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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
Helmsley
04/08 – 07/08
₹34026/nighttotal: ₹102078 (3 )

Cottage ∙ 3 Bedrooms ∙ 6 Guests

3 4
cottage
This holiday cottage in Ryedale, North Yorkshire, is located 1.8 kilometres from Wombleton village and provides a base near the North York Moors National Park, with convenient access to market towns and attractions including Helmsley Castle and Rievaulx Abbey.
The property offers accommodation for six guests across three bedrooms, including a double with en-suite, and features an open-plan living area, a well-equipped kitchen with a dishwasher, and a main bathroom with a freestanding bath and walk-in shower, ideal for exploring the surrounding countryside.
Cottage ∙ 1 Bedroom ∙ 4 Guests - Helmsley
Helmsley
13/07 – 17/07
₹21138/nighttotal: ₹84552 (4 )

Cottage ∙ 1 Bedroom ∙ 4 Guests

1 2
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.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Helmsley
9.6 5 reviews
Helmsley
04/08 – 07/08
₹18548/nighttotal: ₹55644 (3 )

Cottage ∙ 2 Bedrooms ∙ 4 Guests

2 4
cottage , Wombleton
Lilac Cottage, a self-catering holiday home in Wombleton, Ryedale, North Yorkshire, is situated near the North York Moors National Park, 5km from Helmsley and 16km from Pickering.
This two-bedroom property sleeps four, offering a well-equipped kitchen with fridge, microwave, and dishwasher, a garden, internet access, and is pet-friendly, ideal for families exploring the nearby National Centre for Birds of Prey and Flamingo Land Resort.
Ford End Cottage, Ampleforth - Helmsley
Helmsley
04/08 – 07/08
₹57621/nighttotal: ₹172863 (3 )

Ford End Cottage, Ampleforth

3 4
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.

Best Helmsley cottages with a garden

Isca Lodge - With Decking, Pet Friendly, With A Garden In Wombleton - Helmsley
Helmsley
04/08 – 07/08
₹41145/nighttotal: ₹123435 (3 )

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

3 4
cottage , York
This Wombleton holiday cottage is located in the Ryedale district, on the edge of the North York Moors National Park, offering access to historic York, Castle Howard, Nunnington Hall, and Rievaulx Abbey, with Helmsley and Kirkbymoorside just 4.8 kilometres away.
This 130 square meter lodge accommodates six guests in three bedrooms, including a double with an en-suite, and features a well-equipped open-plan living space with WiFi, a dishwasher, and private decking for outdoor relaxation, with pets welcome.
St Gregorys Cottage, Pet Friendly, With A Garden In Helmsley - Helmsley
Helmsley
13/07 – 17/07
₹11517/nighttotal: ₹46068 (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.
Crumbles Hideaway, Kirkbymoorside - Helmsley
Helmsley
27/06 – 28/06
₹49159/nightfor 1 night

Crumbles Hideaway, Kirkbymoorside

1 2
cottage , York
Crumbles Hideaway is a dog-friendly cottage located in Kirkbymoorside, North Yorkshire, on the edge of the North York Moors National Park, 0.3 kilometres from a shop and 0.2 kilometres from a pub.
This self-catering accommodation sleeps two guests and offers WiFi, a woodburning stove, and an enclosed courtyard, with easy access to Helmsley, Pickering, the Yorkshire Coast, Castle Howard, York, and Whitby for hiking, cycling, and visiting attractions like Flamingo Land Theme Park and Zoo and the North York Moors Railway.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Helmsley
Helmsley
04/08 – 07/08
₹81740/nighttotal: ₹245220 (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.

Frequently asked questions about cottages in Helmsley

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

    Helmsley is a very walkable town. You can easily get around on foot, and there are also plenty of bike paths for those who want to explore the surrounding countryside.
  • What activities are available in and around Helmsley?

    There are plenty of things to do in and around Helmsley. You can go walking or cycling, visit the local museums and art galleries, or go birdwatching at the nearby Rievaulx Abbey. There are also plenty of pubs and restaurants to enjoy.
  • What famous towns or cities are near to Helmsley?

    York is about 30 miles away and is a popular destination for a day trip. You can also visit the historic city of Durham, which is about 50 miles away. Closer to Helmsley, the market town of Pickering is only about 10 miles away.

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
₹28177/nighttotal: ₹112708 (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
9.2 10 reviews
Helmsley
13/07 – 17/07
₹50496/nighttotal: ₹201984 (4 )

Cottage ∙ 3 Bedrooms ∙ 6 Guests

3 2
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 ∙ 2 Bedrooms ∙ 4 Guests - Helmsley
9.9 14 reviews
Helmsley
04/08 – 07/08
₹29805/nighttotal: ₹89415 (3 )

Cottage ∙ 2 Bedrooms ∙ 4 Guests

2 4
cottage , Harome
Low Grounds Cottage, a peaceful bungalow near Harome in North Yorkshire, is situated 5.6km from Helmsley and offers easy access to the North York Moors National Park, Rievaulx Abbey, and Castle Howard.
This single-storey property sleeps four guests in two double bedrooms, boasting a well-equipped kitchen/diner, utility room, wood-burning stove, large gas BBQ, private driveway, garden, parking, and internet access.
Cottage ∙ 4 Bedrooms ∙ 8 Guests - Helmsley
9.6 10 reviews
Helmsley
04/08 – 07/08
₹118708/nighttotal: ₹356124 (3 )

Cottage ∙ 4 Bedrooms ∙ 8 Guests

4 4
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.
2 Bedroom Accommodation In Sproxton, Near Helmsley - Helmsley
8.0 1 review
Helmsley
13/07 – 17/07
₹18444/nighttotal: ₹73776 (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.
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