Find short term rentals in Helmsley at the best prices

71 available short term rental offers

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Helmsley short term rentals
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Best Short term and Weekly rentals in Helmsley

Best family friendly Helmsley Short term rentals

Among the 71 accommodations in Helmsley, here are the 4 best family friendly rentals

3 Bedroom Accommodation In Helmsley - Helmsley
Helmsley
03/07 – 05/07
$934/nighttotal: $1868 (2 )

3 Bedroom Accommodation In Helmsley

3 2
cottage , Helmsley
This three-bedroom Helmsley holiday home is situated a five-minute walk from the North York Moors National Park and the Cleveland Way, offering easy access to Helmsley Arts Centre and Nunnington Hall.
Sleeping six guests, the property boasts three bathrooms, a fully equipped kitchen with a dishwasher, free Wi-Fi, laundry facilities, a fireplace and central heating; pets are welcome.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Helmsley
8.5 5 reviews
Helmsley
04/08 – 07/08
$386/nighttotal: $1158 (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.
Cottage ∙ 2 Bedrooms ∙ 2 Guests - Helmsley
9.8 10 reviews
Helmsley
27/07 – 29/07
$882/nighttotal: $1764 (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 ∙ 1 Bedroom ∙ 4 Guests - Helmsley
Helmsley
13/07 – 17/07
$310/nighttotal: $1240 (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.

Best Helmsley lodging with a balcony

Fairview, Ampleforth, North York Moors - Helmsley
Helmsley
03/07 – 05/07
$849/nighttotal: $1698 (2 )

Fairview, Ampleforth, North York Moors

2 2
apartment , Ampleforth
This Ampleforth holiday home is situated 1.1km from Ampleforth Abbey, offering easy access to Ampleforth College Golf Club and the Howardian Hills within a 5km radius.
The 1 square metre property sleeps 3 guests and includes 2 bedrooms, 1 bathroom, a fully equipped kitchen with fridge, microwave, and dishwasher, plus a garden, terrace, parking and in-house laundry facilities.
The Parcel Shed Gilling East - Helmsley
9.4 20 reviews
Helmsley
27/07 – 29/07
$215/nighttotal: $430 (2 )

The Parcel Shed Gilling East

1 2
apartment , Gilling East
The Parcel Shed Gilling East apartment is situated in Gilling East, North Yorkshire, approximately 26km from Flamingo Land and 29km from York Minster.
This self-catering flat offers 16 square metres of space, sleeping up to 3 guests in one bedroom with one bathroom, and includes a kitchenette with fridge and microwave, private parking, Wi-Fi, a private balcony, and a garden.
Oscar Park Farm - Helmsley
9.3 163 reviews
Helmsley
22/06 – 24/06
$144/nighttotal: $288 (2 )

Oscar Park Farm

1 2
B&B , York
Oscar Park Farm is a charming bed and breakfast located in the Yorkshire countryside, just 30 kilometres from Flamingo Land Theme Park, 37 kilometres from Dalby Forest, and 45 kilometres from York Minster and York Train Station. It has received excellent ratings for location, cleanliness, and overall experience.
The guest house has one bedroom and one bathroom, comfortably accommodating two guests. It offers a peaceful garden, a terrace, a fireplace, packed lunches for day trips, free parking, and Wi-Fi.
Shallowdale House - Helmsley
9.6 6 reviews
Helmsley
04/08 – 07/08
$764/nighttotal: $2292 (3 )

Shallowdale House

2 4
B&B , Helmsley
Shallowdale House is a charming bed and breakfast located 8 kilometres from Helmsley, nestled on the southern edge of the North York Moors National Park, offering stunning views of the Howardian Hills. This award-winning property boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The guest house offers spacious and elegant rooms, each with a unique design and modern amenities. Enjoy the on-site restaurant, the comfortable drawing room, the first-floor library, and the beautiful gardens with a terrace, all while taking advantage of the free Wi-Fi and parking.

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Best Helmsley lodging with a kitchen

Isca Lodge - With Decking, Pet Friendly, With A Garden In Wombleton - Helmsley
Helmsley
04/08 – 07/08
$602/nighttotal: $1806 (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.
Acorn Apartment - Helmsley
9.7 123 reviews
Helmsley
27/07 – 29/07
$228/nighttotal: $456 (2 )

Acorn Apartment

1 2
apartment , York
Acorn Apartment is located in York, a short drive from both Flamingo Land Theme Park and Dalby Forest, making it ideal for exploring the surrounding attractions. The apartment has received excellent ratings for location, cleanliness, and overall user experience.
This two-bedroom flat offers 12 square meters of living space. Guests can enjoy a private garden, a fully equipped kitchen with a dishwasher, and free Wi-Fi.
Moorside Cottage -Luxury Cottage In Quaint Village - Helmsley
10 18 reviews
Helmsley
03/07 – 05/07
$828/nighttotal: $1656 (2 )

Moorside Cottage -Luxury Cottage In Quaint Village

3 2
apartment , Ampleforth
Moorside Cottage is located in the picturesque village of Ampleforth, North Yorkshire, just 16km from the market town of Helmsley and a short drive from the Yorkshire Moors.
This 3-bedroom stone cottage sleeps 6 guests and offers a fully equipped kitchen, a comfortable lounge with a log burner, a private garden, and free Wi-Fi.
Cottage ∙ 1 Bedroom ∙ 2 Guests - Helmsley
Helmsley
27/07 – 29/07
$314/nighttotal: $628 (2 )

Cottage ∙ 1 Bedroom ∙ 2 Guests

1 2
cottage
Walnut Cottage, a romantic getaway for two, is situated 5.6km from Helmsley in North Yorkshire, close to the North York Moors National Park and offering easy access to Helmsley Castle and Rievaulx Abbey.
This one-bedroom self-catering property features an open-plan living area with a well-equipped kitchen, a double bedroom with en-suite facilities, a ground floor bathroom, and a rear garden ideal for al fresco dining; parking is available.

Best Helmsley lodging with laundry available

4 Bed In Helmsley (Oc-y039) - Helmsley
9.8 17 reviews
Helmsley
04/08 – 07/08
$1723/nighttotal: $5169 (3 )

4 Bed In Helmsley (Oc-y039)

4 4
apartment , Helmsley
This charming apartment is located just a two-minute walk from Helmsley's town centre, with its welcoming country pubs and shops. The apartment consistently receives excellent ratings for its cleanliness, location, and overall experience.
The apartment features four bedrooms and three bathrooms, providing ample space for families or groups. A modern kitchen with a blue AGA stove contrasts with the antique charm found in the rest of the house, and a patio and garden offer a relaxing outdoor space with a cherry tree for springtime enjoyment.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Helmsley
10 3 reviews
Helmsley
01/07 – 02/07
$1197/nightfor 1 night

Cottage ∙ 3 Bedrooms ∙ 6 Guests

3 2
cottage , Ampleforth
Temple Hill View, a 3-bedroom holiday home in Ampleforth, North Yorkshire, offers easy access to the North York Moors National Park, York (approx. 40km), Scarborough (approx. 60km), and Castle Howard (approx. 20km).
This 130 square metre property features a games room with table football, an enclosed garden, and sleeps up to six guests, boasting a spacious, contemporary kitchen, en-suite king-size bedroom, and ample off-road parking.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Helmsley
9.6 5 reviews
Helmsley
01/07 – 02/07
$558/nightfor 1 night

Cottage ∙ 2 Bedrooms ∙ 4 Guests

2 2
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.
Clematis Cottage @ Coach House Cott - Helmsley
9.9 46 reviews
Helmsley
03/07 – 05/07
$206/nighttotal: $412 (2 )

Clematis Cottage @ Coach House Cott

1 2
apartment , Gilling East
Clematis Cottage is located near the charming market town of Helmsley, close to the North Yorkshire Moors and the city of York, making it an ideal base for exploring the region. The cottage has received excellent ratings for its cleanliness, location and overall experience.
This one-bedroom holiday home is perfect for a couple or a small family. Clematis Cottage offers a range of amenities, including a modern kitchen, a shared laundry area, a tennis court, a BBQ, a large garden, and free Wi-Fi.
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