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Helmsley Vacation Rentals

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Vacation Rentals in Helmsley

Private kitchen
29 Bondgate

29 Bondgate

3.5 star property
York
The price is P31,095
P37,314 total
includes taxes & fees
Nov 25 - Nov 26
29 Bondgate
1 bedroom
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)
"Excellent night away. Pods are quite close together but wasn't a problem for us. "
United Kingdom
Michael
The price is P3,863
P4,635 total
includes taxes & fees
Nov 23 - Nov 24
The Little Hide - Adult Only Camping Pods
Interior
Malton Central Apartments

Malton Central Apartments

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

Weavers Cottage

3.5 star property
Middlesbrough
The price is P57,104
P68,524 total
includes taxes & fees
Dec 5 - Dec 6
Weavers Cottage
Private kitchen
18 Horner Street York

18 Horner Street York

3.0 star property
Clifton
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
2 bedrooms, individually decorated, individually furnished, free WiFi
The Penthouse

The Penthouse

3.0 star property
York
The price is P33,155
P39,786 total
includes taxes & fees
Nov 25 - Nov 26
The Penthouse
Garden view
THE OLD Cart House

THE OLD Cart House

4.0 star property
York
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

Holtby Grange Cottages

4.0 star property
York
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
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)
"This is a lovely place to stay.."
United Kingdom
Darren
The price is P13,713
P20,163 total
includes taxes & fees
Nov 23 - Nov 24
Luxury Studio Cottage at Foot of Yorkshire Wolds
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)
"Really nice place,friendly landlord and very helpful"
United Kingdom
Corin
The price is P15,966
P19,159 total
includes taxes & fees
Dec 6 - Dec 7
Craven Garth Cottages
Premium bedding, individually decorated, individually furnished
Morndyke Shepherds' Huts

Morndyke Shepherds' Huts

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

The Gables

3.5 star property
York
The price is P33,090
P39,709 total
includes taxes & fees
Dec 11 - Dec 12
The Gables
Dining
Courtyard Rooms - Studio - Double Bed - Wifi

Courtyard Rooms - Studio - Double Bed - Wifi

3.0 star property
Northallerton
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 P6,112
P6,112 total
includes taxes & fees
Nov 23 - Nov 24
Courtyard Rooms - Studio - Double Bed - Wifi
Private kitchen
Holiday Cottages and North Star Apartment

Holiday Cottages and North Star Apartment

3.5 star property
Whitby
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

Providence Court

3.0 star property
York
The price is P23,240
P27,889 total
includes taxes & fees
Nov 27 - Nov 28
Providence Court
Exterior
Cottage Sleeps3-fireplace-balcony-garden-mountain

Cottage Sleeps3-fireplace-balcony-garden-mountain

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

The Green

3.0 star property
York
The price is P47,833
P57,400 total
includes taxes & fees
Nov 28 - Nov 29
The Green
Outdoor dining
Croft Granary

Croft Granary

2.0 star property
York
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 P19,764
P23,717 total
includes taxes & fees
Nov 28 - Nov 29
Croft Granary
Garden
Church House Farm

Church House Farm

4.0 star property
Whitby
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
1 bedroom, individually decorated, individually furnished, free WiFi
New Inn Apartment

New Inn Apartment

3.5 star property
York
The price is P19,893
P23,872 total
includes taxes & fees
Dec 2 - Dec 3
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

Sandburn Hall Hotel

Sandburn Hall Hotel

10/10 Excellent
"Breakfast was very good "
Karen 1-night trip
Posted 4 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:

  • 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: 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.