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Cupar Vacation Rentals

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Vacation Rentals 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" Rock & Castle Escapes
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" Rock & Castle Escapes
Property grounds
APARTMENT WITH STUNNING SEA VIEWS IN PITTENWEEM NEAR ST ANDREWS
10.0 out of 10, Exceptional, (268)
"This was our third stay in this wonderful apartment which is ideal for exploring the East Neuk. Everything you need is in the flat and if there are any issues the owner is happy to help. We will be back (as long as it's not already fully booked)!"
APARTMENT WITH STUNNING SEA VIEWS IN PITTENWEEM NEAR ST ANDREWS
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Exterior
Idyllic location; sleeps 2; accessible; wood burner; dog friendly (pet fee)
10.0 out of 10, Exceptional, (91)
"Cottage spotless, well equipped and location was idyllic… Also as some one with mobility issues the cottage ticked all the boxes…. Ie, walk in shower (wet room), all on one level and very spacious to move around."
Idyllic location; sleeps 2; accessible; wood burner; dog friendly (pet fee)
2 bedrooms, iron/ironing board, travel crib, free WiFi
PARKING & LIFT ACCESS - A beautiful, modern central apartment.
10.0 out of 10, Exceptional, (120)
"Had a great stay at this property. It was a 15 minute walk to the royal mile. Condo was clean and well looked after. Owner was very accommodating and helpful."
PARKING & LIFT ACCESS - A beautiful, modern central apartment.
Lake
Self contained studio accommodation near local beaches golf courses.
10.0 out of 10, Exceptional, (28)
"The house was small, but I knew it would be. The only place that felt cramped was the shower, and I managed it. The pull-out bed was quite comfortable. I didn't need Carol for anything, but if I had I'm confident she would have been immediately responsive."
Self contained studio accommodation near local beaches golf courses.
Exterior
Only yards from the historic seafront: Bright, modern flat. Super dog friendly!
10.0 out of 10, Exceptional, (42)
"We had a most enjoyable stay in The Puffling . Really appreciated the bottle of wine , crisps and chocolate on arrival .. what more do you need ! The flat could not have been more dog friendly from a dog bed to food bowls and even towels. Magnus felt right at home and so did we from the minute we stepped through the door."
Only yards from the historic seafront: Bright, modern flat. Super dog friendly!
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, (46)
"Best places av ever stayed,if a could a got that bed in my case I would have, so comfy &relaxing,views 2 die for,overall in love with the house &view thanks 4 lettin me stay Anne xx"
This is the property to stay if you like a seaview
Exterior
The Arns Cottage is a traditional stone built, cosy and luxurious retreat.
10.0 out of 10, Exceptional, (4)
"Arns cottage was a perfect respite from the rigour of hotel stays. Our host made us feel so welcome. Katie has thought of everything for travellers to enjoy their surroundings Loved the heated floors, the charm & decor of Arns cottage. We’ll be back Patrice and Ian"
The Arns Cottage is a traditional stone built, cosy and luxurious retreat.
Property grounds
Idyllic C listed, cottage in St.Monans
10.0 out of 10, Exceptional, (148)
"Carefully planned and decorated. Well equipped had we wanted to cook, but we eat out. We were lucky with the weather and walked the St Monans to Crail and Lower Largo to Elie sections of the coastal path, taking advantage of the 915 bus. We visited St Andrews ( university and golf boring, but town interesting), Kelly’s castle and Falkland Palace. Craig Millard restaurant in St Monans excellent."
Idyllic C listed, cottage in St.Monans
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.
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
View from property
Elie near St.Andrews. Luxury self catering beach house with wonderful sea views
10.0 out of 10, Exceptional, (108)
"Very well equipped home with all we could need and a superb location. Communication was spot on and hopefully will return !"
Elie near St.Andrews. Luxury self catering beach house with wonderful sea views
Property grounds
Stunning City Centre Penthouse Apartment, with FREE Parking!
10.0 out of 10, Exceptional, (95)
"Everything about the apartment was perfect! We were three generations of our small family of four, and everyone had their own spaces. The location is fantastic—an easy walk to Leith Walk and other places. There’s a very nearby convenience store that is…well, super convenient. Having the outside balcony is a huge bonus, with amazing views of the city. Uber works extremely well here, and getting around was easy. We all fell in love with our “home away from home” and the incredible city of...
Stunning City Centre Penthouse Apartment, with FREE Parking!
Bathroom
The Old Vinery - a townhouse that sleeps 10 guests in 5 bedrooms
10.0 out of 10, Exceptional, (19)
"Came in from The USA for a trip with members of our golf club. The location to St. Andrews and the golf in the local area was tremendous. Cannot be beat: 20 mins to the old course // other great golf courses within a 5 or 25 minute ride. Great location in town, 10 minute walk to the beach, with really different food options. Must have the fresh baked goods from the Coo-oop!! They were the friendliest trying to guess where my American accent was from!! The house allowed for everyone to do...
The Old Vinery - a townhouse that sleeps 10 guests in 5 bedrooms
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.
Beach nearby
Romantic Boutique Bolthole In Pittenweem Near St Andrews. Small dogs welcome.
9.8 out of 10, Exceptional, (71)
"Lovely cottage, modern fittings and original features blended well. Well equipped and a convenient location. Shame the galleries in the village weren’t open as it was out of season and limited eating out options. Local people friendly and helpful. Would go again"
Romantic Boutique Bolthole In Pittenweem Near St Andrews. Small dogs welcome.
Deluxe Apartment | Living area
No.1 Apartments St Andrews- South Street
4.0 star property
9.8 out of 10, Exceptional, (18)
"Only things not perfectly for room4 was too noisy the bus stop and drunk people shouting on the street . "
The price is CA $548
CA $658 total
includes taxes & fees
May 17 - May 18
No.1 Apartments St Andrews- South Street
Property grounds
The Old Jewellers, Cottage near St Andrews
9.8 out of 10, Exceptional, (9)
"We have been coming to this area once or twice a year for 23 years. My son and his family, live in the area. We are from the United States. We prefer the self catering rather than the bed and breakfast type places because we are jet lagged and tend to sleep in. We also don’t eat a large breakfast. So this type of stay allows us to not bother our family and we have all the comforts of home. It also serves as a home base so we can have day trips and have a place to come back to and rest. We also...
The Old Jewellers, Cottage near St Andrews
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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.

Cupar Vacation Rental Travel Info

Number of vacation rentals
75
Popular accommodation
Cupar cottages
Known landmarks
St. Andrew's Castle, Falkland Palace and Raptor World Interactive
International airport
Edinburgh (EDI)

Other types of properties in Cupar you may be interested in

Exterior detail
Sleeperz Hotel Dundee
3.0 star property
9.4 out of 10, Exceptional, (1002)
"Convenient clean and central"
The price is CA $100
CA $120 total
includes taxes & fees
Jun 2 - Jun 3
Sleeperz Hotel Dundee
Exterior
Apex City Quay Hotel & Spa
4.0 star property
9.2 out of 10, Wonderful, (1004)
"Very nice, pool was great"
The price is CA $114
CA $136 total
includes taxes & fees
Jun 16 - Jun 17
Apex City Quay Hotel & Spa
Breakfast, lunch, dinner served; British cuisine
Dakota Edinburgh
3.5 star property
9.2 out of 10, Wonderful, (1003)
"Staff is very friendly and the Hotel is nice. Recommend it definitely."
The price is CA $160
CA $192 total
includes taxes & fees
May 19 - May 20
Dakota Edinburgh
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.

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Cupar. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Cupar?

Yes, we have vacation rentals in Cupar close to Cairnie Fruit Farm & Mega Maze, or you can select a more remote option if you're looking for a relaxing stay. Cupar is known for its golf courses and bars.

What are some of the best vacation rentals that Cupar has to offer?

The Neuk Anstruther, Sleeps 6 Fantastic Location: You might like this vacation home rental near Cupar. It is near the beach and equipped with free WiFi and cable TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Cupar?

Expedia has 30 vacation rentals for your stay in Cupar.

What’s there to see and do in Cupar?

Family-friendly attractions include Cairnie Fruit Farm & Mega Maze and The Scottish Deer Centre, whereas Falkland Palace and Fife Coastal Path are a couple of great spots to enjoy the outdoors. While here, Raptor World Interactive and Backhouse Rossie Estate are other places worth a visit.

What’s a vacation rental in Cupar like?

Vacation rentals are privately owned properties you can stay in for a few weeks or just a few days in Cupar. Vacation rentals offer extras such as WiFi and washers and dryers so you'll have everything you want. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for family trips.

Recent reviews of Cupar properties
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