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Compare 717 Cottages in Helmsley with updated reviews, rates, and availability.

Lockton Cottage
Exterior
Lockton Cottage
3.5 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
Living area
Middlehead Cottages at Cropton Forest
3.0 star property
10.0 out of 10, Exceptional, (24)
"Lovely setup with everything you could need for longer stays. Tricky to find with Google though. A real plus was being able to see the stars, which was incredible, from the hot tub. Thank you."
Middlehead Cottages at Cropton Forest
Peaceful & Cosy One Bedroom Cottage For Two People In Malton/Pickering Area
The charming "Old Coach House"
Peaceful & Cosy One Bedroom Cottage For Two People In Malton/Pickering Area
9.8 out of 10, Exceptional, (74)
"Cottage very comfortable and well furnished. Plently of plug points for chargers, hairdryers, etc. Hosts, Pam and Richard, were very friendly and helpful. Ideal position for visiting York, walking in the Wolds or visiting the coast."
Peaceful & Cosy One Bedroom Cottage For Two People In Malton/Pickering Area
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This beautiful and unique barn conversion is nestled in the North York Moors National Park.
Living area
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.
Church House Farm
Exterior
Church House Farm
4.0 star property
10.0 out of 10, Exceptional, (87)
"Rachael and Rory were perfect hosts and were always there to assist us. The icing on the cake was a delicious Yorkshire Brack cake waiting for us on our arrival and to top it all Rachael made us a cake half way through our visit. The accommodation was excellent. Car parking right outside the front door."
Church House Farm
Cottage With Amazing Views of the North York Moors
Cottage With Amazing Views of the North York Moors
3.0 star property
Cottage With Amazing Views of the North York Moors
This characterful cottage lies in the town of Pickering in the beautiful North York Moors National P
Outdoor dining
This characterful cottage lies in the town of Pickering in the beautiful North York Moors National P
9.0 out of 10, Wonderful, (2)
"This was our second stay here for the three of us plus dog. Located near the castle and overlooking the railway, it’s ideally placed. Town is a two minute walk and, although parking is a street away, there was always free spaces. You’ll need reversing skills to get to the property to unload, as the house is on a narrow one way road, with no parking. The property is ideal for four, with two bathrooms and a decent sized kitchen/dining/living area. Happy to say, we’ll look for the property the next...
This characterful cottage lies in the town of Pickering in the beautiful North York Moors National P
Abbotts Close Cottage is situated just a stone’s throw from the North York Moors National Park with
Exterior
Abbotts Close Cottage is situated just a stone’s throw from the North York Moors National Park with
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 😊"
Abbotts Close Cottage is situated just a stone’s throw from the North York Moors National Park with
Perfect for those seeking entertain while having a great base, this cottage offers nearby York with
Property grounds
Perfect for those seeking entertain while having a great base, this cottage offers nearby York with
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"
Perfect for those seeking entertain while having a great base, this cottage offers nearby York with
We love the character of the property and the location is spot on for that perfect family holiday.
Exterior
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.
Nestled in the heart of Pickering, a town steeped in old-world charm and tranquillity, Forget-Me-Not
Living area
Nestled in the heart of Pickering, a town steeped in old-world charm and tranquillity, Forget-Me-Not
Nestled in the heart of Pickering, a town steeped in old-world charm and tranquillity, Forget-Me-Not
2 bedroom accommodation in Thirsk
Private kitchen
2 bedroom accommodation in Thirsk
2 bedroom accommodation in Thirsk
Pretty Yorkshire Stone Cottage Harome
Exterior
Pretty Yorkshire Stone Cottage Harome
Pretty Yorkshire Stone Cottage Harome
Grade II Listed cottage - wood fired hot tub, opposite award winning village pub
Exterior
Grade II Listed cottage - wood fired hot tub, opposite award winning village pub
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!"
Grade II Listed cottage - wood fired hot tub, opposite award winning village pub
A ground and first floor apartment close to the market town of Northallerton, in a great position fo
Interior
A ground and first floor apartment close to the market town of Northallerton, in a great position fo
9.0 out of 10, Wonderful, (2)
"A"
A ground and first floor apartment close to the market town of Northallerton, in a great position fo
Secret View Cottage is a stylish cottage near Castle Howard and is the perfect getaway to enjoy this
Living area
Secret View Cottage is a stylish cottage near Castle Howard and is the perfect getaway to enjoy this
Secret View Cottage is a stylish cottage near Castle Howard and is the perfect getaway to enjoy this
Designed ’just for two’,’ The Love Dome is perfect for couples seeking a luxurious romantic getaway
Living area
Designed ’just for two’,’ The Love Dome is perfect for couples seeking a luxurious romantic getaway
Designed ’just for two’,’ The Love Dome is perfect for couples seeking a luxurious romantic getaway
Nestled in the picturesque village of Thornton-le-Dale and within the stunning North York Moors Nati
Living area
Nestled in the picturesque village of Thornton-le-Dale and within the stunning North York Moors Nati
Nestled in the picturesque village of Thornton-le-Dale and within the stunning North York Moors Nati
THE OLD Cart House
BBQ/picnic area
THE OLD Cart House
4.0 star property
10.0 out of 10, Exceptional, (7)
"Comfortable bed hosts we lovley"
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, (38)
"Property is in a lovely location, lots of scenic walks and close to Whitby for a day at the coast. Cottage is well maintained with everything supplied to make it home from home !!"
Character Cottage In Amazing Location Of Steam Trains-check NYMR timetable
Don't see what you're looking for?
See all available properties in Helmsley
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.

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, (63)
"Brilliant location and a lovely clean and bright property. We had a great stay. Thanks!"
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
9.4 out of 10, Exceptional, (117)
"Really enjoyed our stay, very cozy and peaceful in nature. A lovely getaway."
The price is SAR 285
SAR 340 total
includes taxes & fees
16 Jum. II - 17 Jum. II
The Little Hide - Grown Up Glamping
Middlehead Cottages at Cropton Forest
Living area
Middlehead Cottages at Cropton Forest
3.0 star property
10.0 out of 10, Exceptional, (24)
"Lovely setup with everything you could need for longer stays. Tricky to find with Google though. A real plus was being able to see the stars, which was incredible, from the hot tub. Thank you."
Middlehead Cottages at Cropton Forest
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.

Recent reviews of Helmsley hotels
Expedia verified reviews

The Old Lodge

The Old Lodge

5/5 Excellent
"A very pleasant experience. Very welcoming and the breakfast is great. "
A verified traveler stayed at The Old Lodge
Posted 3 days ago
The Old Lodge