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Our top choices for Helmsley vacation homes

Beautiful stone cottage in the heart of Helmsley - sleeps 2

Beautiful stone cottage in the heart of Helmsley - sleeps 2
Helmsley
The price is ¥107,057
¥122,351 total
includes taxes & fees
Jan 28 - Jan 29
Beautiful stone cottage in the heart of Helmsley - sleeps 2

Vas's York House

Vas's York House
2.0 star property
Clifton
8.0 out of 10, Very Good, (2 reviews)
"Clean room and bathroom, lovely and welcoming host"
United Kingdom
Breece
The price is ¥8,851
¥10,621 total
includes taxes & fees
Jan 27 - Jan 28
Vas's York House

Entire house 🏠. suitable for families and workers.

Entire house 🏠. suitable for families and workers.
Middlesbrough
10.0 out of 10, Exceptional, (2 reviews)
"Very clean and a good area"
United Kingdom
Marek
The price is ¥16,632
¥24,279 total
includes taxes & fees
Jan 28 - Jan 29
Entire house 🏠. suitable for families and workers.

Host Stay The Lobster Pot

Host Stay The Lobster Pot
2.0 star property
Saltburn-by-the-Sea
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 ¥17,232
¥23,859 total
includes taxes & fees
Jan 27 - Jan 28
Host Stay The Lobster Pot

Free parking, 15 mins walk to Railway Museum and 30 mins walk to train station.

Free parking, 15 mins walk to Railway Museum and 30 mins walk to train station.
Holgate
10.0 out of 10, Exceptional, (1 review)
"Absolutely brulliant property.. a home away from home"
United Kingdom
John
The price is ¥22,304
¥36,961 total
includes taxes & fees
Feb 2 - Feb 3
Free parking, 15 mins walk to Railway Museum and 30 mins walk to train station.

2 Bedroom House with Garden next to the River Tees

2 Bedroom House with Garden next to the River Tees
Stockton on Tees
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 ¥15,294
¥18,693 total
includes taxes & fees
Feb 8 - Feb 9
2 Bedroom House with Garden next to the River Tees

Traditional & Cosy, Entire York Home near the City & River, Free Parking, WiFi

Traditional & Cosy, Entire York Home near the City & River, Free Parking, WiFi
Holgate
8.4 out of 10, Very Good, (8 reviews)
"A great location for a weekend away in York. The property was spotless when we arrived and great communication from the owner. 25 minutes to walk into the centre of York, via the river path and free in street parking was a real bonus."
United Kingdom
Ian
The price is ¥17,014
¥26,785 total
includes taxes & fees
Jan 27 - Jan 28
Traditional & Cosy, Entire York Home near the City & River, Free Parking, WiFi

Host & Stay | Harbour Cottage

Host & Stay | Harbour Cottage
Staithes
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 ¥17,843
¥28,464 total
includes taxes & fees
Jan 27 - Jan 28
Host & Stay | Harbour Cottage

The Great Ayton Hideaway

The Great Ayton Hideaway
Great Ayton
8.0 out of 10, Very Good, (1 review)
"Did what it said on the tin"
United Kingdom
Nick L.
The price is ¥10,621
¥23,366 total
includes taxes & fees
Jan 28 - Jan 29
The Great Ayton Hideaway

Home and Away

Home and Away
Eaglescliffe
The price is ¥22,941
¥26,340 total
includes taxes & fees
Jan 27 - Jan 28
Home and Away

Key worker short term accommodation - South View Billingham

Key worker short term accommodation - South View Billingham
Stockton-on-Tees
The price is ¥18,055
¥30,269 total
includes taxes & fees
Jan 27 - Jan 28
Key worker short term accommodation - South View Billingham

The Burton York 3 bedroom House sleeps 6

The Burton York 3 bedroom House sleeps 6
Clifton
10.0 out of 10, Exceptional, (1 review)
"Very comfortable."
United States
Evan
The price is ¥30,375
¥64,361 total
includes taxes & fees
Feb 25 - Feb 26
The Burton York 3 bedroom House sleeps 6

Luxury retreat for 2 couples/ family in spectacular location in North York Moors

Luxury retreat for 2 couples/ family in spectacular location in North York Moors
Glaisdale
10.0 out of 10, Exceptional, (42 reviews)
"Loved the location and the property was lovely. We would return again!"
United States
Cynthia T.
The price is ¥25,915
¥78,381 total
includes taxes & fees
Feb 16 - Feb 17
Luxury retreat for 2 couples/ family in spectacular location in North York Moors

Lockwood Cottage, Close to Monk Bar, sleeps 4

Lockwood Cottage, Close to Monk Bar, sleeps 4
The Groves
10.0 out of 10, Exceptional, (1 review)
"Perfect! Great place, clean and comfortable. Excellent location. Would highly recommend!"
United Kingdom
Sophie W.
The price is ¥29,526
¥57,140 total
includes taxes & fees
Feb 1 - Feb 2
Lockwood Cottage, Close to Monk Bar, sleeps 4

Contemporary eco home with a twist!

Contemporary eco home with a twist!
Marton-in-Cleveland
The price is ¥22,941
¥29,526 total
includes taxes & fees
Jan 29 - Jan 30
Contemporary eco home with a twist!

Modern home in heart of Middlesbrough Town

Modern home in heart of Middlesbrough Town
Middlesbrough
The price is ¥21,241
¥24,640 total
includes taxes & fees
Jan 27 - Jan 28
Modern home in heart of Middlesbrough Town

Manor Cottage

Manor Cottage
4.0 star property
Pickering
The price is ¥80,165
¥96,198 total
includes taxes & fees
Feb 1 - Feb 2
Manor Cottage

Beautifully Refurbished Terrace – Just a 15-Minute Riverside Walk into York

Beautifully Refurbished Terrace – Just a 15-Minute Riverside Walk into York
Holgate
The price is ¥20,817
¥31,225 total
includes taxes & fees
Jan 27 - Jan 28
Beautifully Refurbished Terrace – Just a 15-Minute Riverside Walk into York

The Dodsworth modern 4 bedroom house, sleeps 8

The Dodsworth modern 4 bedroom house, sleeps 8
York
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 ¥32,287
¥68,398 total
includes taxes & fees
Feb 12 - Feb 13
The Dodsworth modern 4 bedroom house, sleeps 8

Nellie's Retreat - Luxury 3-Bed Pet Friendly Home in Guisborough

Nellie's Retreat - Luxury 3-Bed Pet Friendly Home in Guisborough
Guisborough
The price is ¥15,931
¥36,110 total
includes taxes & fees
Jan 28 - Jan 29
Nellie's Retreat - Luxury 3-Bed Pet Friendly Home in Guisborough
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

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Helmsley Vacation Homes information

Number of reviews
59
Accommodation
249 Vacation Homes
Lowest Price
¥10,621
Highest Price
¥96,198