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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 ∙ 2 Bedrooms ∙ 4 Guests - Helmsley
Helmsley
22/06 – 24/06
₹33195/nighttotal: ₹66390 (2 )

Cottage ∙ 2 Bedrooms ∙ 4 Guests

2 2
cottage , Helmsley
Ryegate Cottage is a two-bedroom holiday home situated in Helmsley, Ryegate, just 500 meters from Helmsley Castle and the walled garden, and within easy reach of the North Yorkshire Moors National Park. This pet-friendly accommodation for four guests features a well-equipped kitchen with a Rangemaster cooker, a living room with an open fireplace, and a back garden with a patio, offering convenient access to local shops and restaurants.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Helmsley
Helmsley
27/07 – 29/07
₹64279/nighttotal: ₹128558 (2 )

Cottage ∙ 3 Bedrooms ∙ 6 Guests

3 2
cottage , East End
St. Anthonys is a three-bedroom cottage located in Ampleforth, North Yorkshire, 56 kilometers from the East Coast and bordering the North York Moors National Park.
This family-friendly accommodation for six guests offers a woodburning stove, a well-equipped kitchen with a fridge and microwave, and parking, providing an ideal base for exploring Helmsley, Pickering, and Castle Howard.
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.
The Helmsley Retreat - Helmsley
10 3 reviews
Helmsley
03/07 – 05/07
₹59591/nighttotal: ₹119182 (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 garden

Cottage ∙ 2 Bedrooms ∙ 4 Guests - Helmsley
10 3 reviews
Helmsley
03/07 – 05/07
₹28206/nighttotal: ₹56412 (2 )

Cottage ∙ 2 Bedrooms ∙ 4 Guests

2 2
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.
Harwood Cottage, Family Friendly, With Open Fire In Hovingham - Helmsley
10 2 reviews
Helmsley
27/07 – 29/07
₹33713/nighttotal: ₹67426 (2 )

Harwood Cottage, Family Friendly, With Open Fire In Hovingham

3 2
cottage , York
Harwood Cottage, a three-bedroom house in Hovingham, North Yorkshire, is situated 6.4km from Castle Howard and 12.9km from Malton and Helmsley, offering easy access to York.
This 130 square metre property sleeps six, boasting two double bedrooms, one twin bedroom, two bathrooms (one with a shower, one with a bath and shower), a fully equipped kitchen, enclosed garden with barbecue, and parking; highchair and travel cot are available on request.
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.
Beautiful North Yorkshire Stone Cottage - Helmsley
Helmsley
22/06 – 24/06
₹42980/nighttotal: ₹85960 (2 )

Beautiful North Yorkshire Stone Cottage

3 2
cottage , YORK
This three-bedroom, two-bathroom property near Ampleforth, approximately 1.3 kilometres from Ampleforth Abbey, offers a peaceful rural retreat close to historical landmarks and golf.
The 190 square metre self-catering holiday home sleeps six, features a fully equipped kitchen with dishwasher and microwave, a private garden, and a dedicated workspace, perfect for families or groups visiting York.

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
03/07 – 05/07
₹59591/nighttotal: ₹119182 (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 ∙ 3 Bedrooms ∙ 6 Guests - Helmsley
Helmsley
22/06 – 24/06
₹69012/nighttotal: ₹138024 (2 )

Cottage ∙ 3 Bedrooms ∙ 6 Guests

3 2
cottage , West End
This three-bedroom holiday home in Ampleforth village offers a prime location at the edge of the North York Moors National Park, with Helmsley 8.8 kilometres and Easingwold 15.3 kilometres away, overlooking the Howardian Hills.
This family-friendly cottage accommodates up to six guests with a high-spec open-plan kitchen and dining area, a comfortable living space with internet access, two bathrooms, and a garden with terraced seating and barbecue facilities, all within 800 metres of village amenities including a shop and two public houses.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Helmsley
Helmsley
13/07 – 17/07
₹18452/nighttotal: ₹73808 (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.
1 Bed In Helmsley (Oc-l32034) - Helmsley
Helmsley
22/06 – 24/06
₹41763/nighttotal: ₹83526 (2 )

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.
4 Bed In Helmsley (Oc-l29736) - Helmsley
Helmsley
22/06 – 24/06
₹92135/nighttotal: ₹184270 (2 )

4 Bed In Helmsley (Oc-l29736)

4 2
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.
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