Helmsley (Ryedale) Rentals
From $190 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 $190 per night (USD)VRBO
From $175 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 $175 per night (USD)Expedia
From $193 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 $193 per night (USD)VRBO
From $197 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 $197 per night (USD)VRBO
From $248 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 $248 per night (USD)VRBO
From $208 per night (USD)Expedia
Spacious House 3 ensuite bedrooms, sleeps 6, Centre of Helmsley, Pet friendly,
- Bedrooms:
- 3
- 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 $208 per night (USD)Expedia
From $783 per night (USD)VRBO
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 $783 per night (USD)VRBO
From $163 per night (USD)Expedia
2 bedroom accommodation in Pockley, near Helmsley
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
The Nab offers an idyllic escape into the gorgeous North York Moors, perfection guaranteed.. 5 steps to entrance. Groun ...
From $163 per night (USD)Expedia
From $169 per night (USD)VRBO
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 $169 per night (USD)VRBO
From $178 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 $178 per night (USD)Expedia
From $288 per night (USD)VRBO
The Helmsley Retreat
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The Helmsley Retreat is a beautifully presented cottage, just a short stroll from the main market square of Helmsley wit ...
From $288 per night (USD)VRBO
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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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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: ...
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From $112 per night (USD)Expedia
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 $112 per night (USD)Expedia
From $282 per night (USD)VRBO
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 $282 per night (USD)VRBO
From $239 per night (USD)Expedia
Central Modern open plan house 3 ensuite bedrooms, dog friendly.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Modern spacious, newly renovated 3 bedroom house with 3 ensuite bedrooms. Can be rented with the adjacent property, No ...
From $239 per night (USD)Expedia
From $109 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 $109 per night (USD)VRBO
From $169 per night (USD)Expedia
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 $169 per night (USD)Expedia
From $220 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 $220 per night (USD)VRBO
From $136 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 $136 per night (USD)Expedia
From $430 per night (USD)VRBO
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 $430 per night (USD)VRBO
From $131 per night (USD)Expedia
2 bedroom accommodation in Helmsley
- 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 $131 per night (USD)Expedia