Helmsley Rentals

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818 Houses

CASTLE VIEW, pet friendly, character holiday cottage, with a garden in

Helmsley house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Beautiful house in the perfect English village” Castle View is a very comfortable holiday cottage in the heart of the picturesque village of Yorkshire. The kitchen is narrow, which is a bit inconvenient if you occupy the house with 6 people or more, but in general the house is perfectly equipped and very well maintained. The area around Helmsley is gorgeous : Rievaulx abbey, the North York Moors, the Yorkshire Coast, the city of York are all nearby.

Price per night from

$282

Price per night from

$135

8 POTTERGATE MEWS, terraced, enclosed garden, in Helmsley, Ref 956799

Helmsley house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$244

“Peaceful home from homebut with beautiful views” The cottage is very well maintained and the owners could not have ben more helpful, nothing was too much trouble to make our stay a very happy one.

Price per night from

$107

AUBURN HOUSE, detached, woodburning stove, near Helmsley, ref:943848

Nawton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$256

Price per night from

$289

IVY COTTAGE, end-terrace, WiFi, lawned garden, close to town centre, in

Helmsley house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

Price per night from

$162

THE BRYE, pet-friendly, WiFi, near Thirsk

Scawton cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$121

THE COTTAGE, WiFi, open-plan, near Thirsk

Scawton cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$121

BELLWETHER, WiFi, open-plan, near Helmsley

Nawton yurt

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$111

Cherry Tree House

Helmsley house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$430

Forge Cottage

Helmsley house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$230

Pinfold Cottage

Helmsley house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Price per night from

$509

Cliff House, Helmsley

Helmsley cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$204

Shippon, Beadlam

Nawton cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$150

3 Valley View Lodges, Helmsley

Nawton log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$166

29 Bondgate, Helmsley

Helmsley cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$233

Cygnet Cottage

Helmsley house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Price per night from

$514

The Bothy

Nawton house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$179

Host & Stay | Willow Cottage

Helmsley house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 46 minutes

Price per night from

$130

Riverbank Apartment, Helmsley

Helmsley apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$149

Great rentals within 20 miles that match your search

THE OLD SCHOOL HOUSE, first floor apartment, open plan, enclosed courtyard, in

Hutton le Hole house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

Price per night from

$171

Price per night from

$220

Wheatsheaf Cottage, Moor Monkton, 8 miles from York

York house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 16 minutes

Price per night from

$115

Owl’s Nest delightful character barn conversion

York barn

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$74

Price per night from

$179

Outstanding 18th C. townhouse next to York Minster

Central York townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 31 minutes

Price per night from

$482

2 Precentor's Court, York Minster

York house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

“Charme and style next to York Minster!” Out of five stars I would readily give five and a half to this fantastic place where we (my auntie and I) have spent a couple of wonderful days! We immediately felt at home... I particularly liked the stylish look with its charming mix of antique and modern elements, well chosen, original decoration and those warm and appeasing pastel colours... and the kitchen is almost better equipped than my own back home in France! The beds are so comfortable, we just slept heavenly well in them... but that's not all: the location is simply perfect - very quiet, yet in the very heart of the city - the Minster, the Shambles, shops, museums, restaurants - everything is in walking distance... Speaking of restaurants: if I had to recommend two places, it would be the "Rustique" (28 Castelgate) - very nice French cuisine & friendly service - and for ice cream lovers "licc" (20 Back Swinegate) is a must! All in all a fantastic and unforgettable holiday experience, a big Merci, we'll definitely be back and recommend you to friends and family!

Responds fast! avg. 1 hour 5 minutes

Price per night from

$482

Barn Cottage - Pickering - Gateway to York Moors

Pickering cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 10 minutes

Price per night from

$151

CROFT HEAD COTTAGE, romantic, character holiday cottage, with open fire in

Sinnington house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Wonderful cottage in a great location” The cottage is really well presented and the en suite in the 2nd bedroom was a bonus for our teenage daughter! Everything we wanted to see and do was within an hours drive so the location really worked for us. Would definately recommend this cottage to others. The living, dining, kitchen is compact but has everything you need. I imagine it would be very cosy in winter with the log burner going!

Price per night from

$106

“Character by the bucketload!” A lovely small 'quirky' cottage, with everything you could want. Welcoming but unobtrusive hosts; good location for visiting all the attractions in North/East Yorkshire. Local pub serves good food with a warm welcome. The visiting/moblile fish and chip van in the village is worth a visit.

Price per night from

$103

“wonderful place to stay” very friendly welcome, beautiful setting and very clean throughout. ideal place to stay for all the attractions in north yorkshire. would highly recommend

Price per night from

$136

THE OLD CART HOUSE, pet friendly, character holiday cottage, with a garden in

Church Houses house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

“Homely, well equiped in a fantastic location” The owners had left mugs and everything ready to make a cup of tea on our arrival, and a bottle of wine. This was very much appreciated on a dark December night. It was warm and inviting and had everything we needed. My large family had a fantastic stay, thank you

Price per night from

$206

“A lovely cottage” We found the cottage very comfortable in a lovely village,ideal for exploring the north york moors.

Price per night from

$127

LANES BARN, family friendly, character holiday cottage, with a garden in

Glaisdale house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“well worth it.” The barn conversion was well set out and the location was spot on. It is set in a quiet location act yet only twenty mins from Whitby and other places alike. Overall it was a great place and we will go again.

Price per night from

$136

GROVE COTTAGE, family friendly, country holiday cottage, with hot tub in

Old Malton house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

“Great Week in the Vale of York” Great accomodation, friendly welcome and the hot tube was a big hit with the family. Well appointed and nicely presented self catering cottage. Although the owners house is adjoining there were no issues with privacy - nice rural setting. Laundry facilities provided so great for families. Malton only 7 miles away so easy access to supermarket and local shops. Location's great as it's handy for York, the coast, Dalby Forrest and North Yorkshires Moors - wish we'd had more time to explore as we found that there was just so much to do. Highlights of the week were: hiring mountain bikes in Dalby Forrest, and sightseeing in York Only slight down side was that there was no blind on the velux window in the downstairs (3rd) bedroom. So it was just as well that our son gets up at the crack of dawn anyway. Would thoroughly recommend this cottage as it was also great value for money.

Price per night from

$177

“Wonderful” When we arrived at Wheelhouse, we were immediately met by our hostess who could not have been more helpful. On opening the door to this immaculate cottage, we entered a spacious hallway and with billowing curtains...it was a hot sunny day the 1st week of June, so Sharon had opened the windows and patio doors to let the air circulate for us. It was perfect! a welcome, balloon, bottle of wine and other goodies were left for us. It was The nicest cottage we have stayed in. All 3 bedrooms were big, airy and comfortable. Excellent bathroom and kitchen facilities and the living room room/ kitchen opens up onto a private courtyard with table, chairs and an umbrella for shade. The cottage was beautifully and tastefully decorated, not too fussy with too many ornaments to break! all in all, it was a perfect holiday destination.

Price per night from

$170

ANNEXE, romantic retreat, village centre in Thirsk, Ref 16137

Topcliffe house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$113

Viewing 38 of 818
rentals in Helmsley

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Top Destination reviews

CASTLE VIEW, pet friendly, character holiday cottage, with a garden in
My family and I thoroughly enjoyed our break at Castle View, loc

First class accommodation with everything you could need on hand. The location being just a short walk to town centre was excellent. Entire family thoroughly enjoyed our week in Helmsley. … see more

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