Helmsley Vacation Homes from ￥13,624

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Our top choices for Helmsley vacation homes

A cozy living room with a fireplace, a television, and comfortable seating.

1. Beautiful stone cottage in the heart of Helmsley - sleeps 2

Helmsley

Helen H.

￥83,547 total

includes taxes & fees

Oct 1 - Oct 2

2. WEST END - a holiday cottage that sleeps 9 guests in 5 bedrooms

KIRBYMOORSIDE

A spacious loft with a high ceiling, exposed wooden beams, a kitchen area, and a staircase leading to an upper level.

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

Glaisdale

Catherine C.

￥84,260 total

includes taxes & fees

Oct 15 - Oct 16

A modern living room with a black sofa, a glass coffee table, a TV, and a dining area with a small table and four chairs.

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

Holgate

David H.

￥26,431 total

includes taxes & fees

Sep 28 - Sep 29

A bedroom with a large bed, a desk, a chair, and a wardrobe.

5. Boutique Barn Secure Parking between York & Harrogate

York, North Yorkshire

Sarah

￥47,798 total

includes taxes & fees

Sep 25 - Sep 26

A modern living room with a glass table, grey chairs, a grey sofa, a flat-screen TV, and a large mirror on the wall.

6. Dove Cottage - Hot Tub, sleeps 2

York

￥62,252 total

includes taxes & fees

Sep 27 - Sep 28

A hot tub on a wooden deck with stone walls and a tiled roof in the background.

7. The Grange | sleeps 12 - All Ensuite, Swim Spa, Games Room, Dog Friendly - 5* Gold Award

Pickering

Deborah H.

￥418,574 total

includes taxes & fees

Sep 28 - Sep 29

A bedroom with a bed, a television, a window, and a door leading to a bathroom.

8. 2 Bedroom House with Garden next to the River Tees

Stockton on Tees

David R.

￥18,489 total

includes taxes & fees

Oct 4 - Oct 5

A stone building with a white door, two windows with white frames, and a tiled roof.

9. Daisy Cottage - an enchanting cottage

Scarborough

￥25,571 total

includes taxes & fees

Oct 21 - Oct 22

A modern kitchen with grey cabinets, a built-in oven, and a sink.

10. The Great Ayton Hideaway

Great Ayton

Nick L.

￥30,154 total

includes taxes & fees

Oct 13 - Oct 14

A modern living room with a blue sofa, a dining area with a wooden table, and a kitchen with dark cabinets and pendant lighting.

11. Lockwood Cottage, Close to Monk Bar, sleeps 4

The Groves

Nick P.

￥46,112 total

includes taxes & fees

Sep 27 - Sep 28

A modern kitchen with white cabinetry, a gas stove, and a view into a dining area with a table and chairs.

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

Holgate

￥36,051 total

includes taxes & fees

Sep 27 - Sep 28

A wooden pergola structure with a hot tub and seating area.

13. Host & Stay | Finch House

Stokesley

"A perfect stay in a beautiful property. I always say you get what you pay for, so while it seemed expensive when I booked it, it was so worth the money. Everything was spot on, the furnishings were sumptuous, furniture and beds were top quality, bedrooms and bathrooms were luxurious. Host was great and left a lovely welcome hamper with wine, chocolate etc. All in all, I couldn't fault Finch House"

jeanette w.

￥93,272 total

includes taxes & fees

Oct 1 - Oct 2

A modern kitchen with white cabinetry, a double oven, a sink, and a window with blinds.

14. Modern 4-bed home near Thirsk| Ideal for Groups, Families & Work Stays

Rainton

Emily B.

￥43,178 total

includes taxes & fees

Oct 19 - Oct 20

A living room with a beige sofa, a white rug, a chandelier, a mirror, and a framed picture of the Colosseum.

15. Home and Away

Eaglescliffe

￥25,991 total

includes taxes & fees

Oct 1 - Oct 2

16. Garden Gazebo. Free Parking. 20 mins walk to City and train station.

Holgate

John

￥36,722 total

includes taxes & fees

Oct 2 - Oct 3

A stone house with a red-tiled roof, two visible windows, and a chimney.

17. Manor Cottage

Pickering

￥94,925 total

includes taxes & fees

Oct 6 - Oct 7

A modern living room with a glass coffee table, a grey sofa, and a decorative clock on the wall.

18. Entire house 🏠. suitable for families and workers.

Middlesbrough

Marek

￥28,715 total

includes taxes & fees

Oct 1 - Oct 2

A narrow hallway with a blue door and patterned floor tiles.

19. Vas's York House

Clifton

Joshua

￥13,624 total

includes taxes & fees

Oct 20 - Oct 21

A modern wooden structure with a curved roof and large glass windows, surrounded by a wooden deck and metal railings.

20. Wonderful villa for 5 people with WIFI and terrace

Bugthorpe

￥65,182 total

includes taxes & fees

Sep 29 - Sep 30

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Top Helmsley Hotel Reviews

Moxy York

8/10 Good

"Great location. Comfortable Miss having shelves or drawers of any sort to organize our clothes. A couple hangers in a wall, that’s it."

Hotel Clementine

8/10 Good

"Le personnel est très accueillant et attentionné. La propriété ainsi que l'intérieur est très propre. J'ai été un peu déçue car je n'ai pu avoir la chambre spécifique que j'avais réservée car il y avait un problème avec la douche. On m'a offert une autre chambre mais il n'y avait pas de fenêtre. Il faisait donc chaud. Le déjeuner était correct mais petite portion."

Mercure York Fairfield Manor Hotel

10/10 Excellent

"It's true it is a bit dated if that worries you, certainly didn't worry me, perfectly functional very clean, the only thing that bugged me was the Ruddy lift, second floor going down aagh first floor going up that voice done my head in I'm joking of course great location loads of parking, great staff, I'd stay here again."

Impossible Motel

8/10 Good

"My wife and I stayed in a suite on the second floor with a stand alone bathtub. The bath was a great feature but for the opulence of the room you'd expect a bigger sink (One of the tiny rectangular ones) not really in keeping with the standard and price. The bed was extremely big and comfortable, one of the best hotel beds we've stayed in. Location was extremely central but outside noise could be an issue for some (they do provide earplugs) The wifi was poor but that was a minor complaint. Overall it's an interesting place to stay for a night but it's overpriced for what it is."

Find out more about Helmsley

Helmsley Vacation Homes information

Number of reviews	89
Accommodation	840 Vacation Homes
Lowest Price	￥13,624
Highest Price	￥418,574

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Check prices for these dates

Our top choices for Helmsley vacation homes

1. Beautiful stone cottage in the heart of Helmsley - sleeps 2

2. WEST END - a holiday cottage that sleeps 9 guests in 5 bedrooms

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

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