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 $255 AUD per night before taxes and fees

  • Verified guest reviews

    Over 480 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 Welburn
4.97 out of 5 average rating, 107 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
The cottage exterior features natural stone walls with a rustic charm. A red-tiled roof complements the warm tones of the facade. A spacious patio area includes wicker seating and a small table, ideal for outdoor relaxation. Nearby, greenery and trees provide a peaceful setting.
Home in Keldholme
5 out of 5 average rating, 105 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
A living area is depicted featuring a plush red sofa adorned with floral cushions. A rustic wooden coffee table centers the room, while a potted plant adds a touch of greenery. Light streams in through a large window, with a staircase visible in the background.
Home in Helmsley
4.98 out of 5 average rating, 113 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 North Yorkshire
4.98 out of 5 average rating, 212 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
The exterior of the cottage showcases a restored stone façade, with large windows allowing natural light to fill the interior. A gravel patio area is surrounded by planters, with a bench positioned nearby, providing a welcoming entry point to the home.
Home in Dacre
5 out of 5 average rating, 112 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
The exterior of a charming stone cottage is displayed, featuring a distinctive red pitched roof. Flower pots with blooming plants adorn the entrance. A well-maintained gravel pathway leads to the door, surrounded by lush greenery and shrubbery.
Home in Ampleforth
4.96 out of 5 average rating, 128 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 Wilberfoss
5 out of 5 average rating, 131 reviews

The Nest with Luxury Hot Tub

We are proud to list our second property, 'The Nest’. A brick built detached cottage with rustic modern farmhouse design a comfortable home from home experience, ideal for romantic getaways. Our luxury accommodation features cosy open plan lounge/dining area with feature brick walls with French doors leading to a private walled patio area with luxury state of the art 6-seater hot tub for your sole use, fully fitted kitchen, luxurious bathroom, elegant, panelled bedroom with king sized bed.

Guest favourite
A spacious living area features exposed wooden beams and a light-colored sectional sofa. The open layout connects to a kitchen area, with large windows allowing natural light to fill the room. A circular coffee table is positioned in front of the sofa, offering a cozy gathering space.
Home in Colne
4.93 out of 5 average rating, 226 reviews

Ski lodge style chalet with hot tub & sauna

Welcome to our one-bedroom ski lodge style chalet nestled in the picturesque Pendle countryside of Lancashire! This charming retreat offers a perfect blend of rustic charm and modern amenities, promising a memorable getaway for couples or solo travelers. Step inside and be greeted by the warm ambiance of the open fire, ideal for snuggling up after a day of outdoor adventures. For ultimate relaxation, indulge in the sauna or unwind in the bubbling hot tub under the starry night sky.

Guest favourite
A bright bedroom features a spacious bed with soft bedding, complemented by a decorative chest of drawers. Natural light floods the room, highlighting the neutral decor. A doorway leads to an en-suite bathroom, and a comfortable seating area is visible in the background.
Home in Kirkbymoorside
4.9 out of 5 average rating, 462 reviews

Oakforge Cottage, a spacious home from home.

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.

Superhost
Home in York
4.87 out of 5 average rating, 288 reviews

The Olive & The Ember at No.4 | Warmth Meets Calm

🌿 The Olive & The Ember at No.4🔥 | Warmth Meets Calm A serene two-bedroom property in a beautifully converted warehouse near York city centre. This stylish home blends warm tones, natural textures, and high-quality finishes for a calm, luxurious feel. Relax in the open-plan living area or unwind in the semiprivate-courtyard garden beneath the fairy lights by the fire pit. Private parking. A 15–20 minute scenic walk via the cycle path to the edge of York city centre.

Top Guest favourite
A spacious living area features a cozy leather sectional sofa arranged around a wooden coffee table. Natural light enters through a large window, highlighting wooden flooring and rustic beams. Shelves with minimal decor complement the inviting atmosphere of the space.
Home in Burley in Wharfedale
4.96 out of 5 average rating, 142 reviews

Cosy stone cottage close to Yorkshire hotspots

Why not stay in a cosy Yorkshire stone, 3 bedroom stone cottage located in the heart of Burley-in-Wharfedale? This quaint terraced house has lots of character with open beams, open stone walls and 2 large open fireplaces and an outdoor courtyard to enjoy in the sun. It’s got great connections too! Just a short walk to the local train station taking you directly to Leeds or Bradford, or by car to surrounding towns of Ilkley, Otley, Malham Cove or Harrogate.

Guest favourite
A charming stone barn features a warm terracotta roof and large windows allowing natural light to enter. The outdoor space includes a small metal table with two chairs, set on the green lawn, ideal for enjoying a pleasant morning or afternoon.
Home in Hovingham
4.91 out of 5 average rating, 264 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.

Popular amenities for Helmsley house rentals

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  3. England
  4. North Yorkshire
  5. Helmsley
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