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Holiday Homes in Helmsley

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Featured Holiday Homes in Helmsley

Spacious period property on historic, private estate with seasonal, outdoor pool
10.0 out of 10, Exceptional, 47 reviews
"Prince Rupert House is a very beautiful house on a country estate. It has an outdoor pool which our grandchildren loved. Also croquet, tennis court and lots of walks. We had no issues with the house … it slept 10 comfortably and would accommodate 12. Great place to go and relax. 25 minutes from York and 30 minutes from Harrogate. All in all a lovely time together as a family. No complains at all. I can heartily recommended this place. They also have smaller properties too."
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
9.8 out of 10, Exceptional, 74 reviews
"This was the perfect little English countryside cottage tucked in the quaint village of Hustwaite. We would love to visit again sometime. Thank you for a great stay."
Cottage in village location with lovely views to the Hambleton Hills and White H
18 Horner Street York
3.0 star property
9.4 out of 10, Exceptional, 8 reviews
"her and dryer, the coffee machine was definitely a wonderful bonus in the morning. Would definitely stay again "
The price is NZ$411
includes taxes & fees
23 Jun - 24 Jun
18 Horner Street York
Host & Stay | Grange Cottage
6.8 out of 10, 3 reviews
"First impressions not good due to long grass and weeds against front wall and do No freezer box in fridge. We weren’t expecting a freezer compartment as not listed. Only one bedside lamp in main bedroom Only comfortable seats for three people in sitting room. Not a problem for us two Second bedroom inadequate for another couple no storage, again no problem for us. Couldn’t use allocated parking due to steep steps to house having no handrail QR info ok for us but many older people would be...
Host & Stay | Grange Cottage
Host Stay Fawcett Cottage
Host Stay Fawcett Cottage
Converted farmstead that sleeps 26; 6 showers, 2 baths;table tennis; sauna; gym.
9.8 out of 10, Exceptional, 25 reviews
"Fabulous properties, comfortable surroundings and excellently stocked with everything you could need. Great walks and only 15 minutes drive into York. Great pub on the corner of the street….enjoyed by all!"
Converted farmstead that sleeps 26; 6 showers, 2 baths;table tennis; sauna; gym.
Rural, beautiful barn for 2, peaceful farm setting, stunning views, country home
10.0 out of 10, Exceptional, 155 reviews
"Everything was wonderful. Our hosts even included a pack of biscuits and 500ml of milk in the fridge. The road up to the cottage is a well maintained farm road as long as you drive at no more than 10 mph. Very comfortable king size bed sith luxurious bath towels etc. The wifi worked well as did the tv although we hardly had it on. The towns of Pickering & Malton were less than 5 miles away, both with good & interesting shops. I look forward to returning on my next visit."
Rural, beautiful barn for 2, peaceful farm setting, stunning views, country home
Luxury retreat for 2 couples/ family in spectacular location in North York Moors
10.0 out of 10, Exceptional, 31 reviews
"Postgate was perfect and the hosts are fantastic. If you are looking for a beautiful quiet retreat in the country this is the place."
The price is NZ$799
includes taxes & fees
17 Jun - 18 Jun
Luxury retreat for 2 couples/ family in spectacular location in North York Moors
SINGLE STOREY Four Superking en suite rooms on Red House Estate w/seasonal pool
10.0 out of 10, Exceptional, 17 reviews
"Absolutely amazing stay in the Garden House. The photos don't do it justice, a great space for relaxing, catching up with friends and partying. We were a group of 8, and having separate beds with all bedrooms with ensuite was ideal. There is a fabulous terrace but also access to the pool, tennis and croquet lawn as well as lovely walks from the front door. We had planned to go into York on the evening, but decided to stay at the house, as it was so lovely. We left feeling that the place had...
SINGLE STOREY Four Superking en suite rooms on Red House Estate w/seasonal pool
Corner House Stunning Detached House
Corner House Stunning Detached House
Gorgeous Thornton-le-Dale 2 Bedroom Cottage & Garden, Cosy Family Friendly, WIFI
10.0 out of 10, Exceptional, 20 reviews
"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.
New 2021. A well presented holiday home with one double and one twin.
Host & Stay | Greengate Cottage
9.4 out of 10, Exceptional, 23 reviews
"Good"
Host & Stay | Greengate Cottage
Maple House - Quaint Victorian Home With Free Parking
9.0 out of 10, Wonderful, 2 reviews
"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 NZ$444
includes taxes & fees
23 Jun - 24 Jun
Maple House - Quaint Victorian Home With Free Parking
Spacious House 3 ensuite bedrooms, sleeps 6, Centre of Helmsley, Pet friendly,
10.0 out of 10, Exceptional, 63 reviews
"Brilliant location and a lovely clean and bright property. We had a great stay. Thanks!"
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
10.0 out of 10, Exceptional, 6 reviews
"Stayed here as a family of 4 for a week in December (grown up kids). We found Jasmine Cottage very well setup and comfortable for our stay, with Angela quick to respond when a few queries for us came up. Local amenities extremely handy, in addition to being a well placed location for trips into York city centre."
Beautiful 3 bedroom Cottage in Haxby, 5 miles from York, Parking, Free Wifi
The Grange | sleeps 12 - All Ensuite, Swim Spa, Games Room, Dog Friendly - 5* Gold Award
10.0 out of 10, Exceptional, 3 reviews
"High Oaks Grange is a beautiful property with a very high standard of fittings. We had everything we needed for a wonderful stay with old friends. There were plenty of things to do locally and we loved the area. One highlight was a meal cooked for us in the Grange by Chef Dan Graham. We would thoroughly recommend him. as would we would highly recommend The Grange for a large group. We hope to return in the future."
The Grange | sleeps 12 - All Ensuite, Swim Spa, Games Room, Dog Friendly - 5* Gold Award
Studio room that sleeps 2 guests in 1 bedroom, short breaks all year round
10.0 out of 10, Exceptional, 2 reviews
"As above"
Studio room that sleeps 2 guests in 1 bedroom, short breaks all year round
Host & Stay | Hall Garth
10.0 out of 10, Exceptional, 1 review
"Charming property in Pickering. Steps from Pickering centre and ten minutes from Pickering castle and train station. Great property for a family vacation. Pickering is a convenient base for day trips to North York Moors and Yorkshire Dales National Parks and Whitby and Scarborough."
Host & Stay | Hall Garth
Private Bungalow ? Cottage in private courtyard
Private Bungalow ? Cottage in private courtyard
Don't see what you're looking for?
See all available properties in Helmsley
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.

Other property types in Helmsley

Spacious House 3 ensuite bedrooms, sleeps 6, Centre of Helmsley, Pet friendly,
10.0 out of 10, Exceptional, 63 reviews
"Brilliant location and a lovely clean and bright property. We had a great stay. Thanks!"
Spacious House 3 ensuite bedrooms, sleeps 6, Centre of Helmsley, Pet friendly,
The Little Hide - Grown Up Glamping
9.4 out of 10, Exceptional, 118 reviews
"Have never been to a Glamping pod before but would absolutely visit the little hide again. The pod was a good size and had everything we needed. Great location and the showers/ toilets are well kept. Would come back next time and will bring a disposable bbq to use at the shared area."
The price is NZ$155
includes taxes & fees
7 Jul - 8 Jul
The Little Hide - Grown Up Glamping
Middlehead Cottages at Cropton Forest
3.0 star property
10.0 out of 10, Exceptional, 25 reviews
"Our second time here and definitely not our last, everything you need for a comfortable weekend away. We love the location, the DVD collection, the hot tub and the log fires. Wish we could stay for longer! Really good value too. Thanks x "
Middlehead Cottages at Cropton Forest
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.

Helmsley Holiday Homes information

Number of reviews
433
Accommodation
195 Holiday Homes
Lowest Price
NZ$444
Highest Price
NZ$799

Recent Reviews in Helmsley
Expedia verified reviews