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Check prices for these dates

Next weekend
25 Rab. II - 27 Rab. II
In two weeks
2 Jum. I - 4 Jum. I
In one month
16 Jum. I - 18 Jum. I
In two months
13 Jum. II - 15 Jum. II

Compare 219 Vacation Homes in Helmsley with updated reviews, rates, and availability.

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

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

9.8 out of 10, Exceptional, (84)
"Property was lovely, very clean and had everything we needed. Check in was super easy. Only drawback was the showers. It said on the information that they were powerful, we could hardly get anything out of them. But otherthan"
Cottage in village location with lovely views to the Hambleton Hills and White H
Host Stay Park View
House | 2 bedrooms

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
Converted farmstead that sleeps 26; 6 showers, 2 baths;table tennis; sauna; gym.
7 bedrooms, iron/ironing board, travel crib, free WiFi

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

9.8 out of 10, Exceptional, (27)
"We booked two barns to celebrate New Year and my retirement with family. It was a really large space for us all. We had a great stay. Only downside was the barns need a bit of updating. Otherwise perfect for us all."
Converted farmstead that sleeps 26; 6 showers, 2 baths;table tennis; sauna; gym.
Rural peace & luxury near Malton, beautiful barn, stunning views, woodburner
Fridge, microwave, oven, stovetop

Rural peace & luxury near Malton, beautiful barn, stunning views, woodburner

10.0 out of 10, Exceptional, (162)
"A very lovely place to stay. Thanks "
Rural peace & luxury near Malton, beautiful barn, stunning views, woodburner
Luxury Barn Nr York with Sauna, ideal for families, friends up to 8 guests
Terrace/patio

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
Fern Lea, a cosy bungalow with exceptional country views
Fridge, microwave, oven, dishwasher

Fern Lea, a cosy bungalow with exceptional country views

9.0 out of 10, Wonderful, (2)
"We would recommend a holiday at "Fern Lea" in Glaisdale. It is a very well organised and comfortable place to stay, winter or summer. The view from the front of the bungalow, across part of the North York Moors, is truly spectacular on a clear day. When we stayed we had the pleasure of brand new bed linen and towels. On-site parking for two cars is also a welcome advantage."
Fern Lea, a cosy bungalow with exceptional country views
Host Stay Holmlea Cottage
House | 1 bedroom

Host Stay Holmlea Cottage

2.0 star property
Host Stay Holmlea Cottage
Host Stay Grange Cottage
House | 2 bedrooms

Host Stay Grange Cottage

2.0 star property
Host Stay Grange Cottage
Spacious period property on historic, private estate with seasonal, outdoor pool
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (51)
"We had such a lovely two days celebrating birthdays. The house is beautiful and so are the grounds. We had everything we needed. I have given a good for the area because we could not use the pool. "
Spacious period property on historic, private estate with seasonal, outdoor pool
Luxury retreat for 2 couples/ family in spectacular location in North York Moors
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (34)
"Great communication from the outset, a lovely rustic yet modern barn conversion with outstanding views. Super friendly & helpful hosts. Would definitely return! "
The price is SAR 581
SAR 1,783 total
includes taxes & fees
5 May - 6 May
Luxury retreat for 2 couples/ family in spectacular location in North York Moors
Host & Stay | Silton Hall
Pool

Host & Stay | Silton Hall

8.0 out of 10, Very Good, (5)
"We loved everything about this property! It was perfect for our large group. The pool was a huge hit. The rooms and bathrooms were brilliant and perfectly stocked with bedding and towels "
Host & Stay | Silton Hall
Dorm cottage for walkers/cyclists in North York Moors close to Whitby & coast
Exterior

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

10.0 out of 10, Exceptional, (7)
"Gorgeous barb conversion. Not far from Whitby. View is amazing. Emma and Chris are lovely with a beautiful family. Recommended to friends who are going to book. Thank you for having us"
Dorm cottage for walkers/cyclists in North York Moors close to Whitby & coast
18 Horner Street York
House | Private kitchen

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 1,583
SAR 1,900 total
includes taxes & fees
21 Apr - 22 Apr
18 Horner Street York
Beautiful 3 bedroom Cottage in Haxby, 5 miles from York, Parking, Free Wifi
Smart TV, DVD player, books, video library

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
Spacious House 3 ensuite bedrooms, sleeps 6, Centre of Helmsley, Pet friendly,
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (71)
"Fantastic house. Great location. We had a lovely holiday. Thank you"
Spacious House 3 ensuite bedrooms, sleeps 6, Centre of Helmsley, Pet friendly,
SINGLE STOREY Four Superking en suite rooms on Red House Estate w/seasonal pool
Fridge, microwave, oven, stovetop

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
No. 10 West End Osmotherley
3 bedrooms, travel crib, free WiFi, bed sheets

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

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
Upper Helmsley Hall, Upper Helmsley
Lobby

Upper Helmsley Hall, Upper Helmsley

10.0 out of 10, Exceptional, (2)
"This is an elegant and comfortable country house in a tiny village just outside York. It has two large, elegant sitting rooms and a panelled dining room, perfect for formal dinners. We loved the house, its rambling corridors, comfortable bedrooms and elegant and fascinating objects and furniture. Perfect for a country house weekend."
Upper Helmsley Hall, Upper Helmsley
Host & Stay | Greengate Cottage
Fridge, microwave, oven, stovetop

Host & Stay | Greengate Cottage

9.2 out of 10, Wonderful, (25)
"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
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

Rye Court Cottages sleeps 20
Terrace/patio

Rye Court Cottages sleeps 20

10.0 out of 10, Exceptional, (1)
"Very good locstion. Agents very very pleasant"
Rye Court Cottages sleeps 20
Spacious House 3 ensuite bedrooms, sleeps 6, Centre of Helmsley, Pet friendly,
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (71)
"Fantastic house. Great location. We had a lovely holiday. Thank you"
Spacious House 3 ensuite bedrooms, sleeps 6, Centre of Helmsley, Pet friendly,
The Little Hide - Adult Only Camping Pods
Tent, Shared Bathroom | Exterior

The Little Hide - Adult Only Camping Pods

2.0 star property
9.2 out of 10, Wonderful, (136)
"The provided facilities, in terms of the fridge shack etc could do with updating and the site is a lot smaller than anticipated so we were greatful of only one other pod being occupied. Had there have been others there, there wouldn’t have been much privacy at all. Coat hooks being on the same wall as the plugs/shelf etc meant coats hanging over the kettle , but the pod itself was lovely and clean, amazingly comfortable bed. The toilets and shower blocks were very well kept and clean. Perfect...
The price is SAR 290
SAR 348 total
includes taxes & fees
28 Apr - 29 Apr
The Little Hide - Adult Only Camping Pods
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.