Helmsley Cottage Rentals

KAYAK searches hundreds of travel sites at once for cottage deals in Helmsley

Here is why travellers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Recommended by KAYAK
Useful Info
Recommended by KAYAK

Best Helmsley cottage rentals

Go to map

Search by review score

6+ Okay7+ Good8+ Great9+ Excellent

Search by price

£44 - £156£156 - £268£268 - £380£380 - £491£491+ per night

Search by freebies

Free breakfastFree parkingFree cancellationFree internetFree airport shuttle

Most recommended cottage rentals in Helmsley

Show all
Borough Beck Cottage - Helmsley - Patio
Borough Beck Cottage
Helmsley, ENG, United Kingdom
9.5Wonderful(19)
Cottage
£151+
Check availability
Stone Cross - Lastingham - Bedroom
Stone Cross
Lastingham, ENG, United Kingdom
9.5Wonderful(2)
Cottage
£309+
Check availability
Ivy Cottage - Helmsley - Living room
Ivy Cottage
Helmsley, ENG, United Kingdom
9.3Wonderful(9)
Cottage
£411+
Check availability
Stable Cottage - Helmsley - Patio
Stable Cottage
Helmsley, ENG, United Kingdom
10Wonderful(5)
Cottage
£64+
Check availability
Chestnut Cottage - Harome - Living room
Chestnut Cottage
Harome, ENG, United Kingdom
9.0Wonderful(1)
Cottage
£53+
Check availability
Rose Cottage - Harome - Living room
Rose Cottage
Harome, ENG, United Kingdom
9.5Wonderful(2)
Cottage
£49+
Check availability
3 bedroom accommodation in Helmsley - Helmsley - Kitchen
3 bedroom accommodation in Helmsley
Helmsley, ENG, United Kingdom
9.5Wonderful(4)
Cottage
£247+
Check availability
The Cornmill Stable Cottages - Appleton-le-Moors - Bedroom
The Cornmill Stable Cottages
Appleton-le-Moors, ENG, United Kingdom
Cottage
£73+
Check availability
1 bedroom accommodation in Helmsley - Helmsley - Bedroom
1 bedroom accommodation in Helmsley
Helmsley, ENG, United Kingdom
9.3Wonderful(13)
Cottage
£48+
Check availability
The Old Back Kitchen at Bonfield Ghyll Farm - Helmsley - Living room
The Old Back Kitchen at Bonfield Ghyll Farm
Helmsley, ENG, United Kingdom
9.4Wonderful(7)
Cottage
£219+
Check availability
Threpnybit Cottage - Helmsley - Living room
Threpnybit Cottage
Helmsley, ENG, United Kingdom
10Wonderful(2)
Cottage
£152+
Check availability
Ground Floor: Open plan living space. - Harome - Bedroom
Ground Floor: Open plan living space.
Harome, ENG, United Kingdom
10Wonderful(4)
Cottage
£95+
Check availability
Bondgate - Helmsley
Bondgate
Helmsley, ENG, United Kingdom
9.4Wonderful(7)
Cottage
£230+
Check availability
Castle View - Helmsley
Castle View
Helmsley, ENG, United Kingdom
9.7Wonderful(4)
Cottage
£491+
Check availability
Ashberry Farm Cottage - Rievaulx
Ashberry Farm Cottage
Rievaulx, ENG, United Kingdom
9.4Wonderful(7)
Cottage
£62+
Check availability
Bramble Cottage Kirkbymoorside - Hutton-le-Hole
Bramble Cottage Kirkbymoorside
Hutton-le-Hole, ENG, United Kingdom
Cottage
£164+
Check availability
Useful Info

Good to know

Low season

High season

Average price (weekend night)

January
July
£560
Cheapest month to stay with an average 91% drop in price.
Most expensive month to stay with an average 179% rise in price.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Helmsley holiday rental deals

  • For the cheapest cottage rental in Helmsley, try to visit during the low season and outside the main travel peaks. The cheapest rates can be found in January and March.
  • The cheapest night of the week to rent a cottage in Helmsley is Saturday. On the other hand, the most expensive is Friday.

FAQs when booking a cottage in Helmsley

  • How much is a cottage rental for a month in Helmsley?

    The average price for a monthly Helmsley cottage rental found by KAYAK users in the last 2 weeks is £23,779 (£793/night).

Where to stay in Helmsley?

Our map will help you find the perfect place to stay in Helmsley by showing you the exact location of each holiday rental.

Everything you need to know for your stay in Helmsley