Helmsley holiday homes

We found 571 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.
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

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)
  • 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 Bookabach 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 Bookabach 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 Bookabach, 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 Bookabach 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.