We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Homes and Apartments Helmsley, England

Payment Protection
Use a credit card to book with our Peace of Mind Protection.Learn more
Find a rental
Price per night
Min
to
Max
Bedrooms
Any
Amenities
Select
More filters
All 11 Rentals in Helmsley
loading...
Sort by
From
$930
Per Week
View Details
1 / 12
4 Bedrooms, 3 Bathrooms, Sleeps 11
Details Reviews (16) Make Enquiry
From
$448
Per Week
View Details
1 / 6
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Reviews (2) Make Enquiry
From
$169
Per Night
View Details
1 / 7
Payment Protection
1 Bedroom, 2 Bathrooms, Sleeps 2
Booking
Details Reviews (1) Make Enquiry
From
$169
Per Night
View Details
1 / 6
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
Details Reviews (3) Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
This pretty stone cottage lies in a quiet corner of the beautiful market town of Helmsley, just 2 minutes walk from the shops and restaurants in the square. The cottage has kept it's many original features such as beamed ceilings and log burning stoves. It is set in beautiful gardens with patios... View all property information
Make Enquiry
5 of 5 stars Reviewed 13 September 2014
We have stayed at Rosebeckcottages now for five years. We absolutely love the place. Helmsley is a perfectly sized town. It is big enough to have nice shops, delis, markets and...
5 of 5 stars Reviewed 5 August 2014
For the past 15 years or so we've taken a cottage in England for two weeks every year. This cottage is by far the best we've ever stayed in. The cottage is well designed...
See all reviews
From
$128
Per Night
View Details
1 / 12
Payment Protection
1 Bedroom, 2 Bathrooms, Sleeps 2
Bookings
Details Reviews (4) Make Enquiry
Amenities & Details
  • Fireplace
  • Satellite TV
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
The valley of Bilsdale within the North York Moors is the setting for this charming detached barn conversion. Set in the grounds of the owner's small working farm, Low Crossett Cottage enjoys a peaceful rural location with outstanding views. Located near the village of Chop Gate and approx. 9... View all property information
Make Enquiry
5 of 5 stars Reviewed 20 January 2015
We stayed in Low Crossett Cottage in December 2014. This is a delightful cottage set in a wonderful valley about 15 minutes north of Helmsley. It has everything you would need for...
5 of 5 stars Reviewed 5 January 2015
My kids were with my ex, my partners were with hers so we decided to look for a secluded retreat to have a romantic Christmas just the two of us... We could not have made a better...
See all reviews
From
$508
Per Week
View Details
1 / 11
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This charming cottage sits in the market town of Helmsley in North Yorkshire, sleeping four people in two bedrooms. Coronation Cottage is a stone-built cottage tucked away in a central position in the market town of Helmsley, North Yorkshire. With two bedrooms, including one king-size double and... View all property information
Make Enquiry
From
$931
Per Week
View Details
1 / 9
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
About the property LOVELY STONE COTTAGE WITH LARGE GARDEN This traditional stone terraced cottage has been refurbished to a high standard throughout, situated in the picturesque market town of Helmsley with a large enclosed garden. Superbly presented, the cottage has 21st century luxuries whilst... View all property information
Make Enquiry
From
$129
Per Night
View Details
1 / 16
Payment Protection
2 Bedrooms, 1 Bathroom, Sleeps 6
Booking
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Grill
  • Safe
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
The Stables is nestled in the beautiful North Yorkshire countryside between the edge of the North Yorkshire Moors and the Howardian Hills, just 4 miles outside the pretty market town of Helmsley and under an hour away from the diverse North Yorkshire coastline or the historic city of York. The... View all property information
Make Enquiry
From
$468
Per Week
View Details
1 / 9
1 Bedroom, 1 Bathroom, Sleeps 2
Details Make Enquiry
Amenities & Details
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This charming, detached stone cottage, set in a hamlet close to the North Yorkshire market town of Helmsley, can sleep two people in one double bedroom. Peg's Cottage, a delightful, detached, stone cottage, is set solely over the ground floor in a little hamlet just two miles from the market town... View all property information
Make Enquiry
From
$931
Per Week
View Details
1 / 9
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
LOVELY STONE COTTAGE WITH LARGE GARDEN This traditional stone terraced cottage has been refurbished to a high standard throughout situated in the picturesque market town of Helmsley with a large enclosed garden. Superbly presented the cottage has 21st century luxuries whilst retaining its original... View all property information
Make Enquiry
Get the List
Enquire for rates
1 / 15
Payment Protection
3 Bedrooms, 3 Bathrooms, Sleeps 7
Bookings
Details Reviews (2) Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
A beautiful spacious Grade II Listed 3/4 storey Georgian Town House, just off the market square in the delightful 12th century market town of Helmsley, on the edge of the North Yorkshire Moors National Park. The property has 3 bedrooms and 3 bathrooms - sleeping a max of 7 plus travel cot.... View all property information
Make Enquiry
5 of 5 stars Reviewed 21 July 2014
Property very close to all amenities with Hel;msley Castle practically in your backyard. Centrally based for hiking and sightseeing Lot of stairs in the house, so if you cannot...
5 of 5 stars Reviewed 13 May 2014
This Church view cottage was comfortable, spacious, warm and inviting. It had enough room and space for all 6 of us and we stayed two nights during the weekend and enjoyed...
See all reviews
Go to map view
Book Online(5)
Use filters to find the best results!

Suitability

  • Wheelchair access (0)
  • Elder access (1)
  • Suitable for children (2)
  • Pet friendly (3)
  • Smoking allowed (0)

Amenities

  • Wi-Fi (6)
  • Garden (5)
  • Internet (5)
  • Parking (5)
  • Other outdoor space (4)
  • View all amenities
List your property for free!
List your accommodation
for free on our website.
Reach millions worldwide.
Add a Listing


In partnership with
Get the List
Nearby cities