Dog Friendly Cottages In Helmsley

Dog Friendly Cottages In Helmsley

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

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Helmsley Cottages

Pets go free
Pets can stay at this property for free
1
  • Last Minute Cottages - Crumble's Hideaway

York

Crumble's Hideaway

Ref: S564751

Reviews 25

1
2
Between the villages of Helmsley and Pickering is the charming old market town of Kirkbymoorside, which is situated on the edge of the North York Moors National Park. It is the hub for the nearby farms and villages and is a charming location with...

From

£79

per night
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2
  • Last Minute Cottages - 2 Bed Cottage in Nawton

York

2 Bed Cottage in Nawton

Ref: S810172

2
2
Additional information and rules - Sleeps 2 + 1 - 2 bedrooms – 1 super-king-size zip-and-link (which can be made into a twin on request) and 1 single - 1 shower room with shower and WC - Electric oven and hob, microwave, fridge with ice box...

From

£114

per night
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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

£101

per night
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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

£92

per night
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2
  • Last Minute Cottages - The Roost

North Yorkshire

The Roost

Ref: S841918

Reviews 2

1
2
Situated on the edge of the scenic North York Moors National Park, not far from the charming market towns of Helmsley (10.1miles), Pickering (5 miles) or Hutton le hole (6.2miles), you'll find yourself immersed in breath-taking natural beauty....

From

£112

per night
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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

£65

per night
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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

£88

per night
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2
  • Last Minute Cottages - Ford End Cottage

York

Ford End Cottage

Ref: S277984

Reviews 65

3
6
Ampleforth is a small village situated in the North York Moors National Park, home to a local shop, two pubs, takeaway and ancient houses, whilst the market town of Helmsley is just a short journey away surrounded by a host of restaurants and...

From

£134

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

York

Low Grounds Cottage

Ref: S855167

Reviews 17

2
4
Lying in a sheltered corner of Upper Ryedale, on the southern edge of the North York Moors National Park, Helmsley is a prestigious market town with a spacious market square surrounded by houses, hotels and shops. The area is important...

From

£137

per night
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2
  • Last Minute Cottages - Sunset Barn

North Yorkshire

Sunset Barn

Ref: S841915

Reviews 6

1
2
Located on the edge of the scenic North York Moors National Park, just a short distance from the quaint market towns of Helmsley (10.1 miles), Pickering (5 miles) and Hutton le Hole (6.2 miles). Explore the renowned Cleveland Way in Whitby (26.8...

From

£112

per night
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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 and WC - Kitchen - electric hob, electric oven, fridge and microwave - Smart TV - Electric fire heater - outside seating area - Dogs...

From

£97

per night
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2
  • Last Minute Cottages - 2 Bed Cottage in Kirkbymoorside

York

2 Bed Cottage in Kirkbymoorside

Ref: S776225

2
4
Additional information and rules - 2 bedrooms – 1 king-size, 1 twin - 1 bathroom with shower over the bath, and WC - Electric hob/oven, fridge/freezer, dishwasher and microwave - Smart TV and built-in DVD - Garden with patio and outdoor...

From

£126

per night
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2
  • Last Minute Cottages - 2 Bed Cottage in Gillamoor

North Yorkshire

2 Bed Cottage in Gillamoor

Ref: S233429

2
4
Additional information and rules - 2 bedrooms – 1 king-size and 1 twin. - 1 family bathroom with a shower over the bath. - Dishwasher, fridge-freezer and microwave - Shared laundry room with washing machine - Plasma TV and DVD player -...

From

£126

per night
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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

£71

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

York

2 Bed Cottage in Brandsby

Ref: S677481

2
4
Additional information and rules - 2 bedrooms – 1 super-king-size and 1 twin - 2 bathrooms – 1 wet room with WC, 1 en-suite shower room with WC - Electric oven and hob, fridge/freezer, separate fridge, dishwasher, washing machine and...

From

£140

per night
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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

£94

per night
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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
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Partner deal
3
  • Last Minute Cottages - The Nest

North Yorkshire

The Nest

Ref: S601027

1
2

From

£67

per night
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Partner deal
3
  • Last Minute Cottages - Highfield Barn

North Yorkshire

Highfield Barn

Ref: S374421

1
2

From

£67

per night
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Partner deal
3
  • Last Minute Cottages - Secret View Cottage, A Hidden Gem in Terrington

York

Secret View Cottage, A Hidden Gem in Terrington

Ref: S1048020

1
1

From

£144

per night
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Partner deal
3
  • Last Minute Cottages - Maple Cottage

North Yorkshire

Maple Cottage

Ref: S1008629

1
2

From

£72

per night
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Partner deal
3
  • Last Minute Cottages - Beck House Cottages

North Yorkshire

Beck House Cottages

Ref: S519999

1
2

From

£132

per night
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Partner deal
3
  • Last Minute Cottages - Keldholme Cottage 1 - Uk10992

North Yorkshire

Keldholme Cottage 1 - Uk10992

Ref: S584948

2
3

From

£89

per night
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Partner deal
3
  • Last Minute Cottages - Bellwood House Annexe

North Yorkshire

Bellwood House Annexe

Ref: S379599

1
2

From

£69

per night
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Showing 1 - 24 of 42 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 >

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