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Compare 185 Vacation Homes in Helmsley with updated reviews, rates, and availability.

Host Stay Park View

2.0 star property
8.0 out of 10, Very Good, (3)
"After been there twice the communication is poor both times I questioned if there was an iron and nothing so I had to buy one "
Host Stay Park View

Host & Stay | Silton Hall

7.6 out of 10, Good, (4)
"We were disappointed when we arrived because the house hadn’t been heated. It was 14 degrees and we had to spend the evening in the kitchen with our coats on to keep warm. It wasn’t obvious how to change the heating so it reached 16 degrees maximum and was absolutely freezing at night. We have a 3 month old baby so I spent the night worrying he was too cold. The next day my husband did manage to fix the heating only to find out the pool wasn’t heated much to the kids disappointment. The...
Host & Stay | Silton Hall

Luxury Barn Nr York with sauna, ideal for families, friends up to 8 guests

10.0 out of 10, Exceptional, (112)
"Beautiful place, and location"
Luxury Barn Nr York with sauna, ideal for families, friends up to 8 guests

No. 10 West End Osmotherley

9.6 out of 10, Exceptional, (40)
"Great location, excellent place to stay. Couldn't be happier. Would consider staying there again if in the area. Only thing we could have done more of is kindling for the fire but that's a very, very minor thing compared to all the many positives"
No. 10 West End Osmotherley

Host & Stay | Grange Cottage

6.8 out of 10, (3)
"We informed Host and Stay the day we arrived the toilet down stairs was not working. We called them each day we were there to get resolution. They came to look at the toilet the next day in the afternoon and yet they did not fix the toilet. They made no attempt the remaining 2 days we were there. When we left 2 days later, the toilet had not been fixed. Host and Stay has been non-responsive as to offering us a refund."
Host & Stay | Grange Cottage

Host Stay Fawcett Cottage

3.0 star property
Host Stay Fawcett Cottage

Host Stay Grange Cottage

2.0 star property
Host Stay Grange Cottage

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

9.8 out of 10, Exceptional, (26)
"The farmhouses were lovely, and our stay there was great. Thank you!!!"
Converted farmstead that sleeps 26; 6 showers, 2 baths;table tennis; sauna; gym.

Rural, peaceful, beautifully done barn for 2, stunning farm views, woodburner

10.0 out of 10, Exceptional, (161)
"Lovely cottage, well appointed. Good base for lots of day trips. "
Rural, peaceful, beautifully done barn for 2, stunning farm views, woodburner

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

10.0 out of 10, Exceptional, (50)
"A wonderful weekend, the perfect house, spacious, well equipped, spotless, and a lovely welcome basket of goodies and a birthday balloon-so thoughtful. Perfectly situated for a quiet weekend and easy access to York and local tourist spots. We had a lovely time, thank you."
Spacious period property on historic, private estate with seasonal, outdoor pool

Cottage in village location with lovely views to the Hambleton Hills and White H

10.0 out of 10, Exceptional, (82)
"We had a lovely stay in the cottage! It was spacious, clean and well-equipped with everything you could need while staying. The location was perfect with beautiful views and a 3 min walk from a nice pub. Yasmina made the check-in and out process super simple also. Overall a great getaway and we would definitely go back! "
The price is SAR 918
SAR 1,031 total
includes taxes & fees
6 Jan - 7 January 2025
Cottage in village location with lovely views to the Hambleton Hills and White H

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

10.0 out of 10, Exceptional, (32)
"Loved the location and the property was lovely. We would return again!"
The price is SAR 674
SAR 1,832 total
includes taxes & fees
2 Jan - 3 January 2025
Luxury retreat for 2 couples/ family in spectacular location in North York Moors

18 Horner Street York

3.0 star property
9.2 out of 10, Wonderful, (9)
"Last minute booking as decided to stay overnight in York. Communication for check in was quick, property was easy to find, close to town and super clean and tidy. Had a relaxing stay and would definitely consider again next time we were in York. Small supermarket and Mrs Greedy’s at end of road was excellent for supplies and a quick cooked breakfast. "
The price is SAR 900
SAR 1,080 total
includes taxes & fees
1 Jan - 2 January 2025
18 Horner Street York

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

10.0 out of 10, Exceptional, (20)
"Such a historic venue, so peaceful if a bit remote. 5-10 minutes to get to the main road. Easy to find though, postcode satnav takes you right to the property with well signed directions when there. The property and grounds were immaculate, added bonus of an outside plug at parking to trickle charge an electric vehicle. "
SINGLE STOREY Four Superking en suite rooms on Red House Estate w/seasonal pool

Gorgeous Thornton-le-Dale 2 Bedroom Cottage & Garden, Cosy Family Friendly, WIFI

10.0 out of 10, Exceptional, (20)
"Perfect for a couple's stay. Nicely furnished and well equipped. Nice village location with 2 pubs and a chippy. 20 mins drive to Castle Howard."
Gorgeous Thornton-le-Dale 2 Bedroom Cottage & Garden, Cosy Family Friendly, WIFI

New 2021. A well presented holiday home with one double and one twin.

10.0 out of 10, Exceptional, (1)
New 2021. A well presented holiday home with one double and one twin.

Host & Stay | Greengate Cottage

9.4 out of 10, Exceptional, (24)
"Super property with all we needed. Comfortable and clean. Domestic essentials were provided, mot the case in many properties, but tea coffee and milk as well as washing up and dish washer kit. One of the prettiest villages in NYNNP with a pub, tea rooms and a great rural museum"
Host & Stay | Greengate Cottage

Maple House - Quaint Victorian Home - Free Parking

9.0 out of 10, Wonderful, (2)
"Smaller downstairs than upstairs but the bathroom was nice and bedrooms large enough. However as in York for family funeral and only needed somewhere to sleep, location and facilites were not a real factor, sorry. Pity about the streetlight outside the bedroom window though"
The price is SAR 824
SAR 1,130 total
includes taxes & fees
2 Jan - 3 January 2025
Maple House - Quaint Victorian Home - Free Parking

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

10.0 out of 10, Exceptional, (70)
"This was just perfect! The house was well stocked including the kitchen and the location could not have been better. It was so lovely just to walk through the church yard to the pub for dinner. I would highly recommend and we will def. be back!!"
Spacious House 3 ensuite bedrooms, sleeps 6, Centre of Helmsley, Pet friendly,

Beautiful 3 bedroom Cottage in Haxby, 5 miles from York, Parking, Free Wifi

9.6 out of 10, Exceptional, (8)
"Always a pleasure to deal with the host and stay at this lovely cottage. Will be back for certain."
Beautiful 3 bedroom Cottage in Haxby, 5 miles from York, Parking, Free Wifi
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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Other property types in Helmsley

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

10.0 out of 10, Exceptional, (70)
"This was just perfect! The house was well stocked including the kitchen and the location could not have been better. It was so lovely just to walk through the church yard to the pub for dinner. I would highly recommend and we will def. be back!!"
Spacious House 3 ensuite bedrooms, sleeps 6, Centre of Helmsley, Pet friendly,

The Little Hide - Grown Up Glamping

2.0 star property
9.2 out of 10, Wonderful, (130)
"Lovely, clean cosy pod. Helpful staff, lovely location"
The price is SAR 229
SAR 275 total
includes taxes & fees
26 Jan - 27 January 2025
The Little Hide - Grown Up Glamping

Malton Central Apartments

3.0 star property
8.8 out of 10, Excellent, (25)
"Great location very happy "
Malton Central Apartments
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.