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Check prices for these dates

In two weeks
Apr 24 - Apr 26
In two months
Jun 5 - Jun 7
In three months
Jul 3 - Jul 5
In four months
Jul 31 - Aug 2

Our top choices for Helmsley cottages

Cottage | Interior

Ivy Cottage

Ivy Cottage
3.5 star property
York
$463 nightly
The price is $555
Apr 18 - Apr 19
Total with taxes and fees
Ivy Cottage
Exterior

29 Bondgate

29 Bondgate
3.5 star property
York
$559 nightly
The price is $671
Apr 18 - Apr 19
Total with taxes and fees
29 Bondgate
Property grounds

Cliff House

Cliff House
3.5 star property
York
$573 nightly
The price is $687
Apr 24 - Apr 25
Total with taxes and fees
Cliff House
Exterior

Lilac Cottage

Lilac Cottage
3.0 star property
York
$374 nightly
The price is $449
Apr 12 - Apr 13
Total with taxes and fees
Lilac Cottage
Exterior

Willow Cottage 4 bedroom Cosy stopover, dogs welcome

Willow Cottage 4 bedroom Cosy stopover, dogs welcome
Thornton-le-Beans
10.0 out of 10, Exceptional, (5 reviews)
"A most comfortable bungalow in a delightful village. Host kind & welcoming & the bungalow is kept to a good standard. Recommend the Crosby Inn for a meal too. "
United Kingdom
Colin A.
$300 nightly
The price is $300
Apr 9 - Apr 10
Total with taxes and fees
Willow Cottage 4 bedroom Cosy stopover, dogs welcome
Exterior

The Paddock - Sleeping 2 - B & B Yarm double bed en suite /fridge/microwave

The Paddock - Sleeping 2 - B & B Yarm double bed en suite /fridge/microwave
High Leven
8.0 out of 10, Very Good, (14 reviews)
"Clean, well presented "
United Kingdom
Martin E.
$122 nightly
The price is $122
Apr 10 - Apr 11
Total with taxes and fees
The Paddock - Sleeping 2 - B & B Yarm double bed en suite /fridge/microwave
Exterior

The Byre/Paddock - Sleeping 6 lounge/2 singles /double bed/double bed en suite

The Byre/Paddock - Sleeping 6 lounge/2 singles /double bed/double bed en suite
High Leven
7.6 out of 10, Good, (7 reviews)
"Great place, thanks Angie!"
United Kingdom
Harry C.
$282 nightly
The price is $282
Apr 10 - Apr 11
Total with taxes and fees
The Byre/Paddock - Sleeping 6 lounge/2 singles /double bed/double bed en suite
Exterior

Keldholme Cottage 1 - UK10992

Keldholme Cottage 1 - UK10992
Keldholme, near Kirkbymoorside
9.8 out of 10, Exceptional, (8 reviews)
"Very good holiday lovely cottage nice and clean but needs a bit of a refurbishment in some areas."
United States
Anne Arthur
$393 nightly
The price is $393
May 4 - May 5
Total with taxes and fees
Keldholme Cottage 1 - UK10992
Exterior

Stoney Nook Cottage

Stoney Nook Cottage
Guisborough
9.2 out of 10, Wonderful, (5 reviews)
"Beautifully renovated cottage with comfortable bed and modern washroom. Conveniently located for exploring Guisborough and helpful guidebook with suggestions for the kids and adults. The grocery store is a 5-minute block away also. Andy was very helpful and easy to communicate with."
Canada
Shelley & J.
$128 nightly
The price is $128
May 4 - May 5
Total with taxes and fees
Stoney Nook Cottage
Exterior

A charming, three-bedroom cottage nestled in a hidden gem of a village.

A charming, three-bedroom cottage nestled in a hidden gem of a village.
Skinningrove, near Saltburn-by-the-Sea
10.0 out of 10, Exceptional, (1 review)
"We’re repeat visitors to Beachcomber. It’s the best equipped cottage we’ve stayed in. Its setting is unusual: post-industrial landscape in beautiful countryside. If you want something a little different, this is the place for you!"
United States
Ashley
$668 nightly
The price is $668
Apr 16 - Apr 17
Total with taxes and fees
A charming, three-bedroom cottage nestled in a hidden gem of a village.
Exterior

The Hideaway - Quiet cottage, a short walk from the historic centre of York.

The Hideaway - Quiet cottage, a short walk from the historic centre of York.
Layerthorpe
10.0 out of 10, Exceptional, (22 reviews)
"We loved our stay it was clean cozy had everything we needed and the communication was spot on "
United Kingdom
Fiona
$237 nightly
The price is $237
Apr 19 - Apr 20
Total with taxes and fees
The Hideaway - Quiet cottage, a short walk from the historic centre of York.
Exterior

3 bedroom accommodation in Malton

3 bedroom accommodation in Malton
Malton
$461 nightly
The price is $461
Apr 19 - Apr 20
Total with taxes and fees
3 bedroom accommodation in Malton
Exterior

Little Pythorn - UK45253

Little Pythorn - UK45253
Westerdale, near Castleton
9.6 out of 10, Exceptional, (4 reviews)
"Beautiful cottage, equipped to a high standard, very clean and cosy.Lovely surroundings"
United States
Birgit Lyon
$368 nightly
The price is $368
Apr 9 - Apr 10
Total with taxes and fees
Little Pythorn - UK45253
Exterior

Dragonstone Lodge

Dragonstone Lodge
3.0 star property
Northallerton
10.0 out of 10, Exceptional, (1 review)
"We loved this property. The owners obviously have an eye for decor as it is a really stylish place and beautifully finished. We loved how peaceful the property was and the owners had thought of everything . We really appreciated the tea, coffee and milk after a 5 hour drive and the muffins, biscuits and crisps were a lovely touch. All the information you needed was in a folder and we visited lots of the places recommenced in it. It’s a fantastic property and we hope to stay there again."
United Kingdom
Mark
$302 nightly
The price is $363
Apr 12 - Apr 13
Total with taxes and fees
Dragonstone Lodge
Beach

5 bedroom accommodation in Hinderwell, near Staithes

5 bedroom accommodation in Hinderwell, near Staithes
Hinderwell, near Staithes
$729 nightly
The price is $729
Apr 16 - Apr 17
Total with taxes and fees
5 bedroom accommodation in Hinderwell, near Staithes
Exterior

1 bedroom accommodation in Slingsby, near Malton

1 bedroom accommodation in Slingsby, near Malton
Slingsby, near Malton
10.0 out of 10, Exceptional, (6 reviews)
"Homely cottage in a beautiful village- the welcome pack was very useful & the flowers were a lovely touch. Would definitely recommend a stay at Kate's Cottage for a relaxing break."
United States
Christine Blain
$490 nightly
The price is $490
Apr 19 - Apr 20
Total with taxes and fees
1 bedroom accommodation in Slingsby, near Malton
Terrace/patio

2 bedroom accommodation in East Heslerton

2 bedroom accommodation in East Heslerton
East Heslerton
9.8 out of 10, Exceptional, (8 reviews)
"Great stay very clean and modern.Hot tub was great after a day of walking."
United States
Jason Smith
$618 nightly
The price is $618
Apr 20 - Apr 21
Total with taxes and fees
2 bedroom accommodation in East Heslerton
Exterior

COTTAGE SLEEPING 4 HAYSTACK/HAYLOFT NEXT TO FOX COVERT PUB YARM

COTTAGE SLEEPING 4 HAYSTACK/HAYLOFT NEXT TO FOX COVERT PUB YARM
High Leven
10.0 out of 10, Exceptional, (2 reviews)
"It's a quirky place but it was as described and Angie was welcoming and accommodating."
United Kingdom
Simon N.
$282 nightly
The price is $282
Apr 10 - Apr 11
Total with taxes and fees
COTTAGE SLEEPING 4 HAYSTACK/HAYLOFT NEXT TO FOX COVERT PUB YARM
Exterior

2 bedroom accommodation in Ugthorpe, near Whitby

2 bedroom accommodation in Ugthorpe, near Whitby
Ugthorpe, near Whitby
8.8 out of 10, Excellent, (6 reviews)
"Black Bull Cottage was perfect for our trip to Whitby. Only 10 minutes drive out and great value for money. It was very cosy and had everything we could need. The welcome hamper was appreciated with a bottle of wine, breadsticks and cookies. There was parking right outside and next door to a pub that served really nice food. It was a quiet, warm and relaxing place and the bed was very comfortable. I'd recommend for a winter break :-)"
United States
Emma Shaw
$393 nightly
The price is $393
Apr 17 - Apr 18
Total with taxes and fees
2 bedroom accommodation in Ugthorpe, near Whitby
Exterior

Cosy, 2 Bedroom Cottage in Guisborough Town Centre

Cosy, 2 Bedroom Cottage in Guisborough Town Centre
North Yorkshire
10.0 out of 10, Exceptional, (2 reviews)
"It’s well situated and a nice place to stay. "
United States
jane
$118 nightly
The price is $118
Apr 20 - Apr 21
Total with taxes and fees
Cosy, 2 Bedroom Cottage in Guisborough Town Centre
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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Top Helmsley Hotel Reviews

DoubleTree by Hilton York

DoubleTree by Hilton York

10/10 Excellent
"Great room for our family. Clean and spacious. Friendly staff "
Claire 1-night trip
Posted 2 hours ago
DoubleTree by Hilton York

Find out more about Helmsley

Helmsley Cottages information

Number of reviews
91
Accommodation
910 Cottages
Lowest Price
$118
Highest Price
$729