
House holiday rentals in Helmsley
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Top-rated house rentals in Helmsley
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Smithy’s Cottage. Delightful York cottage.
Charming York cottage with patio area and parking for 2 cars. Situated in a quiet residential private road with easy access to York centre via the main bus route at the end of the lane, or via a pleasant walk. Close to local pubs, a shop and a cafe. 5 minutes drive from a supermarket and retail park which includes a bowling alley and a cinema. The cottage is fully refurbished with beautifully presented new kitchen, living room, dining room, downstairs toilet, new bathroom and 2 large bedrooms.

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.

Stationmaster's Cottage
A detached Victorian stone cottage in the shadow of Pickering Castle and overlooking North York Moors Railway station, this characterful property with real fire is only 3 minutes walk away from town centre amenities, the castle and a ten minute walk to the start of the Tabular Hills way and gateway to the North York Moors National Park. Free parking is provided in the Platform 3 Car Park diagonally opposite the property 70 yards away (dashboard pass provided). Please note: steep stepped access.

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.

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.

Lovely semi/2xPubs/Open Air/Beach 5 min walk/Pets
Scholes Park by the sea is a beautiful semi detached home which sleeps 5 people minutes from the North bay beach by foot and the Scarborough open air theatre. Situated in a quiet reidential area yet still close to local amenities. With off street parking for several cars. The property has open plan living in a very contemporary style, a wood burner in the lounge making this very cosy. With rear bi-fold doors bringing the outside in. Front and back gardens both sun traps.

Large 4 Bed House in a Quiet Village with Hot Tub
A large detached four bedroom house. It is a new build with large Bi Fold doors to access the private south facing garden with large 7 seat Hot Tub. It has an open plan airy feel with large kitchen , utility room , 4 bedrooms with 2 en suites. It has a large drive and off street parking for up to 4 cars. The house is situated in a small village approx 15 mins by car from Leeds City Centre. PLEASE NOTE : There is an additional Charge of £300.00 for the Hot Tub per stay.

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

West End Farm

Cottage sleeps 5 with indoor swimming pool

The Elliott Suite @ Southfield Barton-UponHumber

Highmoor, Nr Thirsk, North Yorkshire

Chestnut Cottage, Killerby Old Hall

farm cottage for 2 guests pet welcome

Brand new 2021 ABI WINDERMERE STATIC Cedar 1
Weekly house rentals

The Mill House, spacious barn conversion

Heather Cottage On't Cobbles

Stylish, Luxurious, Country House on farm nr Ripon

Beautiful House in Idyllic location .

Farmer’s Cottage, Arthington

5 bedroom House in Saltburn-by-the-Sea

Cosy Stone Cottage Free Private Parking

Historic cottage, close to a castle
Private house rentals

Cosy barn conversion in the Yorkshire countryside

Stylish, self-contained, annex in Far Headingley

Fabulous Fun Family House in Templenewsam, Leeds

To Infinity & Beyond... Stunning 4 bed River View

The Sanctuary, Pet friendly

Little Fox Cottage

Bank House

Gorgeous Cottage near York
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 £105 per night before taxes and fees

Verified guest reviews
Over 550 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
- Flamingo Land Resort
- yorkshire dales
- Harewood House
- Fountains Abbey
- York Castle Museum
- Durham Cathedral
- National Railway Museum
- Royal Armouries Museum
- Yorkshire Coast
- The Piece Hall
- Scarborough Open Air Theatre
- Temple Newsam Park
- Semer Water
- York University
- Saltburn Beach
- Bramham Park
- Bempton Cliffs
- Yorkshire Sculpture Park
- The Bowes Museum
- Malham Cove
- Durham University
- York Minster




