Find the perfect dog friendly holiday accommodation and book direct, choose from cottages, houses, lodges and apartments in Helmsley, Yorkshire and the surrounding area.
When making an enquiry or booking a property, please let them know you found their details on The Good Dog Guide.
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Dog friendly holiday cottages, houses, lodges and apartments in Helmsley
♡ Favourite♥ SavedLow Hagg Farm Holiday Cottages
Low Hagg Farm
Starfitts Lane
Kirkbymoorside
Yorkshire
YO62 7JF
- Luxury dog friendly cottages
- Enclosed private gardens
- Gateway to North York Moors
- Wood burning stoves available
- Ideal for walkers and dogs
- Peaceful rural location
Low Hagg Farm Holiday Cottages offer luxury, dog friendly self catering accommodation set at the gateway to the North York Moors. Located just 1.5 miles from the historic market town of Kirkbymoorside and six miles from Helmsley, these beautifully converted stone farm buildings… Read more
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♡ Favourite♥ SavedRosebud Annexe
Goathland
Yorkshire
YO22 5AN
- Private, self contained annex
- Lovely views over the moors
- Enclosed garden with patio area
- Off road parking
- Short walk from the village shops/pubs
- Access to lovely walks
This lovely two room annex is located within our charming 200 year old cottage in the heart of Goathland (Aidensfield) Village. You have a private entrance, parking and an enclosed private garden and patio. The annex is all ground floor and is made up of two main rooms; a… Read more
♡ Favourite♥ SavedLow Costa Mill
Low Costa Mill
Costa Lane
Pickering
Yorkshire
YO18 8LP
- Indoor heated pool all year
- 5 out of the 7 cottages are dog-friendly
- Enclosed dog exercise paddock
- 300Mbps+ fibre Wi-Fi on site
- 10 acres of gardens and woodland
- Secure bike pods and repair stand
Discover Low Costa Mill, a relaxing collection of seven charming 4-star self-catering holiday cottages, beautifully set around a picturesque courtyard with vibrant seasonal gardens. Nestled on the tranquil banks of Costa Beck, on the outskirts of Pickering, Low Costa Mill offers… Read more
♡ Favourite♥ SavedDaisy Cottage
Goathland
Yorkshire
YO22 5AN
- Pet Friendly Self Catering
- Lovely views over the moors
- Patio with seating
- Enclosed Garden
- Close to local shops & pubs
- Lots of fantastic local walks
Daisy Cottage is a charming bungalow with lovely views over the moors. It has two bedrooms, one double room and one twin room. There is an open plan living room, kitchen and dining area with a shower room and toilet which is en-suite to the double room but is also accessible… Read more
♡ Favourite♥ SavedPear Tree House Holiday Cottage
Pear Tree House
Main Street
Sutton-on-the-Forest
York
Yorkshire
YO61 1DW
- Dog friendly holiday cottage near York
- Stunning views & cosy interiors
- Peaceful location & easy access
- Relax in the private, secure garden
- Enjoy modern amenities & comforts
- Explore local attractions & nature
A warm welcome awaits you at Pear Tree House Holiday Cottage. We offer a relaxing and comfortable stay in the peaceful countryside of Sutton-on-the-Forest which lies just 8 miles north of York close to the Hambleton Hills. Pear Tree House is the perfect getaway for those seeking… Read more
♡ Favourite♥ SavedHungate Cottages
Hungate Cottages
Recreation Road
Pickering
Yorkshire
YO18 7ET
- Dog friendly holidays in Yorkshire
- 11 cottages of which 6 are dog friendly
- 18th Century limestone farm buildings
- Dogs are charged £25 per holiday stay
- Yorkshire Moors on your doorstep
- Check us out on facebook & Instagram
Hungate Cottages is located on the outskirts of the delightful historic town of Pickering in North Yorkshire. There are 11 highly individual holiday cottages, six of which are dog friendly with the unique appeal of being a short walk from the town centre, whilst at the same… Read more
♡ Favourite♥ SavedRocklands Lodges
Cawthorne Lane
Wrelton
Pickering
Yorkshire
YO18 8HE
- Dog friendly lodges in Yorkshire
- 16 luxury lodges sleeping 2 to 6 people
- Set within a beautiful wooded glen
- Childrens play area on site
- Some Lodges now with Hot-Tubs
- Properties open all year round
A unique complex of just 16 luxury dog friendly self catering lodges set within a beautiful woodland glen. Nestled between two farms and set within 3 acres of gardens and pine trees makes Rocklands Lodges an idyllic location to unwind from a busy life and watch the profusion… Read more
♡ Favourite♥ SavedDiving Duckling Cottage
Diving Duck
Commondale
Whitby
Yorkshire
YO21 2HN
- Dog friendly countryside cottage
- Sleeps four guests
- Located in the North York Moors
- Peaceful rural setting
- Ideal for walking and cycling
- Great base for exploring Whitby
Diving Duckling is a peaceful self catering holiday cottage located in the heart of the North York Moors countryside. Designed for guests who want to slow down, relax and reconnect with nature, this traditional barn style conversion offers a calm and welcoming retreat with… Read more
♡ Favourite♥ SavedCastle Howard Holiday Cottages
Castle Howard Lakeside Holiday Park
Coneysthorpe
Yorkshire
YO60 7DD
- 1, 2 & 3 bedroom holiday cottages
- Pet friendly, some with enclosed gardens
- Picturesque villages on the
- Castle Howard Estate
- Idyllic location for food lovers
- FREE admission to Castle Howard (1 day)
Stay in one of our beautiful and cosy holiday cottages in rural North Yorkshire, open all year. Furnished with vintage pieces, items from Castle Howard itself and carefully chosen modern furnishings, our cottages are the perfect home from home. Fully equipped with modern… Read more
♡ Favourite♥ SavedPheasant's Roost Shepherds Hut
Thorpe Bassett
Malton
Yorkshire
YO17 8LU
- Shepherds hut with hot tub
- Ensuite shower room plus kitchenette
Our luxury en-suite shepherds hut is perfect for romantic breaks with your partner and your four legged friends. It sleeps 2, and up to 2 dogs are welcome. Pheasant's Roost is set in a little paddock… Read more
♡ Favourite♥ SavedFox Cottage
24 High Street
Helmsley
Yorkshire
YO62 5AG
- Wonderfully cosy & dog-friendly cottage
- Accomodates 4 in the heart of Helmsley
Welcome to Fox Cottage in Helmsley, North Yorkshire. Beautifully renovated in 2013, this Grade II listed cottage is… Read more
♡ Favourite♥ SavedLaskill
Laskill House
Easterside
Helmsley
Yorkshire
YO62 5NB
- Self-catered cottages in the Moors
- Mindful nature workshops and stargazing
Laskill offers peaceful self-catered cottages set deep in the North York Moors, where you can unwind with mindful… Read more
♡ Favourite♥ SavedGorgeous Cottages
Harrogate
Yorkshire
- Luxury dog friendly cottages
- Set in stunning locations in Yorkshire
We are Gorgeous Cottages, a luxury holiday cottage brand with properties all across Yorkshire. We first launched in… Read more
♡ Favourite♥ SavedIngleside Cottage
Ingleside
Glaisdale
Yorkshire
YO21 2PU
- Stunning Moors views and walks
- Safe away from Fireworks
Ingleside Cottage is on the edge of Glaisdale surrounded by stunning views and walks. With a real fire and underfloor… Read more
♡ Favourite♥ SavedOsprey Meadow
Exelby
Bedale
Yorkshire
DL8 2HQ
- Dog friendly accommodation in Bedale
- Fantastic dog walking field
A big North Yorkshire Welcome from Phil and Lisa! We are the proud new owners of High Grange – whilst the holiday… Read more
♡ Favourite♥ SavedRoseberry View Lodges
Strawberry Fields
Pannierman Lane
Great Ayton
Yorkshire
TS9 6PP
- Dog friendly self catering lodges
- Dog exercise area
Roseberry View Lodges in Great Ayton offers dog-friendly self-catering lodges with private hot tubs and wood-burning… Read more
♡ Favourite♥ SavedTollerton Caravan Park
Station Road
Tollerton
York
Yorkshire
YO61 1RD
- Self catering caravan for hire
- Situated in open countryside
Tollerton Caravan Park offers self-catering holiday caravans in countryside north of York. The park has a choice of… Read more
♡ Favourite♥ SavedFarndale Cottages
Estate Office
Church Houses
Kirkbymoorside
Yorkshire
YO62 7LF
- Luxury cottages sleeping from 2 to 12
- A beautiful dale in the North York Moors
A collection of luxury holiday cottages, sleeping from 2 to 12 guests, located in the twin hamlets of Low Mill and… Read more
♡ Favourite♥ SavedCeilidh Cottage
No 5 Post Office Cottages
Main Street
Alne
Yorkshire
YO61 1RS
- Dog Friendly 2 Bedroom Cottage, Garden
- Quiet village, Parking, Log Fire & WiFi
Ceilidh Cottage offers a charming holiday stay in a historic building with a garden and terrace. The cottage includes… Read more
♡ Favourite♥ SavedSinnington Common Farm Holiday Accommodation
Sinnington Common Farm
Kirkbymoorside
Yorkshire
YO62 6NX
- Dog friendly cottages and farm walk
- Set in beautiful countryside
Relax and enjoy our family farm on the edge of the North Yorkshire Moors. We have a variety of farm animals and horses,… Read more
♡ Favourite♥ SavedProspect Farm Cottages
Wilton
Pickering
Yorkshire
YO18 7JY
- Dog friendly holiday cottages
- Walks directly in to Dalby Forest
Prospect Farm Cottages provides dog-friendly self-catering holiday accommodation near Pickering in North Yorkshire,… Read more
♡ Favourite♥ SavedForest Holidays - Keldy
Cropton
Yorkshire
YO18 8HW
- Stay in luxurious woodland cabins
- Wthin beautiful forests
A Forest Holiday is whatever you want it to be. Escape to one of nine idyllic locations, stay in luxurious woodland… Read more
♡ Favourite♥ Saved17 Hallgarth
17 Hallgarth
Pickering
Yorkshire
YO18 7AW
- Holiday let with garden and parking
- Sleeps four dogs free
17 Hallgarth is a Grade II listed self-catering cottage in Pickering, Yorkshire, offering traditional decor blended… Read more
♡ Favourite♥ SavedYork House Holiday Park
Balk
Bagby
Thirsk
Yorkshire
YO7 2AQ
- Holiday Home and Lodge Hire
- Holiday Home Sales
York House Holiday Park near Thirsk offers self-catering holiday homes and lodges in a gated countryside park.… Read more
♡ Favourite♥ SavedHighDalby House and Cottages
Dalby Foresrt Drive
Thornton Le dale
Pickering
Yorkshire
YO18 7LP
- Dog-friendly rooms and cottages
- Hot tub, sauna & chapel onsite
Welcome to High Dalby House and Cottages, a dog-friendly retreat set in the heart of Dalby Forest in the North York… Read more
♡ Favourite♥ SavedLavender Cottage
Eastgate
Pickering
Yorkshire
YO18 7DU
- 200 year old dog friendly cottage
- Sleeps 4 people in 2 bedrooms
Lavender Cottage is a 200 year old cottage with lots of period features (stone walls, beamed ceilings) and has been… Read more
♡ Favourite♥ SavedGranary & Stables cottages
The Granary
Cross Lane
Snainton
Scarborough
Yorkshire
YO13 9BA
- All Ground floor
- children welcome
Granary Cottage and The Stables are detached self-catering holiday cottages near Snainton in Yorkshire. Both sleep four… Read more
♡ Favourite♥ SavedBeck House Cottages
Beck House Farm
Cropton
Pickering
Yorkshire
YO18 8ER
- 12 Individual Self Catering Cottages
- Dog Friendly - North York Moors
Beck House Cottages offers 11 self-catering holiday cottages set in 47 acres of woodland and meadows within the North… Read more
♡ Favourite♥ SavedForest Holidays
Pickering
Yorkshire
- Dog friendly holidays in Keldy & Cropton
- Sleep 2 - 8 people depending on location
A Forest Holidays is whatever you want it to be. Escape to one of nine idyllic locations, stay in luxurious woodland… Read more
♡ Favourite♥ SavedThe Granary & Stables cottages
The Granary
Cross lane
Snainton
Scarborough
Yorkshire
YO13 9BA
- All ground floor
- Luxury holiday cottage
Granary Cottage and The Stables are two detached, dog-friendly holiday cottages near Snainton, outside Scarborough.… Read more
♡ Favourite♥ SavedRose Cottage
Thorpe Bassett
Malton
Yorkshire
YO17 8LU
- 2 bedroomed country cottage with hot tub
- Fully enclosed garden
Rose Cottage is a dog-friendly self-catering cottage in Thorpe Bassett, Malton, Yorkshire. It has two bedrooms for up… Read more
♡ Favourite♥ SavedCote Ghyll Holiday Cottage
Osmotherely
Northallerton
Yorkshire
DL6 3AH
- Holiday Cottage sleeping 8 guests
- Two dogs welcome
Cote Ghyll Cottage is a dog-friendly, four-bedroom holiday cottage near Northallerton, sleeping up to eight. It has two… Read more
♡ Favourite♥ SavedBank Top Barn
Rawcliffe Bank Top Farm
Newton on Rawcliffe
Pickering
Yorkshire
YO18 8QF
- Self catering accommodation in cosy barn
- 2 ensuite bedrooms, UFH, kitchen, lounge
Bank Top Barn offers self-catering accommodation on a family-run farm near Pickering in North Yorkshire, with two… Read more
♡ Favourite♥ SavedThirkleby Hall Caravan Park
Thirkleby
Thirsk
Yorkshire
YO7 3AR
- Self catering caravan for hire
- Spacious 30 acre park
Thirkleby Hall Caravan Park near Thirsk offers self-catering holiday caravans in spacious grounds. One of its two hire… Read more
♡ Favourite♥ SavedBank House Farm Hostel
Bank House Farm
Glaisdale
Whitby
Yorkshire
YO21 2QA
- North York Moors, 12 miles from Whitby
- Barn conversion on organic farm
Bank House Farm Hostel provides group holiday accommodation in a converted farm building at Glaisdale in the North York… Read more
