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Helmsley houses
We found houses — enter your dates for availability
Explore Helmsley house rentals
Spacious House 3 ensuite bedrooms, sleeps 6, Centre of Helmsley, Pet friendly,
Sleeps 6 · 3 bedrooms · 3+ bathrooms
1010 out of 10
Exceptionalexceptional
71 reviews(71 reviews)
Rye Court Cottages sleeps 20
Sleeps 20 · 7 bedrooms · 7 bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
2 Bedroom Cottage Situated in The centre of Helmsley With Off Street Parking
Sleeps 4 · 2 bedrooms · 1+ bathroom
9.49.4 out of 10
Exceptionalexceptional
56 reviews(56 reviews)
29 BONDGATE, pet friendly, character holiday cottage in Helmsley
Sleeps 6 · 3 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
1 review(1 review)
The Old Post Office - Central Helmsley with parking
Sleeps 4 · 2 bedrooms · 2 bathrooms
5.05.0 out of 10
2 reviews(2 reviews)
The Annex - Central Helmsley with parking
Sleeps 4 · 2 bedrooms · 2 bathrooms
Top rated house rentals - Helmsley
Helmsley Trip
1010 out of 10
Exceptionalexceptional
71 reviews(71 reviews)
Lovely short break
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Helmsley stay
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Beautiful house in a beautiful town.
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Helmsley is a great place to stay as you can visit so many different places.
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Great birthday long weekend break
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Nice stay
1010 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
Lovely cottage
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
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Frequently asked questions
Are there any holiday home rentals in Helmsley?
Stay in one of our holiday home rentals in Helmsley and you’ll have an ideal base for your next travel adventure. Husthwaite, Cropton and Wrelton are among the city’s most sought-after areas.
How much does it cost to stay in a holiday rental house in Helmsley?
Prices vary depending on the time of year, length of stay and specific location, so key in your trip details to browse what’s available. No matter your budget or plans, Vrbo has holiday home rentals in Helmsley suited to guests of all types.
When is the best time to rent a holiday house in Helmsley?
It can all depend on the type of weather you enjoy most, among other things. Many people visiting York get a Helmsley holiday home rental in May, when temperatures range from 7ºC (45ºF) to 14ºC (57ºF).
Where can I rent a Helmsley holiday house with great views?
Getting into holiday mode is a breeze when you book one of our Helmsley houses with views of historic areas. From guests that seek adventure to those that want to simply kick back, Vrbo has holiday home rentals with vistas to impress all kinds of travellers.
Does Helmsley have any weekend house rentals?
Browse our weekend rentals and get packing for an unforgettable couple of days away. Our top tips for booking the ideal house in Helmsley? Be flexible when searching and modify your dates until you find the holiday home rental that matches your needs.
Are there any pet-friendly house rentals in Helmsley?
Enjoy your next adventure with your four-legged companion at one of the two pet-friendly holiday home rentals in Helmsley. These stays come with features that’ll make your dog feel welcome, including a fenced-in yard. Just select the “Pets allowed” filter to book a house that has space for every beloved member of your family.
What are the top things to do in Helmsley?
Flamingo Land Theme Park and Zoo, Castle Howard and North Yorkshire Moors Railway are top attractions that’ll keep the whole crew entertained in Helmsley. There’s nothing like a getaway to bring everyone together, so check out our holiday home rentals in this exciting destination.
Why should I book my holiday rental house with Vrbo?
Booking your holiday home rental with Vrbo means you’ll have the entire place for your exclusive use — your own private sanctuary, with no interruptions or distractions from other people. Also, our flexible payment and cancellation policies give you the freedom to amend your plans if required. Plus, our One Key™ rewards programme lets you collect OneKeyCash™* on all eligible bookings on Vrbo. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Vrbo.