
House holiday rentals in Helmsley
Find and book unique houses on Airbnb
Quick stats about house rentals in Helmsley

Total holiday rentals
Explore 10 holiday rentals in Helmsley

Nightly prices starting at
Helmsley holiday rentals start at $307 AUD per night before taxes and fees

Verified guest reviews
Over 530 verified reviews to help you choose

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

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

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

4.9 Average rating
Helmsley stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated house rentals in Helmsley
Guests agree: These houses 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.
LocationFamilyOutdoor spaces

Highfield Annex with off St Parking in Keldholme
Enjoy a tranquil getaway at Heather Annex! Explore the North York Moors by foot; cycle Dalby Forest’s trails or ride the iconic Pickering steam train to Whitby. Visit charming market towns like Helmsley and Kirkbymoorside. Nearby, discover TV's 'Bangers & Cash' or York. Coastal towns, Whitby & Scarborough are less than an hour away. Walk to local pubs and cafes. Return to 1/2 an acre of grounds featuring American Miniature Horses & hens. Or simply unwind on the Patio & have a peaceful stay!
LocationValueAccess

Luxury Country Cottage Hot Tub Spa Retreat | York
Snowdrop Cottage is a luxurious 5★ retreat nestled in the picturesque village of Welburn, surrounded by the breathtaking Howardian Hills, just minutes from the iconic Castle Howard, the city of York and the Yorkshire coastline. An idyllic escape, this beautifully styled boutique cottage features a private garden spa & hot tub, cosy log burner & romantic four-poster king-size bed - the perfect setting for couples, families and dog walkers to relax, reconnect and explore the Yorkshire countryside.
LocationFamilyParking

Gorgeous country cottage, Nawton near Helmsley
A beautifully converted, luxury 3 bedroomed country cottage in a stunning village setting. Stunning Dark Skies of the North Yorkshire National Park AONB and all within easy reach of the the gorgeous East coast towns and beaches. A few minutes drive to the beautiful market town of Helmsley and Malton, with all amenitites, cafes/restaurants. Michelin starred restaurants The Pheasant, The Star, The Black Swan and Restaurant Myse are a few minutes drive away and The Yorkshire Spa Retreat.
LocationValueLaundry

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.
ValueFamilyHiking

The Town House
This family and dog friendly three storey town house in the centre of Kirkbymoorside gives easy access to shops, pubs, the local market and childrens play area, and a 1 minute walk finds you in open fields with public footpaths. Stroll around the outskirts of town or head off on foot to explore the moors, woodlands and villages. The coast, Dalby and Cropton forest, North York Moors National Park, Pickering steam railway, Flamingoland, Malton and the city of York are in easy driving distance.
ValueFamilyQuiet

The Old Post Office pretty village 20min from York
The Old Post Office, providing a lovely 3 bedroom character suite, with private, off road parking and a sunny private courtyard to enjoy outside eating and relaxation.. Situated in the beautiful village of Alne, 10 miles from York and access to Harrogate, the Dales, the North York Moors and the Coast. The Area has just been awarded "one of the Best Places to Live in the UK" by The Sunday Times. Stylish, Egyptian cotton bedding on all beds and providing everything you will want for your stay.
FamilyLocationParking

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.
FamilyLocationQuiet

Home Cottage -North Yorkshire - Dog Friendly
Picture perfect Stone cottage located in the heart of the pretty village of Hovingham, on the edge of the Howardian Hills, an area of outstanding natural beauty. 2 bedrooms and 2 bathrooms. Cosy lounge with log burner and smart tv and of course wifi. A fully equipped Country style kitchen, with dining area and a Utility Room = the perfect dog bedroom!! Enclosed Courtyard garden. Perfect holiday retreat
FamilyLocationQuiet

Beautiful, quiet and private historic Coach House
My place is in the heart of the North York Moors and close to the Yorkshire Heritage Coast. surrounded by stunning views, open countryside and within easy reach of all the attractions of the Yorkshire moors. The property is in an unspoilt, peaceful and idilic location. with private courtyard parking and established gardens
ValueFamilyGetting around

North Wing of Langton Hall - Grade 2 listed
The Grade 2 listed North Wing of Langton Hall is the oldest part of the Estate. The property sleeps 13 comfortably with ample space for relaxing. The property comprises of a large family kitchen with a table dating back to the early 1800's Please note this property is located on a NO SMOKING premises
LocationValueHot tub

31 Bridge Street
This beautiful 18th century cottage sits in the heart of the lovely North Yorkshire market town of Helmsley. Close to a variety of local amenities and things to do, the house comfortably sleeps six people and provides the perfect space for a relaxing, self-catering break.
ValueLocationQuiet
Popular amenities for Helmsley house rentals
House rentals with a pool

Cosy 2 bedroom river/coastal retreat. Heated pool.
FamilyLocationGetting around

The Elliott Suite @ Southfield Barton-UponHumber
FamilyLocationAir conditioning

Salty Kisses, The Bay, Filey
FamilyValueAccuracy

Brand new 2021 ABI WINDERMERE STATIC Cedar 1
ValueFamilyAmenities

The Hideaway with Private Pool Sleeps 2
FamilyValueBathroom

West End Farm
FamilyHospitalityPool

One bedroomed cottage with swimming pool.
LocationFamilyPets

The Stables - Birdforth Hall Holiday Cottages
ValueLocationShared spaces
Weekly house rentals

Spacious two bedroom country property
FamilyLocationQuiet

Country Cottage with Steam Railway Views.
LocationFamilyBiking

Short stroll to pubs, cafés & shops. Free Parking
LocationValueComfort

The Shed, Hovingham, York
LocationFamilyAccuracy

The Sanctuary, Pet friendly
ValueFamilyBathroom

Stationmaster's Cottage
FamilyValueAmenities

Luxury 3 bedroom house - hot tub & amazing view!
FamilyLocationLong stay

Explore North Yorkshire. Large, stylish farmhouse
LocationFamilyCleanliness
Private house rentals

The Mill House, spacious barn conversion
LocationFamilyIndoor spaces

Bulldog Cottage
LocationFamilyHospitality

Wass, 3 bed, Cottage near Ampleforth
LocationFamilyHospitality

Stunning 2 Bedroom Stone Cottage, North York Moors
FamilyLocationNearby

Lovely family home with a beautiful view
LocationFamilyAccess

Tawny Nook for 6 to 8 - Riverside Retreat
ValueLocationRiver

Cosy Stone Cottage Free Private Parking
ValueFamilyIndoor spaces

Vinery Farm - sleeps 10
LocationFamilyCleanliness
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





