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Helmsley cottages
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46 Cottages at the best price in Helmsley

Best family friendly Helmsley cottages

Among the 46 accommodations in Helmsley, here are the 4 best family friendly cottages

2 Bedroom Accommodation In Sproxton, Near Helmsley - Helmsley
8.0 1 review
Helmsley
13/07 – 17/07
167 €/nighttotal: 668 € (4 )

2 Bedroom Accommodation In Sproxton, Near Helmsley

2 2
cottage , Sproxton, near Helmsley
This stone cottage is situated in Sproxton, 3.2km from Helmsley and within easy reach of the North York Moors National Park, offering proximity to Helmsley Castle and Helmsley Walled Garden.
The two-bedroom property sleeps four, includes a king-size bed and twin beds, a fully equipped kitchen, a cosy living room with a wood-burning stove, a large garden with patio, barbecue and private parking for three cars, plus travel cot and highchair.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Helmsley
10 3 reviews
Helmsley
04/08 – 07/08
170 €/nighttotal: 510 € (3 )

Cottage ∙ 2 Bedrooms ∙ 4 Guests

2 4
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.
Cottage ∙ 1 Bedroom ∙ 2 Guests - Helmsley
8.3 6 reviews
Helmsley
08/07 – 10/07
322 €/nighttotal: 644 € (2 )

Cottage ∙ 1 Bedroom ∙ 2 Guests

1 2
cottage , Harome
Foxglove Cottage, a single-storey holiday home in Ryedale, North Yorkshire, is situated near the North York Moors National Park and award-winning pubs in Harome, offering easy access to Helmsley and York.
This pet-friendly self-catering property sleeps two guests in one bedroom, boasting an ocean blue-themed interior, a private patio, electric fire, fully equipped kitchen with dishwasher, and convenient access to a communal laundry room.
4 Bed In Helmsley (Oc-y039) - Helmsley
Helmsley
27/07 – 29/07
1489 €/nighttotal: 2978 € (2 )

4 Bed In Helmsley (Oc-y039)

4 2
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

Isca Lodge - With Decking, Pet Friendly, With A Garden In Wombleton - Helmsley
Helmsley
04/08 – 07/08
373 €/nighttotal: 1119 € (3 )

Isca Lodge - With Decking, Pet Friendly, With A Garden In Wombleton

3 4
cottage , York
This Ryedale holiday cottage is located in North Yorkshire, on the edge of the North York Moors National Park, offering countryside views and a 1.9 kilometre drive to Helmsley and Kirkbymoorside, with attractions such as Castle Howard and Rievaulx Abbey nearby.
This 130 square meter detached house accommodates up to 6 guests in 3 bedrooms, features a well-equipped kitchen with a dishwasher, on-site parking for 2 cars, and allows two dogs.
6 Fairfax Close In Ampleforth. - Helmsley
Helmsley
04/08 – 07/08
171 €/nighttotal: 513 € (3 )

6 Fairfax Close In Ampleforth.

2 4
cottage , York
This Ampleforth bungalow offers a family-friendly base within the North York Moors National Park, located a short drive from Helmsley and 56 kilometers from the coast at Scarborough.
This 2-bedroom, 4-guest cottage provides WiFi, an enclosed garden with patio, and off-road parking, making it ideal for exploring nearby Castle Howard (under 24 kilometers away) and moorland routes.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Helmsley
Helmsley
04/08 – 07/08
371 €/nighttotal: 1113 € (3 )

Cottage ∙ 3 Bedrooms ∙ 6 Guests

3 4
cottage
This holiday lodge is situated in a tranquil area of North Yorkshire, 2 kilometres from Wombleton village and bordering the North York Moors National Park, offering convenient access to the market towns of Helmsley and Kirkbymoorside, both 4.8 kilometres away. The property features three bedrooms accommodating up to six guests, a well-equipped kitchen, a private decking area, and is pet and family-friendly, with parking and internet provided.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Helmsley
Helmsley
13/07 – 17/07
167 €/nighttotal: 668 € (4 )

Cottage ∙ 2 Bedrooms ∙ 4 Guests

2 2
cottage , Sproxton
This Sproxton stone cottage, situated 3.2km from Helmsley and a short drive from Rievaulx Abbey, offers easy access to the North York Moors National Park and its historical attractions.
Sleeping four guests, the property comprises two bedrooms (one king-size, one twin), a fully equipped kitchen, a cosy living room with a wood-burning stove, a bathroom, and a large garden with parking for three cars; pets are welcome.

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?

Destinations nearby

Best Helmsley cottages with a jacuzzi

Among the 46 accommodations in Helmsley, here are the 1 best cottages with a jacuzzi

The Helmsley Retreat - Helmsley
10 3 reviews
Helmsley
13/07 – 17/07
255 €/nighttotal: 1020 € (4 )

The Helmsley Retreat

2 2
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.

Best Helmsley cottages with a fireplace

Cottage ∙ 3 Bedrooms ∙ 6 Guests - Helmsley
Helmsley
04/08 – 07/08
741 €/nighttotal: 2223 € (3 )

Cottage ∙ 3 Bedrooms ∙ 6 Guests

3 4
cottage , Harome
This detached cottage, Holly Cottage, is situated in Harome, North Yorkshire, 4 kilometres from Helmsley and near Beadlam, offering proximity to the North York Moors National Park.
This 3-bedroom holiday home accommodates up to 6 guests and features a farm-style kitchen, a sitting room with an open fire, a garden, off-road parking, Wi-Fi, and a separate annexe for additional accommodation.
4 Bed In Cawton (Oc-t32408) - Helmsley
Helmsley
04/08 – 07/08
741 €/nighttotal: 2223 € (3 )

4 Bed In Cawton (Oc-t32408)

5 4
cottage , Cawton
This stone barn conversion, offering accommodation for eight guests, is located in Cawton, North Yorkshire, 11 kilometres from Helmsley and within 32 kilometres of York, Nunnington Hall, and Flamingo Land.
This detached cottage features a spacious living area, a separate snug with a wood burner, a well-equipped kitchen, and an enclosed garden with outdoor furniture, a fire pit, and a charcoal barbecue, alongside private parking for three cars.
1 Bed In Helmsley (Oc-l32034) - Helmsley
Helmsley
13/07 – 17/07
220 €/nighttotal: 880 € (4 )

1 Bed In Helmsley (Oc-l32034)

1 2
cottage , Helmsley
This stone-built cottage offers accommodation for two guests, located 300 metres from Helmsley market square and within the North York Moors National Park, with York city 38 kilometres away.
This property features one bedroom with an en-suite shower room, a compact kitchenette with a dishwasher, parking for one car, and a patio garden, with Helmsley Castle and Duncombe Park both 0.8 kilometres away.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Helmsley
9.2 10 reviews
Helmsley
04/08 – 07/08
626 €/nighttotal: 1878 € (3 )

Cottage ∙ 3 Bedrooms ∙ 6 Guests

3 4
cottage , Helmsley
This luxurious three-storey cottage, located within a small, gated development, is situated just 125 metres from Helmsley market square, offering convenient access to Helmsley Castle, Duncombe Park, and the North York Moors. This property accommodates up to six guests, featuring three en-suite bedrooms, an open-plan living area with a wood burner, and an outdoor courtyard, with pets welcome.
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