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Helmsley Holiday Cottages

Helmsley Holiday Cottages

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    Helmsley Cottages

  • Last Minute Cottages - 2 Bed Cottage in Nawton
    • 2

    York

    2 Bed Cottage in Nawton

    Ref: S810172

    2
    2
    Additional information and rules - Sleeps 2 + 1 - 2 bedrooms – 1 super-king-size and 1 single - 1 shower room with shower and WC - Electric oven and hob, microwave, fridge with ice box and dishwasher - Smart TV in lounge and selection of...

    From

    £98

    per night
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  • 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

    £100

    per night
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  • Last Minute Cottages - Cosy Barn - Helmsley

    • York

    Cosy Barn - Helmsley

    Ref: S1076822

    1
    2
    If you're planning a romantic retreat to Yorkshire or trekking the moors solo, this stone-built outbuilding places you 300 metres from the heart of the only market town in the North York Moors National Park. Stroll around the bustling market...

    From

    £108

    per night
    View

  • Last Minute Cottages - Peg's Cottage
    • 2

    York

    Peg's Cottage

    Ref: S9685

    Reviews 59

    1
    2

    From

    £57

    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

    £65

    per night
    View

  • Last Minute Cottages - Low Grounds Cottage
    • 1

    York

    Low Grounds Cottage

    Ref: S855167

    Reviews 17

    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

    £96

    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

    £126

    per night
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  • Last Minute Cottages - Linfitt - Helmsley
    • 2

    North Yorkshire

    Linfitt - Helmsley

    Ref: S881439

    Reviews 1

    4
    8
    Escape to this beautiful holiday home set in one of North Yorkshire’s prettiest towns, Helmsley, in the North York Moors National Park. Voted one of the best places to live in the UK in a Sunday Times survey, picture-postcard Helmsley offers a...

    From

    £283

    per night
    View
    Partner deal

  • Last Minute Cottages - Silent Springs
    • 3

    York

    Silent Springs

    Ref: S1043830

    1
    4

    From

    £90

    per night
    View
    Partner deal

  • Last Minute Cottages - The Partridge

    • York

    The Partridge

    Ref: S936799

    2
    4

    From

    £210

    per night
    View
    Partner deal

  • Last Minute Cottages - Borough Beck Cottage
    • 3

    North Yorkshire

    Borough Beck Cottage

    Ref: S419751

    3
    5

    From

    £112

    per night
    View
    Partner deal

  • Last Minute Cottages - The Old Bank
    • 3

    York

    The Old Bank

    Ref: S942563

    5
    10

    From

    £402

    per night
    View
    Partner deal

  • Last Minute Cottages - Fairview 2

    • York

    Fairview 2

    Ref: S980828

    1
    2

    From

    £108

    per night
    View
    Partner deal

  • Last Minute Cottages - Toad Hall

    • North Yorkshire

    Toad Hall

    Ref: S385511

    2
    4

    Check for price

    View

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

    North Yorkshire

    2 Bed Cottage in Helmsley

    Ref: S228921

    2
    4
    Additional information and rules - 2 bedrooms – 1 king-size and1 double sofa bed in the second lounge - 1 bathroom with shower over bath and WC - 1 wet room - Kitchen with oven, hob, dishwasher, washer/dryer, microwave and fridge with small...

    From

    £138

    per night
    View

  • Last Minute Cottages - Lilac Cottage
    • 2

    York

    Lilac Cottage

    Ref: S855666

    Reviews 10

    2
    4
    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

    £62

    per night
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  • Last Minute Cottages - Mason's Cottage, Ampleforth
    • 1

    North Yorkshire

    Mason's Cottage, Ampleforth

    Ref: S98585

    Reviews 28

    1
    2
    This former stonemason’s workshop has been beautifully renovated into a light and airy bolthole for two and a perfect base for exploring all of the beautiful countryside and coast of North Yorkshire. Mason’s Cottage was originally owned by a...

    From

    £124

    per night
    View

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

    York

    2 Bed Cottage in Helmsley

    Ref: S283487

    2
    3
    Additional information and rules - Sleeps 3+1 (small double suitable for 2 children) - 2 bedrooms - 1 king-size and 1 small double (4ft) - 1 bathroom with shower over bath and WC, and a separate ground floor WC - Electric oven and hob,...

    From

    £121

    per night
    View

  • Last Minute Cottages - Temple Hill View
    • 2

    York

    Temple Hill View

    Ref: S879314

    Reviews 5

    3
    6
    The unspoilt village of Ampleforth lies on the edge of the North York Moors National Park, and is made up of a scattering of traditional houses, two pubs, a tea room and the local village shop. There are several highly-rated restaurants within the...

    From

    £88

    per night
    View

  • Last Minute Cottages - The Burrows

    • York

    The Burrows

    Ref: S854928

    Reviews 4

    3
    5
    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

    £83

    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

    £119

    per night
    View

  • Last Minute Cottages - Maple Cottage - Wombleton

    • York

    Maple Cottage - Wombleton

    Ref: S1070744

    1
    2
    A modern Yorkshire retreat near Wombleton, this one-bedroom hideaway for two is perfect for those wishing to explore the dramatic North York Moors National Park. Set on a caravan park with a fishing lake, 4 miles from Kirbymoorside and 11 miles...

    From

    £85

    per night
    View

  • Last Minute Cottages - Summerfield Farm Cottage
    • 1

    York

    Summerfield Farm Cottage

    Ref: S227145

    Reviews 62

    2
    4
    Helmsley is a market town resting within the Upper Ryedale, on the edge of the North York Moors National Park. Within the town you will find a large market square and a choice of pubs, hotels and shops. Helmsley has its own 12th century castle and...

    From

    £72

    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

    £67

    per night
    View
    Showing 1 - 24 of 82 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 >

    Reviews

    What our customers say about their holidays

    • Danielle - Verified booking

      Sykes Staff have been nothing but friendly and accommodating, they were not to fault for our unsatisfactory stay.

      The property however had dust webs left in corners (despite cleaners) and offered no QR code/Covid guidelines, no antibacterial hand wash or sanitiser (good job we took our own). We were greeted by a wasps nest by the front door obviously using the property’s roof. The door with its large double glass windows offered no privacy from passers by using the shared drive and communal laundry room given the fact the shower and toilet were right behind it which resulted in us having to hang a towel over the door. The pictures of the garden were misleading. It clearly shows a grass area which had been cordoned off and belonged to another property which only left the stoned area you see in the pictures which would have been fantastic if it weren’t for the fact they are not friendly to the paws of our fury friends which meant our pet friendly get away wasn’t in fact so pet friendly at all and his off lead play time went out the window. The directions to the property are not clear, even using ‘what four words’ we had difficulty. In the end we were forced to contact Sykes which then had to contact the owners who added another couple of steps to the directions. Frankly if it weren’t for the fact we had to rely on a family member for travel and our signal was so spotty we never would have stayed.

      Read more less >

    • Shelagh - Verified booking

      Lovely comfortable cosy cottage surrounded by beautiful countryside.

      They have also planted the garden area with wildlife friendly plants. Great place to relax and unwind away from the hustle and bustle. We enjoyed spotting the hares in the fields on the drive up to the farm, watching the free range hens wandering around & bird spotting from the French doors in the kitchen. Sarah and husband were very welcoming and all communications we had were answered quickly. There is a lot to see in this area we particularly enjoyed Nunnington hall & Sutton bank visitor centre. Had a fabulous Sunday lunch at The Plough Inn Wombleton. Unfortunately didn’t sample many other restaurants in the area as we couldn’t get a table. So we would pre book a little more next time we come up this way. Overall a lovely holiday.

      Read more less >

    • Philip - Verified booking

      What a wonderfully warm welcome we received on our arrival.

      The welcome gifts were much appreciated and sending us a message on route to say that we could access the property early enabled us to make really good use of our travelling day. Sarah also provided information regarding local shops so we could pick up some necessaries on the way. The owners were always available via text if we needed anything. The cottage was perfect for our Autumn getaway, comfortable, peaceful and well equipped. It was so nice to look out at the night time sky without surrounding light pollution to spoil the view. Breakfast time entertainment was provided on a daily basis by the free range chickens scampering headlong across the outdoor seating area.

      Read more less >

    • Karen - Verified booking

      A lovely cottage in an out of the way location.

      It has clearly been updated since the pictures online were taken. Good access to major routes to the coast and close enough to Helmsley to make eating out there possible. The facilities were really good and some unexpected extras ( milk, kitchen roll, tea and coffee) meant we could settle in straight away. We mainly used it as a base to explore the coast from and chose to eat out each night. But there were potsand pans etc available had we wanted to cook. The furniture was clean and comfortable enough for our needs. We stayed with 2 small dogs so it was great to have the little garden. We would definitely recommend and hope to return in the future.

      Read more less >

    • Jacqui - Verified booking

      We had a wonderful 10 days staying at Low Grounds cottage.

      We spent many hours watching the hares in the paddock along with the partridges, rabbits, deer and not forgetting the chickens! The cottage was very comfortable with everything we needed supplied. Sarah is lovely and responded to any query very quickly. We visited Castle Howard, Nunnington Hall, Helmsley Walled Garden, RHS Harlow Carr, RSPB at Filey to see the puffins, Whitby (try the Woof and chips at the Magpie) and Grassington, there’s so much to see in the area. We had Sunday lunch at both the Star in the village and also at the Plough in Wombleton, both lovely. What a find this cottage was, we will definitely be back.

      Read more less >

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    Things to do near Helmsley

    • Activity Activity

    Mathewsons Classic Cars

    Mathewsons is a family run classic car, motorbike and memorabilia auction house based at Roxby Garage, Thornton Le Dale. It was brought to light by the TV series Bangers & Cash which follows the Mathewsons family Derek, Paul and Dave, plus their team running the auction business. . Gift Shop and ability to view auction lots.

    Rievaulx Abbey

    Iconic English abbey ruins in the North York Moors - explore the history of the mediaeval monks at Rievaulx Abbey with onsite cafe, exhibition and tours.

    Flamingo Land

    Flamingo Land in North Yorkshire is a thrilling theme park and zoo, offering an action-packed day out for all ages. With over 100 rides and attractions, including roller coasters, water rides and a zoo with over 140 species, it’s a must-visit destination. The park also offers accommodation, making it perfect for a weekend getaway. Address: Kirby Misperton, Malton, North Yorkshire YO17 6UX

    World of James Herriot

    Family friendly 1950's themed farm with activities including trying your hand in the TV studios and test the variety of vets equipment. Gift shop, toilets.

    Nunnington Hall

    Elegant 17th century manor house from the stylish oak-panelled hall to the haunted room and attics. Free parking, pet friendly, groups welcome, National Trust.

    Eden Camp Modern History Theme Museum

    A true WW2 experience for those who want to immerse themselves in the sights and sounds of the war in a former World War 2 Prisoner of War Camp. Dog friendly - well behaved dogs on a lead are allowed. Family friendly.

    Ryedale Folk Museum

    A great North Yorkshire family day out where you can explore the history and the traditions of the area from an Iron Age hut to a 1950s village shop.
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