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Check prices for these dates

In two weeks
Sep 5 - Sep 7
In two months
Oct 17 - Oct 19
In three months
Nov 14 - Nov 16
In four months
Dec 12 - Dec 14

Cottages in Helmsley

Our top choices for Helmsley cottages

29 Bondgate
Cottage | Private kitchen | Fridge, dishwasher, electric kettle, toaster

29 Bondgate

3.5 star property
$542 nightly
The price is $650
Sep 5 - Sep 6
Total with taxes and fees
29 Bondgate
Ivy Cottage
Cottage | Interior

Ivy Cottage

3.5 star property
$759 nightly
The price is $911
Sep 13 - Sep 14
Total with taxes and fees
Ivy Cottage
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. "
$269 nightly
The price is $323
Aug 31 - Sep 1
Total with taxes and fees
The Old Granary - Holiday Cottage
5 Church View
Cottage | Interior

5 Church View

3.5 star property
10.0 out of 10, Exceptional, (1)
$368 nightly
The price is $441
Aug 27 - Aug 28
Total with taxes and fees
5 Church View
The Stables, Crayke Lodge
Cottage | Interior

The Stables, Crayke Lodge

3.5 star property
10.0 out of 10, Exceptional, (1)
$313 nightly
The price is $375
Aug 25 - Aug 26
Total with taxes and fees
The Stables, Crayke Lodge
Ickle Pickle Cottage
Cottage | Front of property

Ickle Pickle Cottage

3.5 star property
$316 nightly
The price is $379
Aug 26 - Aug 27
Total with taxes and fees
Ickle Pickle Cottage
Small Cottage
Cottage | Interior

Small Cottage

3.0 star property
$322 nightly
The price is $386
Aug 25 - Aug 26
Total with taxes and fees
Small Cottage
Sheep Cote Shepherds Hut
Fridge, electric kettle, toaster, cookware/dishes/utensils

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 "
$444 nightly
The price is $533
Aug 29 - Aug 30
Total with taxes and fees
Sheep Cote Shepherds Hut
Owl's Nest
Cottage | Interior

Owl's Nest

3.5 star property
10.0 out of 10, Exceptional, (1)
$401 nightly
The price is $482
Aug 29 - Aug 30
Total with taxes and fees
Owl's Nest
Croft Granary
Cottage | Outdoor dining

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. "
$345 nightly
The price is $414
Sep 19 - Sep 20
Total with taxes and fees
Croft Granary
Elm Tree Cottage
Fridge, electric kettle, toaster, cookware/dishes/utensils

Elm Tree Cottage

3.0 star property
$361 nightly
The price is $433
Aug 25 - Aug 26
Total with taxes and fees
Elm Tree Cottage
Cosy Cottage
Cottage | Interior

Cosy Cottage

3.0 star property
10.0 out of 10, Exceptional, (1)
"Ideal base for visiting North Yorkshire. Lovely quiet location within easy walking distance to 2 pubs. Plenty of walks nearby. "
$326 nightly
The price is $392
Aug 30 - Aug 31
Total with taxes and fees
Cosy Cottage
Barn Cottage
Cottage | Private kitchen | Fridge, electric kettle, toaster, cookware/dishes/utensils

Barn Cottage

3.5 star property
$331 nightly
The price is $397
Aug 28 - Aug 29
Total with taxes and fees
Barn Cottage
Cornerways, 8 North Lane
Cottage | Interior

Cornerways, 8 North Lane

3.5 star property
$387 nightly
The price is $464
Sep 5 - Sep 6
Total with taxes and fees
Cornerways, 8 North Lane
Hogwarts Cottage
Cottage | Interior

Hogwarts Cottage

3.0 star property
8.0 out of 10, Very Good, (2)
"Only concern was parking.apart from thatvspot on"
$332 nightly
The price is $398
Sep 12 - Sep 13
Total with taxes and fees
Hogwarts Cottage
Ghyll Cottage
Cottage | Interior

Ghyll Cottage

3.5 star property
$326 nightly
The price is $391
Sep 10 - Sep 11
Total with taxes and fees
Ghyll Cottage
The Hayloft
Cottage | Private kitchen | Dishwasher, cookware/dishes/utensils

The Hayloft

3.0 star property
10.0 out of 10, Exceptional, (1)
$369 nightly
The price is $443
Sep 19 - Sep 20
Total with taxes and fees
The Hayloft
Lovey cosy cottage in the perfect setting
Smart TV

Lovey cosy cottage in the perfect setting

$295 nightly
The price is $295
Aug 24 - Aug 25
Total with taxes and fees
Lovey cosy cottage in the perfect setting
Temple Hill View
Fridge, dishwasher, electric kettle, toaster

Temple Hill View

3.0 star property
10.0 out of 10, Exceptional, (1)
"The house was lovely, spacious, clean and well stocked with anything you might need. It is in a tranquil village and has plentiful off-road parking. The garden has an excellent view and is so peaceful to sit in. There is a park 2 minutes down the lane, a football field, and if you continue down the lane, there is a pond and a lovely walk around it. It was perfectly located between all the walking areas I wanted to see and complete. When we arrived there was bread, milk and some treats waiting...
$462 nightly
The price is $554
Sep 6 - Sep 7
Total with taxes and fees
Temple Hill View
Chapel Cottage
Cottage | Outdoor dining

Chapel Cottage

2.0 star property
9.4 out of 10, Exceptional, (3)
"The property was beautiful and the owner, David, was very welcoming."
$565 nightly
The price is $565
Aug 29 - Aug 30
Total with taxes and fees
Chapel Cottage
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

Grantham Arms

Grantham Arms

10/10 Excellent
"We had a fabulous two days at the Grantham Arms, the property was clean, the staff were so friendly, helpful and could not do enough for us, plus the room was lovely. We booked the breakfast and this was amazing, cooked to perfection for us. We will definitely go there again. "
Shirley 2-night trip
Posted 2 days ago
Grantham Arms