
Holiday rentals in Cupar
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Top-rated holiday rentals in Cupar
Guests agree: these stays are highly rated for location, cleanliness and more.

Craigiehall Temple (historic property built 1759)
Make you trip to Edinburgh truly memorable with a stay at Craigiehall Temple. Built in 1759 and situated in its own grounds on a former part of the Craigiehall Estate, it's Grade A listed for its stunning portico displaying the arms of the 1st Marquess of Annandale. A plaque on the wall carries a quote from Horace: "Dum Iicet in rebus jucundis vive beatus", "Live happy while you can among joyful things". We hope that a stay at the Temple will deliver this experience and stay true to this vision.

Luxury central ground floor flat (nr St Andrews)
Lovely 2 bedroom ground floor flat in the centre of Cupar, Fife. Private entrance. Outdoor enclosed seating area/courtyard (sun trap when weather is good). Quirky, cosy & comfortable. High quality kitchen & shower room. 20 min. drive to St Andrews, Dundee & East Neuk. Train station/buses less than 10 min. walk. Very central - one way quiet street. Supermarkets, Butcher, Baker, Post office, Chemist, Cafes, Take-away, Deli, Bars, Bistros and car parking all within a few minutes walk.

Romantic Cottage, nr St. Andrews with hot tub
Balass Hayshed Cottage finished to the highest standard and enjoyed by couples on mini moons, golf trips, weddings, visiting children at St Andrews University or just getting away from busy lives. The property has its own hot tub for the exclusive use of Hayshed guests only. There is a loft space with a further double bed. Enjoy the surrounding countryside. Edinburgh an hour by train. Dundee’s V and A 25 minutes. Rent along with the Stables Cottage for larger parties. Ultra fibre broadband.

Self-contained cottage, 2 miles from St Andrews.
Self contained wee cottage. Living room with feature stone wall, fully equipped kitchen and patio doors opening onto the garden. Best suited for a couple with 1 double bed in the ensuite bedroom. Chair-bed suitable for child or small adult for £20 extra. Well-behaved pets welcome but NOT to be left on their own, garden is enclosed but not secure. No weeing or soiling on the grass. Complimentary breakfast for the first morning, plus tea, coffee and condiments Wifi strong STRICTLY NO SMOKING

Brunton Hill
Come and be rejuvenated in our beautiful, peaceful space - relaxing (luxuriously) in nature, with expansive views, leaving all your cares behind. Brunton Hill can offer you a quiet and very comfortable space to retreat, exploring the very local scenery, walking the dog or on bikes; or, as a base from which to visit St Andrews (16 miles) , Fife Coast and beaches, Dundee and the V&A (12 miles), Southern Cairngorms and Perthshire. For a bird’s eye view look up Brunton Hill Retreat on YouTube.

Restored Pump House - 6 miles from Perth
This unique dwelling was originally a water pumping house for the local village and was restored in 2020. Just 6 miles from Perth, this tiny house offers access to miles of glorious Perthshire countryside. With plenty of private parking, quirky ladder to the mezzanine sleeping area, wood burner, underfloor heating plus modern fixtures and fittings, The Old Pump House offers the perfect accommodation for lovers of the great outdoors. P&K License Number - PK11501F EPC rating - Band D (67)

The Bothy; Cosy Country Hideaway near St Andrews
Welcome to The Bothy ! A recently renovated barn space forming a stunning 1 bed apartment enjoying spectacular views across local countryside. The property consists of a beautiful bedroom with superking bed (can also be set up as twin single beds) with views over a walled garden. The living area has a new kitchen and sitting room with woodburning stove. Located just 7 miles from St Andrews you can enjoy the tranquil location within easy reach of the historic town 10 minutes drive away.

Number •6•
The 3 bedroom property (sleeps 6 guests) is located in Cupar town centre, with all essential facilities, transport links and amenities within a short walking distance. This traditional building is full of character, and offers a bright and spacious stay for guests. A private access door is located to the rear of the building, abundant free car parking is available. Cupar is located in North East Fife, only 9 miles from St Andrews, 13 miles from Dundee and 47 miles from Edinburgh.

Clatto Bothy, self catering cottage.
Clatto Bothy is a recently refurbished, fully furnished semi-detached cottage less than five miles from St Andrews. The self catering accommodation consists of a spacious open plan kitchen and dining area and a large living space. There is one double bedroom and a large shower room. The cottage sleeps two and offers peaceful surroundings within easy reach of St Andrews. The kitchen is fully equipped including washing machine and dishwasher. The Bothy has its own private parking area.

Escape to a luxury country cottage and ocean views
Built in 1829 Drinkbetween East has had a complete renovation and make over. Every detail has been thoughtfully selected to ensure the most comfortable and luxurious stay possible. The cottage is ideally located on Banchory Farm a 40 minute drive from Edinburgh, St Andrews and Gleneagles with easy access to public transport links. With your own private garden and fire pit enjoy the peacefulness and calm that beautiful rural Scotland has to offer so you can truly relax and unwind.

Old Town Loft - stylish apartment
Set within the Conservation area of Cupar this chic apartment has a private entrance, 2 bedrooms, shower room, open lounge / dining / kitchen area and utility room. The property is tucked away along a lane with a pleasant old town aspect. Restaurants, cafes and shops are all nearby. There is a well appointed kitchen and dining table with 4 stools. Utility room with washing machine, drying and ironing. Towels, body wash, shampoo and conditioner provided. Up to 2 dogs welcome.

Cosy heated Shepard’s hut with beautiful views
A very comfortable, heated, beautifully appointed Shepards hut with stunning views over the Tay valley. An ideal location to relax, reconnect and explore the magic of Perthshire. We have ancient Caledonian woodlands for you to explore, full of incredible wildlife and a wild swimming pond for those looking for a cold water fix - look us up under cotwild The Shepards hut sleeps 2 adults & 2 children under 12yrs on a sofa bed sleeping bag. 2 well behaved dogs welcome.
Popular amenities for Cupar holiday rentals
Other great holiday rentals in Cupar

Countryside Cottage in Rural Fife w log burner

Oasis Retreat Hot Tub Escape

The Bungalow @ Montrave

Stylish Fife Flat - Near Home of Golf, St Andrews

48 Edenbank Road

Flat 4 | Modern 1-Bed Apartment | Sleeps 4 | Cupar

Balass Lodge near The Old Course St. Andrews

The Old Farm Office
When is the best time to visit Cupar?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €125 | €112 | €112 | €103 | €122 | €124 | €134 | €141 | €112 | €115 | €107 | €109 |
| Avg. temp | 4°C | 4°C | 6°C | 8°C | 10°C | 13°C | 15°C | 15°C | 13°C | 10°C | 6°C | 4°C |
Frequently Asked Questions
Are there family-friendly vacation rentals in Cupar?
Cupar has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Cupar?
Experience the best of Cupar with our house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Cupar?
Four-legged friends are welcome in Cupar. Choose from more than 20 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Cupar?
Yes! Work meets play with ease at over 10 vacation rentals in Cupar featuring dedicated workspaces. Stay connected and productive in your home away from home.
Where should I stay in Cupar?
Make yourself at home in Cupar by choosing from our most frequently booked neighborhoods. We have over 160 vacation rentals in Cupar, and over 70 vacation rentals in Cupar Muir.
Do apartment rentals in Cupar have a kitchen?
Absolutely! We offer over 10 apartment rentals with a kitchen in Cupar. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Cupar have wifi?
Absolutely! We offer over 10 apartment rentals with wifi in Cupar. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Cupar have free parking?
Absolutely! We offer over 10 house rentals with free parking in Cupar. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Cupar

Total holiday rentals
Explore 40 holiday rentals in Cupar

Nightly prices starting at
Cupar holiday rentals start at €17 per night before taxes and fees

Verified guest reviews
Over 1,550 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Cupar holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Cupar rentals

4.8 Average rating
Cupar stays are highly rated by guests – averaging 4.8 out of 5!
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- Edinburgh Waverley Station
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- Murrayfield Stadium
- Edinburgh Zoo
- Edinburgh Playhouse
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- The Edinburgh Dungeon
- University of Edinburgh
- Forth Bridge
- National Museum of Scotland
- Bruntsfield Links
- Rosslyn Chapel





