Rolling green hills, a distant house, and a field of yellow flowers.

Search Holiday Homes in Cupar

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Cupar holiday homes

A living room with two sofas, a wooden dining table with chairs, a TV, and a window with shutters.

1. 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.
The price is £317
includes taxes & fees
11 Oct - 12 Oct
10mins to St Andrews & Dundee. 5mins to Tentsmuir Forest and beach.
Exterior image of hottub and open fireplace under canopy

2. Eco-Lodge with hottub sea view Charleton Estate

Eco-Lodge with hottub sea view Charleton Estate
Elie and Earlsferry
10.0 out of 10, Exceptional, (2 reviews)
"It was so peaceful and relaxing but within easy distance of beach etc. Sauna is lovely and great building a fire on deck. Hot tub is great too. "
United Kingdom
Elaine M.
The price is £220
includes taxes & fees
29 Oct - 30 Oct
Eco-Lodge with hottub sea view Charleton Estate
A modern kitchen with a black refrigerator, microwave, oven, and a water dispenser.

3. St Andrews Cottage | Golf, Beach & Town Centre | Pet Friendly

St Andrews Cottage | Golf, Beach & Town Centre | Pet Friendly
St Andrews
6.0 out of 10, (1 review)
"Rental too far from center of town. Need a vehicle to get to town, or a very long walk.The frig leaked water on the kitchen floor. The fire/smoke alarms went off a couple of times during stay, but the last evening they went off three times, the last time at 12:45 A. M. Very annoying."
United Kingdom
Norman m.
The price is £369
includes taxes & fees
25 Oct - 26 Oct
St Andrews Cottage | Golf, Beach & Town Centre | Pet Friendly
A modern living room with two grey sofas, a coffee table, and a red floral arrangement.

4. The Lang Toun Bothy - by the Sea & Near Edinburgh

The Lang Toun Bothy - by the Sea & Near Edinburgh
Fife
The price is £168
includes taxes & fees
2 Nov - 3 Nov
The Lang Toun Bothy - by the Sea & Near Edinburgh
A compact kitchen with wooden cabinets, a tiled backsplash, a stove, and a white door.

5. The Park view 2 bedroom House

The Park view 2 bedroom House
3.0 star property
Kirkcaldy
10.0 out of 10, Exceptional, (2 reviews)
"Very kind and clean. Thank you for your kindness."
United States
Raymond
The price is £240
includes taxes & fees
11 Oct - 12 Oct
The Park view 2 bedroom House
A modern living room with a fireplace, a sofa, a dining table with placemats, and a TV mounted on the wall.

6. Modern and Clean Glenrothes 5 Bedrom with Garden & Parking & Netflix | Sleeps 8

Modern and Clean Glenrothes 5 Bedrom with Garden & Parking & Netflix | Sleeps 8
Glenrothes
The price is £408
includes taxes & fees
13 Oct - 14 Oct
Modern and Clean Glenrothes 5 Bedrom with Garden & Parking & Netflix | Sleeps 8
Front

7. Eco-Lodge with sea view Charleton Estate

Eco-Lodge with sea view Charleton Estate
Elie and Earlsferry
10.0 out of 10, Exceptional, (3 reviews)
"Lovely place gorgeous house "
United Kingdom
ZaNa A.
The price is £256
includes taxes & fees
29 Oct - 30 Oct
Eco-Lodge with sea view Charleton Estate
A bedroom with a bed, a window with blinds, a radiator, and a framed picture on the wall.

8. The Caledonia Luxury & Sea View & Near Edinburgh

The Caledonia Luxury & Sea View & Near Edinburgh
Kirkcaldy
The price is £232
includes taxes & fees
2 Nov - 3 Nov
The Caledonia Luxury & Sea View & Near Edinburgh
A room with a large window, a radiator, a desk with a lamp, and two chairs.

9. West Muircambus Farmhouse

West Muircambus Farmhouse
Kilconquhar
10.0 out of 10, Exceptional, (1 review)
"Truly beautiful house in an amazing setting. Felt nice and remote but easy and quick access to local amenities in Kinneuchar and Elie. Property decorated and furnished to perfection with a great outdoor space.Great communication from the host who was always prompt to reply.My constructive feedback would perhaps be some more comfortable outdoor furniture for lounging. It's excellent for dining outside but that could be wonderfully complemented with some outdoor lounging.Only other feedback is to...
United States
Ryan W.
The price is £742
includes taxes & fees
21 Oct - 22 Oct
West Muircambus Farmhouse
A modern living room with a sofa, two armchairs, a coffee table, and a large window with shutters.

10. Luxury Townhouse in the centre of St Andrews

Luxury Townhouse in the centre of St Andrews
St Andrews
10.0 out of 10, Exceptional, (7 reviews)
"Perfect property for group of golfers"
Australia
John M.
The price is £1,001
includes taxes & fees
1 Nov - 2 Nov
Luxury Townhouse in the centre of St Andrews
A modern hotel room with a large bed, a built-in wardrobe, and a round table.

11. Pitcorthie House - Dunfermline, Fife

Pitcorthie House - Dunfermline, Fife
Pitcorthie
9.4 out of 10, Exceptional, (16 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
Shannon H.
The price is £169
includes taxes & fees
11 Oct - 12 Oct
Pitcorthie House - Dunfermline, Fife
A room with a patterned wall, a dark sofa with yellow cushions, a black floor lamp, and a blue armchair with a vase of pink flowers.

12. 2 Bed House - Sleeps 4 - Garden, Parking, Wifi

2 Bed House - Sleeps 4 - Garden, Parking, Wifi
3.5 star property
Perth
The price is £244
includes taxes & fees
2 Nov - 3 Nov
2 Bed House - Sleeps 4 - Garden, Parking, Wifi
A staircase with a metal handrail and a wall-mounted mirror with a grid pattern.

13. Parkside -Short commute to Dunfermline & Edinburgh

Parkside -Short commute to Dunfermline & Edinburgh
Rosyth
10.0 out of 10, Exceptional, (7 reviews)
"Great stay and super cute decor. Easy parking. "
United States
Hannah W.
The price is £221
includes taxes & fees
11 Oct - 12 Oct
Parkside -Short commute to Dunfermline & Edinburgh
A bedroom with a large bed, a nightstand, a window, and artwork on the wall.

14. Gateway to all of Scotland

Gateway to all of Scotland
2.0 star property
Scone
Gateway to all of Scotland
A modern kitchen with dark wood cabinets, a central island with seating, and built-in appliances.

15. Modern Comforts & Homely Charm – Allan&Ella House, Perth Scotland

Modern Comforts & Homely Charm – Allan&Ella House, Perth Scotland
Perth
The price is £292
includes taxes & fees
10 Oct - 11 Oct
Modern Comforts & Homely Charm – Allan&Ella House, Perth Scotland
A living room with a sofa, armchair, glass table, fireplace, and a window with plants.

16. Stylish 1BR URBAN stay, CITY Centre

Stylish 1BR URBAN stay, CITY Centre
Leith
The price is £220
includes taxes & fees
25 Oct - 26 Oct
Stylish 1BR URBAN stay, CITY Centre
A wooden interior with a table set for two, featuring a bottle of wine and two glasses. A vase with green plants is on the table, and a painting of a beach scene is on the wall.

17. Highland Gateway Glamping & Caravanning

Highland Gateway Glamping & Caravanning
4.0 star property
Alloa
10.0 out of 10, Exceptional, (1 review)
"First time glamping and wasn’t disappointed at all. POD had everything you need and in immaculate condition and spotless . Hot tub a huge bonus."
United Kingdom
Katrina
The price is £199
includes taxes & fees
27 Oct - 28 Oct
Highland Gateway Glamping & Caravanning
A modern kitchen with a central island, grey cabinets, and a white countertop.

18. Beadles Cottage - Family Haven

Beadles Cottage - Family Haven
Blairgowrie and Rattray
10.0 out of 10, Exceptional, (3 reviews)
"The pictures of the property looked great, but they don’t do the place justice. I would highly recommend the Beadles Cottage to anyone looking for accommodation in the area."
United States
Christopher G.
The price is £247
includes taxes & fees
11 Oct - 12 Oct
Beadles Cottage - Family Haven
A stone building with a large lawn and a statue of a deer in front.

19. Private Scottish Manor | Retreats, 16 En-Suites, 140m² Pavilion + 4pm Checkout

Private Scottish Manor | Retreats, 16 En-Suites, 140m² Pavilion + 4pm Checkout
Blairgowrie and Rattray
9.2 out of 10, Wonderful, (17 reviews)
"our group stayed at the end point of a charity bike ride and were most impressed by the accommodation, experience and the staff members on site. Would recommend highly"
United Kingdom
Stephanie R.
The price is £2,972
includes taxes & fees
13 Oct - 14 Oct
Private Scottish Manor | Retreats, 16 En-Suites, 140m² Pavilion + 4pm Checkout
A room with a fireplace, a grey sofa, and large windows with a view of the outside.

20. Detached House with Sea Views & Parking

Detached House with Sea Views & Parking
North Berwick
8.0 out of 10, Very good, (1 review)
"Plenty of space, more even than we realized! Very clean, mostly well equipped except no corkscrew.... Worked well for our holiday with two families. Could see the beach from the windows, and a quick walk to all the shops in town. We were thrilled with the location! Host very responsive. A little trouble with the sink, faucet loose and sometimes sprayed out if water flow strong, so be prepared...."
United States
Kyle S.
The price is £650
includes taxes & fees
25 Oct - 26 Oct
Detached House with Sea Views & Parking
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Cupar Hotel Reviews

Apex City Quay Hotel & Spa

Apex City Quay Hotel & Spa

10/10 Excellent
"Very helpful staff in reception at check in, advised local bus to St Andrews. Used it two days in a row. Spa and gym facilities nice bonus. Enjoyed excellent selection for breakfast and dinner. Thanks to all staff, hard working and so helpful. Will look forward to staying again."
Martin 2-night trip
Posted 3 hours ago
Apex City Quay Hotel & Spa

Find out more about Cupar

Cupar Holiday Homes information

Number of reviews
62
Accommodation
528 Holiday Homes
Lowest Price
£168
Highest Price
£2,972

Explore a world of travel with Expedia