Dog Friendly Cottages In Helmsley

Dog Friendly Cottages In Helmsley

The biggest range of pet friendly holidays at the best price.

Check-in

Add dates

Check-out

Add dates

Helmsley Cottages

1
  • Last Minute Cottages - 2 Bed Cottage in Kirkbymoorside

York

2 Bed Cottage in Kirkbymoorside

Ref: S668544

2
3
Additional information and rules - 2 bedrooms – 1 double and 1 single - 1 shower room with shower, heated towel rail and WC - Electric range-style cooker with 2 ovens and hob, fridge/freezer, slim dishwasher, washing machine and microwave -...

From

£100

per night
View
Pets go free
Pets can stay at this property for free
1
  • Last Minute Cottages - Foxglove Cottage

York

Foxglove Cottage

Ref: S376926

Reviews 8

1
2
Beadlam is a lovely village situated in the Ryedale district of North Yorkshire, resting on the edge of the North York Moors National Park, home to a farm shop and tea room, a local pub and a fish and chip shop. Helmsley market town is nearby...

From

£100

per night
View
Pets go free
Pets can stay at this property for free
1
  • Last Minute Cottages - Wethercote Cottage

North Yorkshire

Wethercote Cottage

Ref: S3313

Reviews 33

2
4
Situated on the southern edge of the North York Moors National Park and set in a sheltered corner of Upper Ryedale, Helmsley is a vibrant market town with a spacious square. Surrounded by houses, hotels and shops, the town centre is a lively...

From

£60

per night
View
Pets go free
Pets can stay at this property for free
1
  • Last Minute Cottages - Ivy Cottage

North Yorkshire

Ivy Cottage

Ref: S854654

Reviews 5

1
2
The small historic village of Husthwaite lies on the edge of the North York Moors National Park, overlooking the Vale of York. Picturesque and peaceful, the village is a perfect introduction to "Herriot Country", a beautiful old Norman church,...

From

£73

per night
View
2
  • Last Minute Cottages - 2 Bed Cottage in Helmsley

Middlesbrough

2 Bed Cottage in Helmsley

Ref: S233076

2
4
Additional information and rules - 2 Bedrooms - 1 double and 1 twin - 1 Bathroom and 1 shower room - Electric oven and hob, microwave, fridge, freezer, dishwasher, and washing machine - Electric and central heating included - Ample off-road...

From

£74

per night
View
2
  • Last Minute Cottages - 1 Bed Cottage in Chop Gate

North Yorkshire

1 Bed Cottage in Chop Gate

Ref: S777767

1
2
Additional information and rules - 1 bedroom – king-size - 1 en-suite shower room with WC, separate WC - Electric hob/oven, full sized fridge freezer, dishwasher, microwave, Tassimo coffee machine, and washing machine - Smart TV with Netflix;...

From

£126

per night
View
Pets go free
Pets can stay at this property for free
2
  • Last Minute Cottages - 2 Primrose Villas

North Yorkshire

2 Primrose Villas

Ref: S238655

Reviews 29

2
4
Kirkbymoorside is a small market town and civil parish resting in the Ryedale district of North Yorkshire. Hosting a selection of pubs, restaurants, shops and supermarkets for all of your amenities. Discover plenty of walking, hiking, cycling and...

From

£75

per night
View
2
  • Last Minute Cottages - 2 Bed Cottage in Hovingham

North Yorkshire

2 Bed Cottage in Hovingham

Ref: S232412

2
4
Additional information and rules - 2 bedrooms: 1 x zip and link king size bedroom (can be made a twin) 1 x twin (can be made into a king size zip and link) - 2 bathrooms: 1 en-suite with shower, 1 wet-room - Own hot tub - Oven, hob,...

From

£166

per night
View
Pets go free
Pets can stay at this property for free
1
  • Last Minute Cottages - Crooked Cottage

York

Crooked Cottage

Ref: S113985

Reviews 62

1
2
Situated on the edge of the North York Moors National Park, the attractive market town of Kirkbymoorside is located between the towns of Helmsley and Pickering. Full of traditional Yorkshire character, this little town is the centre for the local...

From

£66

per night
View
1
  • Last Minute Cottages - Plum Tree Cottage

North Yorkshire

Plum Tree Cottage

Ref: S125067

Reviews 16

3
5
This beautiful and traditional three bedroomed house is set in the village of Crayke near Easingwold, in an Area of Outstanding Natural Beauty and close to an award winning pub and numerous walks and cycle routes. Just a short drive to the...

From

£113

per night
View
2
  • Last Minute Cottages - Cliff Cottage

North Yorkshire

Cliff Cottage

Ref: S819830

Reviews 6

4
8
With the gateway to the North York Moors National Park to the east and Yorkshire Dales National Park to the west, the bustling town of Thirsk boasts a quaint market place, splendid Georgian buildings, a Norman church and excellent pubs, shops,...

From

£161

per night
View
2
  • Last Minute Cottages - 1 Bed Cottage in Easingwold

York

1 Bed Cottage in Easingwold

Ref: S376861

1
2
Additional information and rules - Newly Renovated 2025 - 1 king-size bedroom - Bathroom with shower over bath and WC - Kitchen - electric hob, electric oven, fridge and microwave - Smart TV - Electric fire heater - outside seating area ...

From

£85

per night
View
Pets go free
Pets can stay at this property for free
2
  • Last Minute Cottages - Ghyll Cottage

North Yorkshire

Ghyll Cottage

Ref: S4359

Reviews 34

2
4
Perfectly positioned for touring both the Moors and the Coast, the picturesque village of Rosedale Abbey is situated in the heart of the North York Moors National Park. Located in Rosedale, a beautiful valley of sweeping hillsides and breathtaking...

From

£61

per night
View
2
  • Last Minute Cottages - The Green

York

The Green

Ref: S778399

Reviews 11

3
6
The attractive old market town of Kirkbymoorside lies on the edge of the North York Moors National Park, in between the towns of Helmsley and Pickering. It is a charming place, full of Yorkshire character, and is the centre for the local farms and...

From

£136

per night
View
Pets go free
Pets can stay at this property for free
2
  • Last Minute Cottages - Chloe's Lodge

North Yorkshire

Chloe's Lodge

Ref: S480223

Reviews 15

3
6
Middleton is a small village in Ryedale, situated between both the market towns of Kirkbymoorside and Pickering. The village is located close south of the North York Moors National Park, which means there are several walking and cycling routes...

From

£93

per night
View
  • Last Minute Cottages - Cygnet Cottage

North Yorkshire

Cygnet Cottage

Ref: S479622

Reviews 22

3
6
Bright and fresh, three bedroom quality modern property, sleeping six, in a gated courtyard, in the heart of the historic market town of Helmsley * Size: Sleeps 6, 3 bedrooms* Nearest pub: Less than 0.2 miles.* Nearest amenities: Less than 0.2...

From

£177

per night
View
2
  • Last Minute Cottages - Linfitt - Helmsley

North Yorkshire

Linfitt - Helmsley

Ref: S881439

4
8
Escape to this beautiful holiday home set in one of North Yorkshire’s prettiest towns, Helmsley, in the North York Moors National Park. Voted one of the best places to live in the UK in a Sunday Times survey, picture-postcard Helmsley offers a...

From

£283

per night
View
LateRooms.com
3
  • Last Minute Cottages - Burn Cottage - with Hot Tub

York

Burn Cottage - with Hot Tub

Ref: S1057912

1
2

From

£135

per night
View
LateRooms.com
3
  • Last Minute Cottages - The Fauconberg

North Yorkshire

The Fauconberg

Ref: S500209

1
2

From

£120

per night
View
LateRooms.com
3
  • Last Minute Cottages - The Carpenters Arms

North Yorkshire

The Carpenters Arms

Ref: S905769

1
4

From

£335

per night
View
LateRooms.com
3
  • Last Minute Cottages - Host & Stay - Serenity

North Yorkshire

Host & Stay - Serenity

Ref: S1047097

2
4

From

£185

per night
View
LateRooms.com
3
  • Last Minute Cottages - Host & Stay - Croft Cottage

North Yorkshire

Host & Stay - Croft Cottage

Ref: S1037714

3
6

From

£155

per night
View
LateRooms.com
3
  • Last Minute Cottages - Salton Lodge Barns

York

Salton Lodge Barns

Ref: S1031633

5
14

From

£307

per night
View
LateRooms.com
3
  • Last Minute Cottages - Burtree Country House, Tipi's, Treehouse & Lodge & house rooms with hot tubs in a private garden

North Yorkshire

Burtree Country House, Tipi's, Treehouse & Lodge & house rooms with hot tubs in a private garden

Ref: S1035825

1
2

From

£198

per night
View
Showing 1 - 24 of 39 properties

Dog Friendly Cottages In Helmsley

The market town of Helmsley sits within the North York Moors National Park, making it an ideal place to stay on a pet-friendly holiday in Yorkshire. There's so much to do in the area including a visit to Helmsley Castle, Helmsley Walled Garden, Helmsley Arts Centre and the national centre for birds of prey. Duncombe Park is only a mile away and other nearby attractions include the ruins of Rievaulx Abbey and Hutton le Hole, one of the most picturesque villages in the area.

Let our friendly team help you find your perfect dog-friendly holiday home in North Yorkshire. Are you looking for a large family cottage with views of the Howardian Hills? Or would you prefer somewhere with great access to the nearby shops, pubs and restaurants? Many of our properties are suitable for stays all year round. Some have a swimming pool for summer fun and others come with an open fire to warm you up after a wintry walk.

Helmsley and the area surrounding the North York Moors National Park are a great place for a holiday with your dog. Enjoy some stunning dog walks with amazing views - and there are plenty of cosy pubs to stop off at for a welcome pint, a hot meal and a doggie treat.

Best dog-friendly locations around Helmsley

Yorkshire has everything you'd want from a short break in the UK from traditional seaside villages to sights of historical interest. Here are some other places to visit while you're in the area.

Read more > less >

Reviews

What our customers say about their holidays

  • Catherine - Verified booking

    We alerted the property owner and booking.

    Com of the time of arrival . Received an email suggesting they would be there to hand over the key.I had no other information given to me at this time. When we arrived at the property there was no one there. We hung about for an hour then went to the local pub to try and phone for help as we had no signal on our phones. We waited on the phone to Booking.com on the pubs land line for nearly an hour with no answer. At this point we were very hungry and tired (also aware of using the pubs phone)and went to another local pub to get some food. I did go on chat at booking .com for advise and also emailed sykes holidays , booking.com several times. I could not get a signal. On chat they said they would get back to me within half and hour. I had told them that I had no signal. At 9pm we went back to the property hoping someone would have come or left a note etc. On looking around outside we realised there was a key in the key lock but at no point have I been given a code. My son tried for nearly an hour to get into the code and eventually cracked the code and got the key. I am unsure what we would have done as I expect everywhere was booked. We would probably have had to drive all the way home. You can check the emails and chat and at no point did anyone give us the code. When I eventually got in we had access to wifi and noticed that Booking .com had tried to phone us at 8:30pm. This was useless as we had no signal and I had clearly told them that on the chat . Very stressful and annoying start to the holiday. We were not expecting to go out for a meal due to covid and had brought all our meals to cook. I would like some compensation for this awful start to our holiday!

    Read more less >

  • Pam - Verified booking

    The cottage is in a lovely position with wonderful views across Rosedale and a very pleasant garden.

    There was, however, an issue around space. The ground floor open-plan living/dining/kitchen area was tiny and smaller than it appeared in the photographs. Even with only two guests and a dog, we were cramped for space and we certainly wouldn't have wanted to be in a party of four. We felt that we would have had more room to move on a narrowboat. There are some small inaccuracies in the cottage description. The first floor bedroom does not contain a standard sized double bed and fuel for the wood-burning stove is not included as implied. There was enough for the first night but the expectation was that guests would provide the rest. Most cottages state this explicitly but this cottage did not. It is also not made clear that neighbours have access through the garden. The cottage was clean and well presented but evidence of a previous canine visitor was clearly evident on the lawn when we arrived and had not been cleaned up. We do not have satnav and were concerned that directions to the cottage were very poor, being both confusing and contradictory and bearing no relation to either a standard road atlas or an OS map. Sadly, the two requests made for further clarification from the owners went unanswered. We were greatly helped by the Phillips Street Guide to North Yorkshire which enabled us to make some sense of otherwise incoherent instructions.

    Read more less >

  • Danielle - Verified booking

    Sykes Staff have been nothing but friendly and accommodating, they were not to fault for our unsatisfactory stay.

    The property however had dust webs left in corners (despite cleaners) and offered no QR code/Covid guidelines, no antibacterial hand wash or sanitiser (good job we took our own). We were greeted by a wasps nest by the front door obviously using the property’s roof. The door with its large double glass windows offered no privacy from passers by using the shared drive and communal laundry room given the fact the shower and toilet were right behind it which resulted in us having to hang a towel over the door. The pictures of the garden were misleading. It clearly shows a grass area which had been cordoned off and belonged to another property which only left the stoned area you see in the pictures which would have been fantastic if it weren’t for the fact they are not friendly to the paws of our fury friends which meant our pet friendly get away wasn’t in fact so pet friendly at all and his off lead play time went out the window. The directions to the property are not clear, even using ‘what four words’ we had difficulty. In the end we were forced to contact Sykes which then had to contact the owners who added another couple of steps to the directions. Frankly if it weren’t for the fact we had to rely on a family member for travel and our signal was so spotty we never would have stayed.

    Read more less >

  • Adam - Verified booking

    Never left a review before but this cottage really exceeded our expectations.

    Firstly, really grateful for having a decent king sized mattress so we could get comfortable night's rest. A basic requirement that for the sake of an extra couple of £100, baffles me as to why owners in other properties don't get right (I would never return to a holiday cottage with a rubbish mattress no matter how nice everything else was). If I was really picky, twin beds rather than a double in the second room would have suited us better though my teenaged son enjoyed hogging the double and our youngest was happy to sleep into the very comfy guest bed in the master bedroom with us. My wife was very taken by how tastefully decorated it was, l loved the woodburner and the owner has obviously put a lot of thought into the practicalities of the stay. Kids were happy with the WiFi and smart TV plus other little extras. It was in a fantastic location with easy access to lovely walks, Dalby Forest and the coast. The local pub was lovely and had really nice pub grub. You could buy all you needed from either the local shop or the camp/ caravan site. We got a last minute deal to make the stay even sweeter. It really was the best holiday we've had in a while! Couldn't fault this cottage and would happily recommend to anyone.

    Read more less >

  • Lorna - Verified booking

    The description doesn't do this cottage justice.

    It's a perfect location for walking the Cleveland Way and visiting the gems that are dotted across the west of the North Yorkshire Moors all the way to the East Coast. The cottage itself is on a farm run by delightful and welcoming people who were very understanding about our pet number mix-up, and allowed us to take two dogs. If you're looking for 'away from it all' and spectacular views, this is the place to go. It's a very warm and comfortable cottage with every possible need covered. We tried very hard to think what else we might want, but could only come up with a second lavatory and a slotted spoon! There was even a collection of OS maps with walks highlighted. Helmsley is a few miles away and is a lovely little town which welcomes dogs in almost every shop and eatery, with 3 lovely pubs. The castle and it's surrounding area is well worth visiting, and the walk to Rivaulx is wonderful. The Abbey is another incredible site to visit. Going in the opposite direction from the cottage, the Cleveland Way has a good stopping point at East Paradise Farm's tea rooms which has fabulous home made cakes and serves savoury meals too. We can't wait to go back and have already booked to go in 4 months' time.

    Read more less >

Best price guarantee

No one can beat our prices

Best price guarantee

We partner with the largest cottage providers to offer you over 40,000 properties on one website. Our cottages are professionally managed by these partners and payments are taken by them, but rest assured, by booking via The Snaptrip Family you'll pay the lowest possible price for your trip.

We never charge you more than you would pay booking directly on the partner's site and if you become a Dog Friendly Cottages member you can save even more. If you find a property priced lower anywhere else on the internet (we’d be amazed if you do), simply email us at marketing@ldogfriendlycottages.co.uk and we'll refund you the difference.

Biggest range of dog-friendly accommodation

We connect you to a huge selection of pet-friendly canine properties including lodges, cottages, apartments and more. We've done the research, so that you don't have to.

View properties

We get you the lowest price

Book via Dog Friendly Cottages for exclusive discounts, member only prices and a best price guarantee for you and your four legged friend.

Become a member

A marketplace you can trust

We connect you with the best professionally managed properties and our marketing leading customer services can help you every step of the way.

Start your journey

Become a Dog-friendly Cottages member for free and enjoy exclusive deals and discounts on thousands of properties for you and your four-legged pals.

Login to see

  • Discounts exclusive to members
  • Save & share your favourite properties
  • See your previously viewed properties

Sign up to see

Login to see

  • Discounts exclusive to members
  • Save & share your favourite properties
  • See your previously viewed properties

or

Already a member login here

Not a member?

By entering my email address, I agree to Dog Friendly Cottage's Terms of Service, Privacy Policy and to receive email updates, news, & offers from Dog Friendly Cottages.

Thank you for joining, member discounts are now available.

Thank you for signing up. Cashback will now be available on your next booking!

Your browser is out of date and we can't guarantee a consistent experience when using our site. Please consider updating or switching. More info on browser support