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Search Cottages in Helmsley

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

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

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

Beautiful and very spacious 4 bedroom detached cottage in picturesque village

9.8 out of 10, Exceptional, (118)
"We loved our stay at Holly Cottage, the kitchen is fabulously equipped, and house has a welcoming friendly decor. The kitchen and snug is a fabulous place to gather and where we spent a lot of our time. Parking at the property was easy, and plenty of room for our 2 cars - but with a car park just around the corner it would be easy with more vehicles. Lovely base to explore so many interesting places. Local cafe just acroos the road was great for bread and milk supplies. Nothing not to love...
Beautiful and very spacious 4 bedroom detached cottage in picturesque village

Bramwood Cottages

4.0 star property
9.4 out of 10, Exceptional, (11)
"Bramwood cottages are beautiful and located in a fantastic central location, close to everything in the town which we loved. We did book the Tack Room cottage, but on arrival we had been moved to the Coach House without any explanation resulting in us trying to access the Tack Room with the entry code we were given when someone else was staying there, which was quite embarrassing. The cottage itself was beautiful, and had everything you could possibly need, but we found comfort to be lacking....
Bramwood Cottages

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.

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

8 bedroom accommodation in Kildale, near Stokesley

10.0 out of 10, Exceptional, (9)
"The house was amazing. Well stocked with kitchen equipment etc. Beautiful location. Walks every direction. Easy relaxed atmosphere. Highly recommend for a large group. Thank you "
8 bedroom accommodation in Kildale, near Stokesley

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

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

Brecks Farm - Well Cottage - sleeps 2 guests in 1 bedroom

10.0 out of 10, Exceptional, (14)
"Clean, comfortable, convenient, safe. Beautiful and relaxed setting just minutes from remote parking for the bus into York if you're interested. an easy drive to Haxby - which had everything we needed as far a shopping and restaurants. Eggs, milk, bread, butter, juice - all made for a perfect light supper when we arrived after a long day on the road. We were able to do some laundry. Enjoyed bird watching. Just a lovely stay overall and would definitely stay again "
Brecks Farm - Well Cottage - sleeps 2 guests in 1 bedroom

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

3 bedroom accommodation in York

9.2 out of 10, Wonderful, (9)
"We all had a great weekend. The cottage was lovely & had everything that we needed. Its only about 3 miles outside York centre, just a tenner taxi fare away. The owners made sure we were happy & had everything we needed. We would definitely stay again xx"
3 bedroom accommodation in York

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

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

2 bedroom accommodation in Thirsk

2 bedroom accommodation in Thirsk

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

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

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

1 bedroom accommodation in Great Ayton, Yorkshire Moors and Coast

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
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,

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

2.0 star property
9.2 out of 10, Wonderful, (128)
"Lovely, clean cosy pod. Helpful staff, lovely location"
The price is SAR 247
SAR 294 total
includes taxes & fees
22 Dec - 23 Dec
The Little Hide - Grown Up Glamping

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.