Holiday Rentals in Helmsley

69 available vacation rental offers

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Helmsley holiday rentals
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Best Holiday rentals and Airbnb offers in Helmsley

Best family friendly Helmsley holiday rentals

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

3 Bedroom Accommodation In Ampleforth, Near Helmsley - Helmsley
Helmsley
27/07 – 29/07
£283/nighttotal: £566 (2 )

3 Bedroom Accommodation In Ampleforth, Near Helmsley

3 2
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.
3 Valley View Lodges - Helmsley
9.9 28 reviews
Helmsley
27/07 – 29/07
£295/nighttotal: £590 (2 )

3 Valley View Lodges

2 2
house , York
3 Valley View Lodges, near York, offers a peaceful escape approximately 19 kilometres from Flamingo Land Theme Park and 26 kilometres from Dalby Forest.
This self-catering property boasts 105 square metres of floor space, sleeping up to four guests in two bedrooms, one bathroom with a walk-in shower, a fully equipped kitchen including a dishwasher, free Wi-Fi, private parking, and a garden with a fireplace.
Bellwether - Helmsley
9.9 98 reviews
Helmsley
27/07 – 29/07
£147/nighttotal: £294 (2 )

Bellwether

1 2
house , York
This Bellwether cottage is a peaceful countryside retreat near Flamingo Land Theme Park, approximately 21 kilometres from the park and 40 kilometres from York city centre.
The 90 square metre property offers one bedroom, one bathroom, a fully equipped kitchen with fridge and microwave, free Wi-Fi, a cosy fireplace, private garden, parking, and is perfect for couples or solo travellers seeking self-catering accommodation near Dalby Forest.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Helmsley
Helmsley
13/07 – 17/07
£144/nighttotal: £576 (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.

Guest-Favourite Self-Catering Rentals with a Balcony in Helmsley

Morning coffee with views across the hills is a simple pleasure in these holiday rentals in Helmsley. Each option features a beautiful outlook.

The Parcel Shed Gilling East - Helmsley
9.4 20 reviews
Helmsley
27/07 – 29/07
£115/nighttotal: £230 (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.
Harome Holidays - Helmsley
8.5 4 reviews
Helmsley
13/07 – 17/07
£155/nighttotal: £620 (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.
Rye Court Cottages - Helmsley
9.0 171 reviews
Helmsley
08/07 – 10/07
£358/nighttotal: £716 (2 )

Rye Court Cottages

3 2
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.
Studford Luxury Lodges - Helmsley
Helmsley
13/07 – 17/07
£385/nighttotal: £1540 (4 )

Studford Luxury Lodges

3 2
chalet , York
This secluded forest lodge in North Yorkshire offers a private escape, conveniently located within 15 kilometres of Flamingo Land Theme Park and Zoo, and close to natural attractions such as Yorkshire Lavender and Yorkshire Arboretum.
This self-catering accommodation provides three ensuite super king bedrooms for up to six guests, featuring a private hot tub, sauna, and a spacious deck with forest views, alongside full entertainment systems and home amenities.

Frequently asked questions about holiday rentals in Helmsley

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

    Helmsley Castle is a must-see, it's a 12th-century castle with impressive ruins. The Ryedale Folk Museum is great for learning about the local history and there's the beautiful Helmsley Walled Garden with its stunning displays.
  • What are the best Airbnb and holiday rentals in Helmsley?

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

    The Cleveland Way National Trail passes through Helmsley, offering fantastic views. The 10-mile Helmsley to Rievaulx Abbey cycle route is popular and the 6.5-mile Helmsley Circular Walk is great for a shorter stroll.
  • What are the most popular Airbnbs in Helmsley?

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

    You can go fishing at the River Rye, there's a golf course at Helmsley, and you can go horse riding at one of the local riding schools. The area is also great for birdwatching.
  • What are the best holiday rentals with a pool in Helmsley?

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

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

    You can easily get to York, which is about 40km away, and the historic city of Whitby is about 60km away. The market town of Pickering is only 10km away and is worth a visit.
  • 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 kitchens, bathrooms, and living areas. Many will also have Wi-Fi, TVs, and washing machines. Some may have gardens or patios too.
  • What are the best rentals or Airbnbs with a jacuzzi in Helmsley?

    The best holiday rentals or Airbnb with a jacuzzi in Helmsley are The Pheasant, Crossing Cottage and The Old Bank.

  • 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 warmer and the days are longer. Autumn is also beautiful with the changing colours of the leaves.
  • What are the local dishes in Helmsley region?

    You should try the Yorkshire Pudding, a traditional dish made with batter and served with roast beef. The local cheeses are also delicious, especially Wensleydale cheese.

Destinations nearby

Best Helmsley holiday rentals with a sauna

St Anthonys - Helmsley
Helmsley
04/08 – 07/08
£220/nighttotal: £660 (3 )

St Anthonys

1 4
house , Ampleforth
This Ampleforth dwelling, St Anthonys, is located 27 kilometres from Flamingo Land Theme Park and 30 kilometres from York Minster, with York Train Station 32 kilometres away.
This 130 square metre house offers accommodation for 11 guests with 3 bedrooms, a fully equipped kitchen, free WiFi, and private parking, with golfing, cycling, and fishing available nearby.

Neighborhoods and points of interest in Helmsley

Best Helmsley holiday rentals with a fireplace

St Anthony’s, Bright Perkily Decorated 3 Bedroom House - Helmsley
8.7 40 reviews
Helmsley
27/07 – 29/07
£140/nighttotal: £280 (2 )

St Anthony’s, Bright Perkily Decorated 3 Bedroom House

3 2
house , Ampleforth
St Anthony's, a three-bedroom house in Ampleforth, North Yorkshire, is ideally located within 32 kilometres of York Minster and offers easy access to attractions such as Flamingo Land (30km) and Dalby Forest (37km).
This pet-friendly property sleeps nine, features a fully equipped kitchen with dishwasher, free Wi-Fi, private parking, a garden, and a fireplace, providing comfortable accommodation for families near York.
Beadale Cottage - Helmsley
10 5 reviews
Helmsley
13/07 – 17/07
£292/nighttotal: £1168 (4 )

Beadale Cottage

3 2
house , Ampleforth
Beadale Cottage is located in Ampleforth, a charming village just 32 kilometres from York Minster and York Train Station. The cottage has received excellent ratings for its location, cleanliness, and overall experience.
This three-bedroom property is ideal for families or groups of friends, with a total floor area of 1 square metre. Enjoy the spacious living areas, the private garden, free Wi-Fi, and parking, as well as the convenience of a fully equipped kitchen and a comfortable living room with a TV and DVD player.
The Retreat -Rural Farm Stay Near Helmsley - Helmsley
9.9 54 reviews
Helmsley
04/08 – 07/08
£131/nighttotal: £393 (3 )

The Retreat -Rural Farm Stay Near Helmsley

1 4
gîte , Pockley
The Retreat is a modern caravan located in the North York Moors National Park, close to the market town of Helmsley and within easy reach of major roads. It has received excellent ratings for location, cleanliness and overall user experience.
The caravan has two bedrooms, one double with ensuite and one twin, accommodating up to five guests. Amenities include a fully equipped kitchen, a private garden with a decking area, off-road parking and access to off-road walking and cycling routes, perfect for exploring the surrounding countryside.
Lawns Cottage - Helmsley
9.0 11 reviews
Helmsley
13/07 – 17/07
£144/nighttotal: £576 (4 )

Lawns Cottage

2 2
house , Helmsley
Lawns Cottage, a two-bedroom house in Helmsley, North Yorkshire, offers easy access to Dalby Forest (32km), York Minster (37km), and Flamingo Land (27km).
This self-catering property sleeps seven, features a fully equipped kitchen, free Wi-Fi, a garden, and free private parking, making it ideal for exploring Helmsley and the surrounding area.
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