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Best Vacation rentals and Airbnb offers in Helmsley
Helmsley
07/08 – 07/10
$344/nighttotal: $688 (2 )
Cliff House
1 2
cottage , York
This Helmsley cottage, near the North York Moors National Park and Helmsley Arts Centre, offers easy access to Duncombe Park and the Cleveland Way, all within a 10-minute drive. The non-smoking house includes free Wi-Fi, a fully equipped kitchen with a dishwasher, and a garden with on-site parking; it's perfect for exploring Yorkshire's natural beauty and historical sites.
9.4 18 reviews
Helmsley
07/08 – 07/10
$640/nighttotal: $1280 (2 )
8 Pottergate Mews
2 2
house , Helmsley
8 Pottergate Mews is a vacation home in Helmsley, just 15 miles from Flamingo Land Theme Park and 19 miles from Dalby Forest, making it a convenient base for exploring the North York Moors National Park. Guests have consistently rated the property as excellent for its cleanliness, location, and overall experience. The 2-bedroom, 1-bathroom home offers 1130 square feet of space. This vacation rental comes equipped with a full kitchen, a washing machine, free Wi-Fi, and parking, making it ideal for families or groups of friends seeking a comfortable and convenient stay.
9.0 11 reviews
Helmsley
07/13 – 07/17
$193/nighttotal: $772 (4 )
Lawns Cottage
2 2
house , Helmsley
Lawns Cottage, a two-bedroom house in Helmsley, North Yorkshire, is located 12 miles from Dalby Forest, 14 miles from York Minster, and 10 miles from Flamingo Land. This Helmsley vacation rental sleeps seven guests and offers a fully equipped kitchen, free Wi-Fi, a garden, private parking, and a washing machine; nearby attractions include the historic market town of Helmsley itself.
9.9 18 reviews
Helmsley
06/27 – 06/28
$561/nightfor 1 night
Keldholme Cottage 1 - Uk10992
2 2
house , Kirkbymoorside
Keldholme Cottage 1 is a pet-friendly two-bedroom house in Kirkbymoorside, Yorkshire, conveniently located 6.9 miles from Helmsley Castle and 8.1 miles from Flamingo Land Theme Park. This self-catering vacation rental boasts a fully equipped kitchen with a dishwasher, free Wi-Fi, private parking, a relaxing garden, and a cozy fireplace; it sleeps up to four guests.
Helmsley
08/04 – 08/07
$195/nighttotal: $585 (3 )
Lilac Cottage, Pet Friendly, With A Garden In Beadlam
2 4
cottage , York
Lilac Cottage, a pet-friendly rental in Wombleton, North Yorkshire, is located three miles from Helmsley Castle and less than an hour's drive from York. This 1,130-square-foot house offers two bedrooms, one bathroom, and accommodates four guests, featuring a fully equipped kitchen, free Wi-Fi, and enclosed patio areas; nearby attractions include the North York Moors National Park and Pickering.
10 2 reviews
Helmsley
06/27 – 06/28
$696/nightfor 1 night
Ivy Cottage, Helmsley
3 2
apartment , Helmsley
This 3-bedroom cottage in Helmsley, a market town on the southern edge of the North York Moors National Park, is located just a two-minute walk from the market square and overlooks a village green. This family-friendly property sleeps five guests and offers a ground-floor layout with a fitted kitchen, sitting room, conservatory, and a lawned garden, with direct access to walking routes like the Cleveland Way and proximity to Flamingo Land Theme Park.
10 72 reviews
Helmsley
07/08 – 07/10
$206/nighttotal: $412 (2 )
Cosy Primrose Cottage, Harome Near Helmsley
1 2
apartment , Harome
Primrose Cottage, a two-bedroom Harome vacation home located 2 miles from Helmsley and a 30-minute drive from York, offers easy access to the North York Moors National Park and Michelin-starred restaurants like The Star Inn. This 2-bathroom house sleeps 5, features a kitchen with a refrigerator, freezer, microwave, and dishwasher, includes parking, internet access, and is near The Yorkshire Retreat for additional leisure options.
10 3 reviews
Helmsley
06/27 – 06/28
$1038/nightfor 1 night
The Old Hayloft Retreat In York
3 2
apartment , York
This three-bedroom barn conversion is located 3.5 miles from Kirkbymoorside, south of the North York Moors National Park, with convenient access to Pickering and York's National Railway Museum and York Minster. This pet-friendly rental accommodates up to six guests with two bathrooms, off-road parking, and an open-plan living area.
Helmsley
07/13 – 07/17
$193/nighttotal: $772 (4 )
Cottage ∙ 2 Bedrooms ∙ 4 Guests
2 2
cottage , Sproxton
This cottage in Sproxton offers a countryside retreat with easy access to the North York Moors National Park, situated just 2 miles from Helmsley and a short drive from historical sites like Rievaulx Abbey and Byland Abbey. This pet-friendly, family-friendly vacation home accommodates up to 4 guests in 2 bedrooms, featuring a well-equipped kitchen, a garden with patio furniture, a living room with a wood burner, free Wi-Fi, and private parking for 3 cars.
9.9 28 reviews
Helmsley
06/27 – 06/28
$772/nightfor 1 night
3 Valley View Lodges
2 2
house , York
3 Valley View Lodges, near York, England, offers a peaceful retreat 12 miles from Flamingo Land Theme Park and 16 miles from Dalby Forest, providing easy access to Yorkshire attractions. This 1130-square-foot house features two bedrooms, one bathroom with a walk-in shower, a fully equipped kitchen with a dishwasher, free Wi-Fi, private parking, and a relaxing garden—perfect for families seeking comfortable self-catering accommodations near York.
Helmsley
07/08 – 07/10
$463/nighttotal: $926 (2 )
Cottage ∙ 3 Bedrooms ∙ 6 Guests
3 2
cottage , Harome
Holly Cottage is a 3-bedroom thatched dwelling located in Harome, North Yorkshire, situated 2.5 miles from Helmsley and adjacent to the North Moors National Park. This pet-friendly rental accommodates up to 6 guests and features a farm-style kitchen with a dishwasher, a sitting room with an open fire, a king-size suite with an en-suite, a main bathroom with a freestanding tub, a separate annexe, a garden, and off-road parking.
Helmsley
07/13 – 07/17
$193/nighttotal: $772 (4 )
Cottage ∙ 1 Bedroom ∙ 2 Guests
1 2
cottage , West End
This North Yorkshire cottage is located 2.5 miles from Byland Abbey and 5.5 miles from Helmsley, providing easy access to historical sites and natural landscapes. This 1-bedroom, 1-bathroom cottage accommodates up to 2 guests and features a fully equipped kitchen, Wi-Fi, an open fire, and a garden with a BBQ, with a travel cot and highchair available for families.
Popular Family Vacation Rentals in Helmsley
Kid-friendly vacation rentals in Helmsley offer fresh air and hiking trails right outside your door for the perfect family retreat.
9.5 10 reviews
Helmsley
07/13 – 07/17
$318/nighttotal: $1272 (4 )
Ivy Cottage
3 2
house , Helmsley
Ivy Cottage is located in Helmsley, a charming market town in the North Yorkshire Moors National Park, just a short walk from Helmsley Castle and 11 minutes from historic ruins. Guests consistently rate the cottage excellent for location, cleanliness, and overall experience. This 3-bedroom home provides 1400 square feet of space for up to 5 guests. The cottage offers a fully equipped kitchen, a garden, free Wi-Fi, and parking.
9.7 147 reviews
Helmsley
07/08 – 07/10
$236/nighttotal: $472 (2 )
Cliff Stud Retreat, Helmsley - Cecil Cottage
1 2
apartment , Helmsley
Cecil Cottage is located on a 220-acre estate just outside the charming town of Helmsley, providing easy access to its shops, pubs, and restaurants. This cottage is rated excellent for location, cleanliness, and overall user experience. Cecil Cottage is a 3-bedroom, 1-bathroom home that comfortably sleeps up to 5 guests. Enjoy the private garden with fruit trees, the wood-burning stove for cozy evenings, and access to the estate’s grounds for leisurely walks.
Helmsley
08/04 – 08/07
$382/nighttotal: $1146 (3 )
St. Anthonys
3 4
apartment , Helmsley
This 3-bedroom, 1-bathroom apartment in Ampleforth village is a short drive from Helmsley, offering proximity to Ampleforth Abbey, Helmsley Castle, and the North York Moors National Park. This family-friendly flat accommodates up to 5 guests with a full kitchen, a living room with a woodburner and Smart TV, free Wi-Fi, and a back garden with countryside views, ideal for exploring the Yorkshire area.
Helmsley
08/04 – 08/07
$382/nighttotal: $1146 (3 )
3 Bedroom Accommodation In Ampleforth, Near Helmsley
3 4
cottage , Ampleforth, near Helmsley
This Ampleforth cottage is located in a peaceful village, a short drive from Helmsley, offering proximity to Ampleforth Abbey, Helmsley Castle, and the North York Moors National Park. This family-friendly rental accommodates up to 5 guests in 3 bedrooms and features a private garden with countryside views, a woodburner, smart TV, and a fully equipped kitchen-diner, with a travel cot and highchair provided.
Best Helmsley vacation rentals with a balcony
8.5 4 reviews
Helmsley
07/13 – 07/17
$208/nighttotal: $832 (4 )
Harome Holidays
2 2
house , Harome
Griff Lodge, a two-bedroom house in Harome, England, is 13 miles from Flamingo Land Theme Park, 20 miles from Dalby Forest, and 23 miles from York. This 1,080-square-foot home features a fully equipped kitchen, a terrace, a garden, free parking, Wi-Fi, and accommodates up to seven guests, offering a peaceful garden setting with soundproofed rooms and a fireplace.
8.6 9 reviews
Helmsley
08/04 – 08/07
$615/nighttotal: $1845 (3 )
Rye Cottage
3 4
house , Helmsley
Rye Cottage is located in Helmsley, a market town in the North York Moors National Park, about 9 miles from Flamingo Land Theme Park and 12 miles from Dalby Forest. This 3-bedroom, 3-bathroom vacation home features a fully equipped kitchen with a dishwasher, a washing machine, free Wi-Fi, private parking, a fireplace, and a garden, making it ideal for families or groups of friends.
Helmsley
08/04 – 08/07
$524/nighttotal: $1572 (3 )
Studford Luxury Lodges
3 4
chalet , York
This luxury lodge in North Yorkshire offers convenient access to the North York Moors National Park and Howardian Hills, with the Helmsley Arts Centre and National Trust Nunnington Hall within 5 miles. This secluded chalet features 3 ensuite super king bedrooms accommodating up to 6 guests, a private hot tub, sauna, and a spacious deck with forest views, all equipped with full entertainment systems and home-like amenities.
9.0 171 reviews
Helmsley
07/08 – 07/10
$479/nighttotal: $958 (2 )
Rye Court Cottage - Stunning Cottage In Central Helmsley With Parking
3 2
house , Helmsley
Rye Court Cottage is located in the center of 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 home has received excellent ratings for location, cleanliness, and overall experience. The cottage has 3 bedrooms and 2 bathrooms, providing ample space for families or groups. It offers a fully equipped kitchen with a dishwasher, washing machine, and a cozy fireplace, as well as a terrace, garden, and parking.
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, with its impressive ruins and rich history. You can also visit the Helmsley Walled Garden, a beautiful example of a Victorian walled garden. A short drive away, you'll find the stunning Rievaulx Abbey, a former Cistercian monastery.
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 through Helmsley, offering stunning views of the North York Moors. For a shorter walk, try the Helmsley to Rievaulx Abbey trail, which takes you through picturesque countryside. If you're a cyclist, the Ryedale Cycleway is a great option, offering a scenic route through the countryside.
What other towns or cities can be easily accessed from Helmsley?
York, a historic city with a Roman past, is about a 40-minute drive from Helmsley. You can also easily reach the coastal town of Whitby, known for its dramatic cliffs and the famous Whitby Abbey, in about an hour's drive.
What are the best vacation rentals with a pool in Helmsley?
What amenities are commonly available in vacation rentals in Helmsley?
Vacation rentals in Helmsley typically offer amenities like kitchens, living rooms, and bedrooms. Many also include features like Wi-Fi, washing machines, and dryers. Some rentals even have private gardens or patios.
What are the best rentals for families and kids in Helmsley?
What time of year is best to rent a vacation rental Helmsley?
The best time to visit Helmsley depends on your preferences. The spring and fall offer mild weather and beautiful scenery, while the summer is ideal for outdoor activities. If you enjoy winter sports, then the winter months are a good choice.
What are the best rentals or Airbnbs with a jacuzzi in Helmsley?
The area around Helmsley is known for its traditional Yorkshire dishes. Try a hearty Yorkshire pudding with roast beef and gravy, or a classic Yorkshire pie. You can also find delicious local cheeses and craft beers.
This Keldholme cottage, less than a mile from Kirkbymoorside and near the North York Moors National Park, offers easy access to Helmsley, Pickering, and York (under 40 minutes to York). The two-bedroom, one-bathroom house sleeps three guests and includes a dishwasher, Wi-Fi, a wood-burning stove, a shared garden with a patio, and parking; two dogs are welcome.
10 189 reviews
Helmsley
08/04 – 08/07
$196/nighttotal: $588 (3 )
Cosy Modern Home In Ampleforth Village
1 4
bungalow , Yorkshire du Nord
This recently renovated two-bedroom house is located in Ampleforth, North Yorkshire, a five-minute walk from local amenities and under a mile from St. Alban's Sports Centre, with Helmsley four miles away. The 2-bathroom home features a fully equipped kitchen with Smeg appliances, a private patio with a BBQ, and accommodates up to four guests in its open-plan living space.
10 5 reviews
Helmsley
07/13 – 07/17
$184/nighttotal: $736 (4 )
Cottage ∙ 3 Bedrooms ∙ 5 Guests
3 2
cottage , Wass
The Burrows, a cottage, is located in Wass, North Yorkshire, approximately 7.5 miles from the market town of Helmsley and situated on the southern edge of the North York Moors National Park. This three-bedroom rental accommodates up to five guests and features a woodburning stove, a garden, a kitchen with a fridge, microwave, and dishwasher, and a master bedroom with an en-suite and a balcony offering countryside views.
9.1 14 reviews
Helmsley
08/04 – 08/07
$305/nighttotal: $915 (3 )
29 Bondgate
3 4
apartment , Helmsley
This charming 2-bedroom cottage is located just a short walk from Helmsley's market square and the historic Helmsley Castle. The apartment has received excellent ratings for location, cleanliness, and overall experience. The cottage comfortably sleeps four guests and features a well-equipped kitchen with modern appliances, a cozy living area with a wood-burning stove, and a luxurious clawfoot bath. Guests can enjoy a multi-level rear garden with a patio, lawn, furniture, and a barbecue, making it perfect for relaxing and enjoying the Yorkshire weather.