Photo by Ron Jnr

Search Helmsley Cottage Accommodations

Start date: Check-in selected.
To Date
End date: Check-out

    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

Next weekend
17 Oct - 19 Oct
In two weeks
24 Oct - 26 Oct
In one month
7 Nov - 9 Nov
In two months
5 Dec - 7 Dec

Featured Cottages in Helmsley

Ivy Cottage
Cottage | Interior

Ivy Cottage

3.5 star property
The price is AU$805
includes taxes & fees
1 Nov - 2 Nov
Ivy Cottage
29 Bondgate
Exterior

29 Bondgate

3.5 star property
The price is AU$980
includes taxes & fees
28 Oct - 29 Oct
29 Bondgate
Cliff House
Property grounds

Cliff House

3.5 star property
The price is AU$996
includes taxes & fees
20 Oct - 21 Oct
Cliff House
The Old Granary - Holiday Cottage
Terrace/patio

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 price is AU$439
includes taxes & fees
28 Oct - 29 Oct
The Old Granary - Holiday Cottage
Croft Granary
Cottage | Exterior

Croft Granary

2.0 star property
10.0 out of 10, Exceptional, (5)
"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. "
The price is AU$623
includes taxes & fees
17 Oct - 18 Oct
Croft Granary
The Old Dairy
Property grounds

The Old Dairy

3.0 star property
10.0 out of 10, Exceptional, (1)
"Good experience "
The price is AU$811
includes taxes & fees
29 Oct - 30 Oct
The Old Dairy
Sheep Cote Shepherds Hut
Cottage | Interior

Sheep Cote Shepherds Hut

3.0 star property
10.0 out of 10, Exceptional, (1)
"Very beautiful surroundings, the shepherd’s hut is well situated for travelling around the moors. The hut is perfect, very clean and well designed space. It had everything I needed and more "
The price is AU$803
includes taxes & fees
14 Oct - 15 Oct
Sheep Cote Shepherds Hut
5 Church View
Exterior

5 Church View

3.5 star property
10.0 out of 10, Exceptional, (1)
The price is AU$665
includes taxes & fees
21 Oct - 22 Oct
5 Church View
Chapel Cottage
Exterior

Chapel Cottage

2.0 star property
9.4 out of 10, Exceptional, (3)
"The property was beautiful and the owner, David, was very welcoming."
The price is AU$852
includes taxes & fees
27 Oct - 28 Oct
Chapel Cottage
Owl's Nest
Cottage | Front of property

Owl's Nest

3.5 star property
10.0 out of 10, Exceptional, (1)
The price is AU$728
includes taxes & fees
31 Oct - 1 Nov
Owl's Nest
Horseshoe Cottage
Outdoor dining

Horseshoe Cottage

3.0 star property
The price is AU$673
includes taxes & fees
14 Oct - 15 Oct
Horseshoe Cottage
Endeavour Lodge 4
Exterior

Endeavour Lodge 4

3.0 star property
The price is AU$1,296
includes taxes & fees
14 Oct - 15 Oct
Endeavour Lodge 4
Wood Cottage
Cottage | Interior

Wood Cottage

3.5 star property
The price is AU$1,174
includes taxes & fees
14 Oct - 15 Oct
Wood Cottage
Elm Tree Cottage
Fridge, electric kettle, toaster, cookware/dishes/utensils

Elm Tree Cottage

3.0 star property
The price is AU$653
includes taxes & fees
19 Oct - 20 Oct
Elm Tree Cottage
Baysdale Lodge 5
Exterior

Baysdale Lodge 5

3.0 star property
The price is AU$1,296
includes taxes & fees
24 Oct - 25 Oct
Baysdale Lodge 5
The Cosy Caravan
Cottage | Exterior

The Cosy Caravan

3.0 star property
The price is AU$635
includes taxes & fees
14 Oct - 15 Oct
The Cosy Caravan
Ghyll Crest
Property grounds

Ghyll Crest

3.0 star property
The price is AU$3,890
includes taxes & fees
20 Oct - 21 Oct
Ghyll Crest
Lanes Barn
Cottage | Interior

Lanes Barn

2.0 star property
10.0 out of 10, Exceptional, (1)
"Tardis like quality of feeling a lot bigger than it looks from the outside. Very clean and homely. Made to feel very welcome. The animals in the nearby fields are great to watch. The village is tiny noticed two shops, the butchers and a general store but all this added to the feeling of calmness. The accommodation was just far enough away from Whitby but close enough to not be a burden. Unless you’re a serious walker you will need to use the car. The nearest pub, The Board Inn, is a short...
Lanes Barn
The Stables, Crayke Lodge
Cottage | Interior

The Stables, Crayke Lodge

3.5 star property
10.0 out of 10, Exceptional, (1)
The price is AU$586
includes taxes & fees
24 Oct - 25 Oct
The Stables, Crayke Lodge
The Byre
Exterior

The Byre

3.0 star property
The price is AU$540
includes taxes & fees
18 Oct - 19 Oct
The Byre
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

The Feathers Hotel, Helmsley, North Yorkshire

The Feathers Hotel, Helmsley, North Yorkshire

10/10 Excellent
"Great stay in a good location. Breakfast had a limited menu. "
Graham 2-night trip
Posted 3 days ago
The Feathers Hotel, Helmsley, North Yorkshire

Find out more about Helmsley

Helmsley Cottages information

Number of reviews
3
Accommodation
895 Cottages
Lowest Price
AU$439
Highest Price
AU$3,890

Explore a world of travel with Expedia