Helmsley Holiday Cottages

Helmsley Holiday Cottages

Home to the biggest range at the lowest price

from
❯

  • {{ recentSearch.region | removeCountry() }}

    {{ recentSearch.travel_max_time / 60 }}hrs from {{ recentSearch.travel_origin_postcode }}

    Draw a search

    {{ recentSearch.check_in_on }} - {{ recentSearch.check_in_on | endDate(recentSearch.minimum_nights) }}
Or search by driving time
From my postcode
Locate me
Or search by region
Check-in

{{checkInFormatted}}

Add dates

± {{flex}}
Check-out

{{checkOutFormatted}}

Add dates

± {{flex}}

Live availability

Live prices

Book instantly

Did you know? We have a dedicated site just for pet friendly holidays, take me to Dog Friendly Cottages >

Helmsley Cottages

  • Last Minute Cottages - Foxglove Cottage
    • 1

    York

    Foxglove Cottage

    Ref: S376926

    Reviews 8

    1
    2
    Beadlam is a lovely village situated in the Ryedale district of North Yorkshire, resting on the edge of the North York Moors National Park, home to a farm shop and tea room, a local pub and a fish and chip shop. Helmsley market town is nearby...

    From

    £79

    per night
    View

  • Last Minute Cottages - Ford End Cottage
    • 2

    York

    Ford End Cottage

    Ref: S277984

    Reviews 65

    3
    6
    Ampleforth is a small village situated in the North York Moors National Park, home to a local shop, two pubs, takeaway and ancient houses, whilst the market town of Helmsley is just a short journey away surrounded by a host of restaurants and...

    From

    £124

    per night
    View

  • Last Minute Cottages - The Old Post Office

    • York

    The Old Post Office

    Ref: S591511

    Reviews 14

    5
    10
    The unspoiled village of Ampleforth, which is home to a few old homes, two pubs, a tearoom, and the neighbourhood store, is situated on the edge of the North York Moors National Park. There are several excellent restaurants nearby, and the market...

    From

    £131

    per night
    View

  • Last Minute Cottages - 8 Pottergate Mews

    • York

    8 Pottergate Mews

    Ref: S79732

    Reviews 16

    2
    4
    Lying in a sheltered corner of Upper Ryedale, on the southern edge of the North York Moors National Park, Helmsley is a prestigious market town with a spacious market square surrounded by houses, hotels and shops.

    From

    £85

    per night
    View

  • Last Minute Cottages - Holly-Garth
    • 2

    York

    Holly-Garth

    Ref: S1317845

    Reviews 11

    4
    8
    Holly-Garth offers comfortable accommodation with versatile sleeping arrangements, modern amenities, multiple relaxing lounges, an inviting patio area, and entertainment options, ensuring an unforgettable Yorkshire stay.. Ground Floor: Living...

    From

    £115

    per night
    View

  • Last Minute Cottages - Shippon

    • York

    Shippon

    Ref: S480463

    Reviews 60

    1
    2
    Beadlam is a small village in the Ryedale district of North Yorkshire. It is unusual due to being physically connected to another village, Nawton, and the two villages are known together as Nawton Beadlam. The village has a tavern that serves food...

    From

    £54

    per night
    View

  • Last Minute Cottages - St Gregory’s Cottage
    • 1

    York

    St Gregory’s Cottage

    Ref: S1266477

    1
    2
    Lying in a sheltered corner of Upper Ryedale, on the southern edge of the North York Moors National Park, Helmsley is a prestigious market town with a spacious market square surrounded by houses, hotels and shops. The area is important...

    From

    £56

    per night
    View

  • Last Minute Cottages - Walnut Cottage

    • York

    Walnut Cottage

    Ref: S1259536

    1
    2
    Lying in a sheltered corner of Upper Ryedale, on the southern edge of the North York Moors National Park, Helmsley is a prestigious market town with a spacious market square surrounded by houses, hotels and shops. The area is important...

    From

    £53

    per night
    View

  • Last Minute Cottages - The Nest
    • 1

    York

    The Nest

    Ref: S1313154

    Reviews 15

    1
    2
    A perfect base for couples to have a memorable Yorkshire staycation, locations don’t get much more perfect than The Nest! Just 50 metres from the market place.. Ground Floor: Kitchen: Breakfast Bar, Electric Oven, Electric Hob, Microwave,...

    From

    £45

    per night
    View

  • Last Minute Cottages - 3 Bed Cottage in Helmsley
    • 1

    North Yorkshire

    3 Bed Cottage in Helmsley

    Ref: S1294750

    3
    6
    Additional information and rules - 3 bedrooms – 1 double, 2 king -size - 3 bathrooms – 1 en-suite wet room with shower, 2 en-suites with baths and showers over - 1 separate WC - Electric oven, induction hob, microwave, fridge, freezer and...

    From

    £129

    per night
    View

  • Last Minute Cottages - 4 Bed Cottage in Helmsley
    • 2

    North Yorkshire

    4 Bed Cottage in Helmsley

    Ref: S1296222

    4
    8
    Additional information and rules - 4 bedrooms – 3 super-king-size, 1 bunk bed - 3 bathrooms – 2 en-suite bathrooms with bath, walk-in shower and WC, 1 en-suite shower room with walk-in shower and WC, plus 1 additional WC - Induction hob,...

    From

    £227

    per night
    View

  • Last Minute Cottages - Angel Cottage

    • York

    Angel Cottage

    Ref: S1329368

    Reviews 17

    2
    5
    With ground floor accommodation including an electric single bed and walk-in shower, this accessible cottage is the ideal rural retreat.. All on the Ground Floor: Living/dining room: 50" Smart TV, DVD Player, Woodburner Kitchen: Breakfast Area,...

    From

    £47

    per night
    View

  • Last Minute Cottages - Honeysuckle Cottage

    • York

    Honeysuckle Cottage

    Ref: S1300710

    2
    4
    Lying in a sheltered corner of Upper Ryedale, on the southern edge of the North York Moors National Park, Helmsley is a prestigious market town with a spacious market square surrounded by houses, hotels and shops. The area is important...

    From

    £63

    per night
    View

  • Last Minute Cottages - Holly Cottage
    • 1

    York

    Holly Cottage

    Ref: S1346521

    3
    6
    A small characteristic village in the Ryedale district of North Yorkshire, Beadlam is unusual in that it is directly joined onto another village, Nawton, together commonly known as Nawton Beadlam. The village offers a pub serving food and a local...

    From

    £93

    per night
    View

  • Last Minute Cottages - 2 Bed Cottage in Helmsley
    • 1

    North Yorkshire

    2 Bed Cottage in Helmsley

    Ref: S230564

    2
    3
    Additional information and rules - 2 bedrooms: 1 king-size bed, 1 single bedroom - 1 bathroom: wet room with walk-in shower and WC - Semi-detached property - Wood burner - Heated flooring - Welcome hamper upon arrival - Oven and hob,...

    From

    £94

    per night
    View

  • Last Minute Cottages - 1 Bed Cottage in Helmsley

    • North Yorkshire

    1 Bed Cottage in Helmsley

    Ref: S1297449

    1
    2
    Additional information and rules No dogs allowed - 1 king-size bedroom - 1 en-suite shower room with WC - Electric hob/oven, fridge and dishwasher - Smart TV in living space - Wood burner in living space (starter pack of logs...

    From

    £96

    per night
    View

  • Last Minute Cottages - Auburn House

    • York

    Auburn House

    Ref: S81850

    Reviews 66

    4
    8
    A village in the Ryedale district of North Yorkshire, Beadlam is directly joined onto another village, Nawton. The village offers a pub serving food and a local fish and chip shop. Nearby, about 3 miles away, is the market town of Helmsley,...

    From

    £90

    per night
    View

  • Last Minute Cottages - Toad Hall

    • York

    Toad Hall

    Ref: S1348205

    2
    4
    Toad Hall is a Grade II listed cottage yards from the main square in the heart of Helmsley, with private parking and enclosed patio.. Ground Floor: Living room: 32" Freeview TV, Open Fire Dining room: (2 Steps), French Doors Leading To...

    From

    £88

    per night
    View
    Partner deal

  • Last Minute Cottages - Fairview 2

    • York

    Fairview 2

    Ref: S980828

    1
    2
    Fairview 2, a property with a garden, is located in Ampleforth, 31 km from York Minster, 32 km from York Railway station, as well as 32 km from York Train Station. Both free WiFi and parking on-site are accessible at the holiday home free of...

    From

    £88

    per night
    View
    Partner deal

  • Last Minute Cottages - Mason's Cottage
    • 3

    York

    Mason's Cottage

    Ref: S941702

    1
    2
    Located in Ampleforth in the North Yorkshire region, Mason's Cottage has a patio. The property is around 31 km from Flamingo Land Theme Park, 32 km from York Railway station and 32 km from York Train Station. The property is non-smoking and is...

    From

    £138

    per night
    View
    Partner deal

  • Last Minute Cottages - Kirby Cottage

    • York

    Kirby Cottage

    Ref: S941851

    2
    4
    Located in Harome in the North Yorkshire region, Kirby Cottage has a patio. The property is set 32 km from Dalby Forest, 36 km from York Minster and 37 km from York Railway station. The property is non-smoking and is situated 21 km from Flamingo...

    From

    £95

    per night
    View
    Partner deal

  • Last Minute Cottages - The Annex - central Helmsley with parking
    • 3

    North Yorkshire

    The Annex - central Helmsley with parking

    Ref: S523226

    2
    4
    Situated 24 km from Flamingo Land Theme Park, The Annex - central Helmsley with parking features accommodation with free WiFi and free private parking. The property is around 38 km from York Minster, 39 km from York Railway station and 39 km from...

    From

    £156

    per night
    View
    Partner deal

  • Last Minute Cottages - Sunshine Cottage
    • 3

    York

    Sunshine Cottage

    Ref: S1045036

    3
    6
    Located 24 km from Flamingo Land Theme Park, Sunshine Cottage provides accommodation with free WiFi and free private parking. The property is set 38 km from York Minster, 39 km from York Railway station and 39 km from York Train Station. The...

    From

    £259

    per night
    View
    Partner deal

  • Last Minute Cottages - The Nest
    • 3

    North Yorkshire

    The Nest

    Ref: S601027

    1
    2
    The Nest, a property with a garden, is set in Helmsley, 38 km from York Minster, 39 km from York Railway station, as well as 39 km from York Train Station. Featuring free private parking, the 4-star holiday home is 24 km from Flamingo Land Theme...

    From

    £45

    per night
    View
    Showing 1 - 24 of 105 properties

    Helmsley Holiday cottages

    Nestled in the heart of Ryedale, on the edge of the North Yorkshire Moors, is the pretty market town of Helmsley. A historic settlement with a Norman castle at its centre, Helmsley is well worth a visit for its medieval charm. Take a walk around the town walls, explore the local shops and stop for a bite to eat in one of the many quaint cafés.

    If you’re looking for somewhere to stay on your break, holiday cottages in Helmsley are the perfect option. With plenty of space for everyone, choose from large houses with private gardens, cosy cottages with open fires, or modern dwellings with stunning views.

    Holiday cottages in Helmsley can be booked through Snaptrip, with our best price guarantee ensuring you get the best deal on your break. With thousands of properties to choose from throughout the UK, we’ve got something to suit everyone. With our best price guarantee, you're sure to be getting the best deal on your holiday cottage. If you need a little extra hand finding the perfect holiday cottage, our friendly customer service team can help you find the perfect property - complete with hot tubs, private gardens and more.

    Other places to visit

    If you’re staying in Helmsley, why not explore some of these nearby towns and villages:

    Read more > less >

    Trustpilot

    Best price guarantee

    No one can beat our prices

    ✕
    Best price guarantee

    Our cottages are professionally managed by our partners and payments are taken by them, but rest assured, by booking via Snaptrip you'll pay the lowest possible price for your trip.

    We never charge you more than you would pay booking directly on the partner's site and if you become a member you can save even more. If you find a property priced lower anywhere else on the internet (we’d be amazed if you do), simply email us at marketing@snaptrip.com and we'll refund you the difference.

    We bring it all together

    Biggest range of self-catering holiday properties

    We connect you to a range of great suppliers with a huge selection of properties. We've done the research, so that you don't have to.

    View properties >

    We get you
    the lowest price

    We help you to complete your booking whilst giving you discounts, member only prices and our best price guarantee.

    A marketplace
    you can trust

    We connect you with the best professionally managed properties and our marketing leading customer services can help you every step of the way.

    Start your journey >
    ✕

    Join for free to get access to exclusive prices on thousands of properties.

    Login to see

    • Discounts exclusive to members
    • Save & share your favourite properties
    • See your previously viewed properties

    Sign up to see

    Login to see

    • Discounts exclusive to members
    • Save & share your favourite properties
    • See your previously viewed properties

    Did you mean {{ suggestedEmail }}?

    or

    Already a member login here

    Not a member?

    By entering my email address, I agree to Snaptrip's Terms of service, Privacy policy and to receive email updates, news, & offers from Snaptrip.

    Welcome, member discounts are now available.