Short-term rentals in Helmsley
Local supply is split fairly evenly between the two platforms. Its largest professional operator, Cottages.com, runs 87 listings locally.
Explore the interactive Helmsley report
Data updated
- Tracked listings
- 593
- Market rank
- #302 / 598
- National share
- under 0.1%
- Professional operators
- 14
Listing mix by platform in Helmsley
Where the listings are in Helmsley
The dots are a representative sample of tracked short-term rentals — Airbnb in red, Booking.com in blue. Zoom and pan here, or open the full report for filters, operator overlays, and the listing-level view.
What the Helmsley short-term rental supply looks like
Listings by property type
How Helmsley's tracked listings split across property types on each platform.
Listings by operator portfolio size
Tracked listings grouped by how many properties their operator runs — from single hosts to 26+ professionals.
Largest operators in Helmsley
Ranked by local tracked listings across Airbnb and Booking.com. Scores and portfolio review totals are aggregated across each operator's tracked United Kingdom listings. Together, the table and directory cover every professional operator we track in this market.
Scroll sideways to see all columns.
| # | Operator | Listings | Airbnb score | Booking.com score | Portfolio reviews |
|---|---|---|---|---|---|
| 1 | Cottages.com | 87 | 4.76 / 5 | 9.0 / 10 | 184,368 |
| 2 | Holidaycottages.Co.Uk | 83 | 4.73 / 5 | 8.9 / 10 | 35,230 |
| 3 | Sykes Holiday Cottages | 81 | 4.67 / 5 | 8.9 / 10 | 131,996 |
| 4 | Norfolk Hideaways Ltd TA Norfolk Hideaways | 10 | 4.72 / 5 | 8.9 / 10 | 2,477 |
| 5 | Norfolk Hideaways Ltd TA Yorkshire Hideaways | 10 | 4.88 / 5 | — | 249 |
| 6 | WelcomeLets Yorkshire | 10 | 4.72 / 5 | 8.8 / 10 | 4,784 |
| 7 | Host & Stay | 9 | 4.56 / 5 | 8.3 / 10 | 56,399 |
| 8 | Yorkshire Escapes | 8 | 4.91 / 5 | — | 1,508 |
| 9 | Ingrid Flute'S Yorks Hol Cottages | 6 | 4.69 / 5 | — | 1,959 |
| 10 | Original Cottages - Lake District | 5 | 4.74 / 5 | — | 885 |
All 14 professional operators in Helmsley
- Cottages.com (87)
- Holidaycottages.Co.Uk (83)
- Sykes Holiday Cottages (81)
- Norfolk Hideaways Ltd TA Norfolk Hideaways (10)
- Norfolk Hideaways Ltd TA Yorkshire Hideaways (10)
- WelcomeLets Yorkshire (10)
- Host & Stay (9)
- Yorkshire Escapes (8)
- Ingrid Flute'S Yorks Hol Cottages (6)
- Original Cottages - Lake District (5)
- Rural Retreats Holidays Ltd (4)
- Travelnest Ltd (4)
- Original Cottages - Northumberland (1)
- Port Isaac Bay Holidays (1)
Operators are indexed when they run at least 26 listings nationally and count Helmsley among their markets. See the full interactive Helmsley market report for the map, charts, and operator comparison.
How Helmsley compares
Helmsley ranks 302nd of 598 tracked markets in the United Kingdom, with under 0.1% of national supply. Markets of similar size:
-
Kingsbridge 600 listings
-
Saltburn-By-The-Sea 600 listings
-
Settle 597 listings
-
Ayr 591 listings
-
Stornoway 590 listings
-
Witney 589 listings
Photo credits
- Kingsbridge: Photo: Fore Street, Kingsbridge - geograph.org.uk - 4030312 by jeff collins · CC BY-SA 2.0 · cropped and resized for display, via Wikimedia Commons
- Saltburn-By-The-Sea: Photo: Saltburn-by-the-Sea, Redcar and Cleveland taken 1963 - geograph.org.uk - 803854 by William Matthews · CC BY-SA 2.0 · cropped and resized for display, via Wikimedia Commons
- Settle: Photo: Settle by Cyberdemon007 at English Wikipedia · Public domain · cropped and resized for display, via Wikimedia Commons
- Ayr: Photo: Ayr High Street - geograph.org.uk - 935367 by G Laird · CC BY-SA 2.0 · cropped and resized for display, via Wikimedia Commons
- Stornoway: Photo: Stornoway Harbour by Wmck at English Wikipedia · CC BY 2.5 · cropped and resized for display, via Wikimedia Commons
- Witney: Photo: St Mary the Virgin Church, Church Green, Witney - geograph.org.uk - 247742 by Brian Robert Marshall · CC BY-SA 2.0 · cropped and resized for display, via Wikimedia Commons
Browse the full United Kingdom city directory or the United Kingdom market report .
Helmsley market FAQ
How many short-term rentals are in Helmsley?
Helmsley has 593 tracked short-term rental listings as of 2026-06-07: 363 on Airbnb and 230 on Booking.com.
Who is the largest short-term rental operator in Helmsley?
The largest professional operator in Helmsley is Cottages.com, with 87 local listings.
Is Airbnb or Booking.com bigger in Helmsley?
Supply is fairly balanced: 363 Airbnb and 230 Booking.com listings.
How many professional operators run listings in Helmsley?
14 professional operators (26+ listings nationally) have a tracked presence in Helmsley. The full roster is listed on this page, and the interactive market report maps every listing.
About this data
Figures come from myDataValue's cross-platform market snapshot of 593 public short-term rental listings in Helmsley, matching Airbnb and Booking.com supply to the operators who run it. Operators shown have at least 26 listings on Airbnb or Booking.com nationally. Snapshot dates: Airbnb , Booking.com .
Spotted an inconsistency, or want fresher data for Helmsley? Report a data issue or request an update — corrections land with the next data refresh.