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Check prices for these dates

Tonight
21 Nov - 22 Nov
Tomorrow
22 Nov - 23 Nov
This weekend
21 Nov - 23 Nov
Next weekend
28 Nov - 30 Nov

Top Holiday Rentals in Helmsley

Cottage | Private kitchen | Fridge, dishwasher, electric kettle, toaster
29 Bondgate

Cottage in York

3.5 star property
The price is ฿17,090
฿20,508 total
includes taxes & fees
25 Nov - 26 Nov
29 Bondgate
Room, Shared Bathroom (Posh Pod) | 1 bedroom
The Little Hide - Adult Only Camping Pods

Apartment in York

2.0 star property
9.2 out of 10, Wonderful, (148)
"Excellent night away. Pods are quite close together but wasn't a problem for us. "
United Kingdom
Michael
The price is ฿2,123
฿2,548 total
includes taxes & fees
23 Nov - 24 Nov
The Little Hide - Adult Only Camping Pods
Superior Apartment, Ensuite (Yorkersgate) | Interior
Malton Central Apartments

Apartment in Malton

3.0 star property
8.8 out of 10, Excellent, (34)
"Great central location "
United Kingdom
Richard
Malton Central Apartments
Interior
Weavers Cottage

Cottage in Middlesbrough

3.5 star property
The price is ฿31,385
฿37,662 total
includes taxes & fees
5 Dec - 6 Dec
Weavers Cottage
House | Private kitchen
18 Horner Street York

Holiday Home in Clifton

3.0 star property
9.2 out of 10, Wonderful, (9)
"her and dryer, the coffee machine was definitely a wonderful bonus in the morning. Would definitely stay again "
Australia
Christina
18 Horner Street York
Cottage | 2 bedrooms, individually decorated, individually furnished, free WiFi
The Penthouse

Cottage in York

3.0 star property
The price is ฿18,222
฿21,867 total
includes taxes & fees
25 Nov - 26 Nov
The Penthouse
Cottage, 2 Bedrooms | Garden view
THE OLD Cart House

Cottage in York

4.0 star property
10.0 out of 10, Exceptional, (9)
"Very cute and quaint cottage with lots of greenery all around. Very comfortable accommodations, and the freshly baked loaf of bread was such a thoughtful touch. We wish we could have stayed longer! "
United States
Christine
THE OLD Cart House
Courtyard
Holtby Grange Cottages

Cottage in York

4.0 star property
9.6 out of 10, Exceptional, (7)
"Amazing accommodation and very close to York. We loved it and will definitely be coming back. "
United Kingdom
Robin
Holtby Grange Cottages
Studio | Property grounds
Luxury Studio Cottage at Foot of Yorkshire Wolds

Apartment in York

3.0 star property
10.0 out of 10, Exceptional, (2)
"This is a lovely place to stay.."
United Kingdom
Darren
The price is ฿7,523
฿11,062 total
includes taxes & fees
3 Dec - 4 Dec
Luxury Studio Cottage at Foot of Yorkshire Wolds
Standard Cottage, 2 Bedrooms (Trevena Star) | Iron/ironing board, free WiFi, bed sheets
Craven Garth Cottages

Cottage in Pickering

3.0 star property
9.4 out of 10, Exceptional, (46)
"Really nice place,friendly landlord and very helpful"
United Kingdom
Corin
The price is ฿7,961
฿9,553 total
includes taxes & fees
25 Nov - 26 Nov
Craven Garth Cottages
Premium bedding, individually decorated, individually furnished
Morndyke Shepherds' Huts

Cabin in Thirsk

3.5 star property
9.8 out of 10, Exceptional, (19)
"Amazing place, thanks so much ! "
United Kingdom
Tom
Morndyke Shepherds' Huts
Cottage | Interior
The Gables

Cottage in York

3.5 star property
The price is ฿18,187
฿21,824 total
includes taxes & fees
11 Dec - 12 Dec
The Gables
Studio | Dining
Courtyard Rooms - Studio - Double Bed - Wifi

Apartment in Northallerton

3.0 star property
8.0 out of 10, Very good, (2)
"Very friendly reception from the landlord Gareth who provided a most enlivening atmosphere in the Duke of Wellington ie a darts match for the men and Easter wreath making for the ladies. No food unfortunately but we found an excellent Italian restaurant in nearby Northallerton. The courtyard room was clean and comfortable, marred only by a very awkward shower - not easy to enter, due to lack of space."
United Kingdom
Alison
The price is ฿3,353
฿3,353 total
includes taxes & fees
2 Dec - 3 Dec
Courtyard Rooms - Studio - Double Bed - Wifi
Apartment, 1 Bedroom (North Star) | Private kitchen | Fridge, microwave, coffee/tea maker
Holiday Cottages and North Star Apartment

Apartment in Whitby

3.5 star property
7.6 out of 10, Good, (10)
"The road to the property is rough and stoney ,Steep metal steps up to apartment , not good with luggage ,Cramped mezanine bedroom with 1 bannister rail missing ,no fire exit instructions ,bathroom has a sloping ceiling and was not good for a tall person. View from kitchen window of old tyre'sand a sink thrown in the I am not sure how this passed any fire and building control regs .Would not return and was not worth the price "
United Kingdom
Daphne
Holiday Cottages and North Star Apartment
Dining
Providence Court

Cottage in York

3.0 star property
The price is ฿12,751
฿15,301 total
includes taxes & fees
29 Nov - 30 Nov
Providence Court
Cottage | Exterior
Cottage Sleeps3-fireplace-balcony-garden-mountain

Cottage in York

3.0 star property
Cottage Sleeps3-fireplace-balcony-garden-mountain
Property grounds
The Green

Cottage in York

3.0 star property
The price is ฿26,243
฿31,492 total
includes taxes & fees
29 Nov - 30 Nov
The Green
Cottage | Outdoor dining
Croft Granary

Cottage in York

2.0 star property
10.0 out of 10, Exceptional, (5)
"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 ฿10,843
฿13,012 total
includes taxes & fees
3 Dec - 4 Dec
Croft Granary
Cottage, Private Bathroom (Bluebell - 3 bedrooms) | Garden
Church House Farm

Cottage in Whitby

4.0 star property
10.0 out of 10, Exceptional, (94)
"Amazing cottage, everything you need, comfortable, perfect location no more than 30-40 minutes from most places of interest, perfect hosts very friendly and helpful, highly recommended "
United Kingdom
Mark
Church House Farm
Cottage | 1 bedroom, individually decorated, individually furnished, free WiFi
New Inn Apartment

Cottage in York

3.5 star property
The price is ฿10,914
฿13,097 total
includes taxes & fees
4 Dec - 5 Dec
New Inn Apartment
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 Black Swan - The Inn Collection Group

The Black Swan - The Inn Collection Group

10/10 Excellent
"Berg good hotel, great service breakfast was excellent "
Alexander 1-night trip
Posted 3 days ago
The Black Swan - The Inn Collection Group

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:

  • View our selection of featured holiday rentals in Helmsley
  • Use the map to find apartments and other holiday homes in the Helmsley neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Helmsley while they last

Look no further and take a look at our great range of rental properties in Helmsley!

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?

18 Horner Street York: This holiday home rental outside of Helmsley has free WiFi and a TV to help you feel perfectly comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind.

How many holiday rentals will I find in Helmsley?

With 4 Expedia holiday rentals, you're guaranteed to find just the right place for your Helmsley stay.

What can I see and do in Helmsley?

North York Moors National Park and Duncombe 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 Hemsley Walled Garden and Howardian Hills.

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.