Short-term rentals in Pickering
Local supply is split fairly evenly between the two platforms. Its largest professional operator, Cottages.com, runs 248 listings locally.
Explore the interactive Pickering report
Data updated
- Tracked listings
- 1,064
- Market rank
- #97 / 598
- National share
- 0.2%
- Professional operators
- 21
Listing mix by platform in Pickering
Where the listings are in Pickering
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 Pickering short-term rental supply looks like
Listings by property type
How Pickering'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 Pickering
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 | 248 | 4.76 / 5 | 9.0 / 10 | 184,368 |
| 2 | Sykes Holiday Cottages | 157 | 4.67 / 5 | 8.9 / 10 | 131,996 |
| 3 | Holidaycottages.Co.Uk | 64 | 4.73 / 5 | 8.9 / 10 | 35,230 |
| 4 | Host & Stay | 39 | 4.56 / 5 | 8.3 / 10 | 56,399 |
| 5 | Forest Holidays | 37 | 4.92 / 5 | — | 14 |
| 6 | KIST Accommodates | 17 | 4.75 / 5 | 8.9 / 10 | 833 |
| 7 | Ingrid Flute'S Yorks Hol Cottages | 9 | 4.69 / 5 | — | 1,959 |
| 8 | WelcomeLets Yorkshire | 6 | 4.72 / 5 | 8.8 / 10 | 4,784 |
| 9 | Original Cottages - Lake District | 4 | 4.74 / 5 | — | 885 |
| 10 | Original Cottages - Northumberland | 3 | 4.73 / 5 | — | 923 |
All 21 professional operators in Pickering
- Cottages.com (248)
- Sykes Holiday Cottages (157)
- Holidaycottages.Co.Uk (64)
- Host & Stay (39)
- Forest Holidays (37)
- KIST Accommodates (17)
- Ingrid Flute'S Yorks Hol Cottages (9)
- WelcomeLets Yorkshire (6)
- Original Cottages - Lake District (4)
- Original Cottages - Northumberland (3)
- Finest Retreats (2)
- Hoseasons (2)
- Prestige Holiday (2)
- The Holiday Cottage Collection (2)
- Travelnest Ltd (2)
- Best Western The Dartmouth Golf, Hotel and Spa (1)
- Norfolk Hideaways Ltd TA Norfolk Hideaways (1)
- Norfolk Hideaways Ltd TA Yorkshire Hideaways (1)
- Port Isaac Bay Holidays (1)
- Rural Retreats Holidays Ltd (1)
- Yorkshire Escapes (1)
Operators are indexed when they run at least 26 listings nationally and count Pickering among their markets. See the full interactive Pickering market report for the map, charts, and operator comparison.
How Pickering compares
Pickering ranks 97th of 598 tracked markets in the United Kingdom, with 0.2% of national supply. Markets of similar size:
-
Worcester 1,071 listings
-
Crawley 1,066 listings
-
Folkestone 1,064 listings
-
Maidstone 1,059 listings
-
Lewes 1,057 listings
-
Pwllheli 1,049 listings
Photo credits
- Worcester: Photo: Worcester from Fort Royal Hill by Philip Halling · CC BY-SA 2.0 · cropped and resized for display, via Wikimedia Commons
- Crawley: Photo: Goff's Park House, Crawley, Winter Scene by Recent Runes · CC BY-SA 3.0 · cropped and resized for display, via Wikimedia Commons
- Folkestone: Photo: Folkestone Aerial by Wikimedia Commons contributors · CC BY 2.0 · cropped and resized for display, via Wikimedia Commons
- Maidstone: Photo: River Medway at Maidstone, Kent - geograph.org.uk - 187940 by Rodney Burton · CC BY-SA 2.0 · cropped and resized for display, via Wikimedia Commons
- Lewes: Photo: Harveys Brewery (Lewes) by Wikimedia Commons contributors · Public domain · cropped and resized for display, via Wikimedia Commons
- Pwllheli: Photo: Pwllheli'n dathlu ei Chymreictod - Pwllheli celebrates its Welshness - geograph.org.uk - 498624 by Alan Fryer · 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 .
Pickering market FAQ
How many short-term rentals are in Pickering?
Pickering has 1,064 tracked short-term rental listings as of 2026-06-07: 667 on Airbnb and 397 on Booking.com.
Who is the largest short-term rental operator in Pickering?
The largest professional operator in Pickering is Cottages.com, with 248 local listings.
Is Airbnb or Booking.com bigger in Pickering?
Supply is fairly balanced: 667 Airbnb and 397 Booking.com listings.
How many professional operators run listings in Pickering?
21 professional operators (26+ listings nationally) have a tracked presence in Pickering. 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 1,064 public short-term rental listings in Pickering, 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 Pickering? Report a data issue or request an update — corrections land with the next data refresh.