Helmsley holiday homes

We found 582 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: Explore the impressive ruins of this medieval castle, offering a glimpse into the town's rich history.
  • Charming Market Town: Stroll through Helmsley's vibrant local shops and cafés, perfect for casual browsing and sampling local delicacies.
  • Scenic Gardens: Enjoy the beauty of picturesque gardens, providing a serene atmosphere for relaxation and leisurely walks.
  • Outdoor Adventures: Venture into the surrounding countryside for scenic walks and outdoor activities amidst stunning landscapes.
  • Rich Heritage: Immerse yourself in the local culture at nearby historic houses and museums, showcasing Helmsley's unique heritage.

Top attractions near Helmsley

Helmsley offers a delightful mix of outdoor adventures and rich history for all types of travellers. You can explore the impressive Helmsley Castle and immerse yourself in the local heritage at nearby historic houses and museums. Whether you’re seeking a family day out, a cultural escapade or simply a chance to enjoy the scenic landscapes, Helmsley has a charming blend of attractions to suit every taste.

  • Flamingo Land Theme Park and Zoo: Experience family fun with rides, shows, and animal encounters, offering lively entertainment a 16km jaunt from Helmsley.
  • North York Moors National Park: Enjoy outdoor adventures, scenic trails, and breathtaking landscapes, providing a 21km escape from Helmsley.
  • Castle Howard: Discover rich cultural history and romantic architecture, offering an 18km exploration from Helmsley.

Things to do recommended for couples

For a romantic getaway in Helmsley, explore the stunning Helmsley Castle ruins, then wander through the picturesque streets hand-in-hand. Enjoy a delightful meal at a local bistro and take a leisurely stroll in the nearby Ryedale Folk Museum's charming gardens, perfect for couples seeking a memorable experience.

Things to do recommended for families

Families visiting Helmsley can explore the enchanting ruins of Helmsley Castle, enjoy a picnic at the beautiful gardens, and embark on a nature walk around the historic town centre, all offering a warm Kiwi welcome.

Things to do recommended for groups

Groups visiting Helmsley can discover the enchanting ruins of Helmsley Castle, explore the scenic trails of the North York Moors National Park, and indulge in local delicacies at the bustling market. Don’t miss the opportunity to unwind at the picturesque Helmsley Walled Garden.

*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

Whether you're travelling with a group, as a family, with your pets, or planning an extended stay, ensure you filter by the appropriate priorities. Here are some Vrbo booking suggestions for you.

  • Traveling to Helmsley with a group: Think about how many bedrooms you require, as well as features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily apply filters for these options and more on Vrbo.
  • Traveling to Helmsley with young kids: Traveling with little ones can be a challenge. You’ve got to prioritise their comfort and safety, ensuring there are age-appropriate facilities, like a private pool. It’s also wise to think about how close you are to attractions that cater to families.
  • Taking your pets with you to Helmsley: For many families, a holiday just isn’t the same without their furry companion by their side. If this resonates with you, take a look at the Vrbo listings that welcome pets. Most pet-friendly properties come equipped with feeding bowls and beds, ensuring that all members of the family feel at ease.
  • Planning for a long term stay visiting Helmsley: If you're after holiday rentals that offer great deals for stays of a month or more, you've come to the right spot. With the appropriate search filters, you can easily locate and save on monthly rentals. Don't forget to include extras like a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay in Helmsley

Helmsley is a charming market town nestled in North Yorkshire, offering a delightful blend of history and natural beauty. Visitors can explore the stunning ruins of a medieval castle, wander through picturesque gardens, and enjoy the vibrant local shops and cafés. The surrounding countryside invites outdoor adventures, from scenic walks to secluded spots perfect for relaxation. With its friendly atmosphere and rich heritage, Helmsley truly is a hidden gem waiting to be discovered.

  • York: York is a historic city known for its rich heritage and stunning architecture. Situated conveniently from Helmsley, it offers a unique blend of outdoor adventures and cultural experiences. Visitors can wander through the ancient city walls, explore the magnificent York Minster, and indulge in the vibrant atmosphere of the Shambles. With theatres showcasing live performances and educational institutions enriching the cultural landscape, York is a must-visit for those seeking both adventure and scenery. The nearby national parks and historic buildings further enhance its appeal, making it an ideal destination for day trips and exploration.
  • Nawton: A charming village located a mere 6km from Helmsley, Nawton is perfect for those who appreciate outdoor activities and scenic views. This quaint community offers an inviting recreational area for walking and picnicking, alongside local shopping opportunities. Nature lovers will be captivated by the nearby national parks and nature reserves, which provide excellent hiking trails and wildlife spotting. Nawton is an ideal spot for a peaceful day out, allowing visitors to unwind and connect with the stunning English countryside.
  • Nunnington: Just 8km from Helmsley, Nunnington is a picturesque village renowned for its romantic charm and outdoor pursuits. Visitors can enjoy various activities, including golf and leisurely strolls in the surrounding forests. The village is home to historic sites and a stunning castle, offering a glimpse into the region's rich history. With its serene atmosphere and beautiful landscapes, Nunnington is a delightful destination for couples and nature enthusiasts alike, making it a perfect addition to your holiday itinerary.

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.

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

Booking with Vrbo is simple

Are you hoping to save some dollars on your next adventure? Being flexible with your travel dates can really help, as prices can vary quite a bit. Additionally, if you opt for a longer stay, you often unlock significant savings. To discover the perfect Vrbo property that fits your budget, simply use our filters to sort by price, location, and type of holiday rental. We're here to support you in finding the best options for your trip.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a handy area where you can start planning new journeys, continue with those already in progress, or review and arrange your travel plans. You’ll see properties you’ve favourited or reserved sorted under Potential, Upcoming, or Current Trips. To begin using Trip Boards, head over to: https://www.bookabach.co.nz/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 Bookabach?
Bookabach 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?
Bookabach 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 Bookabach, 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 Bookabach?
To find Helmsley holiday rentals with free cancellation, just use Bookabach'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, Bookabach 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 Bookabach?
Bookabach'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 Bookabach 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. Bookabach offers something for every taste and budget, from affordable homes in Helmsley to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach 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 Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, 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 Bookabach as a host?
Joining Bookabach 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, Bookabach 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 Bookabach 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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