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Self Catering Holiday Cottages in Cupar

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56.306706, -3.272375

The Old Stables at Newhill Farm in Auchtermuchty, Fife, offers a relaxing 4-star self-catering getaway for four guests in two ensuite bedrooms. Enjoy amenities like a private hot tub, log burner, heated indoor pool, games room, and all-weather tennis court. This idyllic retreat is conveniently located for easy access to Fife and Perthshire's attractions, perfect for golf and fishing enthusiasts. With outdoor activities including walking, biking, and horse riding, it’s ideal for families or friends. The Old Stables can also be booked alongside Newhill Farm's two other cottages to accommodate up to 14 guests for a memorable stay. Tourist board rating: 4 Star

Weekly guide price:
£715 to £1295
Short breaks from £102 per night

4  |   2  |   1  |   Yes  |   Yes

Min nights: 3 (off peak) | 7 (peak)

Preferred arrival day: Mon/Fri | 4 Star

56.306706, -3.272375

Experience the comfort of The Old Cart House, a charming 4-star holiday cottage in Auchtermuchty, perfect for couples and small families. Accommodating up to four guests in two bedrooms with two bathrooms, this retreat features a private hot tub and a cosy log fire. Enjoy additional amenities such as an indoor heated pool, a games room, and an all-weather tennis court. Located on the edge of the Howe of Fife, it’s an ideal base for exploring Scotland, with easy access to major cities and historic sites. Experience fishing, stunning beaches, and abundant outdoor activities, making your stay truly unforgettable. Bookable individually or with other cottages for larger groups. Tourist board rating: 4 Star

Weekly guide price:
£715 to £1295
Short breaks from £102 per night

4  |   2  |   1  |   Yes  |   Yes

Min nights: 3 (off peak) | 7 (peak)

Preferred arrival day: Mon/Fri | 4 Star

56.306706, -3.272375

Horse Mill Cottage, located on Newhill Farm in Auchtermuchty, Fife, is a charming holiday rental ideal for families and friends, accommodating up to six guests in three bedrooms. Enjoy a private outdoor hot tub, heated indoor swimming pool, games room, and all-weather tennis court. The cottage's prime location allows easy access to stunning attractions, including over 50 golf courses in Fife, such as St Andrews, and scenic fishing spots like Loch Leven. With beautiful beaches and nature reserves nearby, Horse Mill Cottage is perfect for outdoor enthusiasts. Book individually or with neighbouring cottages for larger groups up to 14. Tourist board rating: 4 Star

Weekly guide price:
£985 to £1675
Short breaks from £140 per night

6  |   3  |   1  |   Yes  |   Yes

Min nights: 3 (off peak) | 7 (peak)

Preferred arrival day: Mon/Fri | 4 Star

56.276478, -3.123985

"Hollybank" is a 1 bed holiday Cottage sleeping up to 2 guests in Cupar. Lovely stone built Victorian period property in a quiet rural village.. All on the Ground Floor: Living room: Smart TV Kitchen: Electric Oven, Induction Hob, Microwave, Fridge/Freezer,...

Prices from £89 per night

2  |   1  |   Yes  |   Yes  |   Yes


56.293910, -2.973400

"Lunardi Suite - UK49404" is a 1 bed holiday Apartment sleeping up to 2 guests in Cupar. Quirky apartment in a stylishly converted hotel in the heart of Fife, perfect for exploring the hills, coastline and beaches of Fife, including the world famous St Andrews.. Ground Floor: Utility Room:...

Prices from £181 per night

2  |   1  |   Yes  |   Yes  |   Yes


56.285786, -2.974508

"The Lodge" is a 1 bed holiday Cottage sleeping up to 2 guests in Cupar. A stylish Scandi-chic cabin set in beautiful gardens alongside Ceres Burn in rural Fife.. 3 steps to entrance. All on the Ground Floor: Living room/kitchen: Smart TV, Woodburner, Electric Oven, Electric...

Prices from £131 per night

2  |   1  |   No  |   Yes  |   Yes


56.293910, -2.973400

"Valentine Suite - UK49368" is a 1 bed holiday Apartment sleeping up to 2 guests in Cupar. Stylish ground floor apartment in a newly converted hotel in the heart of Fife, perfect for exploring the hills, coastline and beaches of Fife, including the world-famous St Andrews.. All on the Ground Floor: Open...

Prices from £182 per night

2  |   1  |   Yes  |   Yes  |   Yes


56.346659, -3.025657

"The Barn, Lower Lodge" is a 1 bed holiday Cottage sleeping up to 2 guests in Cupar. Enveloped by rolling hills, positioned alongside the babbling River Eden, in the historic county of Fife, is the picturesque town of Cupar. It retains much of its medieval character, including a number of historic buildings; the Hill of Tarvit,...

Prices from £253 per night

2  |   1  |   Yes  |   Yes  |   Yes


56.317479, -2.984408

"The Stables" is a 3 bed holiday Cottage sleeping up to 6 guests in Cupar. Enveloped by rolling hills, positioned alongside the babbling River Eden, in the historic county of Fife, is the picturesque town of Cupar. It retains much of its medieval character including a number of historic buildings; the Hill of Tarvit,...

Prices from £294 per night

6  |   3  |   No  |   Yes  |   Yes


56.324400, -3.112300

"2 Bed Cottage in Cupar" is a 2 bed holiday Cottage sleeping up to 4 guests in Cupar. Additional information and rules. Please enquire if you wish to bring more than 1 dog - 2 bedrooms - 1 king-size and 1 twin with ensuite shower room - 1 family bathroom - Kitchen - electric oven and hob, microwave,...

Prices from £149 per night

4  |   2  |   Yes  |   Yes  |   Yes


56.351894, -3.238339

"Pet-friendly coastal flat with fire pit and views" is a 1 bed holiday Apartment sleeping up to 4 guests in Cupar. The royal burgh and parish of Fife is an agricultural community positioned alongside the salmon fishing waters of the River Tay, overlooking the marshy Mugdrum Island. To the east lies the ancient Lindores Abbey, a historical and overgrown ruin...

Prices from £134 per night

4  |   1  |   Yes  |   Yes  |   Yes


56.294100, -2.970490

"Buchanan Park" is a 2 bed holiday Cottage sleeping up to 4 guests in Cupar. You will enjoy staying at Buchanan Park; a lovely comfortable place to call home while recharging your batteries. Spacious, peaceful and wheelchair accessible, it is within easy reach of the Fife’s main attractions.. Ramp To Entrance. All on...

Prices from £128 per night

4  |   2  |   Yes  |   Yes  |   Yes


56.293910, -2.973400

"James Wilson Suite - UK49367" is a 2 bed holiday Apartment sleeping up to 4 guests in Cupar. Contemporary two-bed apartment in a stylishly converted hotel in the heart of Fife, perfect for exploring the hills, coastline and beaches of Fife, including the world famous St Andrews.. Ground Floor: Utility...

Prices from £227 per night

4  |   2  |   Yes  |   Yes  |   Yes


56.346659, -3.025657

"Top Cottage" is a 3 bed holiday Cottage sleeping up to 5 guests in Cupar. Enveloped by rolling hills, positioned alongside the babbling River Eden, in the historic county of Fife, is the picturesque town of Cupar. It retains much of its medieval character, including a number of historic buildings; the Hill of Tarvit,...

Prices from £340 per night

5  |   3  |   Yes  |   Yes  |   Yes


56.253002, -3.207743

"Key House" is a 3 bed holiday Cottage sleeping up to 6 guests in Cupar. This historic cottage sits in an enviable location next to Falkland Palace and features a perfect blend of character and comfort. Set in the heart of this picturesque village, it is perfectly located for a relaxing holiday in Fife.. Located in...

Prices from £123 per night

6  |   3  |   No  |   Yes  |   Yes


56.250410, -3.172220

"West Cottage" is a 3 bed holiday Cottage sleeping up to 6 guests in Cupar. We love this pretty pet-friendly cottage with open views to the Lomond Hills at the front and the Ochil Hills at the rear. All on the Ground Floor: Open plan living space. Living area:...

Prices from £182 per night

6  |   3  |   Yes  |   Yes  |   Yes


56.304740, -3.208430

"The Coach House" is a 5 bed holiday Cottage sleeping up to 10 guests in Cupar. An amazing conversion of a listed former stable within Lochieheads Country Estate, the Coach House is a tremendous house for celebrations and reunions.. Ground Floor: Living/dining room: Smart TV, Open Fire,...

Prices from £907 per night

10  |   5  |   Yes  |   Yes  |   Yes


56.252741, -3.206904

"Dunira" is a 1 bed holiday Cottage sleeping up to 2 guests in Cupar. Home to one of Scotland's most famous royals, Mary, Queen of Scots, Falkland is a charming village set in a beautiful part of Scotland. From here you can reach the seaside town of St Andrews and the Scottish capital, Edinburgh within an hour's...

Prices from £173 per night

2  |   1  |   Yes  |   Yes  |   Yes


56.273684, -3.074417

"Pitlessie Rooms at Pitlessie Village Inn" is a 1 bed holiday BandB sleeping up to 2 guests in Cupar.

Prices from £105 per night

2  |   1  |   No  |   Yes  |   No


56.292260, -3.232688

"The Boars Head, Fife" is a 1 bed holiday Hotel sleeping up to 2 guests in Cupar.

Prices from £100 per night

2  |   1  |   No  |   Yes  |   Yes


56.285785, -2.974508

"The Lodge" is a 1 bed holiday Cottage sleeping up to 2 guests in Cupar.

Prices from £131 per night

2  |   1  |   No  |   Yes  |   Yes


56.319017, -3.014783

"Bees Townhouse- Cupar" is a 1 bed holiday Apartment sleeping up to 2 guests in Cupar.

Prices from £136 per night

2  |   1  |   No  |   Yes  |   Yes


56.351162, -3.106896

"Douglas Fir Lodge with Hot tub" is a 2 bed holiday Hotel sleeping up to 4 guests in Cupar.

Prices from £205 per night

4  |   2  |   No  |   Yes  |   Yes


56.284624, -2.959865

"Craighall Steading B&B" is a 1 bed holiday BandB sleeping up to 2 guests in Cupar.

Prices from £147 per night

2  |   1  |   No  |   Yes  |   Yes


56.337797, -3.012571

"Converted Barn - Romantic Countryside Escape" is a 1 bed holiday Cottage sleeping up to 2 guests in Cupar.

Prices from £127 per night

2  |   1  |   Yes  |   Yes  |   No


56.251960, -3.204016

"Penny Cottage - Ceres" is a 2 bed holiday Cottage sleeping up to 3 guests in Cupar.

Prices from £140 per night

3  |   2  |   Yes  |   Yes  |   Yes


56.319567, -3.010781

"Stylish Private Flat Near St. Andrews Golf Course" is a 1 bed holiday Apartment sleeping up to 4 guests in Cupar.

Prices from £95 per night

4  |   1  |   Yes  |   Yes  |   Yes


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