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Helmsley cottages
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56 Cottages at the best price in Helmsley

Best family friendly Helmsley cottages

Among the 56 accommodations in Helmsley, here are the 4 best family friendly cottages

2 Bed In York (Oc-y009) - Helmsley
No reviews

2 Bed In York (Oc-y009)

cottage, Gilling East
This pet-friendly holiday cottage in Gilling East is located 600 metres from Ampleforth College Golf Club and 4 kilometres from Howardian Hills, offering convenient access to the North York Moors National Park.
This 2-bedroom holiday home accommodates up to 3 guests and features a fully equipped kitchen with a dishwasher, complimentary Wi-Fi, and a washing machine, making it ideal for families and cycling enthusiasts.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Helmsley
10 3 reviews

Cottage ∙ 2 Bedrooms ∙ 4 Guests

cottage, Ampleforth
6 Fairfax Close, a single-storey bungalow in Ampleforth, North Yorkshire, is situated near the North York Moors National Park, approximately 20km from Helmsley and Pickering.
This two-bedroom dwelling, sleeping four, boasts an open-plan kitchen-diner-living area, a stylish shower room, enclosed garden with patio, off-road parking, and WiFi; ideal for exploring Ampleforth and the surrounding North York Moors.
Ford End Cottage, Ampleforth - Helmsley
No reviews

Ford End Cottage, Ampleforth

cottage, York
This converted carriage shed, offering accommodation for six guests, is situated in Ampleforth, North Yorkshire, within the North York Moors National Park, just 4 kilometers from the market town of Helmsley.
The property features three bedrooms, including a king-size with an en-suite, a sitting room with a woodburning stove, and an enclosed patio, with pets welcome and the North York Moors National Park ideal for walking and cycling nearby.
4 Bed In Helmsley (Oc-y039) - Helmsley
No reviews

4 Bed In Helmsley (Oc-y039)

cottage, Helmsley
This cottage is located in the district of York, less than 500 meters from Helmsley's historic market town and castle, with Duncombe Park and the International Centre for Birds of Prey under 3.2 kilometers away.
This 8-guest capacity holiday home offers four bedrooms, three bathrooms, and a contemporary kitchen with an AGA and two dishwashers, alongside spacious downstairs living areas and an outdoor patio with BBQ.

Best Helmsley cottages with a garden

Cottage In The Centre Of Helmsley, With Garden - Helmsley
8.9 13 reviews

Cottage In The Centre Of Helmsley, With Garden

cottage
8 Potter Gate Mews is a newly built cottage located in the centre of Helmsley, just a 2-minute walk from the market square, a bustling hub of shops, restaurants, and attractions. The cottage consistently receives excellent ratings for its location, cleanliness, and overall user experience.
The accommodation features two bedrooms, comfortably sleeping up to four guests, and offers a spacious open-plan living area. Enjoy the sunshine in the private south-facing garden, perfect for al fresco dining or simply relaxing, and benefit from modern amenities, easy access to nearby attractions like Helmsley Castle and the Walled Garden, and convenient parking.
The Helmsley Retreat - Helmsley
10 3 reviews

The Helmsley Retreat

cottage, Helmsley, near York
The Helmsley Retreat is a charming cottage located just a short walk from the bustling market square of Helmsley, within the North York Moors National Park. This peaceful location offers easy access to the town's shops, restaurants, and attractions, as well as stunning walks and cycle routes.
The cottage has two bedrooms and one bathroom, comfortably accommodating up to four guests. It features a private enclosed garden with a hot tub and sauna, a modern, open-plan living space with high-quality furniture, and a well-equipped kitchen with a dishwasher, coffee machine, and washer dryer.
Cliff House - Helmsley
No reviews

Cliff House

cottage, York
This self-catering cottage near Helmsley, North Yorkshire, is less than 0.8km from the North York Moors National Park and Helmsley Arts Centre, and under 1.6km from Duncombe Park and the Cleveland Way.
The property offers free Wi-Fi, parking, a dishwasher, and a private garden; golfing is also nearby.
Cottage ∙ 1 Bedroom ∙ 2 Guests - Helmsley
No reviews

Cottage ∙ 1 Bedroom ∙ 2 Guests

cottage, Kirkbymoorside
Plum Tree Cottage, a single-storey holiday let, is situated in a semi-rural location near Kirkbymoorside, offering countryside views and private parking for one car, with a pub located 3.2 kilometers away. This cosy accommodation for two guests features a modern kitchen, a Super Kingsize bed, a wet room, an enclosed patio, and Wi-Fi, and is located beside a working farm.

Frequently asked questions about cottages in Helmsley

  • What would be a good 1-day itinerary for visiting in and around Helmsley?

    You could start the day with a stroll around Helmsley's market square, stopping for a coffee and a pastry at the Helmsley Bakehouse. Then, head to the Helmsley Castle, a Norman ruin with a fascinating history. In the afternoon, explore the beautiful grounds of Duncombe Park, a stately home with a deer park and a cafe. For a final treat, visit the Helmsley Walled Garden, a tranquil oasis with a variety of plants and flowers.
  • What are the best cottages in Helmsley?

  • What are the can't-miss sights in Helmsley?

    You definitely need to see Helmsley Castle, a Norman ruin with a rich history. The market square is also a must-see, with its charming cobbled streets and historic buildings. For nature lovers, the Helmsley Walled Garden is a tranquil oasis with a variety of plants and flowers. If you're looking for something a bit more active, Duncombe Park offers beautiful walks and stunning views.
  • What are the best cottages with a pool in Helmsley?

    The best cottage with a pool in Helmsley is Cottage ∙ 7 Bedrooms ∙ 20 Guests.

  • Can you easily explore Helmsley on foot or by bike?

    Helmsley is a very walkable town. You can easily explore the market square, the castle, and the surrounding areas on foot. There are also plenty of bike paths in the area, so you can explore the countryside at your own pace. If you're looking for a longer ride, the Ryedale Cycleway is a great option, offering scenic views of the North York Moors.
  • What are the best cottages with a jacuzzi in Helmsley?

  • What activities are available in and around Helmsley?

    There's something for everyone in Helmsley! You can go for a walk in the beautiful countryside, visit the Helmsley Walled Garden, explore the market square, or take a tour of Helmsley Castle. For a more active day, you can go hiking in the North York Moors, go fishing in the River Rye, or play a round of golf at the Helmsley Golf Club. In the evening, you can enjoy a meal at one of the many restaurants in town or visit the local pub.
  • What are the best cottages for families and kids in Helmsley?

  • What famous towns or cities are near to Helmsley?

    Helmsley is ideally located near several other popular destinations. You can easily visit York, a historic city with a Roman past, and the vibrant city of Leeds, known for its shopping and nightlife. For a taste of the coast, Whitby is a charming seaside town famous for its fish and chips. You can also visit the beautiful Yorkshire Dales National Park, just a short drive away.
  • What are the best pet friendly cottages in Helmsley?

  • What are the most common amenities in cottages in Helmsley?

    Most cottages in Helmsley offer a range of amenities, including central heating, a fully equipped kitchen with an oven, hob, microwave, and fridge-freezer. Many cottages also have a washing machine, tumble dryer, and a TV. Some cottages may also offer a fireplace, a garden, or a patio.
  • What are the best cottages with parking in Helmsley?

Popular destinations

Best Helmsley cottages with a jacuzzi

Among the 56 accommodations in Helmsley, here are the 2 best cottages with a jacuzzi

Tuft House, Family Friendly, Luxury Holiday Cottage In Hovingham - Helmsley
No reviews

Tuft House, Family Friendly, Luxury Holiday Cottage In Hovingham

cottage, York
Tuft House, a substantial country house, is situated in Hovingham, North Yorkshire, within the Howardian Hills Area of Outstanding Natural Beauty, 6.4 kilometres from Castle Howard and 12.8 kilometres from Malton and Helmsley.
This spacious accommodation offers 220 square metres of living space, accommodating up to 18 guests across nine bedrooms, and features a hot tub and garden, with the annex providing accessibility for guests with limited mobility.
Cottage ∙ 9 Bedrooms ∙ 18 Guests - Helmsley
No reviews

Cottage ∙ 9 Bedrooms ∙ 18 Guests

cottage
This detached white stone holiday home is situated in the rolling countryside on the outskirts of Hovingham, North Yorkshire, providing convenient access to the North York Moors National Park and located 6 kilometres from Castle Howard.
Accommodating up to 18 guests in nine bedrooms, this spacious property features a high-standard open-plan living area, two sitting rooms, a large lawned garden with a hot tub and barbecue, and is within 13 kilometres of the market towns of Malton and Helmsley.

Best Helmsley cottages with a fireplace

Cottage ∙ 1 Bedroom ∙ 2 Guests - Helmsley
9.7 14 reviews

Cottage ∙ 1 Bedroom ∙ 2 Guests

cottage, Kirkbymoorside
Crumble's Hideaway is a cosy one-bedroom cottage situated on the outskirts of the North York Moors National Park, near Kirkbymoorside, offering easy access to Helmsley and Pickering, approximately 10-15km away.
This self-catering property sleeps two guests and features a well-equipped kitchen with a fridge and microwave, a wood-burning stove, Smart TV, private courtyard, and en-suite bathroom; a larger property (Ref. 1118132) is available for groups up to seven guests.
3 Bed In York (Oc-y053a) - Helmsley
No reviews

3 Bed In York (Oc-y053a)

cottage, Hutton-le-Hole
This characterful converted barn, offering accommodation for four, is located 1.5 kilometers from Hutton-le-Hole on the edge of a wooded valley within the North York Moors National Park.
This family-friendly cottage features three bedrooms, one bathroom, a kitchen with a microwave oven, a lounge with a wood burner, an outdoor patio, and secure barn storage with cycle racks, ideal for those seeking a rural retreat with opportunities for walking and cycling.
Stunning 3 Bedroom Cottage Near Historic York - Helmsley
10 1 review

Stunning 3 Bedroom Cottage Near Historic York

cottage, York
This family-friendly holiday cottage is located in the York mountains, a 3-minute drive from St. Laurence's Abbey of Ampleforth and a 4-minute drive from Byland Abbey.
This 110 square meter property sleeps 8 guests across 4 bedrooms and 2 bathrooms, featuring a kitchen with a fridge, microwave, and dishwasher, plus a terrace, garden, and on-site parking.
Cottage ∙ 1 Bedroom ∙ 2 Guests - Helmsley
9.4 10 reviews

Cottage ∙ 1 Bedroom ∙ 2 Guests

cottage, Helmsley
This stone lodge is located 300 metres from Helmsley's market square, within the North York Moors National Park, offering easy access to Helmsley Castle and Duncombe Park.
This one-bedroom cottage accommodates two guests and features an open-plan living area with a wood burner, a kitchenette, a private patio garden, and secure parking, ideal for exploring local walking and cycling routes.
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