menu

Holiday Cottages in Helmsley

Select a location
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 Wethercote Cottage Family Cottage

Wethercote Cottage Family Cottage

Sleeps: 4 Rooms: 2 From €233 weekly
This two bedroom house is able to sleep up to four people and is located close to the village of Helmsley.
From €233 weekly
Request to book
Photo of Black Cat Cottage

Black Cat Cottage

Sleeps: 4 Rooms: 2 From €352 weekly
This barn conversion is in the hamlet of Chop Gate, ten miles from Helmsley and sleeps four people in two bedrooms.
From €352 weekly
Request to book
Photo of Ivy Cottage

Ivy Cottage

Sleeps: 5 Rooms: 3 From €351 weekly
This end-terrace cottage is located in Helmsley and can sleep five people in three bedrooms.
From €351 weekly
Request to book
Photo of Red Grouse Cottage

Red Grouse Cottage

Sleeps: 4 Rooms: 2 From €285 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 €285 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 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 Owl Cottage

Owl Cottage

Sleeps: 2 Rooms: 1 From €260 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 €260 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 Peg's Cottage

Peg's Cottage

Sleeps: 2 Rooms: 1 From €253 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 €253 weekly
Request to book
Photo of Poppy Cottage

Poppy Cottage

Sleeps: 4 Rooms: 2 From €467 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 €467 weekly
Request to book
Photo of Camomile Cottage

Camomile Cottage

Sleeps: 4 Rooms: 2 From €329 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 €329 weekly
Request to book
Photo of Moorside Cottage

Moorside Cottage

Sleeps: 6 Rooms: 3 From €481 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 €481 weekly
Request to book
Photo of Highfield Barn

Highfield Barn

Sleeps: 2 Rooms: 1 From €322 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 €322 weekly
Request to book
Photo of Garth Cottage

Garth Cottage

Sleeps: 8 Rooms: 4 From €433 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 €433 weekly
Request to book
Photo of Moorhouse Farm Cottage

Moorhouse Farm Cottage

Sleeps: 6 Rooms: 3 From €355 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 €355 weekly
Request to book
Photo of Pockley Gates Cottage

Pockley Gates Cottage

Sleeps: 4 Rooms: 2 From €401 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 €401 weekly
Request to book
Photo of Honeysuckle Cottage

Honeysuckle Cottage

Sleeps: 3 Rooms: 2 From €315 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 €315 weekly
Request to book
Photo of Pippin Cottage

Pippin Cottage

Sleeps: 6 Rooms: 3 From €623 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 €623 weekly
Request to book
Photo of Laskill Grange - The Smithy

Laskill Grange - The Smithy

Sleeps: 4 Rooms: 2 From €328 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 €328 weekly
Request to book
Photo of Laskill Grange - Foxglove Cottage

Laskill Grange - Foxglove Cottage

Sleeps: 2 Rooms: 1 From €294 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 €294 weekly
Request to book
Photo of Honeysuckle Cottage

Honeysuckle Cottage

Sleeps: 4 Rooms: 2 From €487 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 €487 weekly
Request to book
Photo of The Stables

The Stables

Sleeps: 6 Rooms: 2 From €272 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 €272 weekly
Request to book
Photo of The Firs

The Firs

Sleeps: 6 Rooms: 4 From €381 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 €381 weekly
Request to book
Photo of Hunters Cottage

Hunters Cottage

Sleeps: 4 Rooms: 2 From €321 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 €321 weekly
Request to book
Photo of Ashberry Cottage

Ashberry Cottage

Sleeps: 4 Rooms: 2 From €340 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 €340 weekly
Request to book
Photo of Manor Cottage

Manor Cottage

Sleeps: 8 Rooms: 4 From €359 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 €359 weekly
Request to book
Photo of Bridge House

Bridge House

Sleeps: 4 Rooms: 2 From €503 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 €503 weekly
Request to book
Photo of Laskill Grange - Bridge Cottage

Laskill Grange - Bridge Cottage

Sleeps: 2 Rooms: 1 From €297 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 €297 weekly
Request to book
Photo of Laskill Grange - The Forge

Laskill Grange - The Forge

Sleeps: 6 Rooms: 3 From €359 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 €359 weekly
Request to book
Photo of Laskill Grange - Rievaulx Cottage

Laskill Grange - Rievaulx Cottage

Sleeps: 2 Rooms: 1 From €286 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 €286 weekly
Request to book
Photo of Mill House

Mill House

Sleeps: 5 Rooms: 3 From €313 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 €313 weekly
Request to book
Photo of Wood Cottage

Wood Cottage

Sleeps: 4 Rooms: 2 From €427 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 €427 weekly
Request to book
Photo of Laskill Grange - The Coach House

Laskill Grange - The Coach House

Sleeps: 4 Rooms: 2 From €342 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 €342 weekly
Request to book
Photo of Colville House

Colville House

Sleeps: 6 Rooms: 3 From €344 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 €344 weekly
Request to book
Photo of Birch Glow

Birch Glow

Sleeps: 6 Rooms: 3 From €401 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 €401 weekly
Request to book
Photo of Laskill Grange - The Granary

Laskill Grange - The Granary

Sleeps: 6 Rooms: 3 From €438 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 €438 weekly
Request to book
Photo of Hyland Cottage

Hyland Cottage

Sleeps: 6 Rooms: 3 From €653 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 €653 weekly
Request to book
Photo of Gardener’s Cottage

Gardener’s Cottage

Sleeps: 2 Rooms: 1 From €293 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 €293 weekly
Request to book
Photo of Close House Cottage

Close House Cottage

Sleeps: 2 Rooms: 1 From €323 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 €323 weekly
Request to book
Photo of Helmsley Cottage

Helmsley Cottage

Sleeps: 6 Rooms: 3 From €593 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 €593 weekly
Request to book
Holiday rental locations
Listing 1-41 of 41 Top Holiday Rentals
Results per page:
  • 10
  • 20
  • 50
With cookies we can give you the best experience on selfcatering.travel. By using our website, you consent to the use of cookies.