Photo by Eddie Boyd

Search Holiday Homes in Cupar

    price find illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Browse Select Cupar Holiday Homes

Stunning house (sleeps 5) in the heart of St. Andrews with private parking
Enjoy cooking in the spacious kitchen with a central island and gas stove, perfect for preparing meals.

Stunning house (sleeps 5) in the heart of St. Andrews with private parking

10.0 out of 10, Exceptional, (174)
"Perfect "
Stunning house (sleeps 5) in the heart of St. Andrews with private parking
Lovely 2 bedroom St Andrews holiday home, close to town centre.
Fridge, microwave, oven, stovetop

Lovely 2 bedroom St Andrews holiday home, close to town centre.

9.4 out of 10, Exceptional, (25)
"Great affordable stay."
Lovely 2 bedroom St Andrews holiday home, close to town centre.
A beautifully renovated historic townhouse the sleeps 10 guests in 6 bedrooms
Cozy living room with a fireplace, sofas, and a flat-screen TV.

A beautifully renovated historic townhouse the sleeps 10 guests in 6 bedrooms

10.0 out of 10, Exceptional, (33)
"We had an amazing stay"
A beautifully renovated historic townhouse the sleeps 10 guests in 6 bedrooms
Close to Loch Leven. Excellent location for travelling & keen golfers.
Relax in this serene garden oasis, featuring a bench and table for unwinding amidst lush greenery.

Close to Loch Leven. Excellent location for travelling & keen golfers.

9.6 out of 10, Exceptional, (28)
"Location and property were great for our family stay, Thank you!"
Close to Loch Leven. Excellent location for travelling & keen golfers.
The Bothy | Feddinch
Relax in the serene garden surroundings, surrounded by lush greenery and a tranquil atmosphere, with comfortable lounge chairs and a view of the interior dining area.

The Bothy | Feddinch

10.0 out of 10, Exceptional, (5)
"Loved our 4 day stay here at The Bothy. Absolutely stunning location and fabulous accommodation. Shower head needs replaced and wifi not the best."
The Bothy | Feddinch
Newly refurbished holiday home in St Andrews, 1 mile from the centre of town
Kitchen features a central island with a sink and kettle, surrounded by white cabinetry and a dark granite countertop.

Newly refurbished holiday home in St Andrews, 1 mile from the centre of town

9.8 out of 10, Exceptional, (46)
"Quiet, clean, impeccable communication and exactly what was needed for a short stay in St Andrews."
Newly refurbished holiday home in St Andrews, 1 mile from the centre of town
4 bedroom,5 bathroom,gamesroom, garden & parking, perfect for golf in St Andrews
Guests can enjoy outdoor dining or relaxation on the patio with a table and chairs.

4 bedroom,5 bathroom,gamesroom, garden & parking, perfect for golf in St Andrews

10.0 out of 10, Exceptional, (95)
"House was absolutely perfect for our trip. Centrally located and very comfortable for the group. "
4 bedroom,5 bathroom,gamesroom, garden & parking, perfect for golf in St Andrews
3 Bedroom House - Free Parking
Kitchen features a gas stove, oven, and washing machine.

3 Bedroom House - Free Parking

3 Bedroom House - Free Parking
Sumptuous town house in central St. Andrews - 3 bedrooms and 2 bathrooms
Enjoy a stylish space with a pendant light fixture and framed artwork, plus a doorway leading to an outdoor area.

Sumptuous town house in central St. Andrews - 3 bedrooms and 2 bathrooms

10.0 out of 10, Exceptional, (96)
"This was an excellent property very close to everything. I would recommend it to anybody wanting to spend a few days in St. Andrews."
Sumptuous town house in central St. Andrews - 3 bedrooms and 2 bathrooms
Gibson Place | 15 Secs to The Old Course
Relax in a spacious bedroom with a large bed, grey headboard, and a stylish window with a blind.

Gibson Place | 15 Secs to The Old Course

10.0 out of 10, Exceptional, (4)
"Great stay and the flat was terriffic! It was amazing to walk out the door and be on the course."
Gibson Place | 15 Secs to The Old Course
Berchem Villa
Relax in this stylish living room with a large TV, comfortable sofa, and bay window offering a view of the outdoors.

Berchem Villa

10.0 out of 10, Exceptional, (5)
"The house was perfect for our family - and the location was great as our daughter lives at University Hall. The walk into town is a great way to get some exercise and we did it at least two to three times a day. We hosted some of our daughter's friends for American Thanksgiving at the house and it was a perfect venue. This was our second stay with Short Stay St Andrews and they have both been wonderful!"
Berchem Villa
Achanair Cottage
Compact kitchen with sink, stove, and countertop, featuring a window and door.

Achanair Cottage

10.0 out of 10, Exceptional, (1)
"Great location, everything you need including parking, quiet and private. "
The price is £377
includes taxes & fees
6 Aug - 7 Aug
Achanair Cottage
Golfers Haven Links Cottage, Crail - Pass the Keys
Enjoy cooking in this well-lit kitchen with an oven and stainless steel range hood.

Golfers Haven Links Cottage, Crail - Pass the Keys

10.0 out of 10, Exceptional, (2)
"Very beautiful property!"
Golfers Haven Links Cottage, Crail - Pass the Keys
Dempster Lodge
Two-story house with a paved driveway and garden area.

Dempster Lodge

10.0 out of 10, Exceptional, (3)
"7 golfing buddies Great location To play in and around St Andrews"
Dempster Lodge
Puffin House- stylish home by the sea
Enjoy breathtaking views of the sea from this room's window with white shutters.

Puffin House- stylish home by the sea

10.0 out of 10, Exceptional, (1)
"Puffin house is perfect, probably one of the best set up rentals we've stayed in."
Puffin House- stylish home by the sea
5-star Golf Vacation Destination
Enjoy cooking in this well-equipped kitchen with a central island, stainless steel stove, and sink.

5-star Golf Vacation Destination

10.0 out of 10, Exceptional, (37)
"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
Spacious 4 bedroom townhouse with traditional features and private courtyard
Relax in a serene outdoor seating area surrounded by lush greenery and a stone wall.

Spacious 4 bedroom townhouse with traditional features and private courtyard

10.0 out of 10, Exceptional, (2)
"Brilliant stay!"
Spacious 4 bedroom townhouse with traditional features and private courtyard
Anderson's Neuk- stunning coastal apartment
Enjoy meals in the kitchen's central island and seating area, complete with a sink and dining table.

Anderson's Neuk- stunning coastal apartment

Anderson's Neuk- stunning coastal apartment
Beachhaven116, Lovely beachside house, Lower Largo
Surrounded by lush gardens, this charming abode offers a serene escape.

Beachhaven116, Lovely beachside house, Lower Largo

10.0 out of 10, Exceptional, (5)
"What a wonderful house, location and host. Loved it so much we’ve already booked to go back!"
Beachhaven116, Lovely beachside house, Lower Largo
Turnstone- beautiful coastal home, Pittenweem
Enjoy cooking in this well-lit kitchen with a microwave, toaster, oven, and stainless steel range hood.

Turnstone- beautiful coastal home, Pittenweem

10.0 out of 10, Exceptional, (1)
"Lovely accomodation with 2 seperate seating areas."
Turnstone- beautiful coastal home, Pittenweem
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.
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

The City Hotel

The City Hotel

10/10 Excellent
"Always book here when going to alhambra, good food and staff very friendly"
Margaret 1-night trip
Posted 9 hours ago
The City Hotel