Search All Cottages in Helmsley

46 available cottage rental offers

7 nights
2
1
  • airbnb
  • booking
  • hotelscom
  • vrbo
  • tripadvisor
  • expedia
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
Helmsley cottages
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

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

4 Bed In Cawton (Oc-t32408) - Helmsley
Helmsley
04/08 – 07/08
SG$1102/nighttotal: SG$3306 (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.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Helmsley
Helmsley
04/08 – 07/08
SG$371/nighttotal: SG$1113 (3 )

Cottage ∙ 3 Bedrooms ∙ 6 Guests

3 4
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.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Helmsley
Helmsley
04/08 – 07/08
SG$458/nighttotal: SG$1374 (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 ∙ 3 Bedrooms ∙ 6 Guests - Helmsley
Helmsley
13/07 – 17/07
SG$586/nighttotal: SG$2344 (4 )

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.

Best Helmsley cottages with a garden

Cottage ∙ 3 Bedrooms ∙ 6 Guests - Helmsley
Helmsley
04/08 – 07/08
SG$1101/nighttotal: SG$3303 (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.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Helmsley
8.5 5 reviews
Helmsley
04/08 – 07/08
SG$355/nighttotal: SG$1065 (3 )

Cottage ∙ 3 Bedrooms ∙ 6 Guests

3 4
cottage , Hovingham
Harwood Cottage, a family-friendly holiday home, is situated in Hovingham village within the Howardian Hills National Landscape, 12.8 kilometres from Malton and Helmsley, and 6.4 kilometres from Castle Howard.
This three-bedroom lodge accommodates six guests and features a well-equipped kitchen with a dishwasher, a sitting room with an open fire, an enclosed garden with barbecue facilities, and a conservatory, offering excellent walking and cycling opportunities from the doorstep.
Ford End Cottage, Ampleforth - Helmsley
Helmsley
04/08 – 07/08
SG$776/nighttotal: SG$2328 (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.
Beautiful North Yorkshire Stone Cottage - Helmsley
Helmsley
04/08 – 07/08
SG$452/nighttotal: SG$1356 (3 )

Beautiful North Yorkshire Stone Cottage

3 4
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

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
SG$379/nighttotal: SG$1516 (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 ∙ 1 Bedroom ∙ 2 Guests - Helmsley
9.4 10 reviews
Helmsley
13/07 – 17/07
SG$327/nighttotal: SG$1308 (4 )

Cottage ∙ 1 Bedroom ∙ 2 Guests

1 2
cottage , Helmsley
This stone lodge is located 300 metres from Helmsley's market square, within the North York Moors National Park, offering easy access to Helmsley Castle and Duncombe Park.
This one-bedroom cottage accommodates two guests and features an open-plan living area with a wood burner, a kitchenette, a private patio garden, and secure parking, ideal for exploring local walking and cycling routes.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Helmsley
9.9 14 reviews
Helmsley
04/08 – 07/08
SG$401/nighttotal: SG$1203 (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.
3 Bedroom Accommodation In Ampleforth, Near Helmsley - Helmsley
Helmsley
04/08 – 07/08
SG$491/nighttotal: SG$1473 (3 )

3 Bedroom Accommodation In Ampleforth, Near Helmsley

3 4
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.
Cottage ∙ 3 Bedrooms ∙ 5 Guests - Helmsley
10 5 reviews
Helmsley
13/07 – 17/07
SG$237/nighttotal: SG$948 (4 )

Cottage ∙ 3 Bedrooms ∙ 5 Guests

3 2
cottage , Wass
This cottage, The Burrows, is located near Wass in North Yorkshire, 12 kilometres from the historic market town of Helmsley and borders the southern edge of the North York Moors National Park.
This three-bedroom holiday home sleeps five guests and offers a woodburning stove, a garden, a kitchen with a dishwasher, and an en-suite master bedroom with a balcony, providing excellent walking opportunities on the Cleveland Way and within the North York Moors.
©2026 cozycozy.com