We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Cupar Vacation Rentals

Destination
Revenue impacts this sort order. Learn more

Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
39 rentals in Cupar.
Luxury Hayshed Cottage with hot tub near St Andrews, vacation rental in Cupar
Luxury Hayshed Cottage with hot tub near St Andrews, vacation rental in Cupar
Luxury Hayshed Cottage with hot tub near St Andrews, vacation rental in Cupar

Luxury Hayshed Cottage with hot tub near St Andrews

Rental Home
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
2 bedroom modern caravan in Ladybank, 20 minutes to St Andrews, vacation rental in Cupar
2 bedroom modern caravan in Ladybank, 20 minutes to St Andrews, vacation rental in Cupar
2 bedroom modern caravan in Ladybank, 20 minutes to St Andrews, vacation rental in Cupar

2 bedroom modern caravan in Ladybank, 20 minutes to St Andrews

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
3 bedroom static caravan in Ladybank, 20 mins away from St Andrews, vacation rental in Cupar
3 bedroom static caravan in Ladybank, 20 mins away from St Andrews, vacation rental in Cupar
3 bedroom static caravan in Ladybank, 20 mins away from St Andrews, vacation rental in Cupar

3 bedroom static caravan in Ladybank, 20 mins away from St Andrews

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Family/Group Friendly Unique Apartment sleeping 7 close to St Andrews, vacation rental in Cupar
Family/Group Friendly Unique Apartment sleeping 7 close to St Andrews, vacation rental in Cupar
Family/Group Friendly Unique Apartment sleeping 7 close to St Andrews, vacation rental in Cupar

Family/Group Friendly Unique Apartment sleeping 7 close to St Andrews

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
2 bedroom accommodation in Cupar, near St. Andrews, vacation rental in Cupar
2 bedroom accommodation in Cupar, near St. Andrews, vacation rental in Cupar
2 bedroom accommodation in Cupar, near St. Andrews, vacation rental in Cupar

2 bedroom accommodation in Cupar, near St. Andrews

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
UPPER WEST WING FLAT - TARVIT, family friendly in Cupar, Fife, vacation rental in Cupar
UPPER WEST WING FLAT - TARVIT, family friendly in Cupar, Fife, vacation rental in Cupar
UPPER WEST WING FLAT - TARVIT, family friendly in Cupar, Fife, vacation rental in Cupar

UPPER WEST WING FLAT - TARVIT, family friendly in Cupar, Fife

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
EAST COTTAGE - TARVIT, pet friendly, with open fire in Cupar, Fife, vacation rental in Cupar
EAST COTTAGE - TARVIT, pet friendly, with open fire in Cupar, Fife, vacation rental in Cupar
EAST COTTAGE - TARVIT, pet friendly, with open fire in Cupar, Fife, vacation rental in Cupar

EAST COTTAGE - TARVIT, pet friendly, with open fire in Cupar, Fife

Rental Home
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Romantic peaceful getaway in the Fife countryside, vacation rental in Cupar
Romantic peaceful getaway in the Fife countryside, vacation rental in Cupar
Romantic peaceful getaway in the Fife countryside, vacation rental in Cupar

Romantic peaceful getaway in the Fife countryside

Rental Home
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Stylish Private Holiday Home - Near by St. Andrews, vacation rental in Cupar
Stylish Private Holiday Home - Near by St. Andrews, vacation rental in Cupar
Stylish Private Holiday Home - Near by St. Andrews, vacation rental in Cupar

Stylish Private Holiday Home - Near by St. Andrews

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
1 bedroom accommodation in Ceres, near Cupar, vacation rental in Cupar
1 bedroom accommodation in Ceres, near Cupar, vacation rental in Cupar
1 bedroom accommodation in Ceres, near Cupar, vacation rental in Cupar

1 bedroom accommodation in Ceres, near Cupar

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
48 EDENBANK ROAD, pet friendly, with a garden in Cupar, Fife, vacation rental in Cupar
48 EDENBANK ROAD, pet friendly, with a garden in Cupar, Fife, vacation rental in Cupar
48 EDENBANK ROAD, pet friendly, with a garden in Cupar, Fife, vacation rental in Cupar

48 EDENBANK ROAD, pet friendly, with a garden in Cupar, Fife

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Beautiful and spacious farm cottage, with amazing views over the fields., vacation rental in Cupar
Beautiful and spacious farm cottage, with amazing views over the fields., vacation rental in Cupar
Beautiful and spacious farm cottage, with amazing views over the fields., vacation rental in Cupar

Beautiful and spacious farm cottage, with amazing views over the fields.

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Luxury home for a golfing or family vacation near St Andrews., vacation rental in Cupar
Luxury home for a golfing or family vacation near St Andrews., vacation rental in Cupar
Luxury home for a golfing or family vacation near St Andrews., vacation rental in Cupar

Luxury home for a golfing or family vacation near St Andrews.

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Newly renovated 3-bedroom townhouse in Cupar town centre, vacation rental in Cupar
Newly renovated 3-bedroom townhouse in Cupar town centre, vacation rental in Cupar
Newly renovated 3-bedroom townhouse in Cupar town centre, vacation rental in Cupar

Newly renovated 3-bedroom townhouse in Cupar town centre

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Country cottage apartment 20 minutes from St Andrews, vacation rental in Cupar
Country cottage apartment 20 minutes from St Andrews, vacation rental in Cupar
Country cottage apartment 20 minutes from St Andrews, vacation rental in Cupar

Country cottage apartment 20 minutes from St Andrews

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Pass the Keys | 3 Bedroom Cottage in Cupar, vacation rental in Cupar
Pass the Keys | 3 Bedroom Cottage in Cupar, vacation rental in Cupar
Pass the Keys | 3 Bedroom Cottage in Cupar, vacation rental in Cupar

Pass the Keys | 3 Bedroom Cottage in Cupar

Rental Home
4 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
EDEN FIELDS LODGE, family friendly, with a garden in Cupar, Fife, vacation rental in Cupar
EDEN FIELDS LODGE, family friendly, with a garden in Cupar, Fife, vacation rental in Cupar
EDEN FIELDS LODGE, family friendly, with a garden in Cupar, Fife, vacation rental in Cupar

EDEN FIELDS LODGE, family friendly, with a garden in Cupar, Fife

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
KATMOGET COTTAGE, romantic, country holiday cottage in Ceres, vacation rental in Cupar
KATMOGET COTTAGE, romantic, country holiday cottage in Ceres, vacation rental in Cupar
KATMOGET COTTAGE, romantic, country holiday cottage in Ceres, vacation rental in Cupar

KATMOGET COTTAGE, romantic, country holiday cottage in Ceres

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
The Lodge at Lochnagar, vacation rental in Cupar
The Lodge at Lochnagar, vacation rental in Cupar
The Lodge at Lochnagar, vacation rental in Cupar

The Lodge at Lochnagar

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
GARDEN COTTAGE, near St Andrews. Glorious location!, vacation rental in Cupar
GARDEN COTTAGE, near St Andrews. Glorious location!, vacation rental in Cupar
GARDEN COTTAGE, near St Andrews. Glorious location!, vacation rental in Cupar

GARDEN COTTAGE, near St Andrews. Glorious location!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
WEST COTTAGE - TARVIT, pet friendly, with open fire in Cupar, Fife, vacation rental in Cupar
WEST COTTAGE - TARVIT, pet friendly, with open fire in Cupar, Fife, vacation rental in Cupar
WEST COTTAGE - TARVIT, pet friendly, with open fire in Cupar, Fife, vacation rental in Cupar

WEST COTTAGE - TARVIT, pet friendly, with open fire in Cupar, Fife

Rental Home
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Luxurious Snug with hottub which sleeps-2 in Fife, vacation rental in Cupar
Luxurious Snug with hottub which sleeps-2 in Fife, vacation rental in Cupar
Luxurious Snug with hottub which sleeps-2 in Fife, vacation rental in Cupar

Luxurious Snug with hottub which sleeps-2 in Fife

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Country Mansion near St Andrews, vacation rental in Cupar
Country Mansion near St Andrews, vacation rental in Cupar
Country Mansion near St Andrews, vacation rental in Cupar

Country Mansion near St Andrews

Rental Home
9 bedrooms
8 bathrooms
Sleeps 18
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Perfect wooden lodge for golfers & families, close to St. Andrews, vacation rental in Cupar
Perfect wooden lodge for golfers & families, close to St. Andrews, vacation rental in Cupar
Perfect wooden lodge for golfers & families, close to St. Andrews, vacation rental in Cupar

Perfect wooden lodge for golfers & families, close to St. Andrews

Rental Home
3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Jura Cottage | Peat Inn, vacation rental in Cupar
Jura Cottage | Peat Inn, vacation rental in Cupar
Jura Cottage | Peat Inn, vacation rental in Cupar

Jura Cottage | Peat Inn

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Balass Lodge near St. Andrews, vacation rental in Cupar
Balass Lodge near St. Andrews, vacation rental in Cupar
Balass Lodge near St. Andrews, vacation rental in Cupar

Balass Lodge near St. Andrews

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Spacious 4 bedroom townhouse with traditional features and private courtyard, vacation rental in Cupar
Spacious 4 bedroom townhouse with traditional features and private courtyard, vacation rental in Cupar
Spacious 4 bedroom townhouse with traditional features and private courtyard, vacation rental in Cupar

Spacious 4 bedroom townhouse with traditional features and private courtyard

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
The Open 2022 St Andrews accommodation, vacation rental in Cupar
The Open 2022 St Andrews accommodation, vacation rental in Cupar
The Open 2022 St Andrews accommodation, vacation rental in Cupar

The Open 2022 St Andrews accommodation

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
ROSEDALE, family friendly, with hot tub in Falkland, vacation rental in Cupar
ROSEDALE, family friendly, with hot tub in Falkland, vacation rental in Cupar
ROSEDALE, family friendly, with hot tub in Falkland, vacation rental in Cupar

ROSEDALE, family friendly, with hot tub in Falkland

Rental Home
4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Lucklaw Steading Cottage, vacation rental in Cupar
Lucklaw Steading Cottage, vacation rental in Cupar
Lucklaw Steading Cottage, vacation rental in Cupar

Lucklaw Steading Cottage

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Luxury cottage in countryside setting near to St Andrews perfect for golfers, vacation rental in Cupar
Luxury cottage in countryside setting near to St Andrews perfect for golfers, vacation rental in Cupar
Luxury cottage in countryside setting near to St Andrews perfect for golfers, vacation rental in Cupar

Luxury cottage in countryside setting near to St Andrews perfect for golfers

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
DUNIRA, pet friendly, character holiday cottage in Falkland, vacation rental in Cupar
DUNIRA, pet friendly, character holiday cottage in Falkland, vacation rental in Cupar
DUNIRA, pet friendly, character holiday cottage in Falkland, vacation rental in Cupar

DUNIRA, pet friendly, character holiday cottage in Falkland

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
MIDDLE COTTAGE - TARVIT, pet friendly, with open fire in Cupar, Fife, vacation rental in Cupar
MIDDLE COTTAGE - TARVIT, pet friendly, with open fire in Cupar, Fife, vacation rental in Cupar
MIDDLE COTTAGE - TARVIT, pet friendly, with open fire in Cupar, Fife, vacation rental in Cupar

MIDDLE COTTAGE - TARVIT, pet friendly, with open fire in Cupar, Fife

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
The Cupar House. Bright and spacious home/garden., vacation rental in Cupar
The Cupar House. Bright and spacious home/garden., vacation rental in Cupar
The Cupar House. Bright and spacious home/garden., vacation rental in Cupar

The Cupar House. Bright and spacious home/garden.

Rental Home
4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Luxury Villa in countryside 6 miles from St. Andrews, vacation rental in Cupar
Luxury Villa in countryside 6 miles from St. Andrews, vacation rental in Cupar
Luxury Villa in countryside 6 miles from St. Andrews, vacation rental in Cupar

Luxury Villa in countryside 6 miles from St. Andrews

Rental Home
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Little Inga's Cottage, vacation rental in Cupar
Little Inga's Cottage, vacation rental in Cupar
Little Inga's Cottage, vacation rental in Cupar

Little Inga's Cottage

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Lovely stone cottages and beautiful surrounding countryside., vacation rental in Cupar
Lovely stone cottages and beautiful surrounding countryside., vacation rental in Cupar
Lovely stone cottages and beautiful surrounding countryside., vacation rental in Cupar

Lovely stone cottages and beautiful surrounding countryside.

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
RHUM COTTAGE, pet friendly, with open fire in St Andrews, vacation rental in Cupar
RHUM COTTAGE, pet friendly, with open fire in St Andrews, vacation rental in Cupar
RHUM COTTAGE, pet friendly, with open fire in St Andrews, vacation rental in Cupar

RHUM COTTAGE, pet friendly, with open fire in St Andrews

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Lomond View Apartment - sleeps 4 guests  in 2 bedrooms, vacation rental in Cupar
Lomond View Apartment - sleeps 4 guests  in 2 bedrooms, vacation rental in Cupar
Lomond View Apartment - sleeps 4 guests  in 2 bedrooms, vacation rental in Cupar

Lomond View Apartment - sleeps 4 guests in 2 bedrooms

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Showing results 1-39 of 39
Frequently Asked Questions about Cupar