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

29 Bondgate - Helmsley
9.0 30 reviews
Helmsley
04/08 – 07/08
£218/nighttotal: Â£654 (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.
Beadale Cottage - Helmsley
10 5 reviews
Helmsley
13/07 – 17/07
£292/nighttotal: Â£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.
Ryedale Country Lodges - A Cozy Escape - Helmsley
Helmsley
27/06 – 28/06
£500/nightfor 1 night

Ryedale Country Lodges - A Cozy Escape

3 2
cottage , York
This ground-floor holiday home, offering accommodation for up to five guests, is situated on the outskirts of Kirkbymoorside, within the North York Moors National Park, approximately 48 kilometers north-east of York.
The property features three bedrooms, an open-plan living area, and is conveniently located for exploring the North York Moors, picturesque villages, and attractions such as Pickering, Castle Howard, and Whitby, with cycling opportunities also available.
Auburn House - Helmsley
9.9 55 reviews
Helmsley
04/08 – 07/08
£242/nighttotal: Â£726 (3 )

Auburn House

4 4
house , Nawton
Auburn House is located in Nawton, a quiet village just 21 km from Flamingo Land Theme Park and 26 km from Dalby Forest, making it a perfect base for exploring the surrounding area. The property has consistently received excellent ratings for its cleanliness, location, and overall experience.
This 4-bedroom house offers 145 square metres of space, ideal for families or groups of friends. Guests can enjoy a fully equipped kitchen, a relaxing garden, free parking, and free Wi-Fi throughout the property.

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.

Rye Court Cottages - Helmsley
9.0 171 reviews
Helmsley
04/08 – 07/08
£511/nighttotal: Â£1533 (3 )

Rye Court Cottages

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.
Studford Luxury Lodges - Helmsley
Helmsley
13/07 – 17/07
£385/nighttotal: Â£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.
Rye Cottage - Helmsley
8.6 9 reviews
Helmsley
04/08 – 07/08
£459/nighttotal: Â£1377 (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.

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

Fir Tree Cottage Weekends Only - Helmsley
Helmsley
27/06 – 28/06
£273/nightfor 1 night

Fir Tree Cottage Weekends Only

1 2
apartment , Gilling East
This stone cottage, situated at the gateway to the North Yorkshire Moors near Gilling East, offers easy access to the North Yorkshire Moors National Park.
The two-bedroom property sleeps four, includes a kitchen, parking, and internet access, and is perfect for exploring the local area and enjoying birdwatching opportunities.

Neighborhoods and points of interest in Helmsley

Best Helmsley holiday rentals with a fireplace

1 Bed In Helmsley Oc-l32034 - Helmsley
Helmsley
13/07 – 17/07
£190/nighttotal: Â£760 (4 )

1 Bed In Helmsley Oc-l32034

1 2
house , Helmsley
Cosy Barn – Helmsley is a one-bedroom house located in Helmsley, North Yorkshire, 24km from Flamingo Land Theme Park and 34km from Dalby Forest.
This self-catering property sleeps three, offering a fully equipped kitchen with dishwasher, a private garden, free Wi-Fi, parking, and a fireplace; nearby attractions include Lightwater Valley, Peasholm Park, York Minster, and York Train Station (all within a 63km radius).
Moorside Cottage - Beautiful North Yorkshire Stone Cottage - Helmsley
9.8 10 reviews
Helmsley
04/08 – 07/08
£253/nighttotal: Â£759 (3 )

Moorside Cottage - Beautiful North Yorkshire Stone Cottage

1 4
house , York
This North Yorkshire stone cottage, near York, is situated approximately 32 kilometres from York Train Station and popular attractions including York Minster.
The 190 square metre property boasts three bedrooms, two bathrooms, sleeps eleven guests, and features a spacious layout, free Wi-Fi, a fireplace, and outdoor dining area.
St. Anthonys - Helmsley
Helmsley
04/08 – 07/08
£285/nighttotal: Â£855 (3 )

St. Anthonys

3 4
apartment , Helmsley
This Ampleforth village flat offers a peaceful base, situated approximately 6.5 kilometres from Helmsley and close to Ampleforth Abbey and the North York Moors National Park.
This family-friendly property accommodates up to five guests with three bedrooms, one bathroom, a fully equipped kitchen/dining room, a cosy living room with a woodburner, a private garden, and includes a travel cot and highchair.
Feather Holme Farm Cottage - Helmsley
9.4 13 reviews
Helmsley
13/07 – 17/07
£107/nighttotal: Â£428 (4 )

Feather Holme Farm Cottage

2 2
house , Hawnby
Feather Holme Farm Cottage is situated in Hawnby, a village in the North York Moors National Park, 40 kilometres from Dalby Forest and 45 kilometres from Lightwater Valley Theme Park. The cottage has received excellent user, location and cleanliness ratings.
The 2-bedroom cottage has one bathroom, a fully equipped kitchen, and a private garden with parking. Guests can enjoy a peaceful rural setting, bring their pet, and explore the surrounding area with its many attractions.
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