lodging/74000000/73250000/73241300/73241270/6a363f48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 1 Bedroom, Fireplace, Garden View | Property grounds](https://images.trvl-media.com/lodging/74000000/73250000/73241300/73241270/79717f57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Station View Lodge - Near Balbirnie House Markinch

[](https://www.expedia.ca/Glenrothes-Hotels-Station-View-Lodge-Markinch.h73241270.Hotel-Information)

Glenrothes

10/10

Exceptional

(1 review)

"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](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Malcolm

CA $142

CA $206 total

includes taxes & fees

Apr 2 - Apr 3

[](https://www.expedia.ca/Glenrothes-Hotels-Station-View-Lodge-Markinch.h73241270.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/32000000/31880000/31878100/31878031/67282763.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/32000000/31880000/31878100/31878031/4637fcda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/32000000/31880000/31878100/31878031/2adab2b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/32000000/31880000/31878100/31878031/5bd89749.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Grey Cottage - charming cottage close to Gleneagles Hotel 

[](https://www.expedia.ca/Auchterarder-Hotels-The-Grey-Cottage-Charming-Cottage-Close-To-Gleneagles-Hotel.h31878031.Hotel-Information)

Blackford

9.4/10

Exceptional

(37 reviews)

"Lovely location within walking to local pub and park"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Alana P.

CA $186

CA $216 total

includes taxes & fees

Apr 23 - Apr 24

[](https://www.expedia.ca/Auchterarder-Hotels-The-Grey-Cottage-Charming-Cottage-Close-To-Gleneagles-Hotel.h31878031.Hotel-Information)

![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/74000000/73980000/73974800/73974752/a9253d1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![](https://images.trvl-media.com/lodging/74000000/73980000/73974800/73974752/48d03d63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73980000/73974800/73974752/85f0afda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/74000000/73980000/73974800/73974752/74f8621d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pitcorthie House - Dunfermline, Fife

[](https://www.expedia.ca/Dunfermline-Hotels-Modern-1-Bedroom-House-With-Garden.h73974752.Hotel-Information)

Pitcorthie

9.8/10

Exceptional

(13 reviews)

"Great place. It was clean and comfortable. The neighborhood was nice. Communication was great. Andrea quickly responded and helped us navigate our way around the town. Nice and quiet too!"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Shannon H.

CA $175

CA $290 total

includes taxes & fees

Apr 13 - Apr 14

[](https://www.expedia.ca/Dunfermline-Hotels-Modern-1-Bedroom-House-With-Garden.h73974752.Hotel-Information)

![Restaurant](https://images.trvl-media.com/lodging/109000000/108550000/108543600/108543529/5ba87622.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![SIGNATURE STUDIO (small double bed)](https://images.trvl-media.com/lodging/109000000/108550000/108543600/108543529/4e27abe0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/109000000/108550000/108543600/108543529/4a0ec356.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![SIGNATURE STUDIO (small double bed) | Living area](https://images.trvl-media.com/lodging/109000000/108550000/108543600/108543529/db91333c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### THE SPACE TO STAY APARTHOTEL

[](https://www.expedia.ca/St-Andrews-Hotels-SPACE-To-Stay.h108543529.Hotel-Information)

St. Andrews

8.6/10

Excellent

(79 reviews)

"We greatly enjoyed our stay here and would definitely stay again! "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Heather

CA $190

CA $228 total

includes taxes & fees

Apr 13 - Apr 14

[](https://www.expedia.ca/St-Andrews-Hotels-SPACE-To-Stay.h108543529.Hotel-Information)

![Cabin (Whitewisp - with hot Tub)](https://images.trvl-media.com/lodging/120000000/119360000/119352800/119352798/48826cfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cabin (Ben Cleugh -  with Hot Tub)](https://images.trvl-media.com/lodging/120000000/119360000/119352800/119352798/54466bb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cabin (Whitewisp - with hot Tub)](https://images.trvl-media.com/lodging/120000000/119360000/119352800/119352798/6dc8291c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cabin (Ben Cleugh -  with Hot Tub)](https://images.trvl-media.com/lodging/120000000/119360000/119352800/119352798/2e6955b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Highland Gateway Glamping & Caravanning

[](https://www.expedia.ca/Alloa-Hotels-Highland-Gateway-Glamping-Caravanning.h119352798.Hotel-Information)

Alloa

CA $329

CA $395 total

includes taxes & fees

Apr 2 - Apr 3

[](https://www.expedia.ca/Alloa-Hotels-Highland-Gateway-Glamping-Caravanning.h119352798.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/21000000/20350000/20348100/20348081/1ec18089.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player](https://images.trvl-media.com/lodging/21000000/20350000/20348100/20348081/3973f199.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/21000000/20350000/20348100/20348081/c57ea792.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/21000000/20350000/20348100/20348081/46aa283e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Elie Residence Studio Apartment, perfect for 2! Ground-floor.

[](https://www.expedia.ca/Leven-Hotels-Elie-Residence-Studio-Apartment.h20348081.Hotel-Information)

Elie

9.0/10

Wonderful

(24 reviews)

"Perfect little place for a weekend in Elie. "

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Helen R.

CA $222

CA $251 total

includes taxes & fees

Mar 28 - Mar 29

[](https://www.expedia.ca/Leven-Hotels-Elie-Residence-Studio-Apartment.h20348081.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-04-10&endDate=2026-04-11&regionId=11242&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Cupar%2C+Scotland%2C+United+Kingdom&regionId=11242&latLong=56.320236%2C-3.010137&adults=2&startDate=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&lodging=CABIN)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Cupar%2C+Scotland%2C+United+Kingdom&regionId=11242&latLong=56.320236%2C-3.010137&adults=2&startDate=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&lodging=COTTAGE)

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Cupar%2C+Scotland%2C+United+Kingdom&regionId=11242&latLong=56.320236%2C-3.010137&adults=2&startDate=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Cupar%2C+Scotland%2C+United+Kingdom&regionId=11242&latLong=56.320236%2C-3.010137&adults=2&startDate=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&lodging=APARTMENT)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Cupar%2C+Scotland%2C+United+Kingdom&regionId=11242&latLong=56.320236%2C-3.010137&adults=2&startDate=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&lodging=VACATION_HOME)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Cupar%2C+Scotland%2C+United+Kingdom&regionId=11242&latLong=56.320236%2C-3.010137&adults=2&startDate=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&lodging=CONDO)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Cupar%2C+Scotland%2C+United+Kingdom&regionId=11242&latLong=56.320236%2C-3.010137&adults=2&startDate=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&lodging=VILLA)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Cupar%2C+Scotland%2C+United+Kingdom&regionId=11242&latLong=56.320236%2C-3.010137&adults=2&startDate=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&lodging=CHALET)

Residences

[](https://www.expedia.ca/Hotel-Search?destination=Cupar%2C+Scotland%2C+United+Kingdom&regionId=11242&latLong=56.320236%2C-3.010137&adults=2&startDate=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&lodging=RESIDENCE)

![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg)

Save an average of 15% on thousands of hotels when you're signed in

[Sign in

](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FCupar-Vacation-Rentals.d11242.Travel-Guide-VacationRentals)[

Sign up, it's free

](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FCupar-Vacation-Rentals.d11242.Travel-Guide-VacationRentals)

## Top Cupar Hotel Reviews

![Old Course Hotel](https://images.trvl-media.com/lodging/1000000/530000/522900/522846/a6cd2122_y.jpg)

### Old Course Hotel

10/10 Excellent

"Room was immaculate and spa and leisure facilities were top notch. Food in the Roadhole restaurant was first class and great ambiance throughout the hotel. Will certainly be back soon."

[](https://expedia.ca/St-Andrews-Hotels-Old-Course-Hotel.h522846.Hotel-Information)

![Holiday Inn Express Edinburgh - Leith Waterfront by IHG](https://images.trvl-media.com/lodging/1000000/520000/520000/519940/d2395171_y.jpg)

### Holiday Inn Express Edinburgh - Leith Waterfront by IHG

8/10 Good

"Breakfast was very good and property is in a very good location. Happy with the stay."

[](https://expedia.ca/Edinburgh-Hotels-Holiday-Inn-Express-Edinburgh-Leith-Waterfront.h519940.Hotel-Information)

![The City Hotel](https://images.trvl-media.com/lodging/5000000/4040000/4030900/4030824/39245da3_y.jpg)

### The City Hotel

8/10 Good

"Middle of the town the Nepalese restaurant across the road has the best tandoori mixed grill I have ever had"

[](https://expedia.ca/Dunfermline-Hotels-The-City-Hotel.h4030824.Hotel-Information)

![The Angus Hotel & Spa by Compass Hospitality](https://images.trvl-media.com/lodging/2000000/1720000/1713900/1713882/1d1bfe1e_y.jpg)

### The Angus Hotel & Spa by Compass Hospitality

8/10 Good

"The hotel room was lovely and clean and staff where lovely to but the hotel it’s self is a bit run down "

[](https://expedia.ca/Blairgowrie-Hotels-Angus-Hotel.h1713882.Hotel-Information)

![Four Points Flex by Sheraton Dundee](https://images.trvl-media.com/lodging/25000000/24320000/24317500/24317485/d34eba32_y.jpg)

### Four Points Flex by Sheraton Dundee

10/10 Excellent

"Great location, excellent staff, clean throughout."

[](https://expedia.ca/Dundee-Hotels-Four-Points-Flex-By-Sheraton-Dundee.h24317485.Hotel-Information)

![Best Western Plus Dunfermline Crossford Keavil House Hotel](https://images.trvl-media.com/lodging/1000000/30000/26700/26616/86784c43_y.jpg)

### Best Western Plus Dunfermline Crossford Keavil House Hotel

8/10 Good

"Good but a little tired a a couple of areas "

[](https://expedia.ca/Dunfermline-Hotels-Best-Western-Plus-Dunfermline-Crossford-Keavil-House-Hotel.h26616.Hotel-Information)

![Carnoustie Golf Hotel](https://images.trvl-media.com/lodging/1000000/530000/520200/520156/0f92c256_y.jpg)

### Carnoustie Golf Hotel

10/10 Excellent

"Excellent overnight stay . Everything you could want except maybe evening entertainment. Everything was clean , staff all very friendly and helpful. Food was also extremely good . One of best hotel breakfasts I have experienced. Did not use the spa or other facilities on offer but everything we experienced was extremely good or excellent. Will hopefully return in the summer and maybe combine with some golf."

[](https://expedia.ca/Carnoustie-Hotels-Carnoustie-Golf-Hotel.h520156.Hotel-Information)

![Lomond Hills Hotel & Health Club ](https://images.trvl-media.com/lodging/113000000/112590000/112583900/112583839/431acc6e_y.jpg)

### Lomond Hills Hotel & Health Club 

10/10 Excellent

"Parking was good and staff very friendly and helpful. Room was clean and comfy. "

[](https://expedia.ca/Cupar-Hotels-Lomond-Hills-Hotel.h112583839.Hotel-Information)

![Malmaison Edinburgh](https://images.trvl-media.com/lodging/1000000/670000/664700/664615/22b9223d_y.jpg)

### Malmaison Edinburgh

10/10 Excellent

"Staff members were excellent very helpful professional recommendations to all our families and friends will be back again "

[](https://expedia.ca/Edinburgh-Hotels-Malmaison-Edinburgh.h664615.Hotel-Information)

## Find out more about Cupar

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Cupar. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

## Explore a world of travel with Expedia

- Trending destinations on Expedia.ca

### Trending destinations on Expedia.ca

- [Canmore Vacation Rentals ](https://www.expedia.ca/Canmore-Vacation-Rentals.d10131.Travel-Guide-VacationRentals)
- [Maui Vacation Rentals ](https://www.expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals)
- [Kelowna Vacation Rentals ](https://www.expedia.ca/Kelowna-Vacation-Rentals.d3997.Travel-Guide-VacationRentals)
- [Whistler Vacation Rentals ](https://www.expedia.ca/Whistler-Vacation-Rentals.d4115.Travel-Guide-VacationRentals)
- [Florida Vacation Rentals ](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Victoria Vacation Rentals ](https://www.expedia.ca/Victoria-Vacation-Rentals.d4138.Travel-Guide-VacationRentals)
- [Vancouver Vacation Rentals ](https://www.expedia.ca/Vancouver-Vacation-Rentals.d178315.Travel-Guide-VacationRentals)
- [Palm Springs Vacation Rentals ](https://www.expedia.ca/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals)
- [Tofino Vacation Rentals ](https://www.expedia.ca/Tofino-Vacation-Rentals.d6094955.Travel-Guide-VacationRentals)
- [Calgary Vacation Rentals ](https://www.expedia.ca/Calgary-Vacation-Rentals.d178245.Travel-Guide-VacationRentals)
- [Costa Rica Vacation Rentals ](https://www.expedia.ca/Destinations-In-Costa-Rica.d42.Vacation-Rental-Destinations)
- [Vancouver Island Vacation Rentals ](https://www.expedia.ca/Vancouver-Island-Vacation-Rentals.d6058387.Travel-Guide-VacationRentals)
- [Puerto Vallarta Vacation Rentals ](https://www.expedia.ca/Puerto-Vallarta-Vacation-Rentals.d180016.Travel-Guide-VacationRentals)
- [Hawaii Vacation Rentals ](https://www.expedia.ca/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [Toronto Vacation Rentals ](https://www.expedia.ca/Toronto-Vacation-Rentals.d178314.Travel-Guide-VacationRentals)
- [Banff Vacation Rentals ](https://www.expedia.ca/Banff-Vacation-Rentals.d10550.Travel-Guide-VacationRentals)
- [Penticton Vacation Rentals ](https://www.expedia.ca/Penticton-Vacation-Rentals.d4135.Travel-Guide-VacationRentals)
- [Osoyoos Vacation Rentals ](https://www.expedia.ca/Osoyoos-Vacation-Rentals.d181782.Travel-Guide-VacationRentals)
- [Mont Tremblant Vacation Rentals ](https://www.expedia.ca/Mont-Tremblant-Vacation-Rentals.d55374.Travel-Guide-VacationRentals)
- [Big White Ski Resort Vacation Rentals ](https://www.expedia.ca/Big-White-Ski-Resort-Vacation-Rentals.d6058319.Travel-Guide-VacationRentals)
- [Ontario Vacation Rentals ](https://www.expedia.ca/Destinations-In-Ontario.d11178.Vacation-Rental-Destinations)
- [British Columbia Vacation Rentals ](https://www.expedia.ca/Destinations-In-British-Columbia.d11117.Vacation-Rental-Destinations)
- [Prince Edward Island Vacation Rentals ](https://www.expedia.ca/Destinations-In-Prince-Edward-Island.d6058122.Vacation-Rental-Destinations)
- [Québec Vacation Rentals ](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals)

## Frequently asked questions

### Can I find vacation rentals in Cupar?

### What are some of the best vacation rentals that Cupar has to offer?

### How many vacation rentals are there in Cupar?

### What’s there to see and do in Cupar?

### What’s a vacation rental in Cupar like?

![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg)

## Go further with the Expedia app

Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go.

Scan the QR code with your device camera and download our app