
House holiday rentals in Helmsley
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Top-rated house rentals in Helmsley
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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 Hillside
A cosy cottage nestled in the hills of the North Yorkshire Moors, on the edge of Ampleforth village. An ideal place to go off grid, listen to the wildlife and enjoy the beautiful countryside. York is 20 miles away with countless tourist attractions and less than 10 minutes drive is the pretty market town of Helmsley 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.

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.

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.

Spacious two bedroom country property
Granary Lodge is situated on a quiet lane, yet less than two miles from Thirsk; a busy, attractive market town. It is spacious with a large lounge, kitchen, a double bedroom (ensuite bathroom) and a twin room. Also, a shower room with basin and toilet. Enjoy the use of your private patio seating area with views over the owners garden and pond. A larger garden area and further seating is also available for guest use. Local good pub (15 mins walk). N York Moors National Park: 15 mins drive.

Luxury 3 bedroom house - hot tub & amazing view!
Yoredale House is a stone-built 3 bedroomed detached property with amazing views set in its own grounds with a 5-person hot tub - just outside the beautiful village of Burton Leonard. Furnished to the highest standards with panoramic views towards the North Yorks Moors. Easy access to two National Parks, Fountains Abbey, Herriot country, Ripon, Harrogate, York etc. Two village pubs and shop within walking distance. Great base for walking, cycling and exploring beautiful North Yorkshire.

Snowdrop Cottage
Snowdrop Cottage can be found in the heart of the picturesque village of Welburn which is surrounded by the Howardian Hills, an Area of Outstanding Natural Beauty and within a few minutes of the iconic Castle Howard and 20-minutes from the historic city of York. This luxury, boutique cottage with private hot tub, log burner and four poster king-size bed, is just the perfect getaway for anyone looking to spoil themselves whilst enjoying this beautiful part of the North Yorkshire countryside.

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.

Short stroll to pubs, cafés & shops. Free Parking
Enjoy a clean and comfortable, cosy yet spacious, experience at this peacefully located holiday home. Just a very short stroll from Pickering town centre where you’ll be spoilt for choice with a whole host of shops, cafes, bars, pubs and restaurants. Offering a stylish, comfortable space with all you need. Ideal as a base to enjoy and explore all great North Yorkshire has to offer. Free on street parking or free parking permit for Eastgate car park which is less than 300 meters away.

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.

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.

Rural homely cottage in North York Moors
Cosy cottage located in the North York Moors National Park with gorgeous big skies! A super base for exploring castles, abbeys, villages and the Heritage coast. Spoilt for choice in eateries from great local pubs to Michelin starred restaurants all with a 10 mile radius. Many guests comment on how peaceful and calm their stay has been. My place is good for couples, solo adventurers, families with children and pets (one, well behaved dog only).
Popular amenities for house rentals in Helmsley
House rentals with a pool

The Hideaway with Private Pool and Stunning Views

Unique 4 Bedroom Home with pool and hot tub

West End Farm

Cottage sleeps 5 with indoor swimming pool

The Elliott Suite @ Southfield Barton-UponHumber

Chestnut Cottage, Killerby Old Hall

farm cottage for 2 guests pet welcome

Brand new 2021 ABI WINDERMERE STATIC Cedar 1
Weekly house rentals

Luxury Yorkshire Barn Conversion

Heather Cottage On't Cobbles

The Mill House, spacious barn conversion

Farmhouse

Stylish York Retreat | 2bed | Jacuzzi bath

The Town House

Tawny Nook for 6 to 8 - Riverside Retreat

Close House Cottage spacious and sunny
Private house rentals

Charming 19th Century property

Dunnwell Lodge, North Yorkshire

Stylish spacious country cottage

Stunning 2 Bedroom Stone Cottage, North York Moors

Gorgeous Cottage near York

Luxury townhouse with cottage-like features

Moor Chapel Escape

Luxury country house
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 £133 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 & child-friendly amenities

Wifi availability
10 of Helmsley holiday rentals include wifi 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!
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- Yorkshire Dales National Park
- Robin Hood’s Bay
- yorkshire dales
- Flamingo Land Resort
- First Direct Arena
- Harewood House
- Fountains Abbey
- York Castle Museum
- Durham Cathedral
- National Railway Museum
- Yorkshire Coast
- Royal Armouries Museum
- Scarborough Open Air Theatre
- Temple Newsam Park
- The Piece Hall
- Bempton Cliffs
- York University
- Yorkshire Sculpture Park
- Semer Water
- York Minster
- Scarborough Beach
- The Bowes Museum
- Durham University
- Malham Cove




