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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

Cottage ∙ 3 Bedrooms ∙ 6 Guests - Helmsley
10 3 reviews
Helmsley
01/07 – 02/07
741 €/nightfor 1 night

Cottage ∙ 3 Bedrooms ∙ 6 Guests

3 2
cottage , Ampleforth
Temple Hill View, a 3-bedroom holiday home in Ampleforth, North Yorkshire, offers easy access to the North York Moors National Park, York (approx. 40km), Scarborough (approx. 60km), and Castle Howard (approx. 20km).
This 130 square metre property features a games room with table football, an enclosed garden, and sleeps up to six guests, boasting a spacious, contemporary kitchen, en-suite king-size bedroom, and ample off-road parking.
Cottage ∙ 5 Bedrooms ∙ 8 Guests - Helmsley
Helmsley
04/08 – 07/08
749 €/nighttotal: 2247 € (3 )

Cottage ∙ 5 Bedrooms ∙ 8 Guests

5 4
cottage
This stone barn conversion, Cockpit, is located in the North Yorkshire village of Cawton, 11 kilometers from the market town of Helmsley and within 32 kilometers of York and Flamingo Land.
This 5-bedroom holiday home accommodates up to 8 guests and offers a large living area, a snug with a wood burner, two patio areas with outdoor furniture and a fire pit, a well-equipped kitchen, and parking for three cars, situated in a peaceful, rural setting alongside a working farm ideal for exploring the Ebor Way walking trails.
3 Bedroom Accommodation In Ampleforth, Near Helmsley - Helmsley
Helmsley
27/07 – 29/07
328 €/nighttotal: 656 € (2 )

3 Bedroom Accommodation In Ampleforth, Near Helmsley

3 2
cottage , Ampleforth, near Helmsley
This family-friendly cottage in the York district offers convenient rural access, located just 1.6 kilometers from St. Laurence's Abbey and 4.8 kilometers from the Howardian Hills.
This holiday home provides on-site parking, a dishwasher, a washing machine, and a fireplace, with proximity to Helmsley Arts Centre and Nunnington Hall for cultural exploration.
60 M² Cottage ∙ 1 Bedroom ∙ 3 Guests - Helmsley
9.2 65 reviews
Helmsley
22/06 – 24/06
152 €/nighttotal: 304 € (2 )

60 M² Cottage ∙ 1 Bedroom ∙ 3 Guests

1 2
cottage
Brackensyke cottage, a self-catering holiday home in Ampleforth, North Yorkshire, is situated a 40km drive from York, offering easy access to its historical attractions.
This one-bedroom property boasts 60 square metres of living space, sleeping up to three guests, and includes a well-equipped kitchen, a private garden, on-site parking, and amenities such as a multi-fuel stove, smart TV, and Wi-Fi.

Best Helmsley cottages with a garden

Cottage ∙ 1 Bedroom ∙ 4 Guests - Helmsley
Helmsley
01/07 – 02/07
399 €/nightfor 1 night

Cottage ∙ 1 Bedroom ∙ 4 Guests

1 2
cottage , Yearsley
The Annex at Manor Farm, a pet-friendly cottage in Brandsby, North Yorkshire, offers rural tranquility 19 kilometres from York and within an hour's drive of the North York Moors, with proximity to the Howardian Hills.
This one-bedroom annex accommodates up to four guests and features an open-plan living space with a sofa bed, a freestanding bath, a private garden with a picnic bench, and an EV charger, while Yearsley Woods is within walking distance and historical sites such as Rievaulx Abbey and Castle Howard are nearby.
Holly Cottage, Pet Friendly, Character Holiday Cottage In Helmsley - Helmsley
Helmsley
04/08 – 07/08
744 €/nighttotal: 2232 € (3 )

Holly Cottage, Pet Friendly, Character Holiday Cottage In Helmsley

3 4
cottage , York
This pet-friendly holiday cottage is situated in the York district, a 4-minute drive from the North York Moors National Park and 5 minutes from Duncombe Park.
This 130 square meter holiday home accommodates up to six guests across three bedrooms and three bathrooms, featuring a well-equipped kitchen, Wi-Fi, a television, and a washing machine, with opportunities for cycling and fishing nearby.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Helmsley
Helmsley
22/06 – 24/06
511 €/nighttotal: 1022 € (2 )

Cottage ∙ 3 Bedrooms ∙ 6 Guests

3 2
cottage , Helmsley
Ridings Cottage offers three en-suite bedrooms sleeping six, centrally located in Helmsley, within easy walking distance of Helmsley Castle and the Helmsley Walled Garden.
This self-catering property boasts a fully equipped kitchen with dishwasher and wine cooler, a wood-burning stove in the open-plan living area, private parking, and a patio garden; ideal for exploring the Cleveland Way.
St Gregorys Cottage, Pet Friendly, With A Garden In Helmsley - Helmsley
Helmsley
13/07 – 17/07
104 €/nighttotal: 416 € (4 )

St Gregorys Cottage, Pet Friendly, With A Garden In Helmsley

1 2
cottage , York
This cottage, St Gregory's Cottage, is located in Oswaldkirk, within the North York Moors National Park, 3.4 kilometers from the nearest pub and 900 meters from a river, offering proximity to historic Helmsley.
This 90 square meter holiday let features one super-king-size bedroom with a woodburning stove, a well-equipped kitchen/diner with a dishwasher, WiFi, off-road parking for one car, and a garden, ideal for exploring the North York Moors.

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
03/07 – 05/07
540 €/nighttotal: 1080 € (2 )

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 ∙ 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.
3 Bed In Helmsley (Oc-y111) - Helmsley
Helmsley
27/07 – 29/07
868 €/nighttotal: 1736 € (2 )

3 Bed In Helmsley (Oc-y111)

3 2
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.
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.
Cottage ∙ 1 Bedroom ∙ 2 Guests - Helmsley
Helmsley
13/07 – 17/07
167 €/nighttotal: 668 € (4 )

Cottage ∙ 1 Bedroom ∙ 2 Guests

1 2
cottage , West End
This one-bedroom cottage is located in the North Yorkshire countryside, offering convenient access to Byland Abbey (4 km), Helmsley (8.9 km), and Ripon Cathedral (35.4 km).
This family-friendly dwelling for two includes a fully equipped kitchen, a lounge with an open fire, Wi-Fi, a Smart TV, and a garden with a decking area, with a shop and pub only 800 metres away.
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