Vacation Rentals in Helmsley

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Helmsley holiday rentals
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69 Holiday rentals and Airbnb in Helmsley

Best family friendly Helmsley holiday rentals

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

Cottage ∙ 4 Bedrooms ∙ 8 Guests - Helmsley
9.6 10 reviews
Helmsley
27/07 – 29/07
A$2473/nighttotal: A$4946 (2 )

Cottage ∙ 4 Bedrooms ∙ 8 Guests

4 2
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.
Rye Court Cottages - Helmsley
9.0 171 reviews
Helmsley
08/07 – 10/07
A$388/nighttotal: A$776 (2 )

Rye Court Cottages

2 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.
Cottage ∙ 3 Bedrooms ∙ 5 Guests - Helmsley
9.6 34 reviews
Helmsley
13/07 – 17/07
A$473/nighttotal: A$1892 (4 )

Cottage ∙ 3 Bedrooms ∙ 5 Guests

3 2
cottage , Helmsley
Ivy Cottage is a charming, double-fronted end-terrace property situated on the village green, just a short walk from the centre of Helmsley. This picturesque location offers easy access to the town's shops, restaurants, and attractions, including Helmsley Castle and the walled garden.
The cottage spans 130 square metres and comfortably accommodates up to five guests in its three bedrooms. Guests can enjoy a modern kitchen, a separate dining room, a cosy sitting room, a private rear garden, a conservatory, and a separate utility room with a washing machine and tumble dryer.
Auburn House - Helmsley
10 8 reviews
Helmsley
04/08 – 07/08
A$483/nighttotal: A$1449 (3 )

Auburn House

4 4
apartment , Beadlam
Auburn House is a detached period property located in the village of Beadlam, just 3km from the market town of Helmsley. The village is peaceful and surrounded by the stunning Yorkshire countryside, perfect for exploring nature and enjoying scenic walks.
The cottage sleeps eight guests comfortably in four bedrooms, including three doubles and a twin. The cottage is equipped with a modern kitchen, a comfortable sitting room, a utility room, and a family bathroom, as well as a private enclosed lawned garden with patio space and furniture for outdoor dining.

Best Helmsley holiday rentals with a balcony

Studford Luxury Lodges - Helmsley
Helmsley
04/08 – 07/08
A$746/nighttotal: A$2238 (3 )

Studford Luxury Lodges

3 4
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.
Rye Cottage - Helmsley
8.6 9 reviews
Helmsley
04/08 – 07/08
A$874/nighttotal: A$2622 (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.
The Parcel Shed Gilling East - Helmsley
9.4 20 reviews
Helmsley
27/07 – 29/07
A$219/nighttotal: A$438 (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
A$295/nighttotal: A$1180 (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.

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 Norman castle with a rich history. You can also visit the Ryedale Folk Museum, which showcases the history of the local area. If you're looking for something a bit different, the Duncombe Park is a beautiful estate with a deer park and gardens.
  • What are the best Airbnb and holiday rentals in Helmsley?

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

    The Cleveland Way is a long-distance footpath that passes through Helmsley, offering stunning views of the North York Moors. For cycling, the Helmsley to Pickering cycle path is a popular choice, following the old railway line. You can also explore the many quiet country lanes around the town.
  • What are the most popular Airbnbs in Helmsley?

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

    There are plenty of opportunities for outdoor activities in and around Helmsley. You can go horse riding, fishing, or even try your hand at clay pigeon shooting. There's also a golf course just outside the town.
  • 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?

    York is about a 45-minute drive from Helmsley, and is a great day trip for exploring its historic streets and attractions. You can also easily reach Whitby, Scarborough, and the North York Moors National Park.
  • 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 come with basic amenities like a kitchen, bathroom, and bedrooms. Many also have a garden or patio, and some even have a hot tub or swimming pool. You can often find rentals with Wi-Fi and parking as well.
  • 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 depends on your preferences. Spring and autumn offer mild weather and fewer crowds, while summer is ideal for enjoying the outdoors. Winter can be chilly, but it's a great time to see the moors covered in snow.

Destinations nearby

Best Helmsley holiday rentals with a sauna

Cottage ∙ 3 Bedrooms ∙ 5 Guests - Helmsley
10 5 reviews
Helmsley
13/07 – 17/07
A$262/nighttotal: A$1048 (4 )

Cottage ∙ 3 Bedrooms ∙ 5 Guests

3 2
cottage , Wass
This cottage, The Burrows, is located near Wass in North Yorkshire, 12 kilometres from the historic market town of Helmsley and borders the southern edge of the North York Moors National Park.
This three-bedroom holiday home sleeps five guests and offers a woodburning stove, a garden, a kitchen with a dishwasher, and an en-suite master bedroom with a balcony, providing excellent walking opportunities on the Cleveland Way and within the North York Moors.

Best Helmsley holiday rentals with a fireplace

1 Bed In Helmsley (Oc-l32034) - Helmsley
Helmsley
27/07 – 29/07
A$634/nighttotal: A$1268 (2 )

1 Bed In Helmsley (Oc-l32034)

1 2
cottage , Helmsley
This stone-built cottage offers accommodation for two guests, located 300 metres from Helmsley market square and within the North York Moors National Park, with York city 38 kilometres away.
This property features one bedroom with an en-suite shower room, a compact kitchenette with a dishwasher, parking for one car, and a patio garden, with Helmsley Castle and Duncombe Park both 0.8 kilometres away.
29 Bondgate - Helmsley
9.0 30 reviews
Helmsley
04/08 – 07/08
A$415/nighttotal: A$1245 (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
Helmsley
08/07 – 10/07
A$659/nighttotal: A$1318 (2 )

Cottage ∙ 3 Bedrooms ∙ 6 Guests

3 2
cottage , Harome
This detached cottage, Holly Cottage, is situated in Harome, North Yorkshire, 4 kilometres from Helmsley and near Beadlam, offering proximity to the North York Moors National Park.
This 3-bedroom holiday home accommodates up to 6 guests and features a farm-style kitchen, a sitting room with an open fire, a garden, off-road parking, Wi-Fi, and a separate annexe for additional accommodation.
Moorside Cottage -Luxury Cottage In Quaint Village - Helmsley
10 18 reviews
Helmsley
04/08 – 07/08
A$525/nighttotal: A$1575 (3 )

Moorside Cottage -Luxury Cottage In Quaint Village

3 4
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.
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