
Helmsley (Ryedale) Rentals

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VRBO
3 bedroom accommodation in Helmsley
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Beautifully presented mid-terraced cottage in the perfect location to explore the North York Moors National Park and the ...
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Expedia
Pinfold Cottage - Three Bedroom House, Sleeps 6
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
With touches of elegance and style at every turn, Pinfold Cottage has been beautifully decorated and offers 5 star quali ...
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- From $248 per night (USD)
VRBO
29 BONDGATE, pet friendly, character holiday cottage in Helmsley
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
29 Bondgate is a characterful cottage settled in Helmsley, in North Yorkshire and can sleep four people in two bedrooms. ...
From $248 per night (USD)VRBO
- From $356 per night (USD)
VRBO
8 POTTERGATE MEWS, family friendly in Helmsley
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This mid-terrace cottage is in the market town of Helmsley near to Kirkbymoorside and can sleep four people in two bedro ...
From $356 per night (USD)VRBO
- From $370 per night (USD)
VRBO
IVY COTTAGE, family friendly, with a garden in Helmsley
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
This end-terrace cottage is located in Helmsley and can sleep five people in three bedrooms. Ivy Cottage is a delightfu ...
From $370 per night (USD)VRBO
- From $209 per night (USD)
Expedia
Spacious House 3 ensuite bedrooms, sleeps 6, Centre of Helmsley, Pet friendly,
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
This house is in the Centre of Helmsley within 100m of all the local amenities. The property has just been renovated up ...
From $209 per night (USD)Expedia
- From $158 per night (USD)
VRBO
Borough Beck Cottage
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
We love the character of the property and the location is spot on for that perfect family holiday.. 2 steps to entrance. ...
From $158 per night (USD)VRBO
- From $220 per night (USD)
Expedia
2 bedroom accommodation in Helmsley
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Toad Hall is a Grade II listed cottage yards from the main square in the heart of Helmsley, with private parking and enc ...
From $220 per night (USD)Expedia
- From $379 per night (USD)
VRBO
The Cart House is a beautiful stone property, with all the character and charm you could wish for.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Cart House is a beautiful stone property, with all the character and charm you could wish for. Located in the beauti ...
From $379 per night (USD)VRBO
- From $236 per night (USD)
Expedia
Host & Stay | Willow Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: If you’re looking for a getaway in the North York Moors National Park, look no further than Willow Cottage. Loc ...
From $236 per night (USD)Expedia
- From $281 per night (USD)
VRBO
4 bedroom accommodation in Helmsley
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Holly-Garth offers comfortable accommodation with versatile sleeping arrangements, modern amenities, multiple relaxing l ...
From $281 per night (USD)VRBO
- From $391 per night (USD)
Expedia
Sunshine Cottage - Luxury cottage \/ dog friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sunshine Cottage is something a little bit special! A stunning newly renovated detached property located just a few minu ...
From $391 per night (USD)Expedia
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VRBO
3 bedroom accommodation in Helmsley
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy exploring Runswick Bay and Robin Hoods Bay, well as Whitby and York from this comfortable detached house.. Ground ...
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Expedia
2 bedroom accommodation in Helmsley, York
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
With a wealth of beams, this cottage has a south-facing garden and makes an excellent base for exploring.. Ground Floor: ...
Click For PricingExpedia
- From $148 per night (USD)
VRBO
2 bedroom accommodation in Helmsley
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Located in the town of Helmsley, this Grade II listed house is great for visiting Helmsley Castle and Duncombe Park.. 1 ...
From $148 per night (USD)VRBO
- From $384 per night (USD)
Expedia
3 bedroom accommodation in Helmsley
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This holiday home boasts delightful walks, a cosy interior and many places to enjoy an evening out with friends - truly ...
From $384 per night (USD)Expedia
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VRBO
3 bedroom accommodation in Helmsley
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Nestled in the heart of Helmsley, this lovely cottage provides ideal accommodation for those looking to explore beautifu ...
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- From $458 per night (USD)
VRBO
CASTLE VIEW, pet friendly, character holiday cottage in Helmsley
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
With four spacious, sunny bedrooms â able to sleep a total of eleven people â this property is best suited to larger ...
From $458 per night (USD)VRBO
- From $232 per night (USD)
VRBO
Central Modern open plan house 3 ensuite bedrooms, dog friendly.
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Modern spacious, newly renovated 3 bedroom house with 3 ensuite bedrooms. Can be rented with the adjacent property, No ...
From $232 per night (USD)VRBO
- From $190 per night (USD)
Expedia
Lily Pad is a charming retreat in Helmsley, offering modern comforts with a cosy ambiance.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Lily Pad is a charming retreat in Helmsley, offering modern comforts with a cosy ambiance. Perfectly located, it provide ...
From $190 per night (USD)Expedia
- From $161 per night (USD)
VRBO
2 Bedroom Cottage Situated in The centre of Helmsley With Off Street Parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Mid Terrace Cottage in the heart of helmsley! 2 Bedrooms 1 x king bed with Tv, 1 x twin and bathroom with bath, shower o ...
From $161 per night (USD)VRBO
- From $220 per night (USD)
Expedia
Escape to this charming Helmsley cottage, perfect for couples and small families.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to this charming Helmsley cottage, perfect for couples and small families. Enjoy two en-suite bedrooms, open-plan ...
From $220 per night (USD)Expedia
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VRBO
A delightfully unique cottage set in the beautiful town of Helmsley.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
A delightfully unique cottage set in the beautiful town of Helmsley. Ideal for holidaymakers looking to enjoy the divers ...
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Expedia
The Railway Carriage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Experience history and comfort in this stunning 1887 Victorian railway carriage in Helmsley. Explore local charm, and cr ...
Click For PricingExpedia
- From $255 per night (USD)
VRBO
3 bedroom accommodation in Helmsley
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Escape to the picturesque charm of Helmsley, where a cosy holiday home awaits, offering tranquillity and easy access to ...
From $255 per night (USD)VRBO
- From $245 per night (USD)
Expedia
The Old Post Office - Central Helmsley with parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The cottage provides a bespoke home with everything for a home from home getaway in the heart of the lovely market town ...
From $245 per night (USD)Expedia
- From $1321 per night (USD)
VRBO
Rye Court Cottages sleeps 20
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 20
Seven bedrooms over three properties: 4x Double, 8x Single, 2x Sofa bed Three main bathrooms, two toilet rooms, plus two ...
From $1321 per night (USD)VRBO
- From $515 per night (USD)
Expedia
Rye Court Cottage - Stunning cottage in central Helmsley with parking
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
New Listing. This is a stunning newly converted property providing bespoke holiday rental accommodation in the centre of ...
From $515 per night (USD)Expedia
- From $210 per night (USD)
VRBO
The Annex - Central Helmsley with parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The Annexe is a bespoke holiday cottage situated in the heart of Helmsley which is on the edge of the North York Moors N ...
From $210 per night (USD)VRBO
- From $810 per night (USD)
Expedia
Rye Court Cottage & The Annex - Combined property in central Helmsley
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 14
The accommodation is made up of two linked properties in the centre of Helmsley with parking for 4 cars and a stunning l ...
From $810 per night (USD)Expedia
- From $102 per night (USD)
VRBO
1 bedroom accommodation in Helmsley
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
A perfect base for couples to have a memorable Yorkshire staycation, locations don’t get much more perfect than The Nest ...
From $102 per night (USD)VRBO
- From $286 per night (USD)
VRBO
CLIFF HOUSE, family friendly, character holiday cottage in Helmsley
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Cottage in Helmsley, North Yorkshire sleeping six guests in three bedrooms. The living areas in this property consist o ...
From $286 per night (USD)VRBO
- From $170 per night (USD)
VRBO
The location of The Byre is just perfect and is a great base for a fabulous Yorkshire getaway.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The location of The Byre is just perfect and is a great base for a fabulous Yorkshire getaway.. All on the Ground Floor: ...
From $170 per night (USD)VRBO
- From $879 per night (USD)
Expedia
Sproxton Hall Cottages - A hidden gem near Helmsley, for 17 guests in beautiful countryside
- Bedrooms:
- 4
- Bathrooms:
- 9
- Sleeps:
- 17
The cottages are popular with large family groups and for reunions with friends. There is plenty of space to get togeth ...
From $879 per night (USD)Expedia
- From $192 per night (USD)
VRBO
Two bedroom cottage situated in a quiet location
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This two bed cottage is situated in a quiet location at the eastern end of the village and is accessed via a secluded la ...
From $192 per night (USD)VRBO
- From $418 per night (USD)
Expedia
The Nab offers an idyllic escape into the gorgeous North York Moors, perfection guaranteed.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
The Nab offers an idyllic escape into the gorgeous North York Moors, perfection guaranteed.. 5 steps to entrance. Ground ...
From $418 per night (USD)Expedia
- From $198 per night (USD)
VRBO
Bilsdale Cottage, a dog friendly hidden gem near Helmsley and the North York Moors National Park
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Bilsdale Cottage is a converted 18th century stone farm building, retaining original timbered ceilings and stone walls. ...
From $198 per night (USD)VRBO
- From $197 per night (USD)
Expedia
Ryedale Cottage - single storey cottage with stunning views of the Howardian Hills, Helmsley
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Ryedale Cottage is set in tranquil countryside with stunning views from its picture windows of the Howardian Hills Area ...
From $197 per night (USD)Expedia
- From $221 per night (USD)
VRBO
Kirkdale Cottage: a Hidden Gem, Helmsley (country cottage, sleeps 5)
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Located within the Howardian Hills Area of Outstanding Natural Beauty, guests have described us as a 'hidden gem'. The c ...
From $221 per night (USD)VRBO
- From $192 per night (USD)
Expedia
Riccal Dale Cottage, Helmsley's Hidden Gem
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Riccal Dale Cottage is in a tranquil location in open countryside and with the added benefit of easy access to a range o ...
From $192 per night (USD)Expedia
- From $141 per night (USD)
VRBO
3 bedroom accommodation in Harome, near Helmsley
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Explore the North York Moors National Park from this traditional cottage with quaint market towns and hidden villages wa ...
From $141 per night (USD)VRBO
- From $171 per night (USD)
Expedia
2 bedroom accommodation in Sproxton, near Helmsley
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This lovely stone-built cottage in Sproxton offers a peaceful countryside retreat with easy access to the North York Moo ...
From $171 per night (USD)Expedia
- From $144 per night (USD)
VRBO
GRIFF LODGE, family friendly, with open fire in Harome
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This detached bungalow rests in the village of Harome in North Yorkshire and can sleep four people in two bedrooms. Gr ...
From $144 per night (USD)VRBO
- From $399 per night (USD)
Expedia
Saxon House (7), Harome, North York Moors
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Set in the sought after North Yorkshire village of Harome the perfect place for fine food and dining with both The Pheas ...
From $399 per night (USD)Expedia
- From $128 per night (USD)
VRBO
The Old Back Kitchen at Bonfield Ghyll Farm
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Perfect rural idyll with simple homemade hot tub and dog friendly. Perfect for a break away. Packed with character and o ...
From $128 per night (USD)VRBO
- From $246 per night (USD)
Expedia
Threp'nybit Cottage, Helmsley, North York Moors
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Threp'nybit Cottage is perfectly situated for a family of all ages in a wonderful remote position within the North York ...
From $246 per night (USD)Expedia
- From $505 per night (USD)
VRBO
Saxon House, Harome, North York Moors
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Set in the pretty sought after North Yorkshire village of Harome and only a short drive from Helmsley, this traditional, ...
From $505 per night (USD)VRBO