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Helmsley Holiday Cottages

Helmsley Holiday Cottages

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

Helmsley Cottages

  • Last Minute Cottages - Bed in Nawton (93614)
  • 2

    York

    Bed in Nawton (93614)

    Ref: S810172

    2
    2
    Embrace a little bliss with your loved ones at this charming, traditional stone cottage hidden in the tranquil village of Nawton. Sleeping three people across two bedrooms, it s an ideal accommodation choice for couples or small families dreaming...

    From

    £98

    per night
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  • 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

    £69

    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

    £95

    per night
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  • 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

    £130

    per night
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  • Last Minute Cottages - 29 Bondgate
  • 2

    York

    29 Bondgate

    Ref: S479191

    Reviews 32

    3
    6
    Helmsley is a prestigious market town in Upper Ryedale, on the southern edge of the North York Moors National Park. Helmsley has its own 12th century castle, and English Heritage's Rievaulx Abbey and Castle Howard are nearby. Helmsley also has an...

    From

    £114

    per night
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    LateRooms.com

  • Last Minute Cottages - The Byre
  • 3

    North Yorkshire

    The Byre

    Ref: S1003993

    1
    2

    From

    £84

    per night
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    LateRooms.com

  • Last Minute Cottages - Low Grounds Cottage
  • North Yorkshire

    Low Grounds Cottage

    Ref: S1014572

    2
    4

    From

    £149

    per night
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    LateRooms.com

  • Last Minute Cottages - Lawns Cottage
  • 3

    North Yorkshire

    Lawns Cottage

    Ref: S1023949

    2
    4

    From

    £76

    per night
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  • Last Minute Cottages - Pretty Yorkshire Stone Cottage Harome
  • York

    Pretty Yorkshire Stone Cottage Harome

    Ref: S926745

    2
    4

    From

    £147

    per night
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    LateRooms.com

  • Last Minute Cottages - Lilac Cottage
  • North Yorkshire

    Lilac Cottage

    Ref: S1014803

    2
    4

    From

    £80

    per night
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    LateRooms.com

  • Last Minute Cottages - Picturesque Stone Cottage in the Heart of North Yorkshire Village - Hideaway Cottage
  • 3

    York

    Picturesque Stone Cottage in the Heart of North Yorkshire Village - Hideaway Cottage

    Ref: S967513

    2
    4

    From

    £134

    per night
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    LateRooms.com

  • Last Minute Cottages - Rye Cottage
  • 3

    North Yorkshire

    Rye Cottage

    Ref: S381346

    3
    6

    From

    £163

    per night
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  • Last Minute Cottages - The Old Post Office - central Helmsley with parking
  • North Yorkshire

    The Old Post Office - central Helmsley with parking

    Ref: S519372

    2
    6

    From

    £168

    per night
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    LateRooms.com

  • Last Minute Cottages - 29 Bondgate
  • North Yorkshire

    29 Bondgate

    Ref: S1003603

    3
    6

    From

    £132

    per night
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    LateRooms.com

  • Last Minute Cottages - Holly-Garth
  • 3

    North Yorkshire

    Holly-Garth

    Ref: S1016725

    4
    8

    From

    £160

    per night
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    LateRooms.com

  • Last Minute Cottages - Mason's Cottage
  • 3

    York

    Mason's Cottage

    Ref: S941702

    1
    2

    From

    £136

    per night
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  • Last Minute Cottages - Fairview 2
  • York

    Fairview 2

    Ref: S980828

    1
    2

    From

    £103

    per night
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  • Last Minute Cottages - Fairview
  • North Yorkshire

    Fairview

    Ref: S595126

    2
    3

    From

    £103

    per night
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  • Last Minute Cottages - The Bothy
  • York

    The Bothy

    Ref: S940628

    1
    2

    From

    £81

    per night
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  • Last Minute Cottages - Kirby Cottage
  • York

    Kirby Cottage

    Ref: S941851

    2
    4

    From

    £115

    per night
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    LateRooms.com

  • Last Minute Cottages - Foxglove Cottage
  • York

    Foxglove Cottage

    Ref: S393626

    1
    2

    Check for price

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  • Last Minute Cottages - Riccal Dale Cottage
  • 3

    North Yorkshire

    Riccal Dale Cottage

    Ref: S323146

    2
    4

    Check for price

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  • Last Minute Cottages - Beadale Cottage
  • 3

    North Yorkshire

    Beadale Cottage

    Ref: S390840

    3
    5

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  • 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

    £118

    per night
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    Showing 1 - 24 of 29 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:

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    Reviews

    What our customers say about their holidays

    • Eleanor - Verified booking

      With a few little touches this property could be perfect, however we wouldn't recommend or stay again without some changes.

      There are however lots of positives. The location is perfect and we had no issue parking outside of the property each day. The facilities are good, and it is super dog friendly with everything from stair gates, dog bed, treats and toys provided. The bathroom is beautiful and garden is large. The front door lock needs addressing. You need two hands to be able to open it due to it sticking which is not ideal for anyone with a disability. It's only a small thing but it became more frustrating as the week went on. When we booked the photos showed a free standing fridge freezer. Prior to our arrival we received a text to say this had been updated to an under counter fridge with ice box and wine cooler. The under counter fridge was comparable to a camping fridge size wise not even filling the available gap. We took meals for 3 evenings for 2 people and it was full. Had we been sharing the cottage with another couple, had children with us, or simply wanted to bring more supplies with us we wouldn't have been able to manage. Also because we had to effectively overfill it items in the fridge actually froze. We slept in the bedroom with the 2 single beds pushed together. The mattresses were comfortable however they are not zip linked (or at least were not zipped up) which meant after a couple of days there was a reasonable gap between the two. The mattress in the other room is such poor quality there is no way we could have slept on it. Had it been the only bed available or had another couple been staying with us it was so bad we wouldn't have been able to stay the week. This needs replacing. The bins were full on arrival which was frustrating, but understandable as the instructions were poor. The wrong date was given for one bin in the welcome book, and it was not clear where to go to take bins around the back. The electrics tripped about 5 to 6 times on one day. We couldn't find any explanation as to why as we only had the TV on. It sounds like a lot of complaints for what is overall a very nice property. With a few small changes it really could be perfect.

      Read more less >

    • Stephen - Verified booking

      Very good property, very well equipped, we have stayed in many holiday cottages throughout the UK and we have never stayed in one that has everything we need for a weeks holiday.

      The welcome pack was handy, but I was slightly disappointed to see it was filled with supermarket products, rather than local produce and I wonder if its necessary when it's a two minute walk to the town centre. We stayed in autumn and the cottage is very cosy and warm, the wood burner isn't required, there are enough radiators to keep the house toasty warm, very impressive considering the age of the house. The huge back garden is dog safe and well presented, lots of fresh apples when we were there too. This house is a terraced property, with attached neighbours on both sides, we expected some noise, but we not aware anyone was living there, except for Thursday when they put the bins out. The only drawback to the property is the location on the main road, parking near the house can be difficult, we could only park near the cottage if we arrived back after four in the afternoon, I would imagine this will be worse in peak season. The only free parking in Helmsley is on the road side along Bondgate, so the locals who work in the town park here. Also the road noise is quite intrusive, but you don't notice it after the first couple of nights. Overall this is probably one of the best holiday cottages we have stayed in and we will without doubt be returning soon. It's a new listing and after meeting the owners I get the feeling it will be kept at this high standard, they had just replaced the mattress' in both bedrooms when we arrived and their attention to detail is quite impressive. If you come to the North York moors for the first time, this is the perfect base, all the major tourist destinations are accessible from here without too much driving and the town has excellent cafes, pubs and restaurants.

      Read more less >

    • 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 >

    • Andy - Verified booking

      29 bondgate is a delightful cosy,well presented cottage.

      The moment we arrived we,felt at ease and relaxed ,"A home from home." On arrival we found the owner had left some basic grocerys which were very much welcomed after our journey. We especially liked the nice little touches like cassis room spray and molton brown rhubarb and rose hand wash in the bathroom which was lovely. Another nice touch was the thought and effort Given to 4 legged freinds , Florence our dog who loved the basket full of teddys ,her plump bed and dog treats would like to say a big Thankyou. As garden lovers we adored the back garden as did our dog Florence,safe and enclosed and lots of interesting hidden corners . we were amazed on the depth it gave to the property, we would love to return in early summer to see it . If you are planning a visit to Helmsley or the yorkmoors then we would fully recommend 29 bongate. Andy,anita and Florence. X

      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 >

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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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