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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 ∙ 2 Guests - Helmsley
9.8 10 reviews
Helmsley
27/07 – 29/07
£471/nighttotal: £942 (2 )

Cottage ∙ 2 Bedrooms ∙ 2 Guests

2 2
cottage , Nawton
This Nawton stone cottage, in North Yorkshire, is situated approximately 15.3 km from Byland Abbey and 17.7 km from the Sutton Bank National Park Centre.
The two-bedroom property, sleeping up to three guests, offers a family shower room, country-style kitchen with dishwasher, garden with BBQ, off-street parking for a small car, and is close to Yorkshire Lavender Farm.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Helmsley
10 3 reviews
Helmsley
04/08 – 07/08
£147/nighttotal: £441 (3 )

Cottage ∙ 2 Bedrooms ∙ 4 Guests

2 4
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.
6 Fairfax Close In Ampleforth. - Helmsley
Helmsley
03/07 – 05/07
£222/nighttotal: £444 (2 )

6 Fairfax Close In Ampleforth.

2 2
cottage , York
This Ampleforth bungalow offers a family-friendly base within the North York Moors National Park, located a short drive from Helmsley and 56 kilometers from the coast at Scarborough.
This 2-bedroom, 4-guest cottage provides WiFi, an enclosed garden with patio, and off-road parking, making it ideal for exploring nearby Castle Howard (under 24 kilometers away) and moorland routes.
Ford End Cottage, Ampleforth - Helmsley
Helmsley
22/06 – 24/06
£527/nighttotal: £1054 (2 )

Ford End Cottage, Ampleforth

3 2
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

Cottage ∙ 1 Bedroom ∙ 4 Guests - Helmsley
Helmsley
01/07 – 02/07
£344/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.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Helmsley
Helmsley
03/07 – 05/07
£499/nighttotal: £998 (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.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Helmsley
Helmsley
13/07 – 17/07
£340/nighttotal: £1360 (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.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Helmsley
9.2 10 reviews
Helmsley
13/07 – 17/07
£395/nighttotal: £1580 (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.

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Choose the Right Holiday Cottages with a Jacuzzi in Helmsley

Savour a quiet private hot tub soak overlooking the fells at these select cottages in Helmsley.

The Helmsley Retreat - Helmsley
10 3 reviews
Helmsley
13/07 – 17/07
£220/nighttotal: £880 (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.

Neighborhoods and points of interest in Helmsley

Best Helmsley cottages with a fireplace

Cottage ∙ 3 Bedrooms ∙ 6 Guests - Helmsley
8.5 5 reviews
Helmsley
04/08 – 07/08
£206/nighttotal: £618 (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.
Holly Cottage, Pet Friendly, Character Holiday Cottage In Helmsley - Helmsley
Helmsley
27/07 – 29/07
£924/nighttotal: £1848 (2 )

Holly Cottage, Pet Friendly, Character Holiday Cottage In Helmsley

3 2
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 ∙ 4 Bedrooms ∙ 8 Guests - Helmsley
9.6 10 reviews
Helmsley
04/08 – 07/08
£928/nighttotal: £2784 (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.
4 Bed In Cawton (Oc-t32408) - Helmsley
Helmsley
04/08 – 07/08
£640/nighttotal: £1920 (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.
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