
Pet-friendly holiday rentals in Helmsley
Find and book unique pet-friendly homes on Airbnb
Quick stats about holiday rentals that are pet-friendly in Helmsley

Total holiday rentals
Explore 40 holiday rentals in Helmsley

Nightly prices starting at
Helmsley holiday rentals start at $208 AUD per night before taxes and fees

Verified guest reviews
Over 1,510 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Helmsley holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Helmsley rentals

4.8 Average rating
Helmsley stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated pet-friendly home rentals in Helmsley
Guests agree: These pet-friendly homes are highly rated for location, cleanliness and more.

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.
WalkabilityPetsAmenities

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.
WalkabilityOutdoor spacesBiking

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 with a safe garden for dogs and children. 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.
PetsWalkabilityCheck-in

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!
PetsOutdoor spacesParking

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.
PetsWalkabilityHeating

Country Manor House - Nr Richmond North Yorkshire
No.2 West Layton Manor is part of an Historic Victorian Manor House built in 1872. The property provides the perfect setting for families and friends gathering for special occasions or holidays in beautiful North Yorkshire. The property boasts 6 kingsize bedrooms equipped with 6 full ensuite bathrooms. A further 7th bathroom is located on the ground floor. There are 3 large reception rooms, 2 open log fires, and approximately 1/2 an acre of gardens. There is private parking for 8 vehicles.
PetsOutdoor spacesBathroom

Little Hillside
A cosy cottage nestled in the hills of the North Yorkshire Moors, on the edge of Ampleforth village. An ideal place to relax, listen to the wildlife and enjoy the beautiful countryside. The pretty market town Helmsley is less than 10 minutes drive, with lots to explore. There is an abundance of great walks from your doorstep, excellent cycling routes and you will be spoilt for choice with fantastic cafes, pubs and restaurants. York is 45 mins drive and an hour to the coast for beach walks.
Outdoor spacesWalkabilityCondition

Maltkiln House Annexe North Yorkshire moors
Maltkiln House Annexe 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 Annexe dates back to the 16th century and is full of charm. You can walk from our Annexe straight up onto the Cleveland way where you can walk or bike for miles. Our Annexe is a popular stop off for people walking the coast to coast. We are also very close to some great pubs and restaurants.
Outdoor spacesPetsHeating

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.
PetsWalkabilityIndoor spaces

Oakforge Cottage, a spacious home from home.w
Oakforge Cottage is a 3 storey house in the Market Town of Kirkbymoorside. It offers comfortable accommodation for up to 5 people (and up to 2 well behaved dogs).PLEASE NOTE: WE HAVE NO OUTSIDE SPACE FOR THE EXERCISING OF DOGS. With a fully equipped kitchen, living room with realistic simulated log burner and two bathrooms, guests will instantly feel at home in our warm, well furnished, self-catering holiday cottage. Check-in time is after 3PM, Check out is now 10.00AM.
WalkabilityOutdoor spacesWi-Fi

Rievaulx is a delightful one-bedroom cottage with kitchen and lounge.
Rievaulx is a delightful one-bedroom cottage with your own kitchen, lounge, and bathroom. We stand proudly in beautiful Bilsdale, six miles north of Helmsley, in the stunning North Yorkshire Moors National Park. It is surrounded by hills and open countryside which fringe the unique open moors. Traditionally built of Yorkshire stone in the seventies Laskill has its own private spring water supply that runs down from the hillside - definitely worth a sample.
WalkabilityOutdoor spacesParking

Cliff Stud Retreat, Helmsley - Cecil Cottage
Book Direct - 15% saving - Cliff Stud Retreat Cecil cottage is a 3 bed cottage set on a horse stud farm surrounded by 220 acres 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, modern bathroom which has a shower/bath located downstairs. There is also a wood burner and an enclosed garden. The cottage is close to the centre of Helmsley, 5 min drive.
WalkabilityOutdoor spacesBathroom
Popular amenities for Helmsley pet-friendly home rentals
Pet-friendly house rentals

Highfield Annex with off St Parking in Keldholme
Outdoor spacesPetsQuiet

Beautiful, quiet and private historic Coach House
WalkabilityOutdoor spacesQuiet

Home Cottage -North Yorkshire - Dog Friendly
Outdoor spacesPetsTV

Luxury Country Cottage Hot Tub Spa Retreat | York
Outdoor spacesWalkabilityAmenities

North Wing of Langton Hall - Grade 2 listed
PetsOutdoor spacesCleanliness

The Shed, Hovingham, York
PetsOutdoor spacesView

Country Cottage with Steam Railway Views.
WalkabilityOutdoor spacesGetting around

Stationmaster's Cottage
WalkabilityOutdoor spacesKitchen
Pet-friendly home rentals with a pool

The View Broxa - Luxury Lodge - Yorkshire Coast
PetsWalkabilityParking

Cosy 2 bedroom river/coastal retreat. Heated pool.
WalkabilityOutdoor spacesBackyard

Secret of Eden Beach House - Pet friendly WiFi E.V
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3 bedroom cottage with fabulous sea views.
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Willow Cottage: 3 Bed, 3 Bath, Pool, WiFi, dogs
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Ivy Cottage -Award-Winning Complex- The Bay, Filey
WalkabilityOutdoor spacesComfort

Hot Tub Pet Friendly York
Outdoor spacesPetsPool

Meadowside House, The Bay Filey (Sleeps up to 9)
WalkabilityOutdoor spacesBathroom
Private, pet-friendly home rentals

Brook- Luxury, off grid, woodland cabin by stream
WalkabilityPetsValue

The Barn
Outdoor spacesPetsAmenities

Charming farm based cottage with hot tub/sauna
WalkabilityOutdoor spacesDecor

Cosy rural cottage in National Park
WalkabilityPetsLocation

Castlegate Cottage
WalkabilityOutdoor spacesNearby

The Stable, Husthwaite
PetsWalkabilityQuiet

The Cake House
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Lovely cottage for N. York Moors & Steam Trains
PetsOutdoor spacesHiking
Destinations to explore
- Yorkshire Dales National Park
- Yorkshire Coast
- Filey Beach
- Flamingo Land Resort
- Durham Cathedral
- Bempton Cliffs
- Fountains Abbey
- Harewood House
- York Castle Museum
- Bramham Park
- Scarborough Open Air Theatre
- The Piece Hall
- Temple Newsam Park
- York University
- York Minster
- National Railway Museum
- Yorkshire Sculpture Park
- Scarborough Beach
- Teesside University
- The Deep
- Peasholm Park
- Bridlington Spa
- First Direct Arena
- Durham University





