This luxurious three-storey cottage, located within a small, gated development, is situated just 125 metres from Helmsley market square, offering convenient access to Helmsley Castle, Duncombe Park, and the North York Moors. This property accommodates up to six guests, featuring three en-suite bedrooms, an open-plan living area with a wood burner, and an outdoor courtyard, with pets welcome.
Helmsley
22/06 – 24/06
$449/nighttotal: $898 (2 )
1 Bed In Ampleforth Oc-b34674
1 2
house , Ampleforth
This one-bedroom cottage in Ampleforth is located 29 kilometres from Flamingo Land Theme Park and 32 kilometres from York Minster. The property offers a fully equipped kitchen, a fireplace, complimentary WiFi, and private parking, with garden access for guests exploring the North Yorkshire countryside.
10 1 review
Helmsley
13/07 – 17/07
$176/nighttotal: $704 (4 )
St Gregory’s Cottage
1 2
apartment , Oswaldkirk
This single-storey cottage in Oswaldkirk is situated 1.4 kilometres from a river, 3.4 kilometres from a pub, and 5.3 kilometres from a shop. The property accommodates two guests in one bedroom with a super-king-size bed featuring a woodburning stove, and includes a kitchen with a fridge, freezer, microwave, and dishwasher, as well as a garden with decking and furniture.
10 2 reviews
Helmsley
22/06 – 24/06
$270/nighttotal: $540 (2 )
The Railway Carriage Helmsley
1 2
house , Helmsley
This 16th-century railway carriage accommodation in Helmsley is located 24 kilometres from York Minster and 15 kilometres from Flamingo Land Theme Park. This property offers accommodation for up to 7 guests, featuring a fully equipped kitchen, 1 bathroom, and free WiFi, with parking available and a floor area of 15 square metres.
10 75 reviews
Helmsley
13/07 – 17/07
$263/nighttotal: $1052 (4 )
Luxury Studio Haven In Helmsley
1 2
cabin , Helmsley
Forester's Nest studio is situated in Helmsley, North Yorkshire, within easy walking distance of the town centre and close to the Cleveland Way. This self-catering apartment offers a private garden room and patio, sleeps two guests, and includes a kitchenette with a fridge and microwave, free parking, and a welcome pack.
9.2 65 reviews
Helmsley
22/06 – 24/06
$246/nighttotal: $492 (2 )
60 M² Cottage ∙ 1 Bedroom ∙ 3 Guests
1 2
cottage
Brackensyke cottage, a self-catering holiday home in Ampleforth, North Yorkshire, is situated a 40km drive from York, offering easy access to its historical attractions. This one-bedroom property boasts 60 square metres of living space, sleeping up to three guests, and includes a well-equipped kitchen, a private garden, on-site parking, and amenities such as a multi-fuel stove, smart TV, and Wi-Fi.
9.3 63 reviews
Helmsley
27/07 – 29/07
$253/nighttotal: $506 (2 )
Summerfield Farm Cottage
2 2
house , York
Summerfield Farm Cottage is located in a peaceful rural setting just 12km from Flamingo Land Theme Park and 18km from Dalby Forest, offering a tranquil escape from the city bustle. This cottage has consistently received excellent ratings for its cleanliness, location, and overall experience. The cottage provides 105 square meters of space and has two bedrooms, comfortably accommodating up to four guests. You'll find a fully equipped kitchen with a dishwasher and oven, two bathrooms, a private garden, free Wi-Fi, and free parking on-site.
9.6 5 reviews
Helmsley
01/07 – 02/07
$558/nightfor 1 night
Cottage ∙ 2 Bedrooms ∙ 4 Guests
2 2
cottage , Wombleton
Lilac Cottage, a self-catering holiday home in Wombleton, Ryedale, North Yorkshire, is situated near the North York Moors National Park, 5km from Helmsley and 16km from Pickering. This two-bedroom property sleeps four, offering a well-equipped kitchen with fridge, microwave, and dishwasher, a garden, internet access, and is pet-friendly, ideal for families exploring the nearby National Centre for Birds of Prey and Flamingo Land Resort.
Helmsley
13/07 – 17/07
$727/nighttotal: $2908 (4 )
3 Bed In Helmsley (Oc-y111)
3 2
cottage , Helmsley
This five-star cottage is located in Helmsley, North York Moors, just 125 metres from the market square and within walking distance of Helmsley Castle and Duncombe Park. Accommodating up to six guests, this three-storey property features three en-suite bedrooms, open-plan living areas with a wood burner, a gated development, and is pet-friendly.
8.0 1 review
Helmsley
13/07 – 17/07
$270/nighttotal: $1080 (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.
9.7 123 reviews
Helmsley
27/07 – 29/07
$228/nighttotal: $456 (2 )
Acorn Apartment
1 2
apartment , York
Acorn Apartment is located in York, a short drive from both Flamingo Land Theme Park and Dalby Forest, making it ideal for exploring the surrounding attractions. The apartment has received excellent ratings for location, cleanliness, and overall user experience. This two-bedroom flat offers 12 square meters of living space. Guests can enjoy a private garden, a fully equipped kitchen with a dishwasher, and free Wi-Fi.
Helmsley
03/07 – 05/07
$403/nighttotal: $806 (2 )
The Byre - Stone Cottage In The Heart Of Helmsley
1 2
house , Helmsley
This stone cottage in Helmsley is situated 24 kilometres from York Minster and York Train Station, and 24 kilometres from Flamingo Land Theme Park. This 60 square meter property accommodates two guests with one bedroom, one bathroom, a kitchen with a fridge, microwave oven, and dishwasher, free WiFi, free parking, and an outdoor dining area.
Best family friendly Helmsley vacation rentals
Among the 69 accommodations in Helmsley, here are the 4 best family friendly rentals
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.
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.
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.
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
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.
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.
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.
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?
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 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?
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?
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
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
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.
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.
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.
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.