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Compare 724 Cottages in Helmsley with updated reviews, rates, and availability.

Lockton Cottage
Exterior

Lockton Cottage

3.0 star property
10.0 out of 10, Exceptional, (1)
"We had a lovely stay at Lockton Cottage, it was very comfortable and had everything we needed. The welcome goodies were a great touch, and we really appreciated the tea, milk etc..after our long journey. We would definitely stay again."
Lockton Cottage
Family friendly holiday cottage in the beautiful North Yorkshire countryside.
Exterior

Family friendly holiday cottage in the beautiful North Yorkshire countryside.

9.6 out of 10, Exceptional, (50)
"Great stay, property was just as described, extremely clean and comfortable. Host was always helpful and contactable and assisted with a last minute request for a late check out, thanks again 👍"
Family friendly holiday cottage in the beautiful North Yorkshire countryside.
Craven Garth Cottages
Exterior

Craven Garth Cottages

3.0 star property
9.4 out of 10, Exceptional, (41)
"Phenomenal experience from arriving to going home, nothing was to much to ask, the cottage and amenities are amazing, we got engaged here and it was the perfect setting for it."
Craven Garth Cottages
This beautiful and unique barn conversion is nestled in the North York Moors National Park.
Exterior | The Haybarn - Hill Farm Holiday Cottages, Rosedale East, near Pickering

This beautiful and unique barn conversion is nestled in the North York Moors National Park.

This beautiful and unique barn conversion is nestled in the North York Moors National Park.
Cottage With Amazing Views of the North York Moors
Miscellaneous

Cottage With Amazing Views of the North York Moors

3.0 star property
Cottage With Amazing Views of the North York Moors
2 bedroom accommodation in Pickering
Outdoor dining

2 bedroom accommodation in Pickering

9.4 out of 10, Exceptional, (3)
"Nice property, lovely area. Garden & outside front of property could do with a weed to perfect."
2 bedroom accommodation in Pickering
2 bedroom accommodation in Sutton-under-Whitestonecliffe, near Thirsk
Exterior

2 bedroom accommodation in Sutton-under-Whitestonecliffe, near Thirsk

10.0 out of 10, Exceptional, (5)
"Such a wonderful cute cottage in a stunning and very peaceful location with easy access to all amenities. Had a superb time with our friends and wouldn’t hesitate to teturn, thank you 😊"
2 bedroom accommodation in Sutton-under-Whitestonecliffe, near Thirsk
We love the character of the property and the location is spot on for that perfect family holiday.
Exterior detail

We love the character of the property and the location is spot on for that perfect family holiday.

10.0 out of 10, Exceptional, (1)
"This cottage is represented well by the photographs on the website. It had everything we needed for our stay. We are two adults and two children (15, 12) and there was adequate room for us all. There were no issues with parking directly outside the property, we managed to get a space everytime. Helmsley is a lovely place, everyone was very friendly. This cottage was an excellent base for exploring the nearby area."
We love the character of the property and the location is spot on for that perfect family holiday.
2 bedroom accommodation in Amotherby
Terrace/patio

2 bedroom accommodation in Amotherby

10.0 out of 10, Exceptional, (2)
"Amazing and quite simply beautiful "
2 bedroom accommodation in Amotherby
2 bedroom accommodation in Thirsk
Private kitchen

2 bedroom accommodation in Thirsk

2 bedroom accommodation in Thirsk
2 bedroom accommodation in Kildale, near Stokesley
Exterior

2 bedroom accommodation in Kildale, near Stokesley

9.4 out of 10, Exceptional, (8)
"nothing to do with the people who let the place, fabulous place to stay just do not book with your scamming operation, i will never ever use you again.end ov."
2 bedroom accommodation in Kildale, near Stokesley
Dog-friendly 300 yr old cottage with salt water hot/cold tub near Malton
Exterior

Dog-friendly 300 yr old cottage with salt water hot/cold tub near Malton

10.0 out of 10, Exceptional, (2)
"My partner and I (and our dog) stayed at Gemma’s lovely cottage and we couldn’t be happier! Communication was prompt, the cottage was immaculate when we arrived and fully equipped, and the village of Burythorpe was beautiful! Highly recommend popping into the pub across the street as it was lovely. Gemma also provided several great recommendations in the guest book and we are sad that we couldn’t get to everything in our weekend stay! Would definitely come back, thanks Gemma!"
Dog-friendly 300 yr old cottage with salt water hot/cold tub near Malton
1 bedroom accommodation in Osmotherley, near Northallerton
Living area

1 bedroom accommodation in Osmotherley, near Northallerton

9.0 out of 10, Wonderful, (2)
"A"
1 bedroom accommodation in Osmotherley, near Northallerton
1 bedroom accommodation in Great Ayton, Yorkshire Moors and Coast
Living area

1 bedroom accommodation in Great Ayton, Yorkshire Moors and Coast

1 bedroom accommodation in Great Ayton, Yorkshire Moors and Coast
3 bedroom accommodation in Thornton-le-Dale, near Pickering
Living area

3 bedroom accommodation in Thornton-le-Dale, near Pickering

10.0 out of 10, Exceptional, (1)
"Really lovely place, we enjoyed the whole 4 night stay. Great hosts and they have done a fantastic job with Higgledy House!"
3 bedroom accommodation in Thornton-le-Dale, near Pickering
Middlehead Cottages at Cropton Forest
Living area

Middlehead Cottages at Cropton Forest

3.0 star property
10.0 out of 10, Exceptional, (32)
"Our stay here was fantastic. The cottage was clean, spacious, clean, and well equipped. The staff was very attentive, beginning with precise directions to get there and continuing throughout our stay. The hot tub was great and we had a couple clear nights for star gazing. We highly recommended Middlehead Cottages!!"
Middlehead Cottages at Cropton Forest
THE OLD Cart House
BBQ/picnic area

THE OLD Cart House

4.0 star property
10.0 out of 10, Exceptional, (7)
"Excellent accommodation. Hosts went above and beyond for us. Lovely welcome pack on arrival. Lovely homely cottage and beautiful views. Ideal location to visit Dalby Forest, York, Whitby, Scarborough etc. Locals were all so kind and helpful too. Would highly recommend."
THE OLD Cart House
Character Cottage In Amazing Location Of Steam Trains-check NYMR timetable
Front 4th from end

Character Cottage In Amazing Location Of Steam Trains-check NYMR timetable

9.6 out of 10, Exceptional, (40)
"Lovely old fashioned cottage with welcoming hosts. Great location. "
Character Cottage In Amazing Location Of Steam Trains-check NYMR timetable
Luxury couple's country retreat in spectacular location in the North York Moors
The beautiful setting of Postgate Farm. Postgate Nook is in the barn on the left

Luxury couple's country retreat in spectacular location in the North York Moors

10.0 out of 10, Exceptional, (92)
"We arrived late from a very long journey from south east England so we're tired and hungry on our arrival ,Moya and her husband Mark gave us a warm welcome and we're so extremely kind making us a food parcel to make a meal out of to save us venturing out after 8pm when not many shops open or around in the village. The property was exactly how was described and for anyone wanting quiet countryside with rolling hills as a view ,you won't be disappointed. The beauty is you are completely remote...
The price is AED 322
AED 1,284 total
includes taxes & fees
13 Dec - 14 Dec
Luxury couple's country retreat in spectacular location in the North York Moors
The Old Granary - Holiday Cottage
Property entrance

The Old Granary - Holiday Cottage

4.0 star property
9.4 out of 10, Exceptional, (3)
"We really enjoyed our stay here, the property was well equipped with everything you needed for a comfortable stay. I do think the property does need updating a little and it would have been nice if the hot tub had been filled on arrival, the hot tub also needs a cover as unless you like cold feb rain wouldn’t have been enjoyable. "
The Old Granary - Holiday Cottage
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Helmsley

Spacious House 3 ensuite bedrooms, sleeps 6, Centre of Helmsley, Pet friendly,
Feversham Cottages 1 and 2 Stonegarth

Spacious House 3 ensuite bedrooms, sleeps 6, Centre of Helmsley, Pet friendly,

10.0 out of 10, Exceptional, (70)
"This was just perfect! The house was well stocked including the kitchen and the location could not have been better. It was so lovely just to walk through the church yard to the pub for dinner. I would highly recommend and we will def. be back!!"
Spacious House 3 ensuite bedrooms, sleeps 6, Centre of Helmsley, Pet friendly,
The Little Hide - Grown Up Glamping
Exterior

The Little Hide - Grown Up Glamping

2.0 star property
9.2 out of 10, Wonderful, (128)
"Literally 5 mins away from the retail park (shops and food) but you feel like you’re in the middle of nowhere! Really clear and easy to follow instructions to self-check in meant I could arrive at 22:00 and not feel worried! Definitely will be staying again!"
The price is AED 245
AED 292 total
includes taxes & fees
15 Dec - 16 Dec
The Little Hide - Grown Up Glamping
Converted farmstead that sleeps 26; 6 showers, 2 baths;table tennis; sauna; gym.
The Red Barn rear view

Converted farmstead that sleeps 26; 6 showers, 2 baths;table tennis; sauna; gym.

9.8 out of 10, Exceptional, (26)
"The farmhouses were lovely, and our stay there was great. Thank you!!!"
Converted farmstead that sleeps 26; 6 showers, 2 baths;table tennis; sauna; gym.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.