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

Bulldog Cottage - Helmsley
9.7 31 reviews
Helmsley
22/06 – 24/06
$331/nighttotal: $662 (2 )

Bulldog Cottage

1 2
apartment , Ampleforth
This Ampleforth holiday home is located in the village centre, within a 0.5km walk of a shop, café, and two pubs.
The two-bedroom, two-bathroom property sleeps four, features a kitchen with dishwasher, and includes a wood-burning stove and garden; it's ideal for exploring the Yorkshire countryside.
Kirby Cottage - Helmsley
10 9 reviews
Helmsley
04/08 – 07/08
$485/nighttotal: $1455 (3 )

Kirby Cottage

2 4
house , Harome
Kirby Cottage is located in the village of Harome, just 21km from Flamingo Land Theme Park and 29km from Dalby Forest. The cottage has received excellent ratings for location, cleanliness, and overall experience.
This 2-bedroom property sleeps up to 4 guests and offers a comfortable and convenient stay. The cottage features a fully equipped kitchen, a garden, and free Wi-Fi, making it ideal for families and groups looking for a peaceful escape.
Cottage ∙ 3 Bedrooms ∙ 5 Guests - Helmsley
9.6 34 reviews
Helmsley
13/07 – 17/07
$465/nighttotal: $1860 (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.
3 Valley View Lodges - Helmsley
9.9 28 reviews
Helmsley
27/07 – 29/07
$552/nighttotal: $1104 (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.

Best Helmsley vacation rentals with a balcony

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.
Studford Luxury Lodges - Helmsley
Helmsley
13/07 – 17/07
$720/nighttotal: $2880 (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.
Fairview, Ampleforth, North York Moors - Helmsley
Helmsley
03/07 – 05/07
$849/nighttotal: $1698 (2 )

Fairview, Ampleforth, North York Moors

2 2
apartment , Ampleforth
This Ampleforth holiday home is situated 1.1km from Ampleforth Abbey, offering easy access to Ampleforth College Golf Club and the Howardian Hills within a 5km radius.
The 1 square metre property sleeps 3 guests and includes 2 bedrooms, 1 bathroom, a fully equipped kitchen with fridge, microwave, and dishwasher, plus a garden, terrace, parking and in-house laundry facilities.
Rye Court Cottage - Stunning Cottage In Central Helmsley With Parking - Helmsley
9.0 168 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

6 Fairfax Close - Helmsley
10 1 review
Helmsley
04/08 – 07/08
$288/nighttotal: $864 (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 vacation rentals with a fireplace

Auburn House - Helmsley
9.9 55 reviews
Helmsley
04/08 – 07/08
$453/nighttotal: $1359 (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.
Robins Cottage - Helmsley
10 3 reviews
Helmsley
22/06 – 24/06
$452/nighttotal: $904 (2 )

Robins Cottage

2 2
house , York
Robins Cottage, a two-bedroom house near York, is situated approximately 30 kilometres from York Minster and 32 kilometres from York Train Station, offering a peaceful retreat for families or couples.
This 150 square metre property features a spacious layout with a living room, TV, two bathrooms, an outdoor dining area, a fireplace, free Wi-Fi, and accommodates up to seven guests.
Ryegate Cottage - Helmsley
Helmsley
22/06 – 24/06
$486/nighttotal: $972 (2 )

Ryegate Cottage

2 2
apartment , Helmsley
This two-bedroom flat in Helmsley is centrally located, offering easy walking access to independent shops, pubs, tea rooms, restaurants, Helmsley Castle, the Walled Garden, and Duncombe Park, with the North Yorkshire Moors National Park a short distance away.
This pet-friendly apartment accommodates up to four guests and features a well-equipped kitchen with a Rangemaster cooker, a living room with an open fireplace, two bathrooms including an en suite, and a spacious garden with a patio and lawn, with Wi-Fi, linen, towels, and initial fuel for the fire provided.
Moorside Cottage - Beautiful North Yorkshire Stone Cottage - Helmsley
9.8 10 reviews
Helmsley
03/07 – 05/07
$765/nighttotal: $1530 (2 )

Moorside Cottage - Beautiful North Yorkshire Stone Cottage

1 2
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.
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