Best Holiday rentals and Airbnb offers in Helmsley
10 3 reviews
Helmsley
27/06 – 28/06
£775/nightfor 1 night
The Old Hayloft Retreat In York
3 2
apartment , York
This unique barn conversion is located 5.6 kilometres south of Kirkbymoorside, offering convenient access to the North York Moors National Park and within driving distance of Pickering and York. This property features three bedrooms accommodating up to six guests, with an open-plan living area, en-suite facilities, off-road parking, and is pet-friendly, providing internet access.
9.7 147 reviews
Helmsley
08/07 – 10/07
£176/nighttotal: £352 (2 )
Cliff Stud Retreat, Helmsley - Cecil Cottage
1 2
apartment , Helmsley
Cecil Cottage is situated on a 220-acre estate, just a short walk from the centre of Helmsley, a charming market town in the North York Moors National Park. The cottage has received excellent ratings for its location, cleanliness, and overall experience. The cottage is a comfortable three-bedroom property that can accommodate up to five guests. It features a fully equipped kitchen, a modern bathroom, a cosy living room with Sky TV and a private garden with fruit trees. Guests also have access to the estate's extensive grounds, offering opportunities for walks and exploring the surrounding countryside.
10 6 reviews
Helmsley
04/08 – 07/08
£166/nighttotal: £498 (3 )
Tykes Cottage Helmsley
1 4
apartment , Helmsley
Tykes Cottage, a modern mews house in central Helmsley, North Yorkshire, is within easy walking distance of Helmsley Castle and the town's shops and restaurants. This self-catering property sleeps four guests in two bedrooms (one double, one with a bunk bed), boasts a fully equipped kitchen, outdoor BBQ area, private garden, and a comfortable open-plan living area with TV.
8.0 1 review
Helmsley
13/07 – 17/07
£144/nighttotal: £576 (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.
9.9 39 reviews
Helmsley
08/07 – 10/07
£98/nighttotal: £196 (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).
Helmsley
13/07 – 17/07
£90/nighttotal: £360 (4 )
Cottage ∙ 1 Bedroom ∙ 2 Guests
1 2
cottage , Oswaldkirk
St Gregory's Cottage, a pet-friendly self-catering property in Oswaldkirk, North Yorkshire, is situated 6.4km from Helmsley and offers easy access to Rievaulx Abbey, Byland Abbey, Ampleforth Abbey, and Nunnington Hall. This one-bedroom cottage sleeps two guests and features a super-king-size bed, a kitchen with fridge, microwave, and dishwasher, a garden, off-road parking, and Wi-Fi.
Helmsley
27/06 – 28/06
£505/nightfor 1 night
Ivy Cottage
1 2
cottage , York
This self-catering holiday home is situated near Helmsley in North Yorkshire, less than 1.6km from Helmsley Castle, Duncombe Park, the North York Moors National Park, and the Cleveland Way. The property offers free Wi-Fi, on-site parking, a fully equipped kitchen with a dishwasher, and a garden; it's a non-smoking dwelling, perfect for exploring the local attractions.
8.5 4 reviews
Helmsley
13/07 – 17/07
£155/nighttotal: £620 (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.
10 2 reviews
Helmsley
27/06 – 28/06
£520/nightfor 1 night
Ivy Cottage, Helmsley
3 2
apartment , Helmsley
This 3-bedroom holiday cottage is situated in Helmsley, a market town on the southern edge of the North York Moors National Park, a short walk from the market square and the start of the Cleveland Way walking trail. This family-friendly property offers accommodation for up to 5 guests, featuring a garden and conservatory, and is within easy reach of Flamingo Land Theme Park and Zoo, Yorkshire Lavender, and Helmsley Arts Centre.
Helmsley
27/06 – 28/06
£679/nightfor 1 night
Foxglove Cottage
1 2
apartment , Harome
Foxglove Cottage is a charming ground-floor cottage located in the village of Harome, a short distance from Beadlam, in the picturesque North Yorkshire countryside. This peaceful location offers easy access to the village amenities and the stunning surrounding scenery. Foxglove Cottage is a cosy one-bedroom cottage, perfect for couples seeking a romantic retreat. It comes equipped with a well-equipped kitchen, a private patio with seating and a lawned area, and off-road parking, making it ideal for a relaxing getaway.
9.8 10 reviews
Helmsley
08/07 – 10/07
£323/nighttotal: £646 (2 )
Cottage ∙ 2 Bedrooms ∙ 2 Guests
2 2
cottage , Nawton
This Nawton stone cottage, in North Yorkshire, is situated approximately 15.3 km from Byland Abbey and 17.7 km from the Sutton Bank National Park Centre. The two-bedroom property, sleeping up to three guests, offers a family shower room, country-style kitchen with dishwasher, garden with BBQ, off-street parking for a small car, and is close to Yorkshire Lavender Farm.
10 17 reviews
Helmsley
27/06 – 28/06
£419/nightfor 1 night
Keldholme Cottage 1 - Uk10992
2 2
apartment , Kirkbymoorside
This Keldholme cottage, under 1.6km from Kirkbymoorside and on the edge of the North York Moors National Park, offers easy access to Helmsley, Pickering, and York (under 40 minutes to York by car). The two-bedroom property sleeps three, includes a dishwasher, wood-burning stove, private patio, and permits two dogs; barbecue facilities are available in the shared garden.
Best family friendly Helmsley holiday rentals
Among the 69 accommodations in Helmsley, here are the 4 best family friendly rentals
9.0 30 reviews
Helmsley
04/08 – 07/08
£218/nighttotal: £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.
10 5 reviews
Helmsley
13/07 – 17/07
£292/nighttotal: £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.
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.
9.9 55 reviews
Helmsley
04/08 – 07/08
£242/nighttotal: £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.
9.0 171 reviews
Helmsley
04/08 – 07/08
£511/nighttotal: £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.
Helmsley
13/07 – 17/07
£385/nighttotal: £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.
8.6 9 reviews
Helmsley
04/08 – 07/08
£459/nighttotal: £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 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?
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?
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
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
Helmsley
13/07 – 17/07
£190/nighttotal: £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).
9.8 10 reviews
Helmsley
04/08 – 07/08
£253/nighttotal: £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.
Helmsley
04/08 – 07/08
£285/nighttotal: £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.
9.4 13 reviews
Helmsley
13/07 – 17/07
£107/nighttotal: £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.