Compare Vacation Rentals & Airbnb in Helmsley

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Helmsley vacation rentals
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69 Rentals and Airbnb in Helmsley

Best family friendly Helmsley vacation rentals

Among the 69 accommodations in Helmsley, here are the 4 best family friendly rentals

Cottage ∙ 2 Bedrooms ∙ 4 Guests - Helmsley
10 3 reviews
Helmsley
04/08 – 07/08
$275/nighttotal: $825 (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.
29 Bondgate - Helmsley
9.0 30 reviews
Helmsley
04/08 – 07/08
$408/nighttotal: $1224 (3 )

29 Bondgate

3 4
house , York
This charming house is located just 24km from York Train Station and 29km from Lightwater Valley Theme Park, offering a peaceful retreat while remaining close to the city's attractions. The property consistently receives excellent ratings for its cleanliness, location, and overall experience.
The house is ideal for families, with a spacious 105 square meter layout and a garden. Guests can enjoy modern conveniences like Wi-Fi, a fully equipped kitchen, and a comfortable living area, making it perfect for both relaxing and exploring the surrounding area.
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.
The Partridge Apartment, The Old Bank, Helmsley - Helmsley
Helmsley
04/08 – 07/08
$779/nighttotal: $2337 (3 )

The Partridge Apartment, The Old Bank, Helmsley

2 4
apartment , Helmsley
This duplex apartment is centrally located in Helmsley, a market town within the North York Moors National Park, directly overlooking the historic market square.
Offering accommodation for up to 4 guests, this family-friendly property features 2 bedrooms, 2 bathrooms, a Jacuzzi, garden, parking, and a high-end kitchen with Miele appliances, all within a stunning historic conversion of the town's old bank.

Best Helmsley vacation rentals with a balcony

Rye Cottage - Helmsley
8.6 9 reviews
Helmsley
04/08 – 07/08
$859/nighttotal: $2577 (3 )

Rye Cottage

3 4
house , Helmsley
Rye Cottage is situated in Helmsley, a market town in the North York Moors National Park, 24 kilometres from Flamingo Land Theme Park and 30 kilometres from Dalby Forest.
This three-bedroom, three-bathroom house offers a peaceful retreat for families and groups, with a fully equipped kitchen including a dishwasher, a garden, and a terrace.
Harome Holidays - Helmsley
8.5 4 reviews
Helmsley
13/07 – 17/07
$290/nighttotal: $1160 (4 )

Harome Holidays

2 2
house , Harome
Griff Lodge, a self-catering house in Harome, North Yorkshire, is situated 21km from Flamingo Land Theme Park, 32km from Dalby Forest, and 37km from York.
This 100 square metre property boasts two bedrooms, one bathroom, sleeps seven, and includes a fully equipped kitchen with fridge, microwave, and dishwasher, plus a peaceful garden, terrace, and free parking and Wi-Fi.
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.
Rye Court Cottage - Stunning Cottage In Central Helmsley With Parking - Helmsley
9.0 171 reviews
Helmsley
04/08 – 07/08
$957/nighttotal: $2871 (3 )

Rye Court Cottage - Stunning Cottage In Central Helmsley With Parking

3 4
house , Helmsley
Rye Court Cottage is a centrally located house in Helmsley, just 15 miles from Flamingo Land Theme Park and 19 miles from Dalby Forest, making it an ideal base for exploring the Yorkshire countryside. This property has received excellent ratings for location, cleanliness, and overall user experience.
The house has 3 bedrooms and 2 bathrooms, comfortably accommodating families or groups of friends. Amenities include a fully equipped kitchen with a dishwasher, a washing machine, a fireplace for cosy evenings, free Wi-Fi, and secure bicycle parking, perfect for exploring the surrounding area.

Frequently Asked Questions about vacation rentals in Helmsley

  • What are some interesting places to visit in or near Helmsley?

    Helmsley Castle is a must-see, a 12th-century fortress with stunning views. The Ryedale Folk Museum is great for learning about the local history and culture. If you're into gardens, the beautiful Helmsley Walled Garden is a treat.
  • What are the best Airbnb and vacation rentals in Helmsley?

    Bilsdale Cottage, Spacious House 3 Ensuite Bedrooms - Sleeps 6 - Centre Of Helmsley - Pet Friendly - and The Flat @ 2 Castlegate are the most popular Airbnb and vacation rentals in Helmsley among travelers.

  • Which walking or cycling routes are the best in Helmsley?

    The Cleveland Way National Trail passes right through Helmsley, offering scenic views. The Helmsley to Rievaulx Abbey walk is a classic, taking you through the beautiful Rievaulx Forest. For cycling, the Helmsley to Pickering route is flat and easy, perfect for a leisurely ride.
  • What are the most popular Airbnbs in Helmsley?

  • What sports or outdoor activites can visitors enjoy in and around Helmsley?

    Helmsley is a great base for exploring the North York Moors National Park. You can go hiking, cycling, horse riding, and even try your hand at rock climbing at the nearby Sutton Bank.
  • What are the best vacation rentals with a pool in Helmsley?

    The best vacation rental with a pool in Helmsley is The Helmsley Retreat.

  • What other towns or cities can be easily accessed from Helmsley?

    York is about a 45-minute drive away, and you can easily reach the historic city of Pickering in around 15 minutes. The market town of Thirsk is also within easy reach, about a 20-minute drive.
  • What are the best rentals for families and kids in Helmsley?

  • What amenities are commonly available in vacation rentals in Helmsley?

    Most vacation rentals in Helmsley will have a kitchen, a living room, and a bathroom. Many also offer amenities like Wi-Fi, a washing machine, and a dryer. Some even have a garden or patio.
  • What are the best rentals or Airbnbs with a jacuzzi in Helmsley?

    The best vacation rentals or Airbnb with a jacuzzi in Helmsley are The Pheasant, The Old Bank and The Helmsley Retreat.

  • What time of year is best to rent a vacation rental Helmsley?

    The best time to visit Helmsley is during the spring or summer months, when the weather is pleasant and the countryside is in bloom. Autumn is also a beautiful time to visit, with the changing colours of the leaves.

Destinations nearby

Best Helmsley vacation rentals with a sauna

Cottage ∙ 1 Bedroom ∙ 2 Guests - Helmsley
Helmsley
13/07 – 17/07
$269/nighttotal: $1076 (4 )

Cottage ∙ 1 Bedroom ∙ 2 Guests

1 2
cottage , West End
This one-bedroom cottage is located in the North Yorkshire countryside, offering convenient access to Byland Abbey (4 km), Helmsley (8.9 km), and Ripon Cathedral (35.4 km).
This family-friendly dwelling for two includes a fully equipped kitchen, a lounge with an open fire, Wi-Fi, a Smart TV, and a garden with a decking area, with a shop and pub only 800 metres away.

Best Helmsley vacation rentals with a fireplace

St. Anthonys, Family Friendly, With Open Fire In Ampleforth - Helmsley
Helmsley
04/08 – 07/08
$405/nighttotal: $1215 (3 )

St. Anthonys, Family Friendly, With Open Fire In Ampleforth

3 4
apartment , York
St. Anthonys is a 3-bedroom property located in the unspoilt village of Ampleforth, on the edge of the North York Moors National Park, offering 0.1 km to a shop and 0.3 km to a pub, with Helmsley market town a short drive away.
This 130 square meter flat includes a well-equipped kitchen/diner, a sitting room with a woodburning stove, a garden, and off-road parking, accommodating up to 6 guests with WiFi, fuel, power, bed linen, and towels provided.
Griff Lodge: A Charming Retreat - Helmsley
Helmsley
13/07 – 17/07
$343/nighttotal: $1372 (4 )

Griff Lodge: A Charming Retreat

2 2
apartment , York
This detached bungalow is located in Harome, North Yorkshire, 3 kilometres from Helmsley and a short drive from the North York Moors National Park, offering proximity to Duncombe Park and Helmsley Castle.
This 2-bedroom, 1-bathroom property accommodates up to 4 guests and features a garden with furniture, off-road parking for one car, and a sitting room with a log burner.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Helmsley
Helmsley
13/07 – 17/07
$270/nighttotal: $1080 (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.
Cosy Primrose Cottage, Harome Near Helmsley - Helmsley
10 72 reviews
Helmsley
08/07 – 10/07
$288/nighttotal: $576 (2 )

Cosy Primrose Cottage, Harome Near Helmsley

1 2
apartment , Harome
Primrose Cottage, a two-bedroom house in Harome, North Yorkshire, is situated 3.2km from Helmsley and offers easy access to the North York Moors National Park and Howardian Hills.
This self-catering property sleeps five, boasting two bathrooms, a fully equipped kitchen with dishwasher, and parking; nearby attractions include the Michelin-starred Star Inn and The Pheasant, plus numerous pubs and restaurants.
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