Holiday Rentals in Helmsley

119 available vacation rental offers

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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

2 Bed In Ampleforth (Oc-c37505) - Helmsley
No reviews

2 Bed In Ampleforth (Oc-c37505)

cottage, Ampleforth
This Ampleforth holiday cottage is situated in York, a 2-minute drive from St. Lawrence Abbey and 4 minutes from the Howardian Hills.
This family-friendly lodge accommodates four guests across two bedrooms and one bathroom, offering a fully equipped kitchen with a microwave and dishwasher, complimentary Wi-Fi, and proximity to Ampleforth College Golf Club and the North York Moors National Park.
Saxon House (7), Harome, North York Moors - Helmsley
No reviews

Saxon House (7), Harome, North York Moors

apartment, Harome, York, North Yorkshire
This four-bedroom, two-bathroom house in Harome, North Yorkshire, is ideally located within 5km of Helmsley Arts Centre, Duncombe Park, and the North York Moors National Park.
This pet-friendly property offers 1 square metre of floor space, sleeps seven guests, and includes amenities such as a garden, parking, Wi-Fi, a fireplace, and a washing machine, making it a perfect base for exploring the North York Moors.
Coach Cottage @ Coach House Cottage - Helmsley
9.8 60 reviews

Coach Cottage @ Coach House Cottage

apartment
Coach Cottage, a recently renovated two-bedroom apartment near Helmsley, offers pet-friendly accommodation in Gilling East, approximately 30km from York and the North Yorkshire Moors National Park.
This self-catering property sleeps three, features an open-plan kitchen/dining/living area, a shared garden, tennis court, and BBQ facilities, plus free Wi-Fi and 24-hour laundry access.
60 M² Cottage ∙ 1 Bedroom ∙ 3 Guests - Helmsley
9.2 79 reviews

60 M² Cottage ∙ 1 Bedroom ∙ 3 Guests

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.

Best Helmsley holiday rentals with a balcony

Cavendish Court - Helmsley
9.9 147 reviews

Cavendish Court

house, York
Cavendish Court, near York, offers a self-catering property 16km from Flamingo Land and 29km from York Minster, providing convenient access to both attractions.
This 74 square metre house sleeps four, featuring two bedrooms, a bathroom with washing machine, a fully equipped kitchen with dishwasher, a living room with flat-screen TV, free Wi-Fi, private parking, and a garden with outdoor dining area; ideal for cycling and hiking.
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.
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.
Campion Cabin - Helmsley
No reviews

Campion Cabin

cabin, Helmsley
Campion Cabin is located in Helmsley, 55 kilometers from Teesside International Airport, offering a secluded retreat near Helmsley Castle and Rievaulx Abbey.
This 30 square meter log cabin accommodates two guests and features a private entrance, a fully equipped kitchen, a hot tub, and a sun terrace, with barbecue facilities and outdoor seating for al fresco dining.

Frequently asked questions about holiday rentals in Helmsley

  • What sports or outdoor activites can visitors enjoy in and around Helmsley?

    Helmsley is a great place for outdoor activities. You can go horse riding, fishing, or play golf at the local course. There are also plenty of opportunities for walking, cycling, and birdwatching in the surrounding countryside. The North York Moors National Park is just a short drive away and offers a wide range of outdoor activities.
  • What are the best Airbnb and holiday rentals in Helmsley?

  • What other towns or cities can be easily accessed from Helmsley?

    York is about an hour's drive away, and offers a wealth of historical attractions. The coastal town of Whitby is also easily accessible, with its iconic abbey and charming harbour. For a more rural experience, visit the market town of Pickering, known for its steam railway and the North York Moors Railway.
  • What are the most popular Airbnbs in Helmsley?

  • What amenities are commonly available in vacation rentals in Helmsley?

    Most vacation rentals in Helmsley offer basic amenities such as a kitchen, bathroom, and comfortable beds. Many also have a garden or patio, and some even have hot tubs or swimming pools. It's worth checking the listing carefully to see what amenities are included.
  • 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 time of year is best to rent a vacation rental Helmsley?

    Spring and autumn are lovely times to visit Helmsley, when the weather is mild and the crowds are smaller. Summer is a popular time to visit, but it can get busy. If you're looking for a more peaceful experience, consider visiting in the winter months, when the landscape is covered in snow.
  • What are the best rentals for families and kids in Helmsley?

  • What are the best rentals or Airbnbs with a jacuzzi in Helmsley?

    The best vacation rentals or Airbnb with a jacuzzi in Helmsley are The Pheasant, Crossing Cottage and The Old Bank.

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

Gorgeous Country Cottage, Nawton Near Helmsley - Helmsley
10 232 reviews

Gorgeous Country Cottage, Nawton Near Helmsley

apartment
This converted country cottage is located in the North York Moors National Park, just 5km from the market town of Helmsley and within easy reach of the coastal towns of Whitby, Scarborough, Sandsend, and Runswick Bay. The apartment has received excellent ratings for location, cleanliness, and user experience.
The property offers three bedrooms, two bathrooms, and can accommodate up to six guests. The cottage has a fully equipped kitchen, a spacious living area, a private garden, and off-street parking for two cars.
Foxglove Cottage - Helmsley
8.2 10 reviews

Foxglove Cottage

house, York
Foxglove Cottage, a pet-friendly house near York, is situated approximately 22.5km from Flamingo Land Theme Park and 29km from Dalby Forest, with York Minster and York Train Station both 37km away.
This one-bedroom property, boasting 90 square metres of floor space, offers a fully equipped kitchen with dishwasher, private garden, free Wi-Fi, and private parking, perfect for exploring the Yorkshire countryside's cycling opportunities.
Idyllic 300 Year Old Bijoux Stone Country Cottage - Helmsley
9.7 232 reviews

Idyllic 300 Year Old Bijoux Stone Country Cottage

apartment
This one-bedroom cottage is situated in Helmsley, just 0.2km from the town centre and 0.2km from Duncombe Park.
The cottage offers a private garden, free Wi-Fi, and a fully equipped kitchen with a fridge and microwave oven, perfect for couples seeking a comfortable and convenient stay in the heart of Helmsley.
The Stables, Slingsby - Helmsley
10 86 reviews

The Stables, Slingsby

apartment
This charming stone barn conversion is located in a village just 15km from the North York Moors National Park and the Howardian Hills AONB, with easy access to York and the East Coast. It consistently receives excellent ratings for its location, cleanliness, and overall experience.
The cottage comfortably accommodates up to 6 guests across its 3 bedrooms and 2 bathrooms. It features a well-equipped kitchen, a cosy sitting room with a wood-burning stove, a private garden, and off-road parking with secure bicycle storage, making it ideal for families and groups looking to explore the stunning Yorkshire countryside.
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