Helmsley Vacation Home Rentals from CA $122: Search Top Private Vacation Homes for Rent

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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.

CA $744 total

includes taxes & fees

Oct 2 - Oct 3

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.

CA $758 total

includes taxes & fees

Oct 26 - Oct 27

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

4. Daisy Cottage - an enchanting cottage

Scarborough

CA $229 total

includes taxes & fees

Oct 2 - Oct 3

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.

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

Holgate

David H.

CA $237 total

includes taxes & fees

Oct 12 - Oct 13

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

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

The Groves

Nick P.

CA $415 total

includes taxes & fees

Oct 15 - Oct 16

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.

CA $3,748 total

includes taxes & fees

Oct 5 - Oct 6

A bedroom with a bed, bedside tables, a chair, a wardrobe, and a window.

8. Bishop Cottage, sleeps 5

York

CA $612 total

includes taxes & fees

Oct 2 - Oct 3

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Top Helmsley Hotel Reviews

Holiday Inn Express York by IHG

8/10 Good

"Had every thing I needed and was handy to park & ride. Appreciated the free car park"

Burn Hall Hotel

8/10 Good

"The bedroom was clean and well equipped. I would have liked a comfortable chair to sit in rather than hard backed dining chairs however, this did not impact on my stay, only the ability to knit. We had dinner in the dining room, serviced by fantastic staff. The food was amazing, both my husband and I thoroughly enjoyed the meal. Breakfast was buffet style, we would have like fried eggs as opposed to scrambled and neither of us liked the sausages, otherwise enjoyable. We did not use the bar so can’t comment. The hotel location is beautiful, the grounds well maintained. We would consider using the hotel again in the future"

The Black Swan - The Inn Collection Group

10/10 Excellent

"It was very nice, only criticism I’d have is we arrived 10 mins late for breakfast which we’d paid for, so were told they missed it 😔they hadn’t even finished clearing away and considering they serve food all day, I’d have thought they could of offered us something rather than recommend a cafe by the river, so a bit disappointing on that score."

The Crown Hotel, Boroughbridge, North Yorkshire

8/10 Good

"Old coaching in so plenty of character. Unfortunately this also meant no lift so a bit of a struggle to upstairs rooms with a heavy suitcase. Staff were all friendly and efficient and the included breakfast offered plenty of variety. I ate dinner in the bar lady night and the lamb was really excellent. There is parking but I’m not sure if there is space if every room is filled. There’s also a spa on site but I didn’t have time to try it."

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	855 Vacation Homes
Lowest Price	CA $122
Highest Price	CA $3,748

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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