As featured in

Become a member for free to access exclusive deals
Helmsley Cottages
North Yorkshire
Linfitt - Helmsley
Ref: S881439
Reviews 1
From
£251
per nightNorth Yorkshire
2 Bed Cottage in Helmsley
Ref: S228921
From
£100
per nightNorth Yorkshire
2 Bed Cottage in Helmsley
Ref: S230564
From
£105
per nightNorth Yorkshire
Cherry Tree House
Ref: S84814
Reviews 57
From
£154
per nightNorth Yorkshire
3 Bed Cottage in Helmsley
Ref: S366423
From
£94
per nightNorth Yorkshire
2 Bed Cottage in Helmsley
Ref: S777440
From
£187
per nightNorth Yorkshire
Fox Cottage
Ref: S1028684
From
£86
per nightNorth Yorkshire
The Byre
Ref: S1003993
From
£81
per nightNorth Yorkshire
The Nest
Ref: S601027
From
£55
per nightNorth Yorkshire
The Old Back Kitchen At Bonfield Ghyll Farm
Ref: S518997
From
£117
per nightNorth Yorkshire
Borough Beck Cottage
Ref: S419751
From
£181
per nightNorth Yorkshire
The Annex - central Helmsley with parking
Ref: S523226
From
£179
per nightNorth Yorkshire
Rye Cottage
Ref: S381346
From
£164
per nightNorth Yorkshire
Holly-Garth
Ref: S1016725
From
£163
per nightNorth Yorkshire
Rye Court Cottage and Annex Central Hemsley
Ref: S524778
From
£518
per nightNorth Yorkshire
The Royal Oak Hotel
Ref: S341735
Check for price
North Yorkshire
Bilsdale Cottage
Ref: S323151
Check for price
North Yorkshire
Host & Stay - Willow Cottage
Ref: S393546
Check for price
North Yorkshire
Riccal Dale Cottage
Ref: S323146
Check for price
North Yorkshire
Kirkdale Cottage
Ref: S323150
Check for price
Reviews
What our customers say about their holidays
Mrs Cross - Verified booking
The key safe system worked perfectly and the owner stopped by to advise on lighting and with recommendations in Helmsley. The house is large with plenty of room to accommodate 8 people and you wouldn't need to meet each other during the week!. It is a lovely quirky house which instantly feels like home. The beds are comfy and the shower works excellent with good water pressure. Parking was good at the back of the house and most days there was parking at the front too. Its a 5 minute walk into Helmsley and my 82 year old parents with hip and knee issues both found it easily walkable. The owner, who lives next door, popped in most days to ask how things were going despite giving his number out to contact him if there were issues. A fantastic stay in a great house !
Read more >
Mr Knox - Verified booking
Cherry Tree house is in a great location just a ten minute walk from the centre of picturesque Helmsley. The owner is onsite and popped in regularly with items we felt should have been there when we arrived. There is no welcome pack which would have been nice if only with some essentials in. The house is in need of some maintenance especially outside and upstairs as it is very tired and a lot of things didn’t work. We thought this house would suit a family with children better than a group of mature adults who want a bit more luxury accommodation. On the plus side the beds were very comfortable, lovely quality bed linen and bedding and the house was clean. The kitchen was a good size for a group and was adequately equipped.
Read more >
Miss Andrea Sellas - Verified booking
The property was absolutely stunning. We were a party of 8 and spent the New Year in at Cherry Tree House. It was perfect. We had a fabulous dinner party in the gorgeous kitchen on NYE and then went into the lounge and played party games and then let the New Year in. Everything was done to a high specification even down to the crockery and kitchen utensils. Harry the owner is a great guy. I would definitely recommend you try this property. You won't be disappointed. We will be back. Helmsley is also such a lovely town. Handy for country walks with the dog and also not too far for a trip to the coast.
Read more >
Mr Martin Powell - Verified booking
The house is equipped with lovely quirky old fittings, and family heirloom pieces of furniture, as well as brand new kitchen equipment, TVs etc, and is both comfortable and spacious. The friendly owner lives in an adjacent property, and was helpful when needed, but not intrusive. Helmsley has all the amenities needed in a picturesque setting, including its own castle, walled gardens, and nature reserve while being perfectly located for exploring the Moors, coast and York, plus within a decent walk of Rievaulx Abbey. We had a great time, and would definitely recommend this property.
Read more >
Mr Redshaw - Verified booking
We stayed at Cherry Tree House for four nights. The House is lovely and is very well located so close to the village. The Kitchen/living room is amazing and the bedrooms are very comfortable with good quality linen. The rear garden is secure for dogs. Helmsley is a wonderful Yorkshire village with a great selection of independent shops and bakeries/delicatessen. The local pubs/restaurants/cafe's are excellent and mostly dog friendly. |We really enjoyed our stay and would like to return.
Read more >
Best price guarantee
No one can beat our prices
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
Thousands of dog-friendly stays, from cosy cottages to seaside apartments, with filters to find your perfect pad.
View propertiesFetch exclusive deals
Save on your dog-friendly escape with member prices and our best price guarantee.
Become a memberTrusted by pet-loving travellers
Plenty of happy customers and wagging tails behind us. Plus, our customer service team is here to help, every step of the way.
Start your journey