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Holiday Cottages in Helmsley

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Photo of Black Cat Cottage

Black Cat Cottage

Sleeps: 4 Rooms: 2 From €327 weekly
This barn conversion is in the hamlet of Chop Gate, ten miles from Helmsley and sleeps four people in two bedrooms.
From €327 weekly
Request to book
Photo of Castle View

Castle View

Sleeps: 11 Rooms: 4 From €520 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 €520 weekly
Request to book
Photo of Ivy Cottage

Ivy Cottage

Sleeps: 5 Rooms: 3 From €356 weekly
This end-terrace cottage is located in Helmsley and can sleep five people in three bedrooms.
From €356 weekly
Request to book
Photo of Red Grouse Cottage

Red Grouse Cottage

Sleeps: 4 Rooms: 2 From €289 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 €289 weekly
Request to book
Photo of Mews Cottage

Mews Cottage

Sleeps: 4 Rooms: 2 From €296 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 €296 weekly
Request to book
Photo of Coronation Cottage Family Cottage

Coronation Cottage Family Cottage

Sleeps: 4 Rooms: 2 From €288 weekly
This charming cottage sits in the market town of Helmsley in North Yorkshire, sleeping four people in two bedrooms.
From €288 weekly
Request to book
Photo of Owl Cottage

Owl Cottage

Sleeps: 2 Rooms: 1 From €264 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 €264 weekly
Request to book
Photo of Witches Cottage

Witches Cottage

Sleeps: 4 Rooms: 2 From €341 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 €341 weekly
Request to book
Photo of Peg's Cottage

Peg's Cottage

Sleeps: 2 Rooms: 1 From €257 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 €257 weekly
Request to book
Photo of Wethercote Cottage Family Cottage

Wethercote Cottage Family Cottage

Sleeps: 4 Rooms: 2 From €237 weekly
This two bedroom house is able to sleep up to four people and is located close to the village of Helmsley.
From €237 weekly
Request to book
Photo of Moorside Cottage

Moorside Cottage

Sleeps: 6 Rooms: 3 From €488 weekly
Situated in the heart of the delightful village of Ampleforth, this quintessential Yorkshire stone terraced cottage offers lovely country-style accommodation. Airy and light, the property is warm, cos...
From €488 weekly
Request to book
Photo of Pockley Gates Cottage

Pockley Gates Cottage

Sleeps: 4 Rooms: 2 From €420 weekly
Built around 1875 as a railway gatehouse, Pockley Gates Cottage is set in a quiet rural location, overlooking rolling countryside. With a pretty cottage garden and well-presented interior, visitors ar...
From €420 weekly
Request to book
Photo of Mill House

Mill House

Sleeps: 5 Rooms: 3 From €643 weekly
Nestling in the tranquil valley of the North York Moors, this charming Grade II listed English Heritage detached cottage stands close to the impressive ruins of Rievaulx Abbey. Dating back to 1729, Mi...
From €643 weekly
Request to book
Photo of Hunters Cottage

Hunters Cottage

Sleeps: 4 Rooms: 2 From €326 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 €326 weekly
Request to book
Photo of Moorhouse Farm Cottage

Moorhouse Farm Cottage

Sleeps: 6 Rooms: 3 From €305 weekly
Situated on a working farm, this detached holiday cottage has far reaching countryside views over the Hovingham Estate in the Howardian Hills, an Area of Outstanding Natural Beauty. Enjoy dining alfre...
From €305 weekly
Request to book
Photo of The Firs

The Firs

Sleeps: 6 Rooms: 4 From €500 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 €500 weekly
Request to book
Photo of Pippin Cottage

Pippin Cottage

Sleeps: 6 Rooms: 3 From €643 weekly
Located in the heart of the pretty village of Nunnington, just six miles from Helmsley is Pippin Cottage. This 2012 new build stone cottage is beautifully presented in a traditional style, but has bee...
From €643 weekly
Request to book
Photo of Garth Cottage

Garth Cottage

Sleeps: 8 Rooms: 4 From €787 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 €787 weekly
Request to book
Photo of Laskill Grange - Bridge Cottage

Laskill Grange - Bridge Cottage

Sleeps: 2 Rooms: 1 From €301 weekly
Within the North York Moors National Park, in a sheltered wooded valley close to the magnificent ruins of Rievaulx Abbey, these spacious, comfortable and well-equipped holiday cottages (refs W43183, W...
From €301 weekly
Request to book
Photo of Highfield Barn

Highfield Barn

Sleeps: 2 Rooms: 1 From €302 weekly
This stone built former granary, attached to the owners’ home, has been sympathetically converted to offer first floor holiday accommodation of a very good standard, within the stunning countryside of...
From €302 weekly
Request to book
Photo of Poppy Cottage

Poppy Cottage

Sleeps: 4 Rooms: 2 From €507 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 €507 weekly
Request to book
Photo of Wood Cottage

Wood Cottage

Sleeps: 4 Rooms: 2 From €561 weekly
This detached, upside down holiday cottage is the perfect location for guests wishing to explore the lovely North Yorkshire countryside and is situated next to the owner’s farmhouse on a working hill...
From €561 weekly
Request to book
Photo of Colville House

Colville House

Sleeps: 6 Rooms: 3 From €291 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 €291 weekly
Request to book
Photo of Camomile Cottage

Camomile Cottage

Sleeps: 4 Rooms: 2 From €374 weekly
Peacefully located in this idyllic village, this holiday cottage dates back to the 1800s, 50 yards from Nunnington Hall. Ampleforth Abbey and college, 4 miles. Surrounded by country walks and excellen...
From €374 weekly
Request to book
Photo of The Stables

The Stables

Sleeps: 6 Rooms: 2 From €406 weekly
Set in a beautiful rural location on the edge of the North York Moors National Park, this former barn stands between a working farm and adjoins the owners’ home. Carefully converted to a good quality...
From €406 weekly
Request to book
Photo of Birch Glow

Birch Glow

Sleeps: 6 Rooms: 3 From €640 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 €640 weekly
Request to book
Photo of Laskill Grange - Foxglove Cottage

Laskill Grange - Foxglove Cottage

Sleeps: 2 Rooms: 1 From €299 weekly
Within the North York Moors National Park, in a sheltered wooded valley close to the magnificent ruins of Rievaulx Abbey, these spacious, comfortable and well-equipped holiday cottages (refs W43183, W...
From €299 weekly
Request to book
Photo of Honeysuckle Cottage

Honeysuckle Cottage

Sleeps: 4 Rooms: 2 From €494 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 €494 weekly
Request to book
Photo of Laskill Grange - Rievaulx Cottage

Laskill Grange - Rievaulx Cottage

Sleeps: 2 Rooms: 1 From €291 weekly
Within the North York Moors National Park, in a sheltered wooded valley close to the magnificent ruins of Rievaulx Abbey, these spacious, comfortable and well-equipped holiday cottages (refs W43183, W...
From €291 weekly
Request to book
Photo of Honeysuckle Cottage

Honeysuckle Cottage

Sleeps: 3 Rooms: 2 From €321 weekly
With outstanding views over the Howardian Hills, in an AONB, this holiday cottage offers very comfortable accommodation at any time of the year. Situated on the edge of the Yorkshire Moors National Pa...
From €321 weekly
Request to book
Photo of Manor Cottage

Manor Cottage

Sleeps: 8 Rooms: 4 From €341 weekly
Set within a large private garden with country views, this detached stone house lies at the edge of the village, within the North York Moors National Park. An excellent area for walking, cycling or ri...
From €341 weekly
Request to book
Photo of Gardener’s Cottage

Gardener’s Cottage

Sleeps: 2 Rooms: 1 From €300 weekly
This idyllic and cosy hideaway for two, in the centre of the peaceful village of Oulston, offers spacious and comfortable holiday accommodation. Built in the 1820s, it is Grade II listed and has its o...
From €300 weekly
Request to book
Photo of Laskill Grange - The Smithy

Laskill Grange - The Smithy

Sleeps: 4 Rooms: 2 From €333 weekly
Within the North York Moors National Park, in a sheltered wooded valley close to the magnificent ruins of Rievaulx Abbey, these spacious, comfortable and well equipped holiday cottages stand in a land...
From €333 weekly
Request to book
Photo of Laskill Grange - The Forge

Laskill Grange - The Forge

Sleeps: 6 Rooms: 3 From €361 weekly
Within the North York Moors National Park, in a sheltered wooded valley close to the magnificent ruins of Rievaulx Abbey, these spacious, comfortable and well equipped holiday cottages stand in a land...
From €361 weekly
Request to book
Photo of Ashberry Cottage

Ashberry Cottage

Sleeps: 4 Rooms: 2 From €346 weekly
An exceptionally pretty and romantic cottage (gable facing), peacefully set in a riverside location, just a mile walk from famous Rievaulx Abbey. With a cosy beamed interior, it offers an ideal locati...
From €346 weekly
Request to book
Photo of Hyland Cottage

Hyland Cottage

Sleeps: 6 Rooms: 3 From €720 weekly
Situated in the heart of the picturesque market town of Helmsley, this stone-built, character cottage enjoys peace and privacy, an enclosed garden and private parking. With a contemporary interior, hi...
From €720 weekly
Request to book
Photo of Laskill Grange - The Granary

Laskill Grange - The Granary

Sleeps: 6 Rooms: 3 From €445 weekly
Within the North York Moors National Park, in a sheltered wooded valley close to the magnificent ruins of Rievaulx Abbey, these spacious, comfortable and well equipped holiday cottages stand in a land...
From €445 weekly
Request to book
Photo of Laskill Grange - The Coach House

Laskill Grange - The Coach House

Sleeps: 4 Rooms: 2 From €347 weekly
Within the North York Moors National Park, in a sheltered wooded valley close to the magnificent ruins of Rievaulx Abbey, these spacious, comfortable and well equipped holiday cottages stand in a land...
From €347 weekly
Request to book
Photo of Bridge House

Bridge House

Sleeps: 4 Rooms: 2 From €505 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 €505 weekly
Request to book
Photo of Close House Cottage

Close House Cottage

Sleeps: 2 Rooms: 1 From €328 weekly
This pretty Victorian cottage stands attached to the owner’s 16th-century property, amidst the beautiful Yorkshire countryside. Spacious, well-presented and very comfortable, the cottage enjoys a besp...
From €328 weekly
Request to book
Photo of Helmsley Barn

Helmsley Barn

Sleeps: 4 Rooms: 2 From €309 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 €309 weekly
Request to book
Photo of Helmsley Cottage

Helmsley Cottage

Sleeps: 6 Rooms: 3 From €578 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 €578 weekly
Request to book
Photo of Helmsley Cottage 2

Helmsley Cottage 2

Sleeps: 2 Rooms: 1 From €432 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 €432 weekly
Request to book
Photo of Helmsley Barn 2

Helmsley Barn 2

Sleeps: 6 Rooms: 3 From €479 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 €479 weekly
Request to book
Photo of Helmsley Barn 4

Helmsley Barn 4

Sleeps: 2 Rooms: 1 From €280 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 €280 weekly
Request to book
Photo of Helmsley Barn 5

Helmsley Barn 5

Sleeps: 6 Rooms: 3 From €502 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 €502 weekly
Request to book
Photo of Helmsley Barn 3

Helmsley Barn 3

Sleeps: 2 Rooms: 1 From €280 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 €280 weekly
Request to book
Photo of Helmsley Barn 1

Helmsley Barn 1

Sleeps: 2 Rooms: 1 From €280 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 €280 weekly
Request to book
Photo of Helmsley Barn 6

Helmsley Barn 6

Sleeps: 4 Rooms: 2 From €379 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 €379 weekly
Request to book
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