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Our top choices for Helmsley vacation homes

The price is ¥95,709
¥108,216 total
includes taxes & fees
Mar 22 - Mar 23
Beautiful stone cottage in the heart of Helmsley - sleeps 2

Vacation Home in Marton-in-Cleveland

Contemporary eco home with a twist!
The price is ¥22,894
¥29,677 total
includes taxes & fees
Mar 22 - Mar 23
Contemporary eco home with a twist!
10.0 out of 10, Exceptional, (2 reviews)
"Very clean and a good area"
United Kingdom
Marek
The price is ¥17,206
¥22,729 total
includes taxes & fees
Mar 22 - Mar 23
Entire house 🏠. suitable for families and workers.

Vacation Home in Eaglescliffe

Home and Away
The price is ¥22,894
¥26,286 total
includes taxes & fees
Mar 25 - Mar 26
Home and Away

Vacation Home in Stokesley

Host & Stay | Finch House
8.0 out of 10, Very Good, (1 review)
The price is ¥68,257
¥87,335 total
includes taxes & fees
Apr 1 - Apr 2
Host & Stay | Finch House

Vacation Home in Saltburn-by-the-Sea

Host Stay The Lobster Pot
2.0 star property
10.0 out of 10, Exceptional, (2 reviews)
"Great 1 night stay, very friendly host, spotlessly clean. Great location only a few minutes walk to nearest pub. "
United Kingdom
Vicky
The price is ¥21,833
¥28,970 total
includes taxes & fees
Mar 23 - Mar 24
Host Stay The Lobster Pot
8.6 out of 10, Excellent, (9 reviews)
"Everything was perfect.Everything needed for a great stay was all there.15 minutes walk to the centre of the city was lovely too.Will definitely be coming back"
United Kingdom
Glenn S.
The price is ¥16,980
¥26,731 total
includes taxes & fees
Mar 26 - Mar 27
Traditional & Cosy, Entire York Home near the City & River, Free Parking, WiFi

Vacation Home in Staithes

Host & Stay | Harbour Cottage
7.4 out of 10, Good, (3 reviews)
"Newly refurbished to high standard. Being a 3 storey cottage space can be an issue and open plan steep stairs may be a problem for some. Location excellent. Would return."
United Kingdom
Garry C.
The price is ¥17,806
¥28,405 total
includes taxes & fees
Mar 22 - Mar 23
Host & Stay | Harbour Cottage
9.0 out of 10, Wonderful, (2 reviews)
"Enjoyed our stay in this beautifully decorated, comfortable & clean house. Great location for getting into the city centre, ideal for our weekend break in the run-up to Christmas"
United Kingdom
Rachel G.
The price is ¥22,682
¥58,719 total
includes taxes & fees
Mar 22 - Mar 23
The Dodsworth modern 4 bedroom house, sleeps 8

Vacation Home in Stockton-on-Tees

New! 2BR Stephenson House
10.0 out of 10, Exceptional, (1 review)
"The property was very close to Yarm high Street. Perfect for us as 2 adults. Rooms were clean and overall pleased with the property. "
United Kingdom
maggi t.
The price is ¥46,945
¥59,690 total
includes taxes & fees
Apr 3 - Apr 4
New! 2BR Stephenson House
10.0 out of 10, Exceptional, (1 review)
"We loved our stay here and will definitely return. Lots to do in the area, and the property was lovely - clean, well equipped and spacious. Great Ayton was a really good base for us, and the property is really well located with shops and cafes just a short walk away into the village!"
United Kingdom
Paul
The price is ¥21,242
¥41,422 total
includes taxes & fees
Mar 30 - Mar 31
Great Ayton Townhouse Retreat-Sleeps 6-3Bed-2Bath
10.0 out of 10, Exceptional, (2 reviews)
"Good location, host was very responsive, property had everything we needed. Good check-in/out process "
United Kingdom
David R.
The price is ¥16,958
¥20,350 total
includes taxes & fees
Apr 5 - Apr 6
2 Bedroom House with Garden next to the River Tees
10.0 out of 10, Exceptional, (2 reviews)
"The very best thing about this home is the location - it was so close to everything. We could walk everywhere we wanted to go. We loved sitting in the little courtyard. The owner left excellent instructions on how to operate the windows, etc. Would prefer to communicate directly with the owner, but Pass the Keys did a good job of responding."
United States
Helen G.
The price is ¥35,056
¥54,811 total
includes taxes & fees
Mar 22 - Mar 23
Cosy York Home with Parking - Pass the Keys
10.0 out of 10, Exceptional, (1 review)
"Absolutely brulliant property.. a home away from home"
United Kingdom
John
The price is ¥21,985
¥37,428 total
includes taxes & fees
Mar 22 - Mar 23
Free parking, 15 mins walk to Railway Museum and 30 mins walk to train station.

Vacation Home in Clifton

Vas's York House
2.0 star property
8.0 out of 10, Very Good, (2 reviews)
"Clean room and bathroom, lovely and welcoming host"
United Kingdom
Breece
The price is ¥10,621
¥12,745 total
includes taxes & fees
Mar 24 - Mar 25
Vas's York House

Vacation Home in Lingdale

The Bungalow, Lingdale
4.0 out of 10, (1 review)
"Does the job if you just need a place to sleep in the area but it needs some TLC and the garden is over grown, not sure if the heating is working. I'd hace still rated it as average as lomg as your not taking the family on holiday but communication feom the host was dreadful. I shluld have tp asl a half dozen times for access info, its not necessary and it adds to the stress. No one wants to make a three hour drive without knowing they will be able to get in when they get there "
United Kingdom
Michael
The price is ¥21,198
¥24,590 total
includes taxes & fees
Mar 26 - Mar 27
The Bungalow, Lingdale

Vacation Home in Great Ayton

The Great Ayton Hideaway
8.0 out of 10, Very Good, (1 review)
"Did what it said on the tin"
United Kingdom
Nick L.
The Great Ayton Hideaway

Vacation Home in Saltburn-by-the-Sea

Host & Stay | The Lobster Pot
10.0 out of 10, Exceptional, (1 review)
"Lovely location. Convenient for parking and travelling by bus. "
United States
Jessica J.
The price is ¥16,534
¥22,893 total
includes taxes & fees
Mar 23 - Mar 24
Host & Stay | The Lobster Pot
10.0 out of 10, Exceptional, (42 reviews)
"The property was excellent, beautiful throughout. We enjoyed our stay and the hosts were very welcoming and friendly. We would highly recommend "
United Kingdom
Catherine C.
The price is ¥25,862
¥79,493 total
includes taxes & fees
Mar 24 - Mar 25
Luxury retreat for 2 couples/ family in spectacular location in North York Moors
The price is ¥25,438
¥35,189 total
includes taxes & fees
Mar 26 - Mar 27
Beautifully Refurbished Terrace – Just a 15-Minute Riverside Walk into York
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

Find out more about Helmsley

Helmsley Vacation Homes information

Number of reviews
68
Accommodation
249 Vacation Homes
Lowest Price
¥12,745
Highest Price
¥108,216