Helmsley Holiday Rentals

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Check prices for these dates

In two weeks
13 Feb - 15 Feb
In two months
27 Mar - 29 Mar
In three months
24 Apr - 26 Apr
In four months
22 May - 24 May

Our top choices for Helmsley holiday rentals

Interior

Ivy Cottage

Ivy Cottage
3.5 star property
York
The price is HK$3,658
HK$4,389 total
includes taxes & fees
9 Feb - 10 Feb
Ivy Cottage
Smart TV, offices

Beautiful stone cottage in the heart of Helmsley - sleeps 2

Beautiful stone cottage in the heart of Helmsley - sleeps 2
Helmsley
The price is HK$5,436
HK$6,212 total
includes taxes & fees
9 Feb - 10 Feb
Beautiful stone cottage in the heart of Helmsley - sleeps 2
Fridge, dishwasher, electric kettle, cookware/dishes/utensils

Cliff House

Cliff House
3.5 star property
York
The price is HK$4,530
HK$5,436 total
includes taxes & fees
2 Feb - 3 Feb
Cliff House
Interior

29 Bondgate

29 Bondgate
3.5 star property
York
The price is HK$4,422
HK$5,306 total
includes taxes & fees
9 Feb - 10 Feb
29 Bondgate
Exterior

The Little Hide - Adult Only Camping Pods

The Little Hide - Adult Only Camping Pods
2.0 star property
York
9.2 out of 10, Wonderful, (148 reviews)
"Excellent night away. Pods are quite close together but wasn't a problem for us. "
United Kingdom
Michael
The price is HK$494
HK$593 total
includes taxes & fees
1 Feb - 2 Feb
The Little Hide - Adult Only Camping Pods
Iron/ironing board, free WiFi, bed sheets

Craven Garth Cottages

Craven Garth Cottages
3.0 star property
Pickering
9.4 out of 10, Exceptional, (46 reviews)
"Really nice place,friendly landlord and very helpful"
United Kingdom
Corin
The price is HK$1,923
HK$2,308 total
includes taxes & fees
31 Jan - 1 Feb
Craven Garth Cottages
Exterior

Cosy, 2 Bedroom Cottage in Guisborough Town Centre

Cosy, 2 Bedroom Cottage in Guisborough Town Centre
North Yorkshire
10.0 out of 10, Exceptional, (2 reviews)
"It’s well situated and a nice place to stay. "
United States
jane
The price is HK$777
HK$949 total
includes taxes & fees
1 Feb - 2 Feb
Cosy, 2 Bedroom Cottage in Guisborough Town Centre
View from property

Goodramgate Apartments

Goodramgate Apartments
4.0 star property
York
9.0 out of 10, Wonderful, (287 reviews)
"Very cute and charming apartment- lots of character. Plenty of space and good location. "
United States
Ashley
The price is HK$840
HK$1,008 total
includes taxes & fees
1 Feb - 2 Feb
Goodramgate Apartments
Bar (on property)

Station Suites

Station Suites
4.0 star property
Middlesbrough
9.4 out of 10, Exceptional, (25 reviews)
"The staff was very friendly and responsive. Location is great - right across from the Middlesbrough train station."
United States
Brett
The price is HK$692
HK$830 total
includes taxes & fees
31 Jan - 1 Feb
Station Suites
Fishing

A charming, three-bedroom cottage nestled in a hidden gem of a village.

A charming, three-bedroom cottage nestled in a hidden gem of a village.
Skinningrove, near Saltburn-by-the-Sea
10.0 out of 10, Exceptional, (1 review)
"We’re repeat visitors to Beachcomber. It’s the best equipped cottage we’ve stayed in. Its setting is unusual: post-industrial landscape in beautiful countryside. If you want something a little different, this is the place for you!"
United States
Ashley
The price is HK$4,217
HK$4,217 total
includes taxes & fees
30 Jan - 31 Jan
A charming, three-bedroom cottage nestled in a hidden gem of a village.
Property grounds

Luxury Studio Cottage at Foot of Yorkshire Wolds

Luxury Studio Cottage at Foot of Yorkshire Wolds
3.0 star property
York
10.0 out of 10, Exceptional, (2 reviews)
"This is a lovely place to stay.."
United Kingdom
Darren
The price is HK$1,765
HK$2,635 total
includes taxes & fees
2 Feb - 3 Feb
Luxury Studio Cottage at Foot of Yorkshire Wolds
1 bedroom, desk, travel cot, bed sheets

Host & Stay | The Lobster Pot

Host & Stay | The Lobster Pot
Saltburn-by-the-Sea
10.0 out of 10, Exceptional, (1 review)
"Lovely location. Convenient for parking and travelling by bus. "
United States
Jessica J.
The price is HK$841
HK$1,165 total
includes taxes & fees
1 Feb - 2 Feb
Host & Stay | The Lobster Pot
Exterior

Croft Granary

Croft Granary
2.0 star property
York
10.0 out of 10, Exceptional, (5 reviews)
"We had a really good stay. The cottage is beautiful and equipped with absolutely everything you could ever need. Our son really enjoyed the garden, in particular the Wendy House which was also kitted out with toys, which was a lovely bonus. The village is peaceful but perfect for a nice walk. We would thoroughly recommend the property and would stay again. "
United Kingdom
Leslie
The price is HK$2,831
HK$3,397 total
includes taxes & fees
9 Feb - 10 Feb
Croft Granary
Premium bedding, individually decorated, individually furnished

Morndyke Shepherds' Huts

Morndyke Shepherds' Huts
3.5 star property
Thirsk
9.8 out of 10, Exceptional, (20 reviews)
"Lovely place to stay, very relaxing"
United Kingdom
John
Morndyke Shepherds' Huts
Exterior

Vas's York House

Vas's York House
2.0 star property
Clifton
8.0 out of 10, Very good, (2 reviews)
"Clean room and bathroom, lovely and welcoming host"
United Kingdom
Breece
The price is HK$449
HK$539 total
includes taxes & fees
2 Feb - 3 Feb
Vas's York House
Fridge, microwave, oven, stovetop

Stoney Nook Cottage

Stoney Nook Cottage
Guisborough
9.2 out of 10, Wonderful, (5 reviews)
"Beautifully renovated cottage with comfortable bed and modern washroom. Conveniently located for exploring Guisborough and helpful guidebook with suggestions for the kids and adults. The grocery store is a 5-minute block away also. Andy was very helpful and easy to communicate with."
Canada
Shelley & J.
The price is HK$777
HK$949 total
includes taxes & fees
1 Feb - 2 Feb
Stoney Nook Cottage
2 bedrooms, Internet

Host Stay The Surfer s Loft Apartment

Host Stay The Surfer s Loft Apartment
2.0 star property
Saltburn-by-the-Sea
10.0 out of 10, Exceptional, (1 review)
The price is HK$745
HK$1,702 total
includes taxes & fees
1 Feb - 2 Feb
Host Stay The Surfer s Loft Apartment
Property grounds

Hundle Dale

Hundle Dale
York
10.0 out of 10, Exceptional, (16 reviews)
"Loved every minute of it was fantastic stay "
United Kingdom
Christine O.
The price is HK$2,984
HK$2,984 total
includes taxes & fees
30 Jan - 31 Jan
Hundle Dale
Beach

3 bedroom accommodation in Staithes

3 bedroom accommodation in Staithes
Staithes
9.2 out of 10, Wonderful, (12 reviews)
"The cottage could certainly do with some loving care .. it could be amazing It needs someone to give it a good clean and a fresh lick of paint and clean the garden up Although the bathroom is nice and bedding clean… great Wi-Fi … lots of dvds games But the amount of flys in the living room every time I killed them they reappeared!!"
United States
Gail Hogg
The price is HK$2,750
HK$2,750 total
includes taxes & fees
9 Feb - 10 Feb
3 bedroom accommodation in Staithes
2 bedrooms, memory-foam beds, soundproofing, iron/ironing board

Apartment 32

Apartment 32
3.5 star property
Clifton
9.4 out of 10, Exceptional, (13 reviews)
"O apartamento é excelente, muito bom pra estadia da nossa família de cinco pessoas. É central, as camas são boas e, embora tenha apenas um banheiro, como estávamos em família atendeu bem. Apenas dois pontos que não gostei: aqui na descrição constava que havia lavanderia, no entanto, coloquei umas roupas pra lavar e elas não secaram, pois a máquina era apenas lavadora. Outro ponto q não gostei foi o horário do check out, 10 horas. Se tivesse visto isso não teria reservado. Mas de resto o...
Brazil
Juliana
The price is HK$1,501
HK$1,801 total
includes taxes & fees
2 Feb - 3 Feb
Apartment 32
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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Top Helmsley Hotel Reviews

The Minster Hotel York

The Minster Hotel York

10/10 Excellent
"Great hotel..fantastic location Will definately stay here again "
Michelle 2-night trip
Posted 3 days ago
The Minster Hotel York

Find out more about Helmsley

Search for holiday rentals in Helmsley on Expedia! You can easily find your home rentals, villas, holiday apartments in Helmsley using one of the methods below:

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Frequently asked questions

Can I find holiday rentals in Helmsley?

Yes, there are holiday rentals close to the most popular sights in Helmsley, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and spas in Helmsley. Make sure you have time to check out the parks while you're in the area.

What are some of the best holiday rentals that Helmsley has to offer?

Vas's York House: This holiday home rental outside of Helmsley is equipped with a garden, daily housekeeping and free WiFi to help you feel comfortable during your stay.

How many holiday rentals will I find in Helmsley?

With 5 Expedia holiday rentals, you're guaranteed to find just the right place for your Helmsley stay.

What can I see and do in Helmsley?

Howardian Hills and North York Moors National Park are a couple of scenic spots to enjoy the outdoors, whereas Helmsley Arts Centre is one of the cultural attractions. Other places in town to visit include Duncombe Park and Helmsley Castle.

What are holiday rentals like in Helmsley?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Helmsley. Holiday rentals feature extras like kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from shared hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for a family trip.