Holiday Rentals in Helmsley

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Helmsley holiday rentals
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119 Holiday Rentals and Airbnb in Helmsley

Best family friendly Helmsley holiday rentals

Among the 119 accommodations in Helmsley, here are the 4 best family friendly rentals

4 Bed In Helmsley (Oc-l29736) - Helmsley
No reviews

4 Bed In Helmsley (Oc-l29736)

cottage, Helmsley
This stone lodge is situated in Helmsley, 800 meters from Helmsley Castle and close to the North York Moors National Park.
This property offers accommodation for eight guests with four bedrooms, four bathrooms, a sleek kitchen with a microwave oven, and private parking for two cars, ideal for families and pet owners exploring the local area.
Auburn House - Helmsley
9.9 55 reviews

Auburn House

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.
Cottage ∙ 4 Bedrooms ∙ 8 Guests - Helmsley
9.0 7 reviews

Cottage ∙ 4 Bedrooms ∙ 8 Guests

cottage, Helmsley
This stone holiday home is located in Helmsley, 500 meters from Helmsley Castle and 1.5 kilometers from Duncombe Park.
The four-bedroom property sleeps eight guests and offers a sleek kitchen, a lounge with a wood burner, and an outdoor BBQ area, with parking for two cars and Wi-Fi available.
Lovely Cottage With Sunny Garden Sleeps 6 - Helmsley
9.8 239 reviews

Lovely Cottage With Sunny Garden Sleeps 6

apartment
This recently modernised cottage is located just a mile from Sutton Bank in the North York Moors, offering easy access to the sea, Thirsk, and the Michelin-starred Black Swan restaurant. This charming property has received excellent ratings for its location, cleanliness, and overall user experience.
The cottage features two bedrooms and one bathroom, comfortably accommodating up to four guests. The property boasts a spacious living area, a modern kitchen with a fridge, microwave, and dishwasher, a garden with a patio, BBQ, and fire pit, and a range of amenities, including high-quality bedding, fluffy towels, and welcome provisions.

Best Helmsley holiday rentals with a balcony

The Parcel Shed Gilling East - Helmsley
9.5 26 reviews

The Parcel Shed Gilling East

apartment, Gilling East
The Parcel Shed Gilling East apartment is situated in Gilling East, North Yorkshire, approximately 26km from Flamingo Land and 29km from York Minster.
This self-catering flat offers 16 square metres of space, sleeping up to 3 guests in one bedroom with one bathroom, and includes a kitchenette with fridge and microwave, private parking, Wi-Fi, a private balcony, and a garden.
Apartment ∙ 2 Bedrooms ∙ 4 Guests - Helmsley
No reviews

Apartment ∙ 2 Bedrooms ∙ 4 Guests

apartment, Helmsley
Willow Cottage is a charming 2-bedroom house located just a 3-minute walk from Helmsley's Market Place, with easy access to shops, restaurants, and bars. This peaceful location offers a great base for exploring the historic market town and the surrounding Yorkshire countryside.
The house is perfect for families or groups of up to 4 guests, with a spacious open-plan kitchen and dining area, a modern bathroom, and a tranquil garden with a patio. Guests can enjoy the fully equipped kitchen, relax in the comfortable living room with its original beams and exposed brick fireplace, and make the most of the enclosed garden with its outdoor dining area and garden arbour seat.
The Old School House - Helmsley
9.5 2 reviews

The Old School House

house, Lastingham
The Old School House, a family-friendly holiday home in Lastingham, is situated 17.7 kilometres from Flamingo Land Theme Park and 20.9 kilometres from Dalby Forest.
This spacious 400 square meter property accommodates up to 15 guests, offering a fully equipped kitchen with a dishwasher and oven, free WiFi, and garden access, with cycling and hiking opportunities nearby.
The Old Bank Apartments - Helmsley
No reviews

The Old Bank Apartments

apartment, Helmsley
The Old Bank Apartments are located in Helmsley, providing convenient access to local attractions and amenities.
This family-friendly flat offers a kitchen with a fridge, microwave, and dishwasher, a Jacuzzi, a terrace/balcony, a tennis court, and on-site parking, with free Wi-Fi and concierge services available.

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.

Popular destinations

Best Helmsley holiday rentals with a sauna

Meadow Spa Cabin - Helmsley
No reviews

Meadow Spa Cabin

cabin, Helmsley
Meadow Spa Cabin is a secluded holiday home located in Helmsley, 55 kilometers from Teesside International Airport and adjacent to Helmsley Meadows.
This one-bedroom lodge, spanning 35 square meters, accommodates two guests and features a private entrance, a fully equipped kitchen, a sauna, a hot tub, a sun terrace, and free WiFi.

Best Helmsley holiday rentals with a fireplace

Charming Country Cottage - Helmsley
10 10 reviews

Charming Country Cottage

apartment
Swallows Nest is a historic 400-year-old cottage situated centrally in Kirkbymoorside, a short 500-meter walk from the High Street's amenities and an ideal base for exploring the North York Moors National Park, Pickering, Helmsley, and Rievaulx Abbey.
This family-friendly holiday let accommodates up to six guests in three bedrooms, offering a secure garden, a modern kitchen with a dishwasher and microwave, a living area with a log burner, and a downstairs W/C, with internet access provided.
Feather Holme Farm Cottage - Helmsley
9.3 14 reviews

Feather Holme Farm Cottage

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.
Wisteria Cottage In The Heart Of Helmsley - Helmsley
9.0 2 reviews

Wisteria Cottage In The Heart Of Helmsley

apartment
Wisteria Cottage is a stone holiday home centrally located in Helmsley, within the North York Moors National Park, offering a quiet position 200 meters from the market town centre with private gated parking and a garden.
This four-bedroom cottage sleeps up to eight guests and features elegant furnishings, an open fire, a well-equipped kitchen with a range cooker, a private patio with seating, and welcomes pets.
Meadow Cottage On Working Farm - Helmsley
No reviews

Meadow Cottage On Working Farm

cottage, York
This barn conversion is situated near Kirkbymoorside in North Yorkshire, offering straightforward access to the North York Moors National Park and lying within a 50-kilometre drive of York.
This two-bedroom cottage accommodates four guests and features an open-plan living area with a woodburning stove, off-road parking, and a private courtyard, making it an ideal base for exploring the surrounding countryside and attractions such as Flamingo Land.
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