Holiday Castles - Vacation Rentals in Helmsley Castle

High Rigg B&B From US $117
         

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9.8 (94 Reviews)
Bed & Breakfast
  • Parking
  • Wheelchair Accessible
  • Balcony/Terrace
The Feathers Hotel, Helmsley, North Yorkshire From US $131
         

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9.4 (491 Reviews)
Hotel
  • Parking
  • TV
  • Balcony/Terrace
3 bedroom accommodation in Helmsley From US $546
         

9.0 (2 Reviews)
Cottage
  • Parking
  • Pet Friendly
  • TV
Bellwether From US $160
         

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10.0 (19 Reviews)
House
  • Parking
  • View
  • Security/Safety
The Black Swan - The Inn Collection Group From US $144
         

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8.8 (423 Reviews)
Hotel
  • Parking
  • TV
  • Balcony/Terrace
2 bedroom accommodation in Helmsley From US $183
         

9.2 (15 Reviews)
Cottage
  • Parking
  • TV
  • Balcony/Terrace
Angel Cottage From US $172
         

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10.0 (14 Reviews)
House
  • Parking
  • View
  • Security/Safety
Auburn House From US $882
         

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10.0 (2 Reviews)
Cottage
  • Parking
  • Balcony/Terrace
  • Security/Safety
Ashberry Farm Cottage From US $108
         

9.2 (17 Reviews)
Cottage
  • Parking
  • Balcony/Terrace
  • Security/Safety
BELLWETHER, romantic, country holiday cottage in Helmsley From US $195
         

10.0 (3 Reviews)
Cottage
  • Balcony/Terrace
  • Security/Safety
  • Fireplace/Heating
29 BONDGATE, pet friendly, character holiday cottage in Helmsley From US $684
         

3 bedroom accommodation in Harome, near Helmsley From US $137
         

8.0 (1 Review)
Cottage
  • Parking
  • Balcony/Terrace
  • Security/Safety
1 bedroom accommodation in Nawton, near Helmsley From US $145
         

5.0 (16 Reviews)
House
  • TV
  • Security/Safety
  • Bedding/Linens
AUBURN HOUSE, family friendly, with open fire in Beadlam From US $454
         

3 bedroom accommodation in Helmsley From US $196
         

9.4 (14 Reviews)
Cottage
  • Parking
  • Pet Friendly
  • Balcony/Terrace
2 bedroom accommodation in Rievaulx, near Helmsley From US $129
         

9.6 (9 Reviews)
Cottage
  • Parking
  • Balcony/Terrace
  • Security/Safety
Pro Tip: Holidaycastles makes it easy to compare the best listings on Holidaycastles homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Holidaycastles homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Helmsley Castle.

Weather in Helmsley Castle

View the weather forecast for Helmsley Castle before booking your Helmsley Castle Vacation Rentals to confirm your best time to go.

December - February
High 47°F       Low 34°F
March - May
High 64°F       Low 38°F
June - August
High 69°F       Low 51°F
September - November
High 62°F       Low 38°F

Helmsley Castle Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Helmsley Castle?

There are a lot of options in Helmsley Castle. If you plan on staying in the Helmsley Castle area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Helmsley Castle:

How many vacation rentals are available in Helmsley Castle?

Currently, the total number of properties listed in 2026 is over 199 in the Helmsley Castle area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Helmsley Castle.