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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

4 Bed In Helmsley (Oc-l29736) - Helmsley
No reviews

4 Bed In Helmsley (Oc-l29736)

cottage, Helmsley
This stone lodge is situated in Helmsley, 800 meters from Helmsley Castle and close to the North York Moors National Park.
This property offers accommodation for eight guests with four bedrooms, four bathrooms, a sleek kitchen with a microwave oven, and private parking for two cars, ideal for families and pet owners exploring the local area.
Cottage ∙ 1 Bedroom ∙ 4 Guests - Helmsley
No reviews

Cottage ∙ 1 Bedroom ∙ 4 Guests

cottage
Silent Springs cottage, a self-catering property in Nawton near Helmsley, North Yorkshire, is a short distance from Helmsley's historic town centre and picturesque walking trails in the North Yorkshire Moors National Park.
This one-bedroom holiday home offers a cosy open-plan layout sleeping four, featuring a king-size bed (with twin option), a double sofa bed, a fully equipped kitchen with dishwasher, a private patio with barbecue, and is close to the North Yorkshire Moors Railway in Pickering and the Yorkshire Coast.
3 Bedroom Accommodation In Helmsley - Helmsley
10 2 reviews

3 Bedroom Accommodation In Helmsley

cottage, Helmsley
This 3-bedroom holiday home in Helmsley is located within 800 meters of the town's amenities, offering excellent access to the North York Moors National Park and Yorkshire Coast, with Helmsley Castle ruins and Rievaulx Abbey less than 1 kilometer away.
This family-friendly cottage accommodates up to five guests with a contemporary open-plan living space, a south-facing garden, private parking for two cars, and modern amenities including Wi-Fi, making it ideal for exploring local walking, cycling, and horse riding trails.
Cottage ∙ 3 Bedrooms ∙ 5 Guests - Helmsley
9.6 34 reviews

Cottage ∙ 3 Bedrooms ∙ 5 Guests

cottage, Helmsley
Ivy Cottage is a charming, double-fronted end-terrace property situated on the village green, just a short walk from the centre of Helmsley. This picturesque location offers easy access to the town's shops, restaurants, and attractions, including Helmsley Castle and the walled garden.
The cottage spans 130 square metres and comfortably accommodates up to five guests in its three bedrooms. Guests can enjoy a modern kitchen, a separate dining room, a cosy sitting room, a private rear garden, a conservatory, and a separate utility room with a washing machine and tumble dryer.

Best Helmsley cottages with a garden

Cottage ∙ 3 Bedrooms ∙ 6 Guests - Helmsley
No reviews

Cottage ∙ 3 Bedrooms ∙ 6 Guests

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.
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.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Helmsley
9.2 10 reviews

Cottage ∙ 3 Bedrooms ∙ 6 Guests

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.
3 Bed In Helmsley (Oc-y111) - Helmsley
No reviews

3 Bed In Helmsley (Oc-y111)

cottage, Helmsley
This five-star cottage is located in Helmsley, North York Moors, just 125 metres from the market square and within walking distance of Helmsley Castle and Duncombe Park.
Accommodating up to six guests, this three-storey property features three en-suite bedrooms, open-plan living areas with a wood burner, a gated development, and is pet-friendly.

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 1 best cottages with a jacuzzi

Cottage ∙ 3 Bedrooms ∙ 4 Guests - Helmsley
No reviews

Cottage ∙ 3 Bedrooms ∙ 4 Guests

cottage, Helmsley
This three-bedroom holiday home in Helmsley offers a prime location, just 500 meters from the town centre and within easy reach of the North York Moors National Park and Yorkshire Coast, with York approximately 48 kilometers away. This family-friendly cottage provides private parking for two cars, a south-facing garden, and a modern open-plan living space accommodating up to five guests, with amenities including a dishwasher and Wi-Fi.

Best Helmsley cottages with a fireplace

2 Bed In Helmsley (Oc-g0037) - Helmsley
No reviews

2 Bed In Helmsley (Oc-g0037)

cottage, Helmsley
This two-bedroom holiday let in Helmsley is located within easy reach of the village's independent shops, cafes, and dining, and is situated just 800 metres from Helmsley Castle and a short walk from Helmsley Walled Garden, offering convenient access to the North York Moors National Park. This property accommodates up to three guests and features a wood burner, Wi-Fi, a well-equipped kitchen with a dishwasher, and two garden areas, including a patio with a BBQ, with off-road parking for one vehicle provided.
Cottage ∙ 4 Bedrooms ∙ 6 Guests - Helmsley
9.6 10 reviews

Cottage ∙ 4 Bedrooms ∙ 6 Guests

cottage, Helmsley
This four-bedroom holiday home is located less than 500 metres from Helmsley's historic market town and Helmsley Castle, with Duncombe Park under 3.2 kilometres away and Rievaulx Abbey 4.8 kilometres distant.
Accommodating up to eight guests, this elegantly furnished detached house offers a spacious kitchen/diner, separate lounge with underfloor heating, a garden room, and outdoor seating with a barbecue, and it is well-suited for families with pets.
Cottage ∙ 4 Bedrooms ∙ 8 Guests - Helmsley
9.0 7 reviews

Cottage ∙ 4 Bedrooms ∙ 8 Guests

cottage, Helmsley
This stone holiday home is located in Helmsley, 500 meters from Helmsley Castle and 1.5 kilometers from Duncombe Park.
The four-bedroom property sleeps eight guests and offers a sleek kitchen, a lounge with a wood burner, and an outdoor BBQ area, with parking for two cars and Wi-Fi available.
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