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Self-Catering Cottages in Cupar

16 holiday cottages to rent

Cottage
Southview Cottage from £433

Fife · 0.7 miles away

Southview Cottage

Three-bedroom cottage on a working farm in Fife, five minutes from Cupar, with views across fields and space for families with one dog.

🛏️ 3 beds 👥 Sleeps 6 🐾 Pets welcome
Cottage
Edenwoodend Cottage from £473

Fife · 1 miles away

Edenwoodend Cottage

Two-bedroom cottage in Fife with open fire, enclosed garden and parking, within reach of St Andrews and coastal villages.

🛏️ 2 beds 👥 Sleeps 4
Cottage
Meldrum Apartments - James Wilson Suite from £891

Fife · 2.1 miles away

Meldrum Apartments - James Wilson Suite

Two-bedroom apartment in converted Fife hotel, sleeps 4, own parking and one pet welcome.

🛏️ 2 beds 👥 Sleeps 4 🐾 Pets welcome
Cottage
Morrice House

Fife · 2.1 miles away

Morrice House

Three-bedroom cottage in Ceres conservation village, formerly a registry office, with coastal access and garden.

🛏️ 3 beds 👥 Sleeps 6 🐾 Pets welcome
Cottage
Buchanan Park from £433

Fife · 2.2 miles away

Buchanan Park

Two-bedroom bungalow in Ceres village, Fife, with ground-floor accessibility and enclosed garden; one pet stays free.

🛏️ 2 beds 👥 Sleeps 4 🐾 Pets welcome
Cottage
Well Cottage from £347

Fife · 2.2 miles away

Well Cottage

One-bedroom cottage in Ceres, Fife, with an open fire, enclosed garden, and free pet stays.

🛏️ 1 bed 👥 Sleeps 2 🐾 Pets welcome
Cottage
The Old Baron’s Courthouse from £513

Fife · 2.2 miles away

The Old Baron’s Courthouse

The Old Baron's Courthouse, Ceres, Fife: a ground-floor cottage inside a restored 17th-century courthouse, near St Andrews and the coast.

🛏️ 2 beds 👥 Sleeps 3
Cottage
Castle Park from £443

Fife · 2.3 miles away

Castle Park

Three-bedroom house in Ceres village, Fife, with a fully equipped kitchen, garden and free parking.

🛏️ 3 beds 👥 Sleeps 4 🐾 Pets welcome
Cottage
Mill Pond View from £423

Fife · 2.4 miles away

Mill Pond View

One-bedroom cottage in rural Fife, near St Andrews and East Neuk villages, with garden and parking.

🛏️ 1 bed 👥 Sleeps 2
Moonzie Stable

Fife · 2.9 miles away

Moonzie Stable

Former stables in rural Fife, 3 bedrooms, 5 guests, one dog welcome, near Cupar and East Neuk.

🛏️ 3 beds 👥 Sleeps 5 🐾 Pets welcome
Cottage
The Outside Room from £397

Fife · 3.7 miles away

The Outside Room

One-bedroom cottage on a Fife farm, surrounded by woodland with direct access to walking trails from the door.

🛏️ 1 bed 👥 Sleeps 2
Cottage
The Roondie from £433

Fife · 3.7 miles away

The Roondie

The Roondie, Fife: a restored circular horse mill on a smallholding, sleeping two with everything needed for self-catering.

👥 Sleeps 2
Teasses Holidays - Hall Teasses Lodge from £937

Fife · 3.8 miles away

Teasses Holidays - Hall Teasses Lodge

Three-bedroom lodge on a Fife estate with views across fields and a fishing lake, sleeping up to 6.

🛏️ 3 beds 👥 Sleeps 6 🐾 Pets welcome
Cottage
Teasses Holidays - Heather Cottage from £453

Fife · 4.1 miles away

Teasses Holidays - Heather Cottage

Two-bedroom cottage on a Fife estate, walking distance to the coast and near St Andrews golf courses.

🛏️ 2 beds 👥 Sleeps 4 🐾 Pets welcome
Cottage
Hollybank from £373

Fife · 4.5 miles away

Hollybank

One-bedroom Victorian ground-floor cottage in rural Fife, fully equipped kitchen, pets welcome, near Ladybank village.

🛏️ 1 bed 👥 Sleeps 2 🐾 Pets welcome
Cottage
The Old Post Office from £357

Fife · 4.9 miles away

The Old Post Office

The Old Post Office, Kingskettle, Fife: one-bedroom ground floor studio with its own entrance, ideal for couples exploring the East Neuk and St Andrews.

🛏️ 1 bed 👥 Sleeps 2
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