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Helmsley Vacation Rentals

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Nov 20 - Nov 21
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Nov 21 - Nov 22
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Nov 21 - Nov 23
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Nov 28 - Nov 30

Vacation Rentals in Helmsley

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

Cottage in York

3.5 star property
The price is ￥82,539
￥99,047 total
includes taxes & fees
Nov 24 - Nov 25
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 ￥10,224
￥12,269 total
includes taxes & fees
Nov 23 - Nov 24
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
House | Private kitchen
18 Horner Street York

Vacation 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
Smart TV
The Edge. Modern loft apartment in Yorkshire market town.

Apartment in Easingwold

10.0 out of 10, Exceptional, (47)
"Very good property, thoroughly enjoyable. "
United Kingdom
Philip
The price is ￥22,493
￥25,765 total
includes taxes & fees
Nov 26 - Nov 27
The Edge. Modern loft apartment in Yorkshire market town.
Cottage | 2 bedrooms, individually decorated, individually furnished, free WiFi
The Penthouse

Cottage in York

3.0 star property
The price is ￥87,758
￥105,309 total
includes taxes & fees
Nov 26 - Nov 27
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
Terrace/patio
🌾Luxury Barn Escape with Sauna & Cold Plunge | Sleeps 8 | Near York 🧖‍♀️🦙🌳

Vacation Home in York

10.0 out of 10, Exceptional, (118)
"Beautiful place, and location"
United Kingdom
James U.
🌾Luxury Barn Escape with Sauna & Cold Plunge | Sleeps 8 | Near York 🧖‍♀️🦙🌳
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 ￥35,933
￥52,934 total
includes taxes & fees
Dec 1 - Dec 2
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 ￥40,570
￥48,684 total
includes taxes & fees
Dec 20 - Dec 21
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 ￥87,586
￥105,104 total
includes taxes & fees
Dec 21 - Dec 22
The Gables
Studio | Outdoor dining
Welbury Studio Retreat

Apartment in Northallerton

3.0 star property
9.0 out of 10, Wonderful, (2)
"Very helpful, we were going to be later than anticipated arriving, phoned to let them know, they reassured us it was no problem, everything was ready for our stay. Check-in at the bar was easy, staff showed us to our studio, staff very cheerful. Food in the pub was great, not just pub grub. Only downside, studio was small."
United Kingdom
Gillian
The price is ￥12,985
￥15,582 total
includes taxes & fees
Nov 22 - Nov 23
Welbury Studio Retreat
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 ￥16,018
￥16,018 total
includes taxes & fees
Nov 30 - Dec 1
Courtyard Rooms - Studio - Double Bed - Wifi
Fridge, microwave, oven, stovetop
Luxury retreat for 2 couples/ family in spectacular location in North York Moors

Vacation Home in Glaisdale

10.0 out of 10, Exceptional, (42)
"Loved the location and the property was lovely. We would return again!"
United States
Cynthia T.
The price is ￥23,993
￥76,285 total
includes taxes & fees
Dec 8 - Dec 9
Luxury retreat for 2 couples/ family in spectacular location in North York Moors
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 ￥61,515
￥73,819 total
includes taxes & fees
Dec 1 - Dec 2
Providence Court
Beach
Stone-built Cottage In A Tranquil Setting With Views Over Rosedale

Cottage in Rosedale East

9.8 out of 10, Exceptional, (134)
"Great place in a beautiful area. Only thing I didn’t realise we had to bring towels but otherwise everything was clean and tidy."
United Kingdom
Emily J.
Stone-built Cottage In A Tranquil Setting With Views Over Rosedale
Exterior
Willow Cottage 4 bedroom Cosy stopover, dogs welcome

Cottage in Thornton-le-Beans

10.0 out of 10, Exceptional, (4)
"A most comfortable bungalow in a delightful village. Host kind & welcoming & the bungalow is kept to a good standard. Recommend the Crosby Inn for a meal too. "
United Kingdom
Colin A.
The price is ￥39,874
￥45,600 total
includes taxes & fees
Nov 29 - Nov 30
Willow Cottage 4 bedroom Cosy stopover, dogs welcome
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

Sandburn Hall Hotel

Sandburn Hall Hotel

10/10 Excellent
"Breakfast was very good "
Karen 1-night trip
Posted 3 days ago
Sandburn Hall Hotel

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

Frequently asked questions

Can I find vacation rentals in Helmsley?

Yes, we give you a choice of vacation rentals close to well known local attractions in Helmsley, or you can select a secluded option if you want a relaxing place to 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 vacation home rentals that Helmsley has to offer?

18 Horner Street York: You might want to consider this vacation home rental near Helmsley, which has free WiFi and a TV to help you feel perfectly comfortable in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind.

How many vacation rentals will I find in Helmsley?

With 4 Expedia vacation rentals, you're sure 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 vacation rentals like in Helmsley?

Vacation rentals are privately owned properties you can stay in for a few days or a quick weekend in Helmsley. Vacation rentals offer amenities like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of seclusion away from shared hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for family gatherings.