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Vacation Homes in Helmsley

Spacious House 3 ensuite bedrooms, sleeps 6, Centre of Helmsley, Pet friendly,

10.0 out of 10, Exceptional, (74)
"We loved the house, clean, spacious and well equipped. Also loved the location, Helmsley is a lovely town and there are many attractions nearby."
Spacious House 3 ensuite bedrooms, sleeps 6, Centre of Helmsley, Pet friendly,

Host Stay Park View

2.0 star property
8.0 out of 10, Very Good, (3)
"Excellent in every way possible. Clean warm and beautiful "
Host Stay Park View

Host & Stay | Lavender Cottage

10.0 out of 10, Exceptional, (2)
"My husband, toddler, and greyhound stayed for three nights in this lovely cottage. It was quiet and cozy, with all the amenities we needed. The location was perfect for accessing the train station and pub. Our dog was also very comfortable—the house did not smell of pets. It had been cleaned very well. "
Host & Stay | Lavender Cottage

Host & Stay | Rose Cottage

9.6 out of 10, Exceptional, (4)
"Very enjoyable stay in a surprisingly roomy terraced property. Quiet location yet very close to centre of Stokesley. High standard of cleaning and equipment. Our only issues were directions to the property, key in the wrong place and a microwave problem. We believe all of these points are being addressed."
Host & Stay | Rose Cottage

Host Stay Grange Cottage

2.0 star property
Host Stay Grange Cottage

18 Horner Street York

3.0 star property
9.2 out of 10, Wonderful, (9)
"her and dryer, the coffee machine was definitely a wonderful bonus in the morning. Would definitely stay again "
18 Horner Street York

Converted farmstead that sleeps 26; 6 showers, 2 baths;table tennis; sauna; gym.

9.8 out of 10, Exceptional, (29)
"We had a fantastic time at this property! The owners were incredibly helpful and the facilities and location were superb. Would highly recommend for a large group looking for a fun country escape!"
Converted farmstead that sleeps 26; 6 showers, 2 baths;table tennis; sauna; gym.

Dorm cottage for walkers/cyclists in North York Moors close to Whitby & coast

10.0 out of 10, Exceptional, (8)
"We enjoyed a lot our stay in this "
Dorm cottage for walkers/cyclists in North York Moors close to Whitby & coast

Host Stay Finch House

2.0 star property
The price is SAR 2,027
SAR 2,502 total
includes taxes & fees
7 Sep - 8 Sep
Host Stay Finch House

The Burton York 3 bedroom House sleeps 6

10.0 out of 10, Exceptional, (1)
"Very comfortable."
The price is SAR 684
SAR 1,495 total
includes taxes & fees
7 Sep - 8 Sep
The Burton York 3 bedroom House sleeps 6

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

10.0 out of 10, Exceptional, (39)
"Lively spacious and quiet country property. Walks right from front door. Fully equipped. "
The price is SAR 861
SAR 2,138 total
includes taxes & fees
11 Sep - 12 Sep
Luxury retreat for 2 couples/ family in spectacular location in North York Moors

🌾Luxury Barn Escape with Sauna & Cold Plunge | Sleeps 8 | Near York 🧖‍♀️🦙🌳

10.0 out of 10, Exceptional, (118)
"Fantastic stay"
🌾Luxury Barn Escape with Sauna & Cold Plunge | Sleeps 8 | Near York 🧖‍♀️🦙🌳

Cosy but spacious, historic cottage on The Red House Estate

Cosy but spacious, historic cottage on The Red House Estate

***COSY COTTAGE, with shared, seasonal pool, 4 mile walk along the river to York

10.0 out of 10, Exceptional, (11)
"Thank you for a wonderful getaway. We so enjoyed the serenity of the location and it was so cosy "
***COSY COTTAGE, with shared, seasonal pool, 4 mile walk along the river to York

Spacious period property on historic, private estate with seasonal, outdoor pool

10.0 out of 10, Exceptional, (54)
"10 members from 2 families had a wonderful half term break . The accommodation was very spacious as was the outside area with a heated swimming pool ,tennis court and croquet lawn and garden area .It was the perfect place to explore the surrounding area and then come back for us all to play tennis or have a swim . We were all able to relax helped by the lovely gardens . Thank you ."
Spacious period property on historic, private estate with seasonal, outdoor pool

The Barn at Orchard Farm

3.0 star property
The Barn at Orchard Farm

No. 10 West End Osmotherley

9.6 out of 10, Exceptional, (41)
"Had a very enjoyanle stay."
No. 10 West End Osmotherley

Host Stay Fawcett Cottage

3.0 star property
Host Stay Fawcett Cottage

Host Stay Fieldview Lodge Ashdown Retreat

2.0 star property
Host Stay Fieldview Lodge Ashdown Retreat

SINGLE STOREY Four Superking en suite rooms on Red House Estate w/seasonal pool

10.0 out of 10, Exceptional, (21)
"Excellent property in a beautiful & peaceful setting. Garden House was very well equipped & very comfortable. Hosts helpful & pleasant . We enjoyed our stay there. "
SINGLE STOREY Four Superking en suite rooms on Red House Estate w/seasonal pool
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