Short-term rentals in Windsor
Windsor is the 106th-largest of 597 short-term rental markets across the United Kingdom: 939 listings, 60% on Airbnb. 33% of supply is run by professional operators, below the median market's 39%, led by Tempstay Ltd (152 listings).
Data updated
- Tracked listings
- 939
- Market rank
- #106 / 597
- National share
- 0.2%
- Named professional operators
- 13
Airbnb vs Booking.com in Windsor
In Windsor, Airbnb leads with 559 listings (60%), versus 380 on Booking.com (40%).
Where the listings are in Windsor
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.
Market structure in Windsor
Booking.com supply is more professionalised than Airbnb's: 40% of Booking.com listings sit with operators of that size, against 28% on Airbnb. The 13 named professional operators run 204 local listings between them, and the three largest — Tempstay Ltd, Pass the Keys and Smarter Rent — account for 90% of that. The other 107 listings run by operators with 26 or more listings belong to operators without a published profile.
- Professional share
- 33%
- Median market
- 39%
- Single-listing hosts
- 28%
Listings by operator portfolio size
Tracked listings grouped by how many properties their operator runs — from single hosts to 26+ professionals.
Listings by property type
Apartments & flats make up 44% of Windsor's classified listings, followed by Houses, cottages & holiday homes (40%).
Largest operators in Windsor
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 | Tempstay Ltd | 152 | 4.67 / 5 | 8.2 / 10 | 4,232 |
| 2 | Pass the Keys | 21 | 4.75 / 5 | 8.1 / 10 | 62,567 |
| 3 | Smarter Rent | 10 | 4.70 / 5 | 8.4 / 10 | 1,653 |
| 4 | Sykes Holiday Cottages | 5 | 4.70 / 5 | 8.9 / 10 | 179,990 |
| 5 | Travelnest Ltd | 5 | 4.56 / 5 | 8.0 / 10 | 95,073 |
| 6 | Host & Stay | 3 | 4.57 / 5 | 8.3 / 10 | 59,134 |
| 7 | Pass the Property | 2 | 4.61 / 5 | 7.7 / 10 | 4,652 |
| 8 | Adagio Aparthotel | 1 | 4.78 / 5 | 8.0 / 10 | 790,934 |
| 9 | ALSENED LTD | 1 | 3.45 / 5 | 6.4 / 10 | 152,134 |
| 10 | Belvilla by OYO | 1 | 4.29 / 5 | 6.8 / 10 | 8,441 |
The other 3 professional operators in Windsor
Local listings
- Brookland Stays 1 listing
- DC Properties 1 listing
- Staybridge Suites 1 listing
Operators enter the index after reaching 26 listings across the United Kingdom and count Windsor among their markets. See the full interactive Windsor market report for additional filters and operator comparisons.
How Windsor compares
Windsor ranks 106th of 597 tracked markets in the United Kingdom, with 0.2% of tracked supply in this coverage. Markets of similar size:
-
Bude 942 listings
-
Southwold 941 listings
-
Sunderland 941 listings
-
Whitstable 937 listings
-
Barnstaple 934 listings
-
Wolverhampton 931 listings
Photo credits
- Bude: Photo: Bude 01 River Neet by Manfred Heyde · CC BY-SA 4.0 · cropped and resized for display, via Wikimedia Commons
- Southwold: Photo: Southwold North Parade by Gill Rickson · CC BY 2.0 · cropped and resized for display, via Wikimedia Commons
- Sunderland: Photo: Church Street East, Sunderland by Reading Tom · CC BY 2.0 · cropped and resized for display, via Wikimedia Commons
- Whitstable: Photo: Whitstable, Kent (39956504163) by John Fielding from Norwich, UK · CC BY 2.0 · cropped and resized for display, via Wikimedia Commons
- Barnstaple: Photo: Barnstaple Long Bridge and surrounding buildings - geograph.org.uk - 1754403 by Roger A Smith · CC BY-SA 2.0 · cropped and resized for display, via Wikimedia Commons
- Wolverhampton: Photo: Wolverhampton by Statsfan · CC BY-SA 3.0 · cropped and resized for display, via Wikimedia Commons
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Browse the full United Kingdom city directory or the United Kingdom market report .
Windsor market FAQ
How many short-term rentals are in Windsor?
Windsor has 939 short-term rental listings as of August 2026: 559 on Airbnb and 380 on Booking.com.
Who is the largest short-term rental operator in Windsor?
The largest professional operator in Windsor is Tempstay Ltd, with 152 local listings.
How professionalised is the Windsor short-term rental market?
33% of Windsor's listings (311 of 939) are run by operators with 26 or more listings, below the median of 597 markets across the United Kingdom (39%). Booking.com supply is more professionalised than Airbnb's: 40% of Booking.com listings sit with operators of that size, against 28% on Airbnb. The 13 named professional operators run 204 local listings between them, and the three largest — Tempstay Ltd, Pass the Keys and Smarter Rent — account for 90% of that. The other 107 listings run by operators with 26 or more listings belong to operators without a published profile.
Is Airbnb or Booking.com bigger in Windsor?
In Windsor, Airbnb leads with 559 listings (60%), versus 380 on Booking.com (40%).
How many professional operators run listings in Windsor?
13 named professional operators run listings in Windsor. 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 939 public short-term rental listings in Windsor, 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 .
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