Cottages in Helmsley at the best prices

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Helmsley cottages
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56 Best cottages in Helmsley

Best family friendly Helmsley cottage rentals

Among the 56 accommodations in Helmsley, here are the 4 best family friendly cottage rentals

3 Bedroom Accommodation In Helmsley - Helmsley
10 2 reviews

3 Bedroom Accommodation In Helmsley

cottage, Helmsley
This 3-bedroom holiday home in Helmsley is located within 800 meters of the town's amenities, offering excellent access to the North York Moors National Park and Yorkshire Coast, with Helmsley Castle ruins and Rievaulx Abbey less than 1 kilometer away.
This family-friendly cottage accommodates up to five guests with a contemporary open-plan living space, a south-facing garden, private parking for two cars, and modern amenities including Wi-Fi, making it ideal for exploring local walking, cycling, and horse riding trails.
Cottage ∙ 1 Bedroom ∙ 4 Guests - Helmsley
No reviews

Cottage ∙ 1 Bedroom ∙ 4 Guests

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.
2 Bed In Ampleforth (Oc-c37505) - Helmsley
No reviews

2 Bed In Ampleforth (Oc-c37505)

cottage, Ampleforth
This Ampleforth holiday cottage is situated in York, a 2-minute drive from St. Lawrence Abbey and 4 minutes from the Howardian Hills.
This family-friendly lodge accommodates four guests across two bedrooms and one bathroom, offering a fully equipped kitchen with a microwave and dishwasher, complimentary Wi-Fi, and proximity to Ampleforth College Golf Club and the North York Moors National Park.
Cottage ∙ 5 Bedrooms ∙ 8 Guests - Helmsley
No reviews

Cottage ∙ 5 Bedrooms ∙ 8 Guests

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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.

Best Helmsley cottages with a garden

Harwood Cottage, Family Friendly, With Open Fire In Hovingham - Helmsley
10 2 reviews

Harwood Cottage, Family Friendly, With Open Fire In Hovingham

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.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Helmsley
No reviews

Cottage ∙ 3 Bedrooms ∙ 6 Guests

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.
Cliff House - Helmsley
No reviews

Cliff House

cottage, York
This self-catering cottage near Helmsley, North Yorkshire, is less than 0.8km from the North York Moors National Park and Helmsley Arts Centre, and under 1.6km from Duncombe Park and the Cleveland Way.
The property offers free Wi-Fi, parking, a dishwasher, and a private garden; golfing is also nearby.
Cottage ∙ 3 Bedrooms ∙ 4 Guests - Helmsley
No reviews

Cottage ∙ 3 Bedrooms ∙ 4 Guests

cottage, Helmsley
This three-bedroom holiday home in Helmsley offers a prime location, just 500 meters from the town centre and within easy reach of the North York Moors National Park and Yorkshire Coast, with York approximately 48 kilometers away. This family-friendly cottage provides private parking for two cars, a south-facing garden, and a modern open-plan living space accommodating up to five guests, with amenities including a dishwasher and Wi-Fi.

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Best Helmsley cottage rentals with jacuzzi

Among the 56 accommodations in Helmsley, here are the 3 best cottage rentals with a jacuzzi

Tuft House, Family Friendly, Luxury Holiday Cottage In Hovingham - Helmsley
No reviews

Tuft House, Family Friendly, Luxury Holiday Cottage In Hovingham

cottage, York
Tuft House, a substantial country house, is situated in Hovingham, North Yorkshire, within the Howardian Hills Area of Outstanding Natural Beauty, 6.4 kilometres from Castle Howard and 12.8 kilometres from Malton and Helmsley.
This spacious accommodation offers 220 square metres of living space, accommodating up to 18 guests across nine bedrooms, and features a hot tub and garden, with the annex providing accessibility for guests with limited mobility.
The Helmsley Retreat - Helmsley
10 3 reviews

The Helmsley Retreat

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.
Cottage ∙ 9 Bedrooms ∙ 18 Guests - Helmsley
No reviews

Cottage ∙ 9 Bedrooms ∙ 18 Guests

cottage
This detached white stone holiday home is situated in the rolling countryside on the outskirts of Hovingham, North Yorkshire, providing convenient access to the North York Moors National Park and located 6 kilometres from Castle Howard.
Accommodating up to 18 guests in nine bedrooms, this spacious property features a high-standard open-plan living area, two sitting rooms, a large lawned garden with a hot tub and barbecue, and is within 13 kilometres of the market towns of Malton and Helmsley.

Best Helmsley cottages with a fireplace

2 Bedroom Accommodation In Helmsley - Helmsley
No reviews

2 Bedroom Accommodation In Helmsley

cottage, Helmsley
Ryegate Cottage, a two-bedroom holiday home in central Helmsley, is located 150 meters from independent shops and pubs, and within walking distance of Helmsley Castle and the Walled Garden.
This pet-friendly accommodation for four guests features a well-equipped kitchen with a Rangemaster cooker, a sitting room with an open fireplace, a spacious back garden with a patio and lawn, and serves as an ideal base for exploring the North Yorkshire Moors National Park, with Duncombe Park nearby and the historic city of York a short drive away.
Cottage ∙ 3 Bedrooms ∙ 4 Guests - Helmsley
9.8 6 reviews

Cottage ∙ 3 Bedrooms ∙ 4 Guests

cottage, Helmsley
This Helmsley cottage is situated 0.3km from Helmsley's market square and 1.6km from Duncombe Park, offering easy access to the Cleveland Way and Ebor Way walking and cycling routes.
The 45 square metre property sleeps up to five (including one child over 5), features three bedrooms, one bathroom, a fully equipped kitchen (excluding a washing machine), and a south-facing courtyard garden; pets are welcome.
3 Bed In Helmsley (Oc-82891) - Helmsley
No reviews

3 Bed In Helmsley (Oc-82891)

cottage, Helmsley
This three-bedroom holiday home, accommodating up to four guests, is located in historic Helmsley, just 320 meters from the market square and within easy reach of the North York Moors National Park.
This secluded property offers a private south-facing courtyard, an open fire in the lounge/diner, and direct access to walking and cycling routes, with a well-equipped country-style kitchen featuring a microwave oven and dishwasher.
29 Bondgate - Helmsley
No reviews

29 Bondgate

cottage, York
This pet-friendly cottage near Helmsley, North Yorkshire, is less than 0.8km from the North York Moors National Park and Helmsley Arts Centre, and under 1.6km from Duncombe Park and the Cleveland Way.
The self-catering property offers free Wi-Fi, parking, a dishwasher, and a garden; nearby activities include exploring the national park and visiting the arts centre.
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