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Helmsley Vacation Rentals

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Oct 24 - Oct 26
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Nov 7 - Nov 9
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Jan 2 - Jan 4

Vacation Rentals in Helmsley

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

29 Bondgate

3.5 star property
The price is ￥80,017
￥96,020 total
includes taxes & fees
Oct 28 - Oct 29
29 Bondgate
The Little Hide - Adult Only Camping Pods
Room, Shared Bathroom (Posh Pod) | 1 bedroom

The Little Hide - Adult Only Camping Pods

2.0 star property
9.2 out of 10, Wonderful, (147)
"Excellent night away. Pods are quite close together but wasn't a problem for us. "
The price is ￥9,940
￥11,928 total
includes taxes & fees
Oct 12 - Oct 13
The Little Hide - Adult Only Camping Pods
The Edge. Modern loft apartment in Yorkshire market town.
Smart TV

The Edge. Modern loft apartment in Yorkshire market town.

10.0 out of 10, Exceptional, (46)
"Very good property, thoroughly enjoyable. "
The price is ￥21,868
￥25,049 total
includes taxes & fees
Oct 14 - Oct 15
The Edge. Modern loft apartment in Yorkshire market town.
18 Horner Street York
House | Private kitchen

18 Horner Street York

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 "
18 Horner Street York
Holtby Grange Cottages
Courtyard

Holtby Grange Cottages

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. "
Holtby Grange Cottages
Luxury Studio Cottage at Foot of Yorkshire Wolds
Studio | Property grounds

Luxury Studio Cottage at Foot of Yorkshire Wolds

3.0 star property
10.0 out of 10, Exceptional, (2)
"This is a lovely place to stay.."
The price is ￥33,523
￥49,770 total
includes taxes & fees
Oct 15 - Oct 16
Luxury Studio Cottage at Foot of Yorkshire Wolds
THE OLD Cart House
Cottage, 2 Bedrooms | Garden view

THE OLD Cart House

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! "
THE OLD Cart House
Providence Court
Dining

Providence Court

3.0 star property
The price is ￥58,978
￥70,773 total
includes taxes & fees
Oct 12 - Oct 13
Providence Court
Rudby Hall
House, Smoking | 11 bedrooms

Rudby Hall

2.0 star property
Rudby Hall
Morndyke Shepherds' Huts
Premium bedding, individually decorated, individually furnished

Morndyke Shepherds' Huts

3.5 star property
9.8 out of 10, Exceptional, (19)
"Amazing place, thanks so much ! "
Morndyke Shepherds' Huts
Holiday Cottages and North Star Apartment
Apartment, 1 Bedroom (North Star) | Private kitchen | Fridge, microwave, coffee/tea maker

Holiday Cottages and North Star Apartment

3.5 star property
7.6 out of 10, Good, (9)
"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 "
Holiday Cottages and North Star Apartment
Courtyard Rooms - Studio - Double Bed - Wifi
Studio | Dining

Courtyard Rooms - Studio - Double Bed - Wifi

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."
The price is ￥15,414
￥15,414 total
includes taxes & fees
Oct 15 - Oct 16
Courtyard Rooms - Studio - Double Bed - Wifi
Church House Farm
Cottage, Private Bathroom (Bluebell - 3 bedrooms) | Garden

Church House Farm

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 "
Church House Farm
Craven Garth Cottages
Standard Cottage, 2 Bedrooms (Trevena Star) | Iron/ironing board, free WiFi, bed sheets

Craven Garth Cottages

3.0 star property
9.4 out of 10, Exceptional, (45)
"Really nice place,friendly landlord and very helpful"
Craven Garth Cottages
Malton Central Apartments
Superior Apartment, Ensuite (Yorkersgate) | Interior

Malton Central Apartments

3.0 star property
8.8 out of 10, Excellent, (33)
"Great central location "
Malton Central Apartments
Stone-built Cottage In A Tranquil Setting With Views Over Rosedale
Beach

Stone-built Cottage In A Tranquil Setting With Views Over Rosedale

9.8 out of 10, Exceptional, (133)
"Lovely, cosy cottage in a beautiful area. Excellent instructions to finding the cottage. We really appreciated the milk and biscuits, not many places are so considerate these days. The only one little down side was no freezer box in top of fridge so couldnt freeze our ice packs to keep our picnic and drinks cold during the hot weather but apart from that it was excellent. Would definitely recommend!! "
Stone-built Cottage In A Tranquil Setting With Views Over Rosedale
Willow Cottage 4 bedroom Cosy stopover, dogs welcome
Exterior

Willow Cottage 4 bedroom Cosy stopover, dogs welcome

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. "
The price is ￥38,766
￥44,332 total
includes taxes & fees
Oct 7 - Oct 8
Willow Cottage 4 bedroom Cosy stopover, dogs welcome
The Green
Property grounds

The Green

3.0 star property
The price is ￥117,624
￥141,148 total
includes taxes & fees
Oct 9 - Oct 10
The Green
The Penthouse
Cottage | 2 bedrooms, individually decorated, individually furnished, free WiFi

The Penthouse

3.0 star property
The price is ￥85,319
￥102,382 total
includes taxes & fees
Oct 9 - Oct 10
The Penthouse
Temple Hill View
Fridge, dishwasher, electric kettle, toaster

Temple Hill View

3.0 star property
10.0 out of 10, Exceptional, (1)
"The house was lovely, spacious, clean and well stocked with anything you might need. It is in a tranquil village and has plentiful off-road parking. The garden has an excellent view and is so peaceful to sit in. There is a park 2 minutes down the lane, a football field, and if you continue down the lane, there is a pond and a lovely walk around it. It was perfectly located between all the walking areas I wanted to see and complete. When we arrived there was bread, milk and some treats waiting...
The price is ￥82,005
￥98,406 total
includes taxes & fees
Oct 9 - Oct 10
Temple Hill View
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

White Horse Farm Inn

White Horse Farm Inn

10/10 Excellent
"Helpful staff clean room great service great kocation with amazing views and food"
Sophie 4-night trip
Posted 6 days ago
White Horse Farm Inn

Find out more about Helmsley

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 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: Visitors like this Helmsley vacation home rental. It 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?

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

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.