
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 $311 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.

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.

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!

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.

Little Nics barn County Durham
a beautiful home from home perfect for a romantic getaway or come and Relax with the whole family at this peaceful place to stay. With beautiful gardens and village pub we are On the doorstep for lots of local attractions in the County Durham area we can accommodate up to 6 guests comfortably with a double and king size in the upstairs bedrooms and a small double zbed put up in the evening in the downstairs living room with a downstairs shower and toilet also we also offer complementary Netflix

Sunny Bank Snug garden retreat near Hebden Bridge
Relax & reconnect with nature in our beautifully designed hillside garden retreat, nestled within an idyllic woodland location. Easy walking distance to two fabulous pubs. Visit nearby bohemian Hebden Bridge & Bronte Country. Self-contained, eco- friendly & on site parking. Scandi inspired stylish interiors, huge picture windows. Log burner for cosy evenings. An exclusive private romantic cottage garden with seating to enjoy nature & birdsong. Stunning views. A walkers & cyclists' paradise.

The Sanctuary, Pet friendly
Relax with the whole family at this peaceful place to stay. Beautiful village residence but only 4 miles from stunning historic York with easy public transport access. Bring your pet too, they have indoor and outdoor space and wonderful country walks in the local area. Enjoy our sunroom, a cosy space to eat in Summer or Autumn. Our local pub is on the doorstep serving excellent home cooked meals or a take away Sunday lunch. With 2 parking spaces and secure lock up lock up for mountain bikes.

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.

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.

Stunning deluxe space, mezzanine floor, great view
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.

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.

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.

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.
Popular amenities for Helmsley house rentals
House rentals with a pool

Dovecote, Killerby Old Hall

The Hideaway with Private Pool Sleeps 2

Beautiful Dales Cottages with Pool, Hot-tub & Gym

West End Farm

The Elliott Suite @ Southfield Barton-UponHumber

Aubergine Cottage - Pool and Beach Access

Salty Kisses, The Bay, Filey

Brand new 2021 ABI WINDERMERE STATIC Cedar 1
Weekly house rentals

Short stroll to pubs, cafés & shops. Free Parking

Stylish spacious country cottage

Beautiful, quiet and private historic Coach House

Pottergate Lodge Helmsley | Hot Tub | Pets Welcome

Country Manor House - Nr Richmond North Yorkshire

Stunning & spacious in rural setting - sleeps 12

The Salt House Cottage, Pilmoor

Hoot Cottage.
Private house rentals

The Mill House, spacious barn conversion

Foxglove Cottage, Helmsley, North Yorkshire

Lovely family home with a beautiful view

Stunning 2 Bedroom Stone Cottage, North York Moors

The Barn at Noelle's Cottages

The Town House

Tawny Nook for 6 to 8 - Riverside Retreat

Bank House
Destinations to explore
- Yorkshire Dales National Park
- Yorkshire Coast
- Filey Beach
- Flamingo Land Resort
- Durham Cathedral
- Bempton Cliffs
- Harewood House
- Fountains Abbey
- York Castle Museum
- Bramham Park
- Scarborough Open Air Theatre
- The Piece Hall
- York University
- Temple Newsam Park
- National Railway Museum
- York Minster
- Teesside University
- Yorkshire Sculpture Park
- Scarborough Beach
- The Deep
- Peasholm Park
- Bridlington Spa
- First Direct Arena
- Blue Dolphin Holiday Park - Haven





