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Helmsley Holiday Cottages

Helmsley Holiday Cottages

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    Helmsley Cottages

  • 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

    £59

    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

    £251

    per night
    View
    Partner deal

  • Last Minute Cottages - Lawns Cottage
    • 3

    North Yorkshire

    Lawns Cottage

    Ref: S1023949

    2
    4

    From

    £74

    per night
    View
    Partner deal

  • 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

    £170

    per night
    View

  • Last Minute Cottages - Mole End

    • York

    Mole End

    Ref: S854926

    Reviews 8

    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

    £51

    per night
    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

    £100

    per night
    View

  • 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

    £86

    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

    £72

    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

    £60

    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

    £120

    per night
    View

  • 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

    £82

    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

    £84

    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

    £61

    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 - 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

    £68

    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

    £90

    per night
    View

  • 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

    £121

    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

    £105

    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
    View

  • Last Minute Cottages - 3 Bed Cottage in Helmsley
    • 2

    North Yorkshire

    3 Bed Cottage in Helmsley

    Ref: S366423

    3
    4
    Additional information and rules - Sleeps 4 + 1 - 3 bedrooms – 1 double, 1 twin and 1 single - 1 shower room with shower and WC - Electric range-style oven and gas hob, microwave, fridge/freezer and dishwasher, please note there is no washing...

    From

    £94

    per night
    View

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

    North Yorkshire

    2 Bed Cottage in Helmsley

    Ref: S777440

    2
    4
    Additional information and rules - 2 bedrooms - 1 king-size, 1 twin (400TC Egyptian cotton) - 3 bathrooms - 1 en-suite with shower and WC, 1 en-suite with shower over bath and WC, 1 downstairs walk-in shower and WC - Electric range cooker with...

    From

    £187

    per night
    View

  • Last Minute Cottages - Griff Lodge

    • York

    Griff Lodge

    Ref: S245965

    Reviews 10

    2
    4
    Harome is a little village resting in the Ryedale district of North Yorkshire, around two miles from the south-east market town of Helmsley. The cobbled streets of the village are lined with old stone cottage and surround the picturesque pond...

    From

    £73

    per night
    View

  • Last Minute Cottages - Willow Cottage

    • York

    Willow Cottage

    Ref: S1256318

    Reviews 128

    2
    4

    From

    £167

    per night
    View
    Showing 1 - 24 of 71 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 >

    • Jane - Verified booking

      Correspondence prior to our stay was excellent.

      On the day of our arrival, Judith met us at the property with a warm and welcoming smile. She was a wonderful host, who paid attention to all the details to ensure we had the ultimate break. Additional touches included a library of informative books and tourist leaflets, dvds and board games. The kitchen was well equipped with everything you would need for a self catering holiday A++ beyond the standard equipped kitchen as she had also provided cling film/foil and sandwich bags. The welcome basket included a pint of milk, a bottle of wine and a large share bag of Yorkshire ready salted crisps. The rooms were spacious for a couple with comfortable beds, crisp linen, decorative cushions and an additional blankets. Overall, The Burrows was cosy and quiet, and led to a really relaxing and peaceful stay. Thank you Judith, we loved it!

      Read more less >

    • Ro - Verified booking

      What a superb property - truly a home away from home.

      The house is tastefully furnished and extremely comfortable and had everything we needed (and more!). Lucy (the owner) popped by to welcome us and was on hand if we had any issues - of which we had none! The house is at the end of the village and very easy to find. The village has a shop and two pubs, one of which we ate in twice and the food was excellent. If you are looking for a property that is within easy reach of everything then this is probably it. So much to see and do within about a 30 minute drive. We loved our holiday and hopefully we will return! Thank you Lucy (and family) for a wonderful stay!

      Read more less >

    • Confirmed Guest - Verified booking

      What a lovely, clean and well equipped cottage! Whilst we already expected the property to be small, the layout, high ceilings and decor make it deceptively spacious, yet very homely. Perfectly addressed our needs for a short break with our dog, who loved it as much as us. A fantastic, high quality and sympathetic renovation on an old masons workshop, in a lovely village with two very good pubs. Well appointed with everything we needed and more, with a bonus hamper of goodies and essentials. If we are in the area again, we wouldn't hesitate to stay again and would highly recommend for an all year get away.

      Read more less >

    • Confirmed Guest - Verified booking

      Lovely cottage and restored my faith in Rural Retreats’ properties after our last holiday. Nice location with everything within easy access and gorgeous food at the pub. Lovely and clean inside and the comfiest bed I think I’ve ever slept in; wish I could have taken it home. It is definitely only for two people but it’s nice and cosy. We managed but there’s no real hanging space for clothes, just 4 coat hangers and some wall hooks but to be fair, there isn’t room for anything else; just don’t take lots of stuff that won’t keep in your case/bag or the smallish draws. Highly recommended.

      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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