Photo by Eddie Boyd

Search Holiday Homes in Cupar

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Browse Select Cupar Holiday Homes

Fridge, microwave, oven, stovetop
5-star Golf Vacation Destination
10.0 out of 10, Exceptional, (32)
"Our group of 6 golfers stayed at this property and it was a great spot for the week. Will definitely be back!"
5-star Golf Vacation Destination
TV
Traprain Cabin ( Lammermuir views )
10.0 out of 10, Exceptional, (9)
"Absolutely beautiful stay. The lodge itself was gorgeous, in a great setting and the views are spectacular. Quiet and peaceful, no disturbance whatsoever. The surroundings are just spectacular. We mentioned it was our little minimoon and they very kindly left us some chocolates and a bottle of fizz. Amazing stay exactly what we needed. Wish we could have stayed longer xxxx"
Traprain Cabin ( Lammermuir views )
7 bedrooms, iron/ironing board, WiFi, bed sheets
Hot tub, beautifully restored Manse. Fantastic midweek rates available.
10.0 out of 10, Exceptional, (96)
"Great stay for a group of 13 from Grandparents through to Grandkids. Pet friendly an added bonus. Great location with lots to do."
Hot tub, beautifully restored Manse. Fantastic midweek rates available.
Save an average of 15% on thousands of hotels when you're signed in
Exterior
A stunning house that sleeps 11 guests in 6 bedrooms
10.0 out of 10, Exceptional, (19)
"Lovely property grand location well worth the visit"
A stunning house that sleeps 11 guests in 6 bedrooms
Interior
Sumptuous town house in central St. Andrews - 3 bedrooms and 2 bathrooms
10.0 out of 10, Exceptional, (78)
"Great location for St Andrews golf trip."
Sumptuous town house in central St. Andrews - 3 bedrooms and 2 bathrooms
Smart TV, fireplace, DVD player, books
Beautiful traditional three storey town house in centre of St Andrews
10.0 out of 10, Exceptional, (69)
"June is a wonderful host. Flexible with check-in and smooth, thoughtful communication before and during stay."
Beautiful traditional three storey town house in centre of St Andrews
Exterior
A generous, elegant front-line Victorian property with stunning sea, golf & offshore island views.
10.0 out of 10, Exceptional, (3)
"The town is fantastic and the property is literally at the heart of it. Right on the 18th Fairway. You can't get a better location and the house itself is fantastic for families. Had a very special weekend and would book again for sure."
A generous, elegant front-line Victorian property with stunning sea, golf & offshore island views.
Beach nearby
Immaculate Family sized holiday home located 10mins from beachfront!
10.0 out of 10, Exceptional, (6)
"First of all, Charlie was great! We had major train delays and didn’t arrive until the middle of the night/very early morning and he was so nice to reach out with concern. He was very welcoming and quick to assist when we had issues with the heat. The welcome treats were fantastic! Much more than I’ve ever seen at other rentals. This was a great location for my group of 5. The common living area was nice sized and allowed us to gather together, yet have our space. I’d definitely book again,...
Immaculate Family sized holiday home located 10mins from beachfront!
Property grounds
Castle Beach - Magnificent Victorian Villa
10.0 out of 10, Exceptional, (7)
"Perfect location! Lovely big house. No big issues/complaints. (Felt could benefit from an additional shower. Garden lights weren’t working) We will still be very happy to return."
Castle Beach - Magnificent Victorian Villa
Smart TV
A beautifully renovated historic townhouse the sleeps 10 guests in 6 bedrooms
10.0 out of 10, Exceptional, (29)
"Location is top drawer, every little extra has been thought about. Highly relevant and will be using again. Thanks for a great stay"
A beautifully renovated historic townhouse the sleeps 10 guests in 6 bedrooms
Fridge, microwave, oven, stovetop
Skippers Retreat (with free doorstep parking)
10.0 out of 10, Exceptional, (5)
"Had lovely 2 night stay at Skippers Retreat. Great location, lovely & clean - really nice to have wee bit shopping in for breakfast. would stay again!"
Skippers Retreat (with free doorstep parking)
Property grounds
St Andrews town centre, 6 bedrooms. 7 bathrooms.
10.0 out of 10, Exceptional, (1)
"From the owner to the location, we couldn’t have asked for more. The house was well equipped and the owner went above and beyond to throw in some extras. He made our 3 year delay worth it. Fantastic pubs, within feet of property and downtown St. Andrews an easy 5 minute walk. Carrying the golf clubs to the first tee was about the best experience you can have as a golfer. Cheers!!"
St Andrews town centre, 6 bedrooms. 7 bathrooms.
3 bedrooms, iron/ironing board, bed sheets
Regal Residence - Metropolitan Luxury
10.0 out of 10, Exceptional, (1)
"This property is in a great location close to the m shops and amenities in Broughty Ferry. The apartment itself is beautifully presented and very clean. It had everything we wanted and there was ample space for four adults and two teenagers. Would highly recommend and definitely intend to use this apartment again."
Regal Residence - Metropolitan Luxury
TV, ping pong
2 Bedroom Cottage, Sleeps 4
10.0 out of 10, Exceptional, (1)
"What a pleasant surprise this find was! We were able to book three nights on relatively short notice. There were four of us visiting Scotland, with two playing golf at several of the local courses. It is very conveniently located near St. Andrews, as well as other little coastal towns. We stayed in The Pines, which was a lovely little house at the end of a road. The grounds were beautiful, and the house fit our every need. It was a perfect ending to a busy 10-day Scottish whirlwind tour."
2 Bedroom Cottage, Sleeps 4
House | Interior
The Neuk Anstruther, Sleeps 6 Fantastic Location
3.5 star property
10.0 out of 10, Exceptional, (6)
"We had a lovely stay i the cosy and recently refurbished The Neuk. Thoroughly enjoyed it and found it to be plenty space for a family of 6!"
The Neuk Anstruther, Sleeps 6 Fantastic Location
Beach
This is the property to stay if you like a seaview
10.0 out of 10, Exceptional, (48)
"We loved it so much that we have booked again for a week in October."
This is the property to stay if you like a seaview
Beach
Lammermuir Cabin ( lammermuir views )
10.0 out of 10, Exceptional, (2)
"Such a great location and a beautiful little cabin, spotlessly clean and welcoming. We arrived to the lights on and a welcome drink and chocolates which was very thoughtful. There’s so much to explore - amazing beaches, the nearby castle and of course Drift Cafe which is probably the best cafe I’ve been to. Would highly recommend."
Lammermuir Cabin ( lammermuir views )
Exterior
Victorian Mansion, fully refurbished, sleeps 24 guests in 12 ensuite bedrooms
10.0 out of 10, Exceptional, (24)
"The venue is superb and everyone from the children to adults and older members loved it. Plenty of space to relax and to party and very well equipped. The host Susan could not have been more helpful. We’ll be back."
Victorian Mansion, fully refurbished, sleeps 24 guests in 12 ensuite bedrooms
Fridge, microwave, oven, stovetop
Stunning house (sleeps 5) in the heart of St. Andrews with private parking
9.8 out of 10, Exceptional, (147)
"central in th city of St Andrews."
Stunning house (sleeps 5) in the heart of St. Andrews with private parking
Fridge, microwave, oven, stovetop
Luxury Hayshed Cottage with hot tub near St Andrews
9.8 out of 10, Exceptional, (69)
"Total relaxation for the weekend. Thank you."
Luxury Hayshed Cottage with hot tub near St Andrews
Don't see what you're looking for?
See all available properties in Cupar
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.

Other property types in Cupar

Fridge, microwave, oven, stovetop
Carters Cottage is a 200 year old fully refurbished stone built weavers cottage.
10.0 out of 10, Exceptional, (143)
"Excellent property, central location to visit all the major attractions of Fife and beyond, very comfortable with an excellent hostess. Really enjoyable stay."
Carters Cottage is a 200 year old fully refurbished stone built weavers cottage.
TV
Traprain Cabin ( Lammermuir views )
10.0 out of 10, Exceptional, (9)
"Absolutely beautiful stay. The lodge itself was gorgeous, in a great setting and the views are spectacular. Quiet and peaceful, no disturbance whatsoever. The surroundings are just spectacular. We mentioned it was our little minimoon and they very kindly left us some chocolates and a bottle of fizz. Amazing stay exactly what we needed. Wish we could have stayed longer xxxx"
Traprain Cabin ( Lammermuir views )
Exterior
Holmlea Cottage, a sweet and charming getaway in a picturesque Fife village.
9.8 out of 10, Exceptional, (10)
"Quaint More than adequate for two people. Would have given a higher score but i thought with a B&Q i was disappointed that there was no private garden. Floor mats and carpets were a bit shabby but everything else was lovely and the central heating and the most comfortable of beds made it very cosy stay Thank You"
Holmlea Cottage, a sweet and charming getaway in a picturesque Fife village.
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.

Cupar Holiday Homes information

Number of reviews
553
Accommodation
485 Holiday Homes
Lowest Price
£232
Highest Price
£457

Cupar Hotel Reviews
Expedia verified reviews