House holiday rentals in Helmsley

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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.

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Top Guest favourite
Home in Helmsley
4.98 out of 5 average rating, 117 reviews

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.

Top Guest favourite
Home in Keldholme
5.0 out of 5 average rating, 114 reviews

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!

Top Guest favourite
Home in Welburn
4.98 out of 5 average rating, 123 reviews

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.

Top Guest favourite
Home in North Yorkshire
4.98 out of 5 average rating, 228 reviews

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.

Top Guest favourite
Home in Ampleforth
4.96 out of 5 average rating, 141 reviews

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.

Top Guest favourite
Home in Dacre
5.0 out of 5 average rating, 126 reviews

Spinney Cottage, Pateley Bridge

Spinney Cottage is a beautifully restored home located just outside the town of Pateley Bridge in Nidderdale, a short drive from the Yorkshire Dales and Harrogate. Built in 1883 and full of characterful features such as woodburning stove and exposed stone walls, the Cottage is very well equipped with BBQ, firepit, and outdoor seating. Set in 4 acres of gardens and woodland, guests can make the most of our peaceful location. Ideal for walkers, cyclists and those looking for a calming retreat.

Top Guest favourite
Home in North Yorkshire
4.99 out of 5 average rating, 114 reviews

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.

Guest favourite
Home in Sutton-under-Whitestonecliffe
4.92 out of 5 average rating, 116 reviews

Stunning deluxe space, mezzanine floor, wet room.

About this space. Tamworth This is a stunning, stylish cottage with a steel mezzanine platform with a super king size bed. The floor to roof glass front faces West so stunning sunsets are a feature with views out to paddocks with horses and hens. Walk in shower room with door opens to black splash surround and a copper colour rainfall shower and black sink, loo and floor. Striped bamboo flooring throughout. Pitched roof with windows so when lying in bed you can see the stars at night.

Top Guest favourite
Home in Kirkbymoorside
4.9 out of 5 average rating, 474 reviews

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.

Guest favourite
Home in Hovingham
4.91 out of 5 average rating, 279 reviews

The Shed, Hovingham, York

An exquisite quaint barn conversion tucked away in the breathtaking Howardian Hills Area of Outstanding Natural Beauty. Take a look at this exquisite bijou barn conversion tucked away in the Howardian Hills - an Area of Outstanding Natural Beauty. Located 17 miles north of York, this romantic cottage ticks every box in terms of interiors, location and charm. It's the perfect choice for couples looking to escape to the country in style. Dogs are welcome.

Top Guest favourite
Home in Haworth
5.0 out of 5 average rating, 111 reviews

Heather Cottage On't Cobbles

Nestled within the idyllic village of Haworth at the heart of Bronte Country; Our little holiday cottage stands proud at the very top of the historical cobbled street. With exposed original features and rich colour schemes drawn from the picturesque surroundings of the Haworth moors (where Cathy and Heathcliffe ran wild!) guests can expect to be transported to an earlier time whilst still benefiting from the luxury of modern-day amenities.

Guest favourite
Home in Hovingham
4.84 out of 5 average rating, 310 reviews

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

Popular amenities for Helmsley house rentals