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Dog Friendly Vacation Rentals in Helmsley - FlipKey

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369 pet friendly Houses in Helmsley

CASTLE VIEW, pet friendly, character holiday cottage, with a garden in

Helmsley house

4 bedrooms / 3 bathrooms / sleeps 8

“Beautiful house in the perfect English village” Castle View is a very comfortable holiday cottage in the heart of the picturesque village of Yorkshire. The kitchen is narrow, which is a bit inconvenient if you occupy the house with 6 people or more, but in general the house is perfectly equipped and very well maintained. The area around Helmsley is gorgeous : Rievaulx abbey, the North York Moors, the Yorkshire Coast, the city of York are all nearby.

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Price per night from

$250

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$120

“Peaceful home from homebut with beautiful views” The cottage is very well maintained and the owners could not have ben more helpful, nothing was too much trouble to make our stay a very happy one.

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Price per night from

$132

THE BRYE, pet-friendly, WiFi, near Thirsk

Scawton cottage

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$108

THE COTTAGE, WiFi, open-plan, near Thirsk

Scawton cottage

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$108

Cherry Tree House

Helmsley house

4 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$252

Forge Cottage

Helmsley house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$238

Pinfold Cottage

Helmsley house

3 bedrooms / 4 bathrooms / sleeps 6

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Price per night from

$444

Gardener's Cottage Nawton

Nawton cottage

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$330

29 Bondgate, Helmsley

Helmsley cottage

2 bedrooms / 1 bathroom / sleeps 4

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Price per night from

$168

Cygnet Cottage

Helmsley house

3 bedrooms / 4 bathrooms / sleeps 6

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Price per night from

$444

Rednal Cottage, Helmsley

Helmsley cottage

2 bedrooms / 1 bathroom / sleeps 4

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Price per night from

$124

Host & Stay | Willow Cottage

Helmsley house

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 12 minutes

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Price per night from

$103

Great rentals within 20 miles that match your search

Bay Cottage

Pickering cottage

1 bedroom / 1 bathroom / sleeps 2

“Comfy Cottage in Wrelton” Enjoyed our stay in this well equipped comfy cottage. Great postion for exploring N York Moors and N Yorks coast and coastal paths. Well equipped with Freeview and wifi. Nice upstairs ensuite bedroom. Pub just round corners serves great meals with substantial servings!

Responds fast! avg. 3 hours 46 minutes

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Price per night from

$110

Ammonite Cottage - Riverside Retreat near North Yorkshire Moors

Kirkbymoorside cottage

2 bedrooms / 1 bathroom / sleeps 4

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Price per night from

$69

Brock Cottage. DOG/CAT FRIENDLY* with Private HOT TUB now with on site fishing

Pickering cottage

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 46 minutes

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Price per night from

$207

Meadow's Edge Private Hot Tub (DOG/CAT FRIENDLY*) now with on site fishing

Pickering cottage

2 bedrooms / 2 bathrooms / sleeps 4

“Brillant, Tranquil place, absolutely Fab.” Everything was absolutely brillant and would advise any person to go and enjoy this rural part of Yorkshire and the beautiful Lodge we stayed in. On arrival until departure you couldnt fault the premises, Sue & Ben have got everything covered to the best possible angle. It was a delight, didnt want to head home at all. Woke up in the monring to see the Deer in the forest side, pheasants galore and just so much wildlife wondering about. Bliss..... Sue and Ben have a beautiful dog to called Finlay who is an absolute star. All I can say is - if you dont go you will be missing out on an one hell of a spot.

Responds fast! avg. 1 hour 46 minutes

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Price per night from

$207

Farmhouse, North Farm, Fadmoor

Fadmoor farmhouse

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$207

One bedroom Cottage (Small Cottage), North Farm, Fadmoor

Fadmoor cottage

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$131

Two bedroom cottage (Big Cottage), Fadmoor

Fadmoor cottage

2 bedrooms / 1 bathroom / sleeps 4

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Price per night from

$158

Two bedroom Farmhouse, Low Farm, Hartoft

Pickering farmhouse

2 bedrooms / 1 bathroom / sleeps 4

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Price per night from

$158

Two bedroom Cottage (the Cottage), Low Farm, Hartoft

Pickering cottage

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$158

Close House Cottage, near Easingwold close to York

Easingwold cottage

1 bedroom / 2 bathrooms / sleeps 2

Responds fast! avg. 3 hours 55 minutes

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Price per night from

$117

Old Sheaf Store Red House Farm. . .time for your warm, cosy home away from home

Glaisdale cottage

2 bedrooms / 1 bathroom / sleeps 4

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Price per night from

$275

Threshing Barn Red House Farm. . . time for your warm, cosy home away from home

Glaisdale cottage

2 bedrooms / 1 bathroom / sleeps 4

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Price per night from

$275

The Nest:Romance or a rest : North Yorkshire moors Whitby

Castleton cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 19 minutes

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Price per night from

$123

Ardenia

Osmotherley bungalow

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 3 hours 26 minutes

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Price per night from

$83

DALESIDEHOLIDAYLODGE NORTH YORK MOORS NATIONAL PARK

Castleton lodge

3 bedrooms / 1 bathroom / sleeps 6

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Price per night from

$119

The Old Farmhouse Hot Tub (dog/cat Friendly up to 3)

Pickering cottage

3 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 1 hour 46 minutes

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Price per night from

$227

the barn poplar farm

Central York cottage

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 10 minutes

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Price per night from

$138

Ford End Annexe

Ampleforth b&b

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 3 hours 0 minutes

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Price per night from

$103

THE LONGHOUSE:17th century, spacious, characterful, log burner, en-suites, pets

Pickering house

3 bedrooms / 3 bathrooms / sleeps 7

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Price per night from

$275

Blackthorn Gate

Stokesley log cabin

2 bedrooms / 2 bathrooms / sleeps 5

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Price per night from

$262

Outstanding 18th C. townhouse next to York Minster

Central York townhouse

4 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$440

DAIRY HOUSE, pet-friendly, character holiday cottage, with a garden in

Newton-on-Rawcliffe house

3 bedrooms / 2 bathrooms / sleeps 6

“A pleasant and comfortable stay.” The cottage is spacious and well appointed. It is in a peaceful location adjoining a farm. The village is a few miles from a town so a car is essential. A good venue for walking and for touring by car.

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Price per night from

$154

HARVEST COTTAGE, pet friendly, character holiday cottage with WiFi, with a

Levisham house

1 bedroom / 1 bathroom / sleeps 2

“fantastic” service was great,nothing was to much trouble for the owner.the cottage was small but perfect.the location and stunning views where second to none,pub was 100 yrds away very wecomeing food was very good and not to expensive.lots to do out and about.will be going back next year.

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Price per night from

$112

THE OLD CART HOUSE, pet friendly, character holiday cottage, with a garden in

Church Houses house

4 bedrooms / 2 bathrooms / sleeps 10

“Homely, well equiped in a fantastic location” The owners had left mugs and everything ready to make a cup of tea on our arrival, and a bottle of wine. This was very much appreciated on a dark December night. It was warm and inviting and had everything we needed. My large family had a fantastic stay, thank you

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Price per night from

$201

THE ARCHES, pet friendly, character holiday cottage, with a garden in Farndale

Church Houses house

3 bedrooms / 1 bathroom / sleeps 6

“cosy cottage” despite the troubles with our car (5 days garage, shame on you r.a.c.) we still managed to make our holiday a success, thanks to the helpfull owner who didn't mind taking us to the store and even arranged us a visit to the country life museum. Thanks andy!!!

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Price per night from

$144

Viewing 38 of 369
rentals in Helmsley

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