Helmsley holiday rentals

We found 583 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)
  • Piglet's Adventure Farm Park (15.8 mi / 25.5 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:

  • Hemsley Walled Garden (0.5 mi / 0.7 km)
  • Sutton Bank National Park Centre (6.1 mi / 9.9 km)
  • Howardian Hills (7.2 mi / 11.6 km)
  • Redwood Park Fishing Lakes (12.8 mi / 20.6 km)
  • North York Moors National Park (13.5 mi / 21.7 km)
  • Dalby Forest Visitor Centre (15 mi / 24.2 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

What is the best area to stay in Helmsley when booking a holiday rental?
When considering a holiday rental in Helmsley, the town centre is the best area to stay. This charming market town, located in the North York Moors, offers a delightful blend of history and natural beauty. Staying in the heart of Helmsley means you'll be within easy walking distance of its top attractions, such as the impressive Helmsley Castle, which dates back to the 12th century and provides a fascinating glimpse into the area's rich heritage. Additionally, the nearby Helmsley Walled Garden is a serene spot to explore, showcasing beautifully landscaped gardens and an array of plants.In the town centre, you will find a variety of properties available, from quaint cottages to more modern apartments, suiting different preferences and group sizes. This central location not only provides convenient access to local shops, cafes, and restaurants, but it also serves as a great base for exploring the stunning landscapes of the North York Moors National Park.
When is the best time to visit Helmsley for a holiday rental?
The most popular time to visit Helmsley for a holiday rental is during the peak season from July to September. This vibrant period attracts visitors eager to explore the stunning North York Moors National Park, renowned for its picturesque landscapes and charming villages. Summer in Helmsley offers delightful weather, with temperatures typically ranging from 15 to 25 degrees Celsius, making it an ideal time for outdoor activities such as hiking, cycling, and leisurely strolls through the beautiful gardens.July, in particular, is a bustling month, filled with events and activities that bring the community to life. Visitors will enjoy the warm atmosphere while exploring local attractions, including the historic Helmsley Castle and the quaint market square. This is also a fantastic time for food enthusiasts to indulge in local delicacies at the various cafes and restaurants.For those seeking a more budget-friendly option, consider visiting in December. While the colder weather (averaging around 0 to 5 degrees Celsius) may deter some, this month offers a unique charm with festive decorations and a quieter ambiance. It's the superb time to enjoy peaceful walks through the wintry landscape and perhaps visit the Christmas markets for some local crafts and treats.Ultimately, whether you prefer the lively summer months filled with activity or the serene winter atmosphere, Helmsley has something special to offer all year round.
What are the top attractions in Helmsley?
In Helmsley, visitors can enjoy a charming mix of historical and natural attractions. The iconic Helmsley Castle, dating back to the 12th century, offers a glimpse into the area's rich heritage and provides beautiful views of the surrounding countryside. Nearby, the picturesque Helmsley Walled Garden is a delightful spot for a leisurely stroll, showcasing a variety of plants and flowers in a serene setting.For those interested in local culture, the Ryedale Folk Museum presents fascinating exhibits on the region's history and traditional crafts. Additionally, the North York Moors National Park is easily accessible from the town, offering stunning landscapes, walking trails, and opportunities for outdoor activities.
Are all fees included in the Helmsley holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Helmsley holiday homes with parking?
Stayz offers a wide selection of holiday homes in Helmsley with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Helmsley holiday homes?
You can find great discounts on holiday homes in Helmsley on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Helmsley holiday home booking on Stayz?
To find Helmsley holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Helmsley?
A long-stay holiday home in Helmsley is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Helmsley holiday home?
Book your Helmsley holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Helmsley?
Prices for holiday homes in Helmsley vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Helmsley to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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