
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.

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.

Treetops Cottage @ Treetops Hideouts
Treetops Cottage is a luxury country retreat just one mile from bustling Richmond nestled in a private, stunning setting. The newly refurbished property boasts exceptional far reaching views across the rolling countryside and the south facing patio is a fantastic space to watch the wild deer that come up from Sandy Beck. Ideally located alongside Brokes giving direct access to the beautiful surrounding countryside, the property offers luxury living with great days out on your doorstep.

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).

Lovely cottage with sunny garden sleeps 6
A lovely cottage with a large oak floored living area with 360 degree turning log burner with double sets bi fold oak doors to an enclosed patio with seating, bbq and fire pit and grassed enclosed garden. There is another log burner in the snug sitting room. Bedroom 3 has an en-suite and bedrooms 1 and 2 share a bathroom with a walk in shower. Parking for 2 cars - self check in.
Popular amenities for house rentals in Helmsley
House rentals with a pool

West End Farm

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

Luxury Manor House | Private Swim Spa | Sleeps 12

Mill House - Birdforth Hall Holiday Cottages
Weekly house rentals

Stylish retreat in Malton

Stunning 2 Bedroom Stone Cottage, North York Moors

The Town House

Tawny Nook for 6 to 8 - Riverside Retreat

Historic cottage, close to a castle

Close House Cottage spacious and sunny

Moor Chapel Escape

Spinney Cottage, Pateley Bridge
Private house rentals

Parr Cottage @ Snape Castle Mews

Hall Cottage at Noelle's Cottages

Lovely family home with a beautiful view

Snowdrop Cottage

Bank House

Gorgeous Cottage near York

Hillside Cottage holiday house

Quiet Paradise Retreat for 4- near York and Whitby
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 $179 SGD 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
- yorkshire dales
- Flamingo Land Resort
- Harewood House
- Fountains Abbey
- York Castle Museum
- Durham Cathedral
- Yorkshire Coast
- National Railway Museum
- Royal Armouries Museum
- The Piece Hall
- Scarborough Open Air Theatre
- Temple Newsam Park
- Semer Water
- York University
- Bramham Park
- Durham University
- Saltburn Beach
- Bempton Cliffs
- Malham Cove
- Yorkshire Sculpture Park
- The Bowes Museum
- Scarborough Beach




