The Retreat is a modern caravan located in the North York Moors National Park, close to the market town of Helmsley and within easy reach of major roads. It has received excellent ratings for location, cleanliness and overall user experience. The caravan has two bedrooms, one double with ensuite and one twin, accommodating up to five guests. Amenities include a fully equipped kitchen, a private garden with a decking area, off-road parking and access to off-road walking and cycling routes, perfect for exploring the surrounding countryside.
10 3 reviews
Helmsley
13/07 – 17/07
NZ$508/nighttotal: NZ$2032 (4 )
The Helmsley Retreat
2 2
cottage , Helmsley, near York
The Helmsley Retreat is a charming cottage located just a short walk from the bustling market square of Helmsley, within the North York Moors National Park. This peaceful location offers easy access to the town's shops, restaurants, and attractions, as well as stunning walks and cycle routes. The cottage has two bedrooms and one bathroom, comfortably accommodating up to four guests. It features a private enclosed garden with a hot tub and sauna, a modern, open-plan living space with high-quality furniture, and a well-equipped kitchen with a dishwasher, coffee machine, and washer dryer.
Helmsley
27/07 – 29/07
NZ$345/nighttotal: NZ$690 (2 )
Lilac Cottage, Pet Friendly, With A Garden In Beadlam
2 2
cottage , York
Lilac Cottage, a pet-friendly holiday home in Wombleton, North Yorkshire, is situated 4.8km from Helmsley and under an hour's drive from York, offering easy access to the North York Moors National Park. This 105 square metre property sleeps four guests in two bedrooms, one bathroom, and boasts a fully equipped kitchen with dishwasher, enclosed patios, free Wi-Fi, and electric central heating.
9.0 11 reviews
Helmsley
13/07 – 17/07
NZ$332/nighttotal: NZ$1328 (4 )
Lawns Cottage
2 2
house , Helmsley
Lawns Cottage, a two-bedroom house in Helmsley, North Yorkshire, offers easy access to Dalby Forest (32km), York Minster (37km), and Flamingo Land (27km). This self-catering property sleeps seven, features a fully equipped kitchen, free Wi-Fi, a garden, and free private parking, making it ideal for exploring Helmsley and the surrounding area.
9.9 39 reviews
Helmsley
08/07 – 10/07
NZ$225/nighttotal: NZ$450 (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).
9.1 24 reviews
Helmsley
04/08 – 07/08
NZ$606/nighttotal: NZ$1818 (3 )
Keld Spring Lodge Retreat Isca Lodge
1 4
bungalow , Yorkshire du Nord
Isca Lodge, a three-bedroom self-catering cottage in North Yorkshire, offers pet-friendly accommodation with internet and parking. This holiday home sleeps six guests and features two bathrooms (one en-suite), a fully equipped kitchen, and private decking; precise location details regarding proximity to specific North Yorkshire landmarks are unavailable.
9.5 9 reviews
Helmsley
04/08 – 07/08
NZ$360/nighttotal: NZ$1080 (3 )
Lilac Cottage
2 4
house , York
Lilac Cottage, a two-bedroom house in York, is situated 37 kilometres from York Minster and York Railway Station, and 18 kilometres from Flamingo Land Theme Park. This 105 square metre property offers comfortable accommodation for four guests, featuring a fully equipped kitchen with dishwasher, a garden, parking, and free Wi-Fi; golfing and cycling are readily available nearby.
Helmsley
08/07 – 10/07
NZ$592/nighttotal: NZ$1184 (2 )
Cliff House
1 2
cottage , York
This self-catering cottage near Helmsley, North Yorkshire, is less than 0.8km from the North York Moors National Park and Helmsley Arts Centre, and under 1.6km from Duncombe Park and the Cleveland Way. The property offers free Wi-Fi, parking, a dishwasher, and a private garden; golfing is also nearby.
9.5 4 reviews
Helmsley
08/07 – 10/07
NZ$513/nighttotal: NZ$1026 (2 )
The Byre - Beautiful Cottage In Helmsley
1 2
apartment , Helmsley
The Byre is a converted cow shed located in the market town of Helmsley, within easy reach of restaurants, shops, Helmsley Castle ruins and the Walled Gardens. This one-bedroom flat accommodates two guests and offers a log burner, a private outdoor seating area, and off-street parking, with dogs welcome and excellent access to walking routes in the surrounding countryside.
10 8 reviews
Helmsley
04/08 – 07/08
NZ$584/nighttotal: NZ$1752 (3 )
Auburn House
4 4
apartment , Beadlam
Auburn House is a detached period property located in the village of Beadlam, just 3km from the market town of Helmsley. The village is peaceful and surrounded by the stunning Yorkshire countryside, perfect for exploring nature and enjoying scenic walks. The cottage sleeps eight guests comfortably in four bedrooms, including three doubles and a twin. The cottage is equipped with a modern kitchen, a comfortable sitting room, a utility room, and a family bathroom, as well as a private enclosed lawned garden with patio space and furniture for outdoor dining.
9.9 301 reviews
Helmsley
04/08 – 07/08
NZ$343/nighttotal: NZ$1029 (3 )
Clothes Prop Cottage, A Helmsley Hideaway
1 4
apartment , Helmsley
Clothes Prop Cottage is located in the centre of Helmsley, just a short walk from the town's shops, restaurants, and pubs. This apartment has excellent user, location, and cleanliness ratings, making it a great choice for travellers. The apartment features two bedrooms and one bathroom, comfortably accommodating up to four guests. It includes modern amenities such as a washing machine, a fridge freezer, and a TV with Freeview Recorder and DVD player, as well as a dedicated parking space behind the property.
9.6 148 reviews
Helmsley
04/08 – 07/08
NZ$322/nighttotal: NZ$966 (3 )
Pretty Yorkshire Stone Cottage Harome
2 4
house , Harome
Pretty Yorkshire Stone Cottage is a self-catering property in Harome, North Yorkshire, located 21km from Flamingo Land and 29km from Dalby Forest. This 35 square metre cottage sleeps four guests in two bedrooms and one bathroom, boasting a fully equipped kitchen, garden, parking, and free Wi-Fi.
Best family friendly Helmsley holiday rentals
Among the 69 accommodations in Helmsley, here are the 4 best family friendly rentals
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.
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.
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.
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
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.
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.
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.
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 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?
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 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
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
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.
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.
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.
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.