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

Moorside Cottage -Luxury Cottage In Quaint Village - Helmsley
10 18 reviews
Helmsley
04/08 – 07/08
NZ$635/nighttotal: NZ$1905 (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.
The Partridge Apartment, The Old Bank, Helmsley - Helmsley
Helmsley
04/08 – 07/08
NZ$959/nighttotal: NZ$2877 (3 )

The Partridge Apartment, The Old Bank, Helmsley

2 4
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.
Cottage ∙ 1 Bedroom ∙ 4 Guests - Helmsley
Helmsley
13/07 – 17/07
NZ$381/nighttotal: NZ$1524 (4 )

Cottage ∙ 1 Bedroom ∙ 4 Guests

1 2
cottage
Silent Springs cottage, a self-catering property in Nawton near Helmsley, North Yorkshire, is a short distance from Helmsley's historic town centre and picturesque walking trails in the North Yorkshire Moors National Park.
This one-bedroom holiday home offers a cosy open-plan layout sleeping four, featuring a king-size bed (with twin option), a double sofa bed, a fully equipped kitchen with dishwasher, a private patio with barbecue, and is close to the North Yorkshire Moors Railway in Pickering and the Yorkshire Coast.
4 Bed In Helmsley (Oc-y039) - Helmsley
9.8 17 reviews
Helmsley
04/08 – 07/08
NZ$2120/nighttotal: NZ$6360 (3 )

4 Bed In Helmsley (Oc-y039)

4 4
apartment , Helmsley
This charming apartment is located just a two-minute walk from Helmsley's town centre, with its welcoming country pubs and shops. The apartment consistently receives excellent ratings for its cleanliness, location, and overall experience.
The apartment features four bedrooms and three bathrooms, providing ample space for families or groups. A modern kitchen with a blue AGA stove contrasts with the antique charm found in the rest of the house, and a patio and garden offer a relaxing outdoor space with a cherry tree for springtime enjoyment.

Best Helmsley holiday rentals with a balcony

Rye Court Cottages - Helmsley
9.0 171 reviews
Helmsley
04/08 – 07/08
NZ$1177/nighttotal: NZ$3531 (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.
Harome Holidays - Helmsley
8.5 4 reviews
Helmsley
13/07 – 17/07
NZ$357/nighttotal: NZ$1428 (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 Cottage - Helmsley
8.6 9 reviews
Helmsley
04/08 – 07/08
NZ$1057/nighttotal: NZ$3171 (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.
Studford Luxury Lodges - Helmsley
Helmsley
13/07 – 17/07
NZ$886/nighttotal: NZ$3544 (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 Norman castle with a rich history. You can also visit the Ryedale Folk Museum, which showcases the region's heritage. For a scenic walk, head to the beautiful Rievaulx Abbey ruins.
  • 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 stunning views. For a shorter walk, try the Helmsley Walled Garden, it's a beautiful place to stroll. For cycling, the scenic route along the River Rye is popular.
  • What are the most popular Airbnbs in Helmsley?

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

    Helmsley is a great spot for walking, cycling, and horse riding. You can also go fishing in the River Rye or try your hand at archery at the Helmsley Archery Club.
  • 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 40-minute drive from Helmsley and is a popular day trip. You can also easily visit Pickering, which is known for its steam railway, and Whitby, a coastal town famous for its abbey and fish and chips.
  • 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 have kitchens, living rooms, and bedrooms. Many also offer amenities like Wi-Fi, laundry facilities, and parking.
  • 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?

    Helmsley is beautiful all year round, but it's especially lovely in spring and summer when the gardens are in bloom. Autumn is also a great time to visit for the changing colours of the leaves.
  • What are the local dishes in Helmsley region?

    The Yorkshire Dales are known for their hearty food. Try a traditional Yorkshire pudding with roast beef, or a hearty pie made with local ingredients. You can also find delicious cheeses and local beers in the area.

Destinations nearby

Best Helmsley holiday rentals with a sauna

Shippon - Helmsley
Helmsley
27/07 – 29/07
NZ$463/nighttotal: NZ$926 (2 )

Shippon

1 2
apartment , Nawton
Shippon, a single-storey cottage near Beadlam in North Yorkshire, is situated less than 1.1 km from a shop and pub, offering convenient access to local amenities.
This romantic getaway for two boasts a king-size bedroom with en-suite shower room, open-plan living space incorporating kitchen (with dishwasher and electric oven), dining, and sitting areas, plus a private garden and on-site parking; WiFi, fuel, power, linen and towels are included.

Best Helmsley holiday rentals with a fireplace

St. Anthonys, Family Friendly, With Open Fire In Ampleforth - Helmsley
Helmsley
04/08 – 07/08
NZ$499/nighttotal: NZ$1497 (3 )

St. Anthonys, Family Friendly, With Open Fire In Ampleforth

3 4
apartment , York
St. Anthonys is a 3-bedroom property located in the unspoilt village of Ampleforth, on the edge of the North York Moors National Park, offering 0.1 km to a shop and 0.3 km to a pub, with Helmsley market town a short drive away.
This 130 square meter flat includes a well-equipped kitchen/diner, a sitting room with a woodburning stove, a garden, and off-road parking, accommodating up to 6 guests with WiFi, fuel, power, bed linen, and towels provided.
Cottage ∙ 1 Bedroom ∙ 2 Guests - Helmsley
Helmsley
13/07 – 17/07
NZ$331/nighttotal: NZ$1324 (4 )

Cottage ∙ 1 Bedroom ∙ 2 Guests

1 2
cottage , West End
This one-bedroom cottage is located in the North Yorkshire countryside, offering convenient access to Byland Abbey (4 km), Helmsley (8.9 km), and Ripon Cathedral (35.4 km).
This family-friendly dwelling for two includes a fully equipped kitchen, a lounge with an open fire, Wi-Fi, a Smart TV, and a garden with a decking area, with a shop and pub only 800 metres away.
Cosy Modern Home In Ampleforth Village - Helmsley
10 189 reviews
Helmsley
04/08 – 07/08
NZ$337/nighttotal: NZ$1011 (3 )

Cosy Modern Home In Ampleforth Village

1 4
bungalow , Yorkshire du Nord
This recently refurbished two-bedroom bungalow in Ampleforth, North Yorkshire, is situated a 5-minute walk from local amenities and under 1.6km from St Alban Sports Centre, with Helmsley 6.4km away offering easy access to the North York Moors National Park and the Yorkshire coast.
The self-catering property features a modern open-plan living/kitchen area with Smeg appliances, a dishwasher, private parking, and outdoor decking with a BBQ; it sleeps four guests and boasts high-speed full-fibre internet access.
Holly Cottage, Pet Friendly, Character Holiday Cottage In Helmsley - Helmsley
Helmsley
27/07 – 29/07
NZ$2130/nighttotal: NZ$4260 (2 )

Holly Cottage, Pet Friendly, Character Holiday Cottage In Helmsley

3 2
cottage , York
This pet-friendly holiday cottage is situated in the York district, a 4-minute drive from the North York Moors National Park and 5 minutes from Duncombe Park.
This 130 square meter holiday home accommodates up to six guests across three bedrooms and three bathrooms, featuring a well-equipped kitchen, Wi-Fi, a television, and a washing machine, with opportunities for cycling and fishing nearby.
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