Search Helmsley Cottage Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jan 30 - Feb 1
In two months
Mar 13 - Mar 15
In three months
Apr 10 - Apr 12
In four months
May 8 - May 10

Our top choices for Helmsley cottages

Exterior

29 Bondgate

29 Bondgate
3.5 star property
York
The price is ￥89,052
￥106,862 total
includes taxes & fees
Jan 27 - Jan 28
29 Bondgate
Cottage | Interior

Ivy Cottage

Ivy Cottage
3.5 star property
York
The price is ￥73,667
￥88,400 total
includes taxes & fees
Jan 19 - Jan 20
Ivy Cottage
Property grounds

Cliff House

Cliff House
3.5 star property
York
The price is ￥91,224
￥109,469 total
includes taxes & fees
Jan 19 - Jan 20
Cliff House
Exterior

Sykes Lodge

Sykes Lodge
3.0 star property
Malton
The price is ￥519,472
￥623,366 total
includes taxes & fees
Jan 23 - Jan 24
Sykes Lodge
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.
The price is ￥15,388
￥18,808 total
includes taxes & fees
Jan 18 - Jan 19
Stoney Nook Cottage
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
The price is ￥15,388
￥18,808 total
includes taxes & fees
Jan 25 - Jan 26
Cosy, 2 Bedroom Cottage in Guisborough Town Centre
Exterior

HAYSTACK COTTAGE SLEEPING 2 NEXT TO FOX COVERT PUB YARM

HAYSTACK COTTAGE SLEEPING 2 NEXT TO FOX COVERT PUB YARM
High Leven
9.0 out of 10, Wonderful, (2 reviews)
"Enjoyed our stay in the homely Haystack Cottage, dogs enjoyed it too (some nice walks nearby). All very comfortable and cosy!"
United Kingdom
Edward M.
The price is ￥15,172
￥18,579 total
includes taxes & fees
Jan 20 - Jan 21
HAYSTACK COTTAGE SLEEPING 2 NEXT TO FOX COVERT PUB YARM
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, (13 reviews)
"Clean, well presented "
United Kingdom
Martin E.
The price is ￥15,971
￥19,378 total
includes taxes & fees
Jan 29 - Jan 30
The Paddock - Sleeping 2 - B & B Yarm double bed en suite /fridge/microwave
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, (4 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.
The price is ￥41,524
￥47,486 total
includes taxes & fees
Jan 29 - Jan 30
Willow Cottage 4 bedroom Cosy stopover, dogs welcome
Exterior

Keldholme Cottage 1 - UK10992

Keldholme Cottage 1 - UK10992
Keldholme, near Kirkbymoorside
9.8 out of 10, Exceptional, (7 reviews)
"Excellent for get away from it all beautiful countryside and walks."
United States
John Kelly
The price is ￥55,578
￥55,578 total
includes taxes & fees
Jan 16 - Jan 17
Keldholme Cottage 1 - UK10992
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)
"Everything was great and we really appreciated the snacks and beverages that were provided. "
United States
John S.
The price is ￥29,812
￥38,330 total
includes taxes & fees
Jan 18 - Jan 19
The Hideaway - Quiet cottage, a short walk from the historic centre of York.
Exterior

4 bedroom accommodation in Goathland

4 bedroom accommodation in Goathland
Goathland
8.0 out of 10, Very Good, (1 review)
"Will definitely go back again my family loved it had a power cut made it more adventurous loved every minute off it neighbours across the way gave us some candles next day didn't use them but people made you welcome"
United States
Fredrick Dobbs
The price is ￥109,026
￥109,026 total
includes taxes & fees
Jan 19 - Jan 20
4 bedroom accommodation in Goathland
Exterior

Hidden Winds Cottage

Hidden Winds Cottage
Guisborough
10.0 out of 10, Exceptional, (1 review)
"A great little place to chill out. Location brilliant for accessing beaches/ harbours and forest walks. Good selection of pubs / takeaways and little cafés. Hot tub a real bonus ! Beds very comfy ....perfect !"
United States
Emma
The price is ￥87,411
￥87,411 total
includes taxes & fees
Jan 30 - Jan 31
Hidden Winds Cottage
Cottage | Exterior

Croft Granary

Croft Granary
2.0 star property
York
10.0 out of 10, Exceptional, (5 reviews)
"We had a really good stay. The cottage is beautiful and equipped with absolutely everything you could ever need. Our son really enjoyed the garden, in particular the Wendy House which was also kitted out with toys, which was a lovely bonus. The village is peaceful but perfect for a nice walk. We would thoroughly recommend the property and would stay again. "
United Kingdom
Leslie
The price is ￥57,015
￥68,418 total
includes taxes & fees
Jan 24 - Jan 25
Croft Granary
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.
The price is ￥39,447
￥45,196 total
includes taxes & fees
Jan 29 - Jan 30
COTTAGE SLEEPING 4 HAYSTACK/HAYLOFT NEXT TO FOX COVERT PUB YARM
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
8.0 out of 10, Very Good, (6 reviews)
"Great place, thanks Angie!"
United Kingdom
Harry C.
The price is ￥39,447
￥43,280 total
includes taxes & fees
Jan 18 - Jan 19
The Byre/Paddock - Sleeping 6 lounge/2 singles /double bed/double bed en suite
Exterior

2 bedroom accommodation in Pickering

2 bedroom accommodation in Pickering
Pickering
9.0 out of 10, Wonderful, (8 reviews)
"Lovely cottage, excellent location, very quiet neighbours."
United States
George Strike
The price is ￥44,881
￥44,881 total
includes taxes & fees
Jan 23 - Jan 24
2 bedroom accommodation in Pickering
Exterior

Keldholme Cottages 2 - UK11488

Keldholme Cottages 2 - UK11488
Keldholme, near Kirkbymoorside
10.0 out of 10, Exceptional, (6 reviews)
"A lovely cottage, very well equipped and in a good location for exploring the North York Moors and the east coast. Lovely garden. Very helpful owners."
United States
Clare Lamkin
The price is ￥46,847
￥46,847 total
includes taxes & fees
Jan 18 - Jan 19
Keldholme Cottages 2 - UK11488
Beach

3 bedroom accommodation in Staithes

3 bedroom accommodation in Staithes
Staithes
9.2 out of 10, Wonderful, (12 reviews)
"The cottage could certainly do with some loving care .. it could be amazing It needs someone to give it a good clean and a fresh lick of paint and clean the garden up Although the bathroom is nice and bedding clean… great Wi-Fi … lots of dvds games But the amount of flys in the living room every time I killed them they reappeared!!"
United States
Gail Hogg
The price is ￥53,448
￥53,448 total
includes taxes & fees
Jan 18 - Jan 19
3 bedroom accommodation in Staithes
Exterior detail

County House Apartment - 27911

County House Apartment - 27911
The Groves
9.6 out of 10, Exceptional, (11 reviews)
"Wow, what an ideal location for a week long visit to York. This place was ideal for us to just walk around and enjoy the sights thr city has to offer. Cannot rate this place any higher and have told everyone how great it was. Would love to return when we come back to York."
United States
R
The price is ￥73,252
￥73,252 total
includes taxes & fees
Jan 29 - Jan 30
County House Apartment - 27911
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Helmsley Hotel Reviews

Moxy York

Moxy York

10/10 Excellent
"Great location, tidy rooms, enjoyable stay"
Angel 2-night trip
Posted 3 days ago
Moxy York

Find out more about Helmsley

Helmsley Cottages information

Number of reviews
47
Accommodation
910 Cottages
Lowest Price
￥18,579
Highest Price
￥623,366