Helmsley holiday rentals

We found 562 holiday rentals — enter your dates for availability
Discover a selection of 7 homes and other holiday rentals in Helmsley that are perfect for your trip. Whether you’re staying in a holiday home with family or friends, you'll find the amenities that you need and want, including parking and a TV. No matter what you're looking for, you're sure to find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.
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Why visit Helmsley

  • Historic Helmsley Castle: Discover the medieval architecture and rich history at this impressive landmark, offering stunning views of the town.
  • Charming Market Town: Stroll through Helmsley's picturesque streets, filled with quaint shops and delightful cafés.
  • North York Moors: Explore the breathtaking natural beauty of the nearby moors, perfect for hiking and outdoor activities.
  • Family-Friendly Attractions: Enjoy a range of experiences suitable for all ages, making Helmsley an ideal destination for families.
  • Cultural Experiences: Immerse yourself in the local culture through arts, crafts, and traditional events that reflect Helmsley's heritage.

Popular types of accommodation in Helmsley

Discover the charm of Helmsley, a picturesque market town nestled in the heart of North Yorkshire. With its stunning countryside, historic landmarks like Helmsley Castle, and the serene beauty of the nearby North York Moors, Helmsley offers a unique holiday experience. Choose from a delightful selection of holiday rentals, including cosy cottages, modern apartments, and private holiday homes, ensuring a perfect stay for every traveller seeking adventure or relaxation.

  • Cottages: The top choice for visitors, offering a quaint and homely atmosphere perfect for relaxation.
  • Apartments: A popular selection for those seeking modern comfort with self-catering facilities in a convenient location.
  • Private Holiday Homes: Ideal for families or groups, these provide spacious living areas and a home-like environment.
  • Caravan Parks: A charming option for outdoor enthusiasts, combining nature with comfortable amenities.
  • Condos: A stylish accommodation type that combines the benefits of home-like living with shared facilities.**

Top attractions near Helmsley

Helmsley, located in the picturesque York region, offers a delightful blend of outdoor adventure and rich history. Visitors can explore the impressive Helmsley Castle, which provides a glimpse into the area's medieval past. The charming streets are perfect for leisurely strolls, while the surrounding scenery invites outdoor enthusiasts to discover the natural beauty of North Yorkshire. With its cultural attractions and family-friendly experiences, Helmsley is a captivating destination for all types of travellers.

  • Castle Howard: A majestic castle exuding culture and romance, located 18km from Helmsley, offering a glimpse into regal history and splendid gardens.
  • North York Moors National Park: A vast national park 21km from Helmsley, celebrated for its scenic landscapes, outdoor pursuits, and adventurous trails.
  • Flamingo Land Theme Park and Zoo: An engaging theme park 16km from Helmsley, perfect for families with its lively attractions and entertaining zoo experience.

Things to do recommended for couples

Helmsley offers a delightful escape for couples. Wander hand-in-hand through the enchanting Helmsley Castle gardens, or enjoy a leisurely afternoon at the quaint cafés. Don't miss a romantic stroll along the picturesque streets, soaking in the charm of this historic market town.

Things to do recommended for families

Families will delight in exploring the enchanting Helmsley Castle, where children can imagine life in medieval times. The nearby Ryedale Folk Museum offers hands-on exhibits, and the stunning Helmsley Walled Garden provides a lovely spot for picnics and nature walks.

Things to do recommended for groups

Explore the charming Helmsley Castle or enjoy a leisurely stroll through the picturesque Helmsley Walled Garden. For a delightful group outing, consider a visit to the local market or indulge in a traditional afternoon tea at one of the cosy tearooms.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Helmsley

If you're travelling with a group, as a family, bringing your pets along, or seeking longer stays, be sure to apply the appropriate filters based on your priorities. Here are some helpful booking tips for Stayz.

  • Traveling to Helmsley with a group: Consider how many bedrooms you require, along with facilities like a fully equipped kitchen or outdoor space for group get-togethers. Happily, Stayz offers filters to help you find all these features and more.
  • Traveling to Helmsley with young kids: Traveling with young children can be demanding. You must prioritise their comfort and safety, as well as ensure the availability of age-appropriate facilities, such as a private swimming pool. It is also wise to consider your closeness to attractions that are suitable for families.
  • Taking your pets with you to Helmsley: For many, a family holiday isn’t truly complete without their furry companion by their side. If this resonates with you, take a look at Stayz properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Helmsley: If you're seeking holiday rentals with discounts for stays of a month or longer, you've come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features such as a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Helmsley

Helmsley offers a delightful blend of history and natural beauty. Wander through the charming centre of Helmsley, enjoy a cosy kitchen in Helmsley, and explore the lovely Helmsley atmosphere. With dedicated workspaces and the inviting vibes of nawton near Helmsley, outdoor adventures and relaxed seclusion await. Experience the village's family-friendly, historical charm and picturesque scenery during your visit.

  • York: York is a historic city that seamlessly blends medieval charm with modern attractions. Famous for its stunning architecture, visitors can explore the iconic York Minster, stroll along the ancient city walls, and wander through the quaint Shambles. The city offers a wealth of outdoor experiences, including pleasant parks and riverside walks. With a vibrant cultural scene, including theatres and museums, York also serves as a gateway to nearby national parks, making it an ideal base for adventure seekers and history enthusiasts alike.
  • Harome: Harome is a picturesque village located merely 3km from Helmsley, known for its stunning countryside and serene atmosphere. Ideal for those looking to immerse themselves in nature, Harome offers excellent walking trails and outdoor recreational areas. Golf enthusiasts will find nearby courses to enjoy, while the village itself boasts charming stone cottages and delightful local eateries. Visitors can also explore the surrounding national park and historic sites, making Harome a perfect spot for a tranquil retreat.
  • Nawton: Situated 6km from Helmsley, Nawton is a quaint village that appeals to those seeking a peaceful escape. The village is surrounded by beautiful landscapes, ideal for outdoor activities such as walking and cycling. Nawton features a variety of local shops, perfect for picking up unique souvenirs or enjoying a leisurely afternoon. Nature lovers will appreciate the proximity to national parks and nature reserves, offering a wealth of opportunities for exploration and relaxation amidst stunning scenery.

Best time to go to Helmsley

If you're planning a trip to Helmsley, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April, July and September, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January38.3°F (3.5°C)Light RainMostly CloudyAverageSlightly Low
February39.6°F (4.2°C)Light RainMostly CloudyAverageSlightly Low
March42.1°F (5.6°C)Light RainMostly CloudyAverageSlightly Low
April45.7°F (7.6°C)No Rain (Dry)Mostly CloudySlightly HighAverage
May50.7°F (10.4°C)Light RainMostly CloudyAverageAverage
June56.1°F (13.4°C)Light RainMostly CloudyAverageAverage
July59.9°F (15.5°C)Light RainMostly CloudySlightly HighSlightly High
August59.5°F (15.3°C)Light RainMostly CloudyAverageSlightly High
September55.9°F (13.3°C)Light RainMostly CloudySlightly HighAverage
October50.7°F (10.4°C)Light RainMostly CloudySlightly LowAverage
November44.4°F (6.9°C)Light RainMostly CloudySlightly LowAverage
December40.1°F (4.5°C)Light RainMostly CloudySlightly LowSlightly High

Booking with Stayz is a breeze

Looking to make the most of your next holiday? Consider being flexible with your travel dates, as this can often lead to better prices. Moreover, extending your stay frequently results in significant savings. To discover the ideal Stayz property that fits your budget, utilise our filters to refine your search by price, location, and type of holiday rental.

Stayz Trips: Effortless planning

Stayz’s Trip Board provides a dedicated area for you to plan new adventures, manage your existing arrangements, or review your bookings. The properties you’ve saved or reserved are conveniently categorised into Potential, Upcoming, or Current Trips. To delve into the Trip Boards, please visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

Travel to relaxing Helmsley

Enjoy the history and other features of Helmsley. Well known for its spas, parks and restaurants, this relaxing city won't disappoint. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Sightseeing in and around Helmsley

Do you want to discover top things to see and do while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Helmsley a fun spot to go on holiday. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Flamingo Land Theme Park and Zoo (10.4 mi / 16.8 km)
  • Aldwark Manor Spa (16.4 mi / 26.4 km)
  • Ampleforth College Golf Club (4.3 mi / 6.9 km)
  • Malton and Norton Golf Club (13.4 mi / 21.6 km)
  • Thirsk Birds of Prey Centre (15 mi / 24.1 km)
  • The Moors National Park Centre (16.4 mi / 26.5 km)

Exploring the natural features in Helmsley

Whether you're looking for fun outdoor activities or just want to take in the scenery, Helmsley is a great spot to appreciate mother nature. These are some of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • National Trust Nunnington Hall (4.3 mi / 6.9 km)
  • Sutton Bank National Park Centre (6.1 mi / 9.9 km)
  • Howardian Hills (7.2 mi / 11.6 km)
  • Yorkshire Lavender (8.7 mi / 14 km)
  • Redwood Park Fishing Lakes (12.8 mi / 20.6 km)
  • North York Moors National Park (13.5 mi / 21.7 km)

Travelling to and around Helmsley

Fly into Durham (MME-Teesside Intl.), the closest airport, located 23.8 mi (38.3 km) from the city centre. If you can't find a flight that works for your travel itinerary, you can also fly into Leeds (LBA-Leeds Bradford), which is 35.8 mi (57.5 km) away.

Frequently asked questions

How much does it cost to rent a holiday home in Helmsley?
Property type, length of stay and time of year are among the factors that can affect the price of a holiday home. Simply click on your travel dates to find the ultimate escape. From homey country cottages to expansive villas, all Stayz holiday homes provide incredible value.
How much does it cost to rent a beach house in Helmsley?
Prices for beach houses in Helmsley may differ depending on the type and size of the property and time of year you're travelling. Simply enter your travel dates into Stayz and the number of guests to view holiday home options and prices. From there you can use the filters to refine your search results by ratings, amenities and more.
What are the top attractions for families in Helmsley?
Keeping the kids entertained during your Helmsley holiday is a breeze with these top family-friendly attractions:

  • Helmsley Castle
  • Ryedale Folk Museum
  • Yorkshire Lavender

How old do you have to be to rent a holiday home in Helmsley?
The minimum age can differ between properties on Stayz, so double-check the rules of the holiday home in Helmsley you're interested in. But usually, it's 16, 18 or 21.
How long can I rent a holiday home in Helmsley for?
It's up to the Helmsley property. To browse a list of options offering extended stays, simply enter your dates and number of people into the Stayz search page. Look forward to having the place to yourself, along with home comforts like a fully-equipped kitchen, air conditioning and an outdoor space where the little ones can play. Keep your eyes open for any long-term stays that offer weekly or monthly discounts.