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The best cottages in Helmsley

Check out our pick of great cottages in Helmsley

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Review score

Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
Our top picks Lowest price first Star rating and price Top reviewed

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With free WiFi, this 1-bedroom holiday home provides a TV, a washing machine and a fully equipped kitchen with a dishwasher and kitchenware. Towels and bed linen are provided in the holiday home. The accommodation offers a fireplace.

Lovely little find in Helmsley with everything you need in one room ... quiet peaceful with places to eat on your doorstep ... Will definitely return

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9.9
Exceptional
10 reviews
Price from
£247.50
per night

The Old Post Office - central Helmsley with parking in Helmsley provides accommodation with free WiFi, 25 km from Flamingo Land Theme Park, 31 km from Dalby Forest and 38 km from York Minster. The property is situated 47 km from Lightwater Valley Theme Park, 50 km from Peasholm Park and 50 km from The Spa Scarborough. The property is non-smoking and is located 39 km from York Railway station.

Really it's a very good cottage.i was so happy to have stayed with that place and the room's cleanliness is so lovely,it has a lot of restaurants nearby.with a good price.

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9
Superb
18 reviews
Price from
£290.18
per night

Located in Helmsley and only 25 km from Flamingo Land Theme Park, Rye Court Cottage - Stunning cottage in central Helmsley with parking provides accommodation with garden views, free WiFi and free private parking. 38 km from York Minster and 39 km from York Railway station, the property offers a garden and a terrace. The property is non-smoking and is set 31 km from Dalby Forest.

Absolutely beautiful cottage, fresh and clean. Plenty of space and the beds were super comfy! This place had everything we needed including tea, coffee and sugar! I loved how many bathrooms there is which is perfect when there is a lot of you staying together. The Key access and access to the cottage was very easy.

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9.2
Superb
18 reviews
Price from
£531.04
per night

Forge Cottage, Helmsley, a property with a terrace, is located in Helmsley, 30 km from Dalby Forest, 39 km from York Minster, as well as 39 km from York Railway station. This holiday home offers free private parking, private check-in and check-out and free WiFi. The property is non-smoking and is set 24 km from Flamingo Land Theme Park.

Well equipped, great communication, clear directions, lovely garden, all exactly as described

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9.2
Superb
6 reviews
Price from
£254.52
per night

Set in Helmsley in the North Yorkshire region, Ryedale Cottage offers accommodation with free WiFi and free private parking. The property is around 33 km from Dalby Forest, 37 km from York Minster and 37 km from York Railway station. The property is non-smoking and is located 27 km from Flamingo Land Theme Park.

Lovely cottage in a lovely setting. Very close to Helmsley for shopping, restaurants etc. Very peaceful. The cottage is very comfortable with good beds and comfy sofa. Nice, modern decor throughout. Lots of attention to detail. Dave was very helpful and friendly. We would definitely come back here.

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9.5
Exceptional
20 reviews
Price from
£156.75
per night

Set in Helmsley in the North Yorkshire region, Riccal Dale Cottage offers accommodation with free WiFi and free private parking. The property is situated 33 km from Dalby Forest, 37 km from York Minster and 37 km from York Railway station. The property is non-smoking and is located 28 km from Flamingo Land Theme Park.

Beautifully appointed little cottage with great location and excellent for my dog

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9.3
Superb
15 reviews
Price from
£192.50
per night

Set 27 km from Flamingo Land Theme Park, Kirkdale Cottage offers accommodation with free WiFi and free private parking. The property is situated 37 km from York Minster, 37 km from York Railway station and 46 km from Lightwater Valley Theme Park. The property is non-smoking and is located 33 km from Dalby Forest.

Great location quiet picturesque and great facilities inside

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9.3
Superb
12 reviews
Price from
£217.25
per night

Set 28 km from Flamingo Land Theme Park, Bilsdale Cottage offers accommodation with free WiFi and free private parking. The property is situated 37 km from York Minster, 37 km from York Railway station and 46 km from Lightwater Valley Theme Park. The property is non-smoking and is located 33 km from Dalby Forest.

Lovely cosy cottage. Easy access to Helmsley which has good pubs and restaurants. Good central location for sightseeing. Fantastic views. Quiet location.

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9
Superb
12 reviews
Price from
£174.17
per night

Ivy Cottage, a property with a garden, is situated in Helmsley, 39 km from York Minster, 39 km from York Railway station, as well as 48 km from Lightwater Valley Theme Park. The 4-star holiday home is 31 km from Dalby Forest. Free WiFi is available throughout the property and Flamingo Land Theme Park is 25 km away.

Had a great stay at ivy cottage,location was very close to all amenities and spotless inside and outside considering the weather.

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9.1
Superb
9 reviews
Price from
£297.27
per night

Bondgate, a property with a garden, is set in Helmsley, 39 km from York Minster, 39 km from York Railway station, as well as 47 km from Lightwater Valley Theme Park. Featuring free private parking, the 4-star holiday home is 24 km from Flamingo Land Theme Park. The property is non-smoking and is situated 30 km from Dalby Forest.

First class facilities and decor with tasteful Xmas decoration, most enjoyable.

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9.3
Superb
6 reviews
Price from
£337.50
per night

Looking for a cottage?

Cottages are perfect for travellers who enjoy feeling cosy and independent in the countryside. Usually small, traditionally built houses, cottages spread across one or two floors, making them great for families, or holidays with a little more privacy.
Search cottages in Helmsley

Most booked cottages in Helmsley this month

Enjoy breakfast in Helmsley!

  • The Byre
    Breakfast options
    9.9
    Scored 9.9
    Exceptional
    Rated exceptional
     · 10 reviews

    The Byre, a property with a garden, is situated in Helmsley, 39 km from York Railway station, 47 km from Lightwater Valley Theme Park, as well as 49 km from Peasholm Park.

    Was warm and cosy very convenient to Helmsley market place.

  • The Old Post Office - central Helmsley with parking
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 18 reviews

    The Old Post Office - central Helmsley with parking in Helmsley provides accommodation with free WiFi, 25 km from Flamingo Land Theme Park, 31 km from Dalby Forest and 38 km from York Minster.

    We loved the location, it was well equipped and very clean.

  • Rye Court Cottage - Stunning cottage in central Helmsley with parking
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 18 reviews

    Located in Helmsley and only 25 km from Flamingo Land Theme Park, Rye Court Cottage - Stunning cottage in central Helmsley with parking provides accommodation with garden views, free WiFi and free...

    Lovely homely feel, yet tons of space for 8 of us!

  • Forge Cottage, Helmsley
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 6 reviews

    Forge Cottage, Helmsley, a property with a terrace, is located in Helmsley, 30 km from Dalby Forest, 39 km from York Minster, as well as 39 km from York Railway station.

    Well equipped, great communication, clear directions, lovely garden, all exactly as described

  • Ryedale Cottage
    Breakfast options
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 20 reviews

    Set in Helmsley in the North Yorkshire region, Ryedale Cottage offers accommodation with free WiFi and free private parking.

    Location was quiet and peaceful away from the main road

  • Riccal Dale Cottage
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 15 reviews

    Set in Helmsley in the North Yorkshire region, Riccal Dale Cottage offers accommodation with free WiFi and free private parking.

    Very clean great views, well placed in area, quite, dog friendly.

  • Kirkdale Cottage
    Breakfast options
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 12 reviews

    Set 27 km from Flamingo Land Theme Park, Kirkdale Cottage offers accommodation with free WiFi and free private parking.

    Great location quiet picturesque and great facilities inside

  • Bilsdale Cottage
    Breakfast options
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 12 reviews

    Set 28 km from Flamingo Land Theme Park, Bilsdale Cottage offers accommodation with free WiFi and free private parking.

    Cottage beautiful, beds comfy, beautiful views. Nice enclosed dog area.

These cottages in Helmsley have options with FREE cancellation

  • Ivy Cottage
    Free cancellation options available
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 9 reviews

    Ivy Cottage, a property with a garden, is situated in Helmsley, 39 km from York Minster, 39 km from York Railway station, as well as 48 km from Lightwater Valley Theme Park.

    Large attractive cottage near town centre. Perfect for a winter break

  • Bondgate
    Free cancellation options available
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 6 reviews

    Bondgate, a property with a garden, is set in Helmsley, 39 km from York Minster, 39 km from York Railway station, as well as 47 km from Lightwater Valley Theme Park.

    First class facilities and decor with tasteful Xmas decoration, most enjoyable.

  • Valley View Farm Holiday Cottages
    Free cancellation options available
    8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 189 reviews

    Offering a garden and garden view, Valley View Farm Holiday Cottages is located in Helmsley, 32 km from Flamingo Land Theme Park and 38 km from Dalby Forest.

    Very clean and very comfortable Beautiful setting

  • Cliff Stud Retreat, Helmsley, Frankel Cottage
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 8 reviews

    Offering a garden and garden view, Cliff Stud Retreat, Helmsley, Frankel Cottage is situated in Helmsley, 41 km from York Railway station and 49 km from Lightwater Valley Theme Park.

    Stunning location, Lovely cottage, fantastic base from which to explore Helmsley and surrounding area. Helpful and friendly hosts.

  • Bay tree Cottage Hemsley
    Free cancellation options available
    8.4
    Scored 8.4
    Very good
    Rated very good
     · 19 reviews

    Set just 30 km from Dalby Forest, Bay tree Cottage Hemsley offers accommodation in Helmsley with access to a garden, a terrace, as well as private check-in and check-out.

    Perfect location for a short walk into Helmsley. Quiet and secure.

  • The Annex - central Helmsley with parking
    Free cancellation options available
    8.1
    Scored 8.1
    Very good
    Rated very good
     · 14 reviews

    Situated 25 km from Flamingo Land Theme Park, The Annex - central Helmsley with parking features accommodation with free WiFi and free private parking. 38 km from York Minster and 39 km from York...

    Beautiful decor. Comfortable beds. Excellent location

  • Host & Stay - Willow Cottage
    Free cancellation options available
    8.9
    Scored 8.9
    Fabulous
    Rated fabulous
     · 59 reviews

    Set in Helmsley in the North Yorkshire region, Host & Stay - Willow Cottage has a patio. It is located 30 km from Dalby Forest and offers private check-in and check-out.

    everything was brilliant. Loved garden and patio. Just perfect.

  • Rye Cottage
    Free cancellation options available
    8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 5 reviews

    Rye Cottage, a property with a garden, is located in Helmsley, 39 km from York Minster, 39 km from York Railway station, as well as 47 km from Lightwater Valley Theme Park.

    Location was amazing, so handy for Helmsley and the surrounding area

Travelling by car? These cottages in Helmsley offer free parking!

  • 2 Bed in Helmsley G0131

    Located in Helmsley and only 24 km from Flamingo Land Theme Park, 2 Bed in Helmsley G0131 provides accommodation with garden views, free WiFi and free private parking.

  • Garden Cottage
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 1 review

    Garden Cottage, a property with a garden, is set in Helmsley, 25 km from Flamingo Land Theme Park, 30 km from Dalby Forest, as well as 39 km from York Minster.

  • The Railway Carriage
    6.0
    Scored 6.0
    Pleasant
    Rated pleasant
     · 1 review

    The Railway Carriage, a property with a garden, is situated in Helmsley, 25 km from Flamingo Land Theme Park, 30 km from Dalby Forest, as well as 39 km from York Minster.

  • The Garth
    Free parking
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    The Garth, a property with a garden, is located in Helmsley, 40 km from York Railway station, 47 km from Lightwater Valley Theme Park, as well as 50 km from Peasholm Park.

  • The Old Bank

    Featuring a hot tub, The Old Bank is situated in Helmsley. With free private parking, the property is 25 km from Flamingo Land Theme Park and 30 km from Dalby Forest.

  • Cherry Tree House

    Offering a garden and garden view, Cherry Tree House is situated in Helmsley, 30 km from Dalby Forest and 39 km from York Minster.

  • Cygnet Cottage
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Situated in Helmsley in the North Yorkshire region, Cygnet Cottage features a patio. The property is around 31 km from Dalby Forest, 39 km from York Minster and 39 km from York Railway station.

  • Pinfold Cottage
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Pinfold Cottage, a property with a garden, is set in Helmsley, 30 km from Dalby Forest, 39 km from York Minster, as well as 39 km from York Railway station.

FAQ about cottages in Helmsley






Cottages that guests love in Helmsley

  • Avg. price/night: £116.60
    8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 189 reviews
    A lovely cottage in a lovely location.
    The G's
    Group
  • Avg. price/night: £116.60
    8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 189 reviews
    The quiet, cosy and clean cottage with plenty of local walks
    Amanda
    Young couple
  • Avg. price/night: £116.60
    8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 189 reviews
    Stayed in Couch cottage which was perfect for the 2 if us and our dog. It was enclosed so safe for the dog. Lovely countryside views from the cottage.
    Evelyn
    Young couple
  • 9.3
    Scored 9.3
    Superb
    Rated superb
     · 6 reviews
    Everything- the cosy log burner, how remote it was, the wood fired hot tub and how spacious and well equipped the cottage was.
    Sharon
    Young couple
  • Avg. price/night: £116.60
    8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 189 reviews
    Beautiful end cosy cottage in rural countryside with enclosed patio garden ideal for our two small dogs
    Valerie
    Young couple
  • 9.3
    Scored 9.3
    Superb
    Rated superb
     · 15 reviews
    Stunning location with fabulous countryside views; close to beautiful market town of Helmsley and so many great places within an hours drive; superb hosts and lovely cottages with everything you need
    Owen
    Family with young children
  • Avg. price/night: £116.60
    8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 189 reviews
    Very good location and in a nice, quiet country hamlet. The cottage was cosy and warm within a small, secure court yard of other cottages. The cottage was well equipped overall with just some exceptions in the kitchen. A great place to visit lots of English Heritage locations and also walking on the Cleveland Way. Our whippet loved it too!
    Clair
    Young couple
  • Avg. price/night: £116.60
    8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 189 reviews
    Lovely cottages ×3 booked very well equipped, everything we needed. Location was lovely, out in the countryside short drive into Helmsley. Nice walks. Lovely views from the cottages.
    Marie Spencer
    Family with young children
  • Avg. price/night: £116.60
    8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 189 reviews
    The accommodation is located in a beautiful area of the York Moors in peaceful surroundings. The cottage was immaculately cleaned and we enjoyed the privacy we expected. We recommend this self catering apartment (called FORM) that was allocated to us as it overlooked the countryside.
    Jayantha
    Young couple
  • 9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 20 reviews
    The location was idyllic with lovely country views and giving a truly rural feel. The interior of the Cottage was immaculately presented with all essentials provided for a self catering holiday. The cottage provides an ideal base for exploring by car or on foot lots of fantastic walks. The hosts Dave and Helen were very helpful in all communications .. recommended places to eat, walks, taxis nothing too much trouble. We will definitely be returning in the near future.
    Kerry
    Young couple
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