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Holiday Cottages in Helmsley

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Photo of Castle View

Castle View

Sleeps: 11 Rooms: 4 From €538 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 €538 weekly
Request to book
Photo of Osbourne Cottage

Osbourne Cottage

Sleeps: 8 Rooms: 4 From €501 weekly
This charming, character cottage is in the town of Helmsley in Yorkshire and can sleep eight people in four bedrooms.
From €501 weekly
Request to book
Photo of 8 Pottergate Mews

8 Pottergate Mews

Sleeps: 4 Rooms: 2 From €447 weekly
This mid-terrace cottage is in the market town of Helmsley near to Kirkbymoorside and can sleep four people in two bedrooms.
From €447 weekly
Request to book
Photo of Ivy Cottage

Ivy Cottage

Sleeps: 5 Rooms: 3 From €332 weekly
This end-terrace cottage is located in Helmsley and can sleep five people in three bedrooms.
From €332 weekly
Request to book
Photo of Orchard Cottage

Orchard Cottage

Sleeps: 3 Rooms: 2 From €266 weekly
A delightful character cottage in the town of Helmsley in Yorkshire which can sleep four people in two bedrooms.
From €266 weekly
Request to book
Photo of Black Cat Cottage

Black Cat Cottage

Sleeps: 4 Rooms: 2 From €333 weekly
This barn conversion is in the hamlet of Chop Gate, ten miles from Helmsley and sleeps four people in two bedrooms.
From €333 weekly
Request to book
Photo of Owl Cottage

Owl Cottage

Sleeps: 2 Rooms: 1 From €246 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 €246 weekly
Request to book
Photo of Mews Cottage

Mews Cottage

Sleeps: 4 Rooms: 2 From €318 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 €318 weekly
Request to book
Photo of Witches Cottage

Witches Cottage

Sleeps: 4 Rooms: 2 From €318 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 €318 weekly
Request to book
Photo of Peg's Cottage

Peg's Cottage

Sleeps: 2 Rooms: 1 From €240 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 €240 weekly
Request to book
Photo of Coronation Cottage Family Cottage

Coronation Cottage Family Cottage

Sleeps: 4 Rooms: 2 From €269 weekly
This charming cottage sits in the market town of Helmsley in North Yorkshire, sleeping four people in two bedrooms.
From €269 weekly
Request to book
Photo of Wethercote Cottage Family Cottage

Wethercote Cottage Family Cottage

Sleeps: 4 Rooms: 2 From €221 weekly
This two bedroom house is able to sleep up to four people and is located close to the village of Helmsley.
From €221 weekly
Request to book
Photo of Hunters Cottage

Hunters Cottage

Sleeps: 4 Rooms: 2 From €293 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 €293 weekly
Request to book
Photo of Hyland Cottage

Hyland Cottage

Sleeps: 6 Rooms: 3 From €581 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 €581 weekly
Request to book
Photo of Moorside Cottage

Moorside Cottage

Sleeps: 6 Rooms: 3 From €457 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 €457 weekly
Request to book
Photo of The Firs

The Firs

Sleeps: 6 Rooms: 4 From €523 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 €523 weekly
Request to book
Photo of Riccal Dale Cottage

Riccal Dale Cottage

Sleeps: 4 Rooms: 2 From €346 weekly
Converted from 18th-century stone farm buildings, Riccal Dale Cottage is one of four characterful and charming cottages, quietly situated in the delightful village of Sproxton. Retaining timbered ceil...
From €346 weekly
Request to book
Photo of The Stables

The Stables

Sleeps: 6 Rooms: 2 From €469 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 €469 weekly
Request to book
Photo of Moorhouse Farm Cottage

Moorhouse Farm Cottage

Sleeps: 6 Rooms: 3 From €285 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 €285 weekly
Request to book
Photo of Colville House

Colville House

Sleeps: 6 Rooms: 3 From €260 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 €260 weekly
Request to book
Photo of Frankel Cottage

Frankel Cottage

Sleeps: 5 Rooms: 3 From €449 weekly
Situated high above the market town of Helmsley, and enjoying amazing views across the Vale of York, Cliff Stud Cottages offer peace and tranquillity, and beautiful views of the surrounding countrysid...
From €449 weekly
Request to book
Photo of Cecil Cottage

Cecil Cottage

Sleeps: 5 Rooms: 3 From €449 weekly
Situated high above the market town of Helmsley, and enjoying amazing views across the Vale of York, Cliff Stud Cottages offer peace and tranquillity, and beautiful views of the surrounding countrysid...
From €449 weekly
Request to book
Photo of Highfield Barn

Highfield Barn

Sleeps: 2 Rooms: 1 From €244 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 €244 weekly
Request to book
Photo of Rye Cottage

Rye Cottage

Sleeps: 6 Rooms: 3 From €708 weekly
Peacefully located in the centre of the delightful market town of Helmsley, this traditional stone built cottage-style property enjoys a contemporary interior, high specification finishes and private...
From €708 weekly
Request to book
Photo of Laskill Grange - The Coach House

Laskill Grange - The Coach House

Sleeps: 4 Rooms: 2 From €334 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 €334 weekly
Request to book
Photo of Manor Cottage

Manor Cottage

Sleeps: 8 Rooms: 4 From €282 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 €282 weekly
Request to book
Photo of Camomile Cottage

Camomile Cottage

Sleeps: 4 Rooms: 2 From €349 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 €349 weekly
Request to book
Photo of Laskill Grange - The Smithy

Laskill Grange - The Smithy

Sleeps: 4 Rooms: 2 From €310 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 €310 weekly
Request to book
Photo of Laskill Grange - The Granary

Laskill Grange - The Granary

Sleeps: 6 Rooms: 3 From €429 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 €429 weekly
Request to book
Photo of Lavender Cottage

Lavender Cottage

Sleeps: 4 Rooms: 2 From €397 weekly
Just a few minutes’ walk from the centre of the pretty market town of Helmsley is this charming cottage full of character that has been tastefully decorated to a very high standard. The sitting room h...
From €397 weekly
Request to book
Photo of Garth Cottage

Garth Cottage

Sleeps: 8 Rooms: 4 From €750 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 €750 weekly
Request to book
Photo of Honeysuckle Cottage

Honeysuckle Cottage

Sleeps: 3 Rooms: 2 From €424 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 €424 weekly
Request to book
Photo of Laskill Grange - The Forge

Laskill Grange - The Forge

Sleeps: 6 Rooms: 3 From €340 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 €340 weekly
Request to book
Photo of Poppy Cottage

Poppy Cottage

Sleeps: 4 Rooms: 2 From €511 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 €511 weekly
Request to book
Photo of Honeysuckle Cottage

Honeysuckle Cottage

Sleeps: 4 Rooms: 2 From €414 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 €414 weekly
Request to book
Photo of Laskill Grange - Rievaulx Cottage

Laskill Grange - Rievaulx Cottage

Sleeps: 2 Rooms: 1 From €271 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 €271 weekly
Request to book
Photo of Laskill Grange - Bridge Cottage

Laskill Grange - Bridge Cottage

Sleeps: 2 Rooms: 1 From €281 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 €281 weekly
Request to book
Photo of Bridge House

Bridge House

Sleeps: 4 Rooms: 2 From €476 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 €476 weekly
Request to book
Photo of Birch Glow

Birch Glow

Sleeps: 6 Rooms: 3 From €597 weekly
Birchglow is three-storey holiday home which 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...
From €597 weekly
Request to book
Photo of Mill House

Mill House

Sleeps: 5 Rooms: 3 From €600 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 €600 weekly
Request to book
Photo of Ashberry Cottage

Ashberry Cottage

Sleeps: 4 Rooms: 2 From €322 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 €322 weekly
Request to book
Photo of Wood Cottage

Wood Cottage

Sleeps: 4 Rooms: 2 From €468 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 €468 weekly
Request to book
Photo of Pockley Gates Cottage

Pockley Gates Cottage

Sleeps: 4 Rooms: 2 From €392 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 €392 weekly
Request to book
Photo of Close House Cottage

Close House Cottage

Sleeps: 2 Rooms: 1 From €306 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 €306 weekly
Request to book
Photo of Laskill Grange - Foxglove Cottage

Laskill Grange - Foxglove Cottage

Sleeps: 2 Rooms: 1 From €279 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 €279 weekly
Request to book
Photo of Cherry Tree House

Cherry Tree House

Sleeps: 8 Rooms: 4 From €654 weekly
Cherry Tree House is an attractive 4 bedroom converted school house full of character, situated in the market town of Helmsley on the edge of the North York Moors
From €654 weekly
Request to book
Photo of Helmsley Cottage

Helmsley Cottage

Sleeps: 6 Rooms: 3 From €565 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 enclo...
From €565 weekly
Request to book
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