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Holiday Cottages in Helmsley

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Photo of Castle View

Castle View

Sleeps: 11 Rooms: 4 From €569 weekly
With four spacious, sunny bedrooms – able to sleep a total of eleven people – this property is best suited to larger groups and families.
From €569 weekly
Request to book
Photo of Black Cat Cottage

Black Cat Cottage

Sleeps: 4 Rooms: 2 From €361 weekly
This barn conversion is in the hamlet of Chop Gate, ten miles from Helmsley and sleeps four people in two bedrooms.
From €361 weekly
Request to book
Photo of Red Grouse Cottage

Red Grouse Cottage

Sleeps: 4 Rooms: 2 From €292 weekly
This attractive, end-terrace, stone-built mews cottage is in the market town of Helmsley, and can sleep four people in two bedrooms.
From €292 weekly
Request to book
Photo of Mews Cottage

Mews Cottage

Sleeps: 4 Rooms: 2 From €292 weekly
This stone-built mews cottage is situated in a quiet part of Helmsley in the North York Moors National Park and can sleep four people in two bedrooms.
From €292 weekly
Request to book
Photo of Witches Cottage

Witches Cottage

Sleeps: 4 Rooms: 2 From €336 weekly
This ground floor barn conversion is located in the hamlet of Chop Gate between Helmsley and Stokesley in North Yorkshire and can sleep four people in two bedrooms.
From €336 weekly
Request to book
Photo of Owl Cottage

Owl Cottage

Sleeps: 2 Rooms: 1 From €259 weekly
This ground floor barn conversion is located in the hamlet of Chop Gate between Helmsley and Stokesley in North Yorkshire and can sleep two people in one bedroom.
From €259 weekly
Request to book
Photo of Peg's Cottage

Peg's Cottage

Sleeps: 2 Rooms: 1 From €259 weekly
This charming, detached stone cottage, set in a hamlet close to the North Yorkshire market town of Helmsley, can sleep two people in one double bedroom.
From €259 weekly
Request to book
Photo of Coronation Cottage Family Cottage

Coronation Cottage Family Cottage

Sleeps: 4 Rooms: 2 From €284 weekly
This charming cottage sits in the market town of Helmsley in North Yorkshire, sleeping four people in two bedrooms.
From €284 weekly
Request to book
Photo of Wethercote Cottage Family Cottage

Wethercote Cottage Family Cottage

Sleeps: 4 Rooms: 2 From €239 weekly
This two bedroom house is able to sleep up to four people and is located close to the village of Helmsley.
From €239 weekly
Request to book
Photo of Poppy Cottage

Poppy Cottage

Sleeps: 4 Rooms: 2 From €512 weekly
Traditional character and contemporary design combine to great effect in this truly charming holiday cottage. Renovated to a high specification, Poppy Cottage provides stunning accommodation for the m...
From €512 weekly
Request to book
Photo of Birch Glow

Birch Glow

Sleeps: 6 Rooms: 3 From €623 weekly
Birchglow lies in the heart of the delightful market town of Helmsley. One of five stone-built homes, it is adjacent to the renowned Feversham Arms Hotel and Verbena Spa where day passes are available...
From €623 weekly
Request to book
Photo of Honeysuckle Cottage

Honeysuckle Cottage

Sleeps: 4 Rooms: 2 From €413 weekly
In the heart of the delightful market town of Helmsley, this holiday cottage, one of a row, was originally part of the Duncombe Park Estate. Lovingly renovated and furnished to a high standard, it is...
From €413 weekly
Request to book
Photo of Colville House

Colville House

Sleeps: 6 Rooms: 3 From €281 weekly
Situated in the picturesque market town of Helmsley, this imposing detached house with large gardens is comfortably furnished. An ideal holiday location for exploring coastal resorts such as Runswick...
From €281 weekly
Request to book
Photo of Garth Cottage

Garth Cottage

Sleeps: 8 Rooms: 4 From €767 weekly
Garth Cottage is one of five stone-built properties in an exclusive development, forming a delightful crescent in the picturesque market town of Helmsley. Situated behind the Church of All Saints and...
From €767 weekly
Request to book
Photo of Bridge House

Bridge House

Sleeps: 4 Rooms: 2 From €500 weekly
With its own secluded garden leading down to the banks of the River Rye, this Grade II listed house is set just off the market square of the picturesque town of Helmsley. One of a pair, it is within e...
From €500 weekly
Request to book
Photo of Hunters Cottage

Hunters Cottage

Sleeps: 4 Rooms: 2 From €295 weekly
Standing peacefully in a small development, this stone mews holiday cottage enjoys a light, airy open plan living area, contemporary furnishings, small enclosed garden and private parking. Within easy...
From €295 weekly
Request to book
Photo of The Firs

The Firs

Sleeps: 6 Rooms: 4 From €506 weekly
Standing in a spacious, sheltered garden, this large detached former farmhouse is just a five minute walk from the delightful market town of Helmsley. The holiday property is beautifully presented wit...
From €506 weekly
Request to book
Photo of Castleview

Castleview

Sleeps: 6 Rooms: 3 From €416 weekly
Castleview is a newly built apartment situated above the owners' Ice Cream Parlour near to the market town of Helmsley. In a quiet location it is...
From €416 weekly
Request to book
Photo of Courtyard Cottage

Courtyard Cottage

Sleeps: 5 Rooms: 2 From €396 weekly
On the outskirts of the town of Helmsley is Courtyard Cottage a new building that is part of a quiet courtyard. There are interesting shops,...
From €396 weekly
Request to book
Photo of Helmsley Barn

Helmsley Barn

Sleeps: 4 Rooms: 2 From €312 weekly
1 OF 6 PROPERTIES WITH BEAUTIFUL VIEWS ACROSS THE NORTH YORKSHIRE MOORS A stunning selection of properties offering lovely accommodation in an area criss-crossed with spectacular walks. Set around the old farmyard these properties look out across far-reach
From €312 weekly
Request to book
Photo of Helmsley Cottage

Helmsley Cottage

Sleeps: 6 Rooms: 3 From €584 weekly
LOVELY STONE COTTAGE WITH LARGE GARDEN This traditional stone terraced cottage has been refurbished to a high standard throughout situated in the picturesque market town of Helmsley with a large enclosed garden. Superbly presented the cottage has 21st cent
From €584 weekly
Request to book
Photo of Helmsley Cottage 2

Helmsley Cottage 2

Sleeps: 2 Rooms: 1 From €436 weekly
SECLUDED CONVERTED BARN WITH SPECTACULAR VIEWS SHORT BREAKS AVAILABLE ALL YEAR ROUND (FRI - MON & MON - FRI) Call to book. In a tranquil setting with superb rural and farmland views in the heart of the North York Moors this property is located within great
From €436 weekly
Request to book
Photo of Helmsley Barn 2

Helmsley Barn 2

Sleeps: 6 Rooms: 3 From €484 weekly
1 OF 6 PROPERTIES WITH BEAUTIFUL VIEWS ACROSS THE NORTH YORKSHIRE MOORS A stunning selection of properties offering lovely accommodation in an area criss-crossed with spectacular walks. Set around the old farmyard these properties look out across far-reach
From €484 weekly
Request to book
Photo of Helmsley Barn 4

Helmsley Barn 4

Sleeps: 2 Rooms: 1 From €283 weekly
1 OF 6 PROPERTIES WITH BEAUTIFUL VIEWS ACROSS THE NORTH YORKSHIRE MOORS A stunning selection of properties offering lovely accommodation in an area criss-crossed with spectacular walks. Set around the old farmyard these properties look out across far-reach
From €283 weekly
Request to book
Photo of Helmsley Barn 5

Helmsley Barn 5

Sleeps: 6 Rooms: 3 From €507 weekly
1 OF 6 PROPERTIES WITH BEAUTIFUL VIEWS ACROSS THE NORTH YORKSHIRE MOORS A stunning selection of properties offering lovely accommodation in an area criss-crossed with spectacular walks. Set around the old farmyard these properties look out across far-reach
From €507 weekly
Request to book
Photo of Helmsley Barn 3

Helmsley Barn 3

Sleeps: 2 Rooms: 1 From €283 weekly
1 OF 6 PROPERTIES WITH BEAUTIFUL VIEWS ACROSS THE NORTH YORKSHIRE MOORS A stunning selection of properties offering lovely accommodation in an area criss-crossed with spectacular walks. Set around the old farmyard these properties look out across far-reach
From €283 weekly
Request to book
Photo of Helmsley Barn 1

Helmsley Barn 1

Sleeps: 2 Rooms: 1 From €283 weekly
1 OF 6 PROPERTIES WITH BEAUTIFUL VIEWS ACROSS THE NORTH YORKSHIRE MOOR SLEEPS 2 2 A stunning selection of properties offering lovely accommodation in an area criss-crossed with spectacular walks. Set around the old farmyard these properties look out across
From €283 weekly
Request to book
Photo of Helmsley Barn 6

Helmsley Barn 6

Sleeps: 4 Rooms: 2 From €383 weekly
PERFECT GET AWAY IN THE NORTH YORKSHIRE NATIONAL PARK Beautifully converted barn set on a working farm offering lovely accommodation in an area known for its astounding beauty and spectacular walks. The property looks up across far-reaching rural views and
From €383 weekly
Request to book
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