Title: Cupar Vacation Home Rentals from CA $394: Search Top Private Vacation Homes for Rent | Expedia.ca

[Hotels in Cupar](https://expedia.ca/Cupar-Hotels.d11242.Travel-Guide-Hotels)[Vacation Rentals in Cupar](https://expedia.ca/Cupar-Vacation-Rentals.d11242.Travel-Guide-VacationRentals)[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)

![Tyndall-Bruce Monument](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)

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## Check prices for these dates

In two weeks

[Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=11242&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=11242&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=11242&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 12 - Jun 14](https://www.expedia.ca/Hotel-Search?regionId=11242&startDate=2026-06-12&endDate=2026-06-14&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 homes

![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 (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)

![Cabin (Ben Cleugh -  with Hot Tub)](https://images.trvl-media.com/lodging/120000000/119360000/119352800/119352798/561b4bc1.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 $394 total

includes taxes & fees

Feb 22 - Feb 23

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

![House | Living room](https://images.trvl-media.com/lodging/72000000/71070000/71060600/71060593/9079b7f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/72000000/71070000/71060600/71060593/f1053ff0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | Private kitchen](https://images.trvl-media.com/lodging/72000000/71070000/71060600/71060593/f54a7c4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | Private kitchen](https://images.trvl-media.com/lodging/72000000/71070000/71060600/71060593/eabc47f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful Modern Open Plan Living With Hot Tub

[](https://www.expedia.ca/Kelty-Hotels-Beautiful-Modern-Open-Plan-Living-Home.h71060593.Hotel-Information)

Kelty

10/10

Exceptional

(1 review)

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

Lyndee

CA $531

CA $876 total

includes taxes & fees

Feb 23 - Feb 24

[](https://www.expedia.ca/Kelty-Hotels-Beautiful-Modern-Open-Plan-Living-Home.h71060593.Hotel-Information)

![House](https://images.trvl-media.com/lodging/126000000/125620000/125612400/125612347/5c076cdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/126000000/125620000/125612400/125612347/47513a50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/126000000/125620000/125612400/125612347/272e2208.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/126000000/125620000/125612400/125612347/bb1491f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Pitcairn Residence - 3 Bedroom House

[](https://www.expedia.ca/Glenrothes-Hotels-The-Pitcairn-Residence-3-Bedroom-House.h125612347.Hotel-Information)

Glenrothes

CA $140

CA $394 total

includes taxes & fees

Feb 26 - Feb 27

[](https://www.expedia.ca/Glenrothes-Hotels-The-Pitcairn-Residence-3-Bedroom-House.h125612347.Hotel-Information)

![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44460000/44456700/44456640/7b99625c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44460000/44456700/44456640/823605b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44460000/44456700/44456640/1f479d03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44460000/44456700/44456640/65b85a82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Wee Lodge

[](https://www.expedia.ca/Dollar-Hotels-The-Wee-Lodge.h44456640.Hotel-Information)

Dollar

10/10

Exceptional

(1 review)

"We stayed here whilst working away, the lodge was on a lovely quiet site, well kept and clean. It was nice to return to each evening after work, a home from home. Thank you, we will return if available the next time we are up!"

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

James

CA $473

CA $567 total

includes taxes & fees

Feb 25 - Feb 26

[](https://www.expedia.ca/Dollar-Hotels-The-Wee-Lodge.h44456640.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=2026-03-06&endDate=2026-03-07&regionId=11242&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## 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=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&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=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=COTTAGE)

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=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&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=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=VACATION_HOME)

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=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=APART_HOTEL)

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=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=CHALET)

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=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=VILLA)

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=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=CONDO)

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=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=RESIDENCE)

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## Top Cupar Hotel Reviews

![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

10/10 Excellent

"Staff all great, from the welcome in the early hours of the morning, until departure. Leisure facilities are great, and the staff there are amazing also, which really adds to a wonderful experience."

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

![Four Points Flex by Sheraton Dundee](https://images.trvl-media.com/lodging/25000000/24320000/24317500/24317485/b4a6e681_y.jpg)

### Four Points Flex by Sheraton Dundee

10/10 Excellent

"Croissants at breakfast were cold and stale, that was the only fault. Lovely hotel, pleasant staff. Very nice."

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

![Rusacks St Andrews](https://images.trvl-media.com/lodging/1000000/30000/21500/21486/f52aa744_y.jpg)

### Rusacks St Andrews

10/10 Excellent

"Room was comfortable and clean, staff were kind, courteous and went the extra step to make me feel comfortable, breakfast was lovely "

[](https://expedia.ca/St-Andrews-Hotels-Rusacks-St-Andrews.h21486.Hotel-Information)

![Malmaison Edinburgh](https://images.trvl-media.com/lodging/1000000/670000/664700/664615/9c24e4da_y.jpg)

### Malmaison Edinburgh

10/10 Excellent

"All staff we spoke to on reception were very friendly and helpful. "

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

![Apex City Quay Hotel & Spa](https://images.trvl-media.com/lodging/1000000/900000/897400/897382/2ebb9cc0_y.jpg)

### Apex City Quay Hotel & Spa

10/10 Excellent

"Amazingly efficient, friendly staff"

[](https://expedia.ca/Dundee-Hotels-Apex-City-Quay-Hotel-Spa.h897382.Hotel-Information)

![Dakota Edinburgh](https://images.trvl-media.com/lodging/2000000/1630000/1625700/1625694/2b4d68f1_y.jpg)

### Dakota Edinburgh

10/10 Excellent

"Great room as always, lovely staff. One of my favourite places to stay! "

[](https://expedia.ca/Edinburgh-Hotels-Dakota-Edinburgh.h1625694.Hotel-Information)

![Carnoustie Golf Hotel](https://images.trvl-media.com/lodging/1000000/530000/520200/520156/80bf2601_y.jpg)

### Carnoustie Golf Hotel

10/10 Excellent

"The rooms were spacious and the beds were super comfortable , clean room and generous amount tea and coffee sachets . The staff was very polite , helpful and discrete. "

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

![Village Hotel Edinburgh](https://images.trvl-media.com/lodging/10000000/9140000/9131700/9131632/76032bf9_y.jpg)

### Village Hotel Edinburgh

10/10 Excellent

"Clean hotel throughout. Friendly staff. Perfect for families. Just need to get a Coors tap 😜😜"

[](https://expedia.ca/Edinburgh-Hotels-Village-Hotel-Edinburgh.h9131632.Hotel-Information)

![Lomond Hills Hotel & Health Club ](https://images.trvl-media.com/lodging/113000000/112590000/112583900/112583839/350d3a95_y.jpg)

### Lomond Hills Hotel & Health Club 

10/10 Excellent

"The room was ideal - very spacious and comfy bed. The pool was great and the breakfast was delicious."

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

## Find out more about Cupar

## Cupar Vacation Homes information

| Number of reviews | 1                  |
| ----------------- | ------------------ |
| Accommodation     | 472 Vacation Homes |
| Lowest Price      | CA $394            |
| Highest Price     | CA $876            |