Helmsley is a beautiful old market town and its market cross serves as the starting point of the Cleveland Way, a 108 mile trek around the North Yorkshire Moors. As such, it has plenty of amenities for the visitor. Shopping is very good in Helmsley and it also has several quality inns and pubs to cater to the visiting walkers.

Helmsley is far more than just a way station - there are several places to visit making it a good place to stay for a few days. Helmsley Castle, built in the 1200s is a great place to start. The ruins of the castle loom over the town. The castle was intact until the Civil War when it was destroyed by the Parliamentarians. The fantastic Baroque home of the Duncombe family is also worth a visit. Duncombe Park offers centuries-old treasures to view, beautiful ornamental gardens and attractions for younger visitors. These two sights are within view from Helmsley Walled Garden but do not detract from the garden itself. This five-acre site, first built in 1756, is a fully functioning kitchen garden.

Helmsley has lovely old pubs, traditional tea houses and wonderful relaxing walks by the river. In short, it is an ideal place for a short break or for a longer getaway.

Cottage distance (in Miles)
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There are 36 cottages near Helmsley.

Wren Lodge ref: E5023

Nawton, near Helmsley, , North York Moors

£285-£631

Your pets are included in this price

The price per pet is £0, the total pet price is £0

Your pets go free at this property

There is no charge to take your pets to this property.

3 star rating
Wren Lodge
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Spacious lodge in peaceful countryside, market town of Kirkbymoorside close by, and Scarborough’s sandy beaches and seaside attractions easily reached.
  • Sleeps
    4
  • Number of Pets
    1
  • Bedrooms
    2
  • Bathrooms
    1
  • Changeover
    FRI
  • Distance from Helmsley (miles)
    2

Swiss Cottage ref: DC5480

Rievaulx, near Helmsley, North York Moors

£531-£895

Your pets are included in this price

The price per pet is £0, the total pet price is £0

Your pets go free at this property

There is no charge to take your pets to this property.

4 star rating
This beautiful 17th century detached thatched cottage overlooks Rievalux Abbey.
  • Sleeps
    4
  • Number of Pets
    2
  • Bedrooms
    2
  • Bathrooms
    2
  • Changeover
    FRI
  • Distance from Helmsley (miles)
    2

Finch Lodge ref: E4793

Nawton, near Helmsley, , North York Moors

£206-£637

Your pets are included in this price

The price per pet is £0, the total pet price is £0

Your pets go free at this property

There is no charge to take your pets to this property.

3 star rating
Cosy lodge with decking and country views, close to Camp Eden, York with Minster and Jorvik Viking Centre easily reached.
  • Sleeps
    4
  • Number of Pets
    1
  • Bedrooms
    2
  • Bathrooms
    1
  • Changeover
    SAT
  • Distance from Helmsley (miles)
    2

Clematis Cottage ref: CC233018

Helmsley, North York Moors

£344-£584

Your pets are included in this price

The price per pet is £0, the total pet price is £0

Your pets go free at this property

There is no charge to take your pets to this property.

4 star rating
Centrally positioned for exploring all attractions in North Yorkshire.
  • Sleeps
    3
  • Number of Pets
    0
  • Bedrooms
    2
  • Bathrooms
    1
  • Changeover
    SAT
  • Distance from Helmsley (miles)
    0

Hunters Cottage ref: 26343

Helmsley, North York Moors

£295-£722

Your pets are included in this price

The price per pet is £0, the total pet price is £0

Your pets go free at this property

There is no charge to take your pets to this property.

4 star rating
Stone mews cottage, walking distance of Helmsley market square and independent shops, Helmsley Castle and Walled Garden close by.
  • Sleeps
    4
  • Number of Pets
    1
  • Bedrooms
    2
  • Bathrooms
    1
  • Changeover
    SAT
  • Distance from Helmsley (miles)
    0

Manor Farm Cottage ref: UK2058

Scawton, near Helmsley, North York Moors

£287-£525

Your pets are included in this price

The price per pet is £0, the total pet price is £0

Your pets go free at this property

There is no charge to take your pets to this property.

3 star rating
Commanding spectacular views over open countryside towards the Hambleton Hills this property is just 1½ miles from Rievaulx Abbey and has excellent footpath walks from the door.
  • Sleeps
    3
  • Number of Pets
    1
  • Bedrooms
    2
  • Bathrooms
    1
  • Changeover
    SAT
  • Distance from Helmsley (miles)
    3

Pippin Cottage ref: CC233077

Nunnington near Helmsley, North York Moors

£0-£969

Your pets are included in this price

The price per pet is £0, the total pet price is £0

Your pets go free at this property

There is no charge to take your pets to this property.

0 star rating
Charming luxury stone cottage in a stunning location, built with the environment in mind
  • Sleeps
    6
  • Number of Pets
    0
  • Bedrooms
    3
  • Bathrooms
    2
  • Changeover
    SAT
  • Distance from Helmsley (miles)
    4

Colville House ref: 19181

Helmsley, North York Moors

£286-£973

Your pets are included in this price

The price per pet is £0, the total pet price is £0

Your pets go free at this property

There is no charge to take your pets to this property.

3 star rating
Enjoy exploring Runswick Bay and Robin Hoods Bay, well as Whitby and York from this comfortable detached house.
  • Sleeps
    6
  • Number of Pets
    1
  • Bedrooms
    3
  • Bathrooms
    1
  • Changeover
    FRI
  • Distance from Helmsley (miles)
    0

Lavender Cottage ref: CC233020

Helmsley, North York Moors

£0-£624

Your pets are included in this price

The price per pet is £0, the total pet price is £0

Your pets go free at this property

There is no charge to take your pets to this property.

4 star rating
  • Sleeps
    4
  • Number of Pets
    0
  • Bedrooms
    2
  • Bathrooms
    1
  • Changeover
    FRI
  • Distance from Helmsley (miles)
    0

Cliff Stud Cottages - Cecil Cottage ref: UK2307

Helmsley, North York Moors

£451-£926

Your pets are included in this price

The price per pet is £0, the total pet price is £0

Your pets go free at this property

There is no charge to take your pets to this property.

4 star rating
Cecil Cottage is located on the renowned Cliff Stud Farm, offering wonderful views over the surrounding countryside, ideal for a relaxing holiday.
  • Sleeps
    5
  • Number of Pets
    0
  • Bedrooms
    3
  • Bathrooms
    1
  • Changeover
    FRI
  • Distance from Helmsley (miles)
    0

The Firs ref: CC233112

Helmsley, North York Moors

£525-£1393

Your pets are included in this price

The price per pet is £0, the total pet price is £0

Your pets go free at this property

There is no charge to take your pets to this property.

4 star rating
This former farmhouse is situated in the market town of Helmsley and is perfect for those wishing to explore all that the North York Moors has to offer.
  • Sleeps
    6
  • Number of Pets
    0
  • Bedrooms
    4
  • Bathrooms
    1
  • Changeover
    FRI
  • Distance from Helmsley (miles)
    0

Moorside Cottage ref: UK2032

Ampleforth, near Helmsley, North York Moors

£461-£1034

Your pets are included in this price

The price per pet is £0, the total pet price is £0

Your pets go free at this property

There is no charge to take your pets to this property.

4 star rating
Moorside Cottage is situated in the heart of the delightful village of Ampleforth, on the edge of the North York Moors National Park and within walking distance of the village pub.
  • Sleeps
    6
  • Number of Pets
    3
  • Bedrooms
    3
  • Bathrooms
    1
  • Changeover
    FRI
  • Distance from Helmsley (miles)
    3

Honeysuckle Cottage ref: 17199

Oswaldkirk, near Helmsley, North York Moors

£428-£718

Your pets are included in this price

The price per pet is £0, the total pet price is £0

Your pets go free at this property

There is no charge to take your pets to this property.

4 star rating
Enjoy views over the Howardian Hills from this comfortable cottage, ideal for a holiday at any time of year.
  • Sleeps
    3
  • Number of Pets
    1
  • Bedrooms
    2
  • Bathrooms
    1
  • Changeover
    SAT
  • Distance from Helmsley (miles)
    3

Camomile Cottage ref: 19797

Nunnington, North York Moors

£359-£737

Your pets are included in this price

The price per pet is £0, the total pet price is £0

Your pets go free at this property

There is no charge to take your pets to this property.

4 star rating
  • Sleeps
    4
  • Number of Pets
    0
  • Bedrooms
    2
  • Bathrooms
    1
  • Changeover
    FRI
  • Distance from Helmsley (miles)
    4

Feather Holme Farm Cottage ref: DC4690

near Helmsley, North York Moors

£334-£532

Your pets are included in this price

The price per pet is £0, the total pet price is £0

Your pets go free at this property

There is no charge to take your pets to this property.

3 star rating
Located near a lovely market town and enjoys superb views over countryside and woodland.
  • Sleeps
    4
  • Number of Pets
    1
  • Bedrooms
    2
  • Bathrooms
    1
  • Changeover
    SAT
  • Distance from Helmsley (miles)
    4