
Pet-friendly vacation rentals in Helmsley
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Top-rated pet-friendly home rentals in Helmsley
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Fairfax View - delightful annexe cottage, Gilling
Situated in the picturesque village of Gilling East on the edge of the North York Moors national park, Fairfax View offers the perfect base to explore this beautiful corner of Yorkshire. This one bedroom cottage has en-suite shower room, well equipped kitchen and large lounge with double sofa bed (available for use by prior request). Located directly opposite the highly-acclaimed Fairfax Arms and on the edge of the Ampleforth Abbey and College campus, with a 9 hole golf course in the village.

Central Fully Ensuite house sleeps 6 dog friendly
The house is in the Centre of Helmsley but located in a very quiet area with great views, close to the shops, galleries, restaurants and Duncombe Park. It is a lovely spacious house, that has 3 ensuite bathrooms and therefore is great for couples, families and small groups. It is ideal for exploring North Yorkshire. The adjacent property, 2 Stonegarth can be let with this property. It is ideal for two families that want privacy but can come together for meals etc. Well behaved dogs allowed.

Cosy character cottage in heart of Pickering
31 Eastgate is a cosy and well equipped cottage in a fantastic central location in the market town of Pickering. It's ideally located for exploring the North Yorkshire Moors, steam railway, the coast and the historic walled city of York. Located on one of the main roads in Pickering (sometimes there will be traffic noise) the tree lined street of Eastgate is beautiful in all seasons and the town centre is a 5 minute walk away. Visit one of the fantastic pubs or catch a steam train to Whitby.

Renovated 16th century haven in North Yorks Moors
Located 3 miles away from two award winning restaurants with Michelin accolade; The Star Inn & The Pheasant Hotel at Harome. Nunnington is a beautiful village in the North Yorkshire Moors. Overlooking the National trust property and gardens, Nunnington Hall, from your bedroom window. Great location for walking, biking but equally York city center is only 19 miles away. Accommodation is a self contained ground floor suite with direct outdoor access, part of a 16th century almshouse renovation.

The Owlets, Ampleforth
A luxury self-catering holiday cottage nestled on the edge of the North York Moors National Park in the pretty village of Ampleforth. The Owlets is a 19th century single storey stone outhouse that has been recently renovated to a high standard with brand new fixtures and fittings, as well as traditional features such as solid oak floors and beams. We are located just 1 mile from Ampleforth College, and 4 miles from Helmsley. All welcome, including children of all ages and well behaved pets!

Cosy rural cottage in National Park
Come and stay in the beautiful village of Rosedale Abbey in the spectacular North Yorkshire Moors National Park. Moo’s is our converted stone cottage with a lovely living kitchen with cast iron stove and a vintage country feel. A handmade turned staircase leads up to the en-suite bedroom with metal bed stead and roll top bath. Adjacent there is a spacious covered patio area with seating, dining and storage, which looks across to an outdoor patio with fruit trees seating and parking space.

Goose End Cottage, North Yorkshire
Take a break and unwind in a characterful cottage set in beautiful countryside. This 18th century grade-II listed property is right beside the River Seven, in the picturesque village of Sinnington, and the North York Moors National Park. The cottage is full of original character, whilst having all the amenities needed for a relaxing break. Many amazing walks can be enjoyed from right outside the door and the wonderful village pub and restaurant is only a few minutes walk away.

Cliff Stud Retreat, Helmsley - Cecil Cottage
Cecil cottage is A three bedroom cosy cottage set within the 220 acres Cliff Stud retreat estate, with stunning countryside views you’re sure to feel relaxed from the minute you arrive. Cecil cottage sleeps up to 5 guests and has a fully equipped kitchen. The bathroom has a shower/bath & is fully refurbished and located downstairs. The cottage boasts it's own garden with fruit trees and is close to the centre of Helmsley where you can find many tearooms, pubs & independent shops

Maltkiln House Annex North Yorkshire moors
Get away from it all, unplug and unwind. Maltkiln House Annex is the perfect getaway for two people who love to be in the countryside. You can enjoy uninterrupted views sitting at the bottom of the garden which is your own space. The Annex dates back to the 16th century and is full of charm. You can walk from our Annex straight up onto the Cleveland way where you can walk or bike for miles. Our Annex is a popular stop off for people walking the coast to coast.

The Little House Peaceful & self-contained
Located in the centre of the lovely village of Kilburn on the edge of the North Yorkshire Moors National Park, the Little House is peaceful, cosy and self-contained, tucked away from the general hustle and bustle of the village. The Forresters Arms, serving local ales and meals, is a mere 20m across the square, it is best to reserve a table. The Mouseman Furniture Centre is just around the corner and the White Horse of Kilburn is a good walk up the hill.

Rural homely cottage in North York Moors
Cosy cottage located in the North York Moors National Park with gorgeous big skies! A super base for exploring castles, abbeys, villages and the Heritage coast. Spoilt for choice in eateries from great local pubs to Michelin starred restaurants all with a 10 mile radius. Many guests comment on how peaceful and calm their stay has been. My place is good for couples, solo adventurers, families with children and pets (one, well behaved dog only).

Stunning views, 4 acres, dog friendly, Yorkshire
Owl House is an Elizabethan barn conversion. It sits on the edge of the North York Moors National Park and features a glazed wall offering far reaching countryside views across the vale of Pickering with the Howardian Hills visible in the distance. Former farm set in 4 acres of peaceful gardens, paddock and woodland. Dog friendly. Open plan sitting room/kitchen, bathroom w shower,mezzanine bedroom, pizza oven on site, parking, walkable pub.
Popular amenities for Helmsley pet-friendly home rentals
Pet-friendly house rentals

Luxury 3 bedroom house - hot tub & amazing view!

Luxury one bedroom cottage with log burning hot tu

Country Cottage with Steam Railway Views

Lovely cottage with sunny garden

Boutique Cottage private Hot tub Northallerton

Narnia

Cosy home from which to explore North Yorkshire

Beautiful, quiet and private historic Coach House
Pet-friendly home rentals with a pool

Willow Cottage: 3 Bed, 3 Bath, Pool, WiFi, dogs

Ivy Cottage -Award-Winning Complex- The Bay, Filey

Secret of Eden Beach House - Pet friendly WiFi E.V

Salty Kisses, The Bay, Filey

Filey Bay Cove The Bay Filey Wifi Pets Pool Gym

Hot Tub Pet Friendly York

Yorkshire Coast Retreat The Bay Filey Wifi Pets

Brand new 2021 ABI WINDERMERE STATIC Cedar 1
Private, pet-friendly home rentals

Luxurious 2 bed barn in Michelin food zone

Romantic Cottage with Hot Tub & Countryside Views

Charming farm based cottage with hot tub/sauna

Countryside location near to York

St Anthony’s, bright perkily decorated 3 b/r house

Fully Fenced Dog Field, Sea Views & Forest Walks

Fox Cottage in lovely Helmsley

The Old Cottages,Grade2 listed with Gated Parking
Quick stats about vacation rentals that are pet-friendly in Helmsley
Total rentals
30 properties
Nightly prices starting at
R2,239 ZAR before taxes and fees
Total number of reviews
1K reviews
Family-friendly rentals
30 properties are a good fit for families
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
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- Yorkshire Dales national park
- Flamingo Land Resort
- yorkshire dales
- Fountains Abbey
- Harewood House
- Durham Cathedral
- National Railway Museum
- Royal Armouries Museum
- North Yorkshire Water Park
- York Castle Museum
- Hartlepool Sea Front
- Cayton Bay
- Saltburn Beach
- Studley Royal Park
- Scarborough South Cliff Golf Club
- Locomotion
- Ganton Golf Club
- Malham Cove
- Ryedale Vineyards
- Semer Water
- The Bowes Museum
- York Art Gallery
- Scarborough Beach
- Filey Beach