Short-term rentals in Pickering
Local supply is split fairly evenly between the two platforms. Its largest professional operator, Cottages.com, runs 251 listings locally.
Data updated
- Tracked listings
- 1,061
- Market rank
- #95 / 598
- National share
- 0.2%
- Professional operators
- 17
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 and Booking.com in blue. Zoom and pan to explore the market, 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 | 251 | 4.77 / 5 | 9.0 / 10 | 213,860 |
| 2 | Sykes Holiday Cottages | 196 | 4.69 / 5 | 8.9 / 10 | 163,699 |
| 3 | holidaycottages.co.uk | 83 | 4.73 / 5 | 8.9 / 10 | 75,737 |
| 4 | Host & Stay | 40 | 4.57 / 5 | 8.3 / 10 | 57,680 |
| 5 | KIST Accommodates | 17 | 4.76 / 5 | 8.9 / 10 | 795 |
| 6 | WelcomeLets Yorkshire | 6 | 4.71 / 5 | 8.8 / 10 | 4,584 |
| 7 | Finest Retreats | 2 | 4.64 / 5 | 8.6 / 10 | 13,170 |
| 8 | Hoseasons | 2 | 4.66 / 5 | 8.7 / 10 | 11,097 |
| 9 | Ingrid Flute'S Yorks Hol Cottages | 2 | 4.61 / 5 | — | 540 |
| 10 | Norfolk Hideaways | 2 | 4.75 / 5 | 8.9 / 10 | 4,595 |
All 17 professional operators in Pickering
Local listings
- Cottages.com 251 listings
- Sykes Holiday Cottages 196 listings
- holidaycottages.co.uk 83 listings
- Host & Stay 40 listings
- KIST Accommodates 17 listings
- WelcomeLets Yorkshire 6 listings
- Finest Retreats 2 listings
- Hoseasons 2 listings
- Ingrid Flute'S Yorks Hol Cottages 2 listings
- Norfolk Hideaways 2 listings
- The Holiday Cottage Collection 2 listings
- Travelnest Ltd 2 listings
- Best Western The Dartmouth Golf, Hotel and Spa 1 listing
- Forest Holidays 1 listing
- Port Isaac Bay Holidays 1 listing
- Rural Retreats Holidays Ltd 1 listing
- Yorkshire Escapes 1 listing
Operators enter the index after reaching 26 listings across the United Kingdom and count Pickering among their markets. Published profile URLs remain stable across data refreshes. See the full interactive Pickering market report for additional filters and operator comparisons.
How Pickering compares
Pickering ranks 95th of 598 tracked markets in the United Kingdom, with 0.2% of tracked supply in this coverage. Markets of similar size:
-
Worcester 1,071 listings
-
Crawley 1,068 listings
-
Portstewart 1,066 listings
-
Folkestone 1,059 listings
-
Lewes 1,056 listings
-
Maidstone 1,051 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
- Portstewart: Photo: The Promenade at Portstewart - geograph.org.uk - 1322701 by Des Colhoun · CC BY-SA 2.0 · 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
- Lewes: Photo: Harveys Brewery (Lewes) by Wikimedia Commons contributors · Public domain · 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
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 1,061 tracked short-term rental listings as of 2026-06-07: 666 on Airbnb and 395 on Booking.com.
Who is the largest short-term rental operator in Pickering?
The largest professional operator in Pickering is Cottages.com, with 251 local listings.
Is Airbnb or Booking.com bigger in Pickering?
Supply is fairly balanced: 666 Airbnb and 395 Booking.com listings.
How many professional operators run listings in Pickering?
17 indexed professional operators 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 1,061 public short-term rental listings in Pickering, matching Airbnb and Booking.com supply to the operators who run it. Operators enter the index after reaching 26 listings on Airbnb or Booking.com across the United Kingdom. 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.