Holiday 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

Lawns Cottage - Helmsley
Helmsley
13/07 – 17/07
167 €/nighttotal: 668 € (4 )

Lawns Cottage

2 2
apartment , Sproxton
This Sproxton stone cottage, near Helmsley in the North York Moors National Park, is situated 3.2km from Helmsley Castle and a short drive from Rievaulx Abbey.
The two-bedroom property sleeps four, boasting a wood burner, Smart TV, Wi-Fi, private parking for three cars, and a large garden with patio, barbecue, and garden furniture; a travel cot and highchair are also available.
2 Bedroom Accommodation In Sproxton, Near Helmsley - Helmsley
8.0 1 review
Helmsley
13/07 – 17/07
167 €/nighttotal: 668 € (4 )

2 Bedroom Accommodation In Sproxton, Near Helmsley

2 2
cottage , Sproxton, near Helmsley
This stone cottage is situated in Sproxton, 3.2km from Helmsley and within easy reach of the North York Moors National Park, offering proximity to Helmsley Castle and Helmsley Walled Garden.
The two-bedroom property sleeps four, includes a king-size bed and twin beds, a fully equipped kitchen, a cosy living room with a wood-burning stove, a large garden with patio, barbecue and private parking for three cars, plus travel cot and highchair.
Rye Cottage - Helmsley
8.6 9 reviews
Helmsley
04/08 – 07/08
532 €/nighttotal: 1596 € (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.
6 Fairfax Close - Helmsley
10 1 review
Helmsley
04/08 – 07/08
178 €/nighttotal: 534 € (3 )

6 Fairfax Close

2 4
apartment , Ampleforth
This single-storey bungalow, 6 Fairfax Close, Ampleforth, is situated 0.8km from a shop and 0.97km from a pub.
The self-catering property sleeps four guests in a king-size and a twin bedroom, boasting an open-plan living area with kitchen (fridge, microwave, dishwasher), enclosed garden, off-road parking for two cars, and includes WiFi, linen and towels.

Best Helmsley holiday rentals with a balcony

Harome Holidays - Helmsley
8.5 4 reviews
Helmsley
13/07 – 17/07
180 €/nighttotal: 720 € (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.
Studford Luxury Lodges - Helmsley
Helmsley
04/08 – 07/08
453 €/nighttotal: 1359 € (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 Court Cottages - Helmsley
9.0 171 reviews
Helmsley
08/07 – 10/07
414 €/nighttotal: 828 € (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.

Frequently asked questions about holiday rentals in Helmsley

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

    Helmsley is a great place for outdoor activities. You can go horse riding, fishing, or play golf at the local course. There are also plenty of opportunities for walking, cycling, and birdwatching in the surrounding countryside. The North York Moors National Park is just a short drive away and offers a wide range of outdoor activities.
  • What are the best Airbnb and holiday rentals in Helmsley?

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

    York is about an hour's drive away, and offers a wealth of historical attractions. The coastal town of Whitby is also easily accessible, with its iconic abbey and charming harbour. For a more rural experience, visit the market town of Pickering, known for its steam railway and the North York Moors Railway.
  • What are the most popular Airbnbs in Helmsley?

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

    Most vacation rentals in Helmsley offer basic amenities such as a kitchen, bathroom, and comfortable beds. Many also have a garden or patio, and some even have hot tubs or swimming pools. It's worth checking the listing carefully to see what amenities are included.
  • 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 time of year is best to rent a vacation rental Helmsley?

    Spring and autumn are lovely times to visit Helmsley, when the weather is mild and the crowds are smaller. Summer is a popular time to visit, but it can get busy. If you're looking for a more peaceful experience, consider visiting in the winter months, when the landscape is covered in snow.
  • What are the best rentals for families and kids in Helmsley?

  • 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, Crossing Cottage and The Old Bank.

Destinations nearby

Best Helmsley holiday rentals with a sauna

The Helmsley Hut - Helmsley
9.9 39 reviews
Helmsley
08/07 – 10/07
113 €/nighttotal: 226 € (2 )

The Helmsley Hut

1 2
cabin , Helmsley
The Helmsley Hut, a self-contained shepherd's hut, is situated a short walk from Helmsley's market square, offering easy access to pubs, tea rooms, and restaurants in this market town on the edge of the North York Moors National Park.
This cosy retreat sleeps two guests and features a double bed, shower room, well-equipped kitchenette with fridge/freezer and microwave, private garden with outdoor seating, and parking, plus access to an EV charger (charges apply).

Best Helmsley holiday rentals with a fireplace

Cottage ∙ 1 Bedroom ∙ 2 Guests - Helmsley
9.4 10 reviews
Helmsley
13/07 – 17/07
220 €/nighttotal: 880 € (4 )

Cottage ∙ 1 Bedroom ∙ 2 Guests

1 2
cottage , Helmsley
This stone lodge is located 300 metres from Helmsley's market square, within the North York Moors National Park, offering easy access to Helmsley Castle and Duncombe Park.
This one-bedroom cottage accommodates two guests and features an open-plan living area with a wood burner, a kitchenette, a private patio garden, and secure parking, ideal for exploring local walking and cycling routes.
The Partridge Apartment, The Old Bank, Helmsley - Helmsley
Helmsley
13/07 – 17/07
482 €/nighttotal: 1928 € (4 )

The Partridge Apartment, The Old Bank, Helmsley

2 2
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.
29 Bondgate - Helmsley
9.1 14 reviews
Helmsley
04/08 – 07/08
264 €/nighttotal: 792 € (3 )

29 Bondgate

3 4
apartment , Helmsley
29 Bondgate is a charming cottage located in the historic market town of Helmsley, just a short walk from the bustling market square and within easy reach of the stunning Ryedale countryside. The property has received excellent ratings for its location, cleanliness, and overall user experience.
This two-bedroom cottage can accommodate up to four guests and features a spacious kitchen/diner, a comfortable sitting room with a woodburning stove, and a snug. The cottage offers modern amenities, including a dishwasher and washer/dryer, as well as a multi-level rear garden with a lawn, patio, furniture, and a barbecue. Pets are also welcome.
1 Bed In Ampleforth Oc-b34674 - Helmsley
Helmsley
13/07 – 17/07
167 €/nighttotal: 668 € (4 )

1 Bed In Ampleforth Oc-b34674

1 2
house , Ampleforth
This one-bedroom cottage in Ampleforth is located 29 kilometres from Flamingo Land Theme Park and 32 kilometres from York Minster.
The property offers a fully equipped kitchen, a fireplace, complimentary WiFi, and private parking, with garden access for guests exploring the North Yorkshire countryside.
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