myDataValue

Short-term rentals in Windsor

Windsor has 938 tracked short-term rental listings in myDataValue's November 2026 snapshot, 558 on Airbnb and 380 on Booking.com. That ranks it 108th of 597 short-term rental markets across the United Kingdom, with 59% of its listings on Airbnb. 35% of supply is run by professional operators, below the median market's 41%, led by Tempstay Ltd (152 listings). Counts are tracked public listings, not total supply.

Explore the interactive Windsor report

Data updated

Tracked listings
938
Market rank
#108 / 597
National share
0.2%
Named professional operators
19

Airbnb vs Booking.com in Windsor

In Windsor, Airbnb leads with 558 listings (59%), versus 380 on Booking.com (41%).

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.

Airbnb Booking.com 250 sampled locations from 938 tracked listings — open the full interactive report

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 32% on Airbnb. The 19 named professional operators run 268 local listings between them, and the three largest — Tempstay Ltd, Accommodation Windsor Ltd and Pass the Keys — account for 85% of that. The other 62 listings run by operators with 26 or more listings belong to operators without a published profile.

Professional share
35%
Median market
41%
Single-listing hosts
27%

Listings by operator portfolio size

Tracked listings grouped by how many properties their operator runs — from single hosts to 26+ professionals.

  • Single listing 255
  • 2–5 listings 185
  • 6–25 listings 168
  • 26+ (professional) 330

Listings by property type

Apartments & flats make up 44% of Windsor's classified listings, followed by Houses, cottages & holiday homes (40%).

  • Apartments & flats 415
  • Houses, cottages & holiday homes 374
  • Private & shared rooms 73
  • Hotels & hostels 35
  • B&Bs & guest houses 32
  • Unique & outdoor 9

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.

Largest operators in Windsor, ranked by local tracked listings.
# Operator Listings Airbnb score Booking.com score Portfolio reviews
1 Tempstay Ltd 152 4.67 / 5 8.2 / 10 4,271
2 Accommodation Windsor Ltd 56 4.75 / 5 8.8 / 10 633
3 Pass the Keys 21 4.75 / 5 8.1 / 10 63,230
4 Travelnest Ltd 8 4.52 / 5 8.0 / 10 99,168
5 Sykes Holiday Cottages 5 4.69 / 5 8.9 / 10 184,961
6 360 Stays 3 4.19 / 5 7.1 / 10 913
7 ALSENED LTD 3 3.38 / 5 6.4 / 10 153,888
8 Host & Stay 3 4.57 / 5 8.3 / 10 59,959
9 Host A Home 3 4.82 / 5 7.2 / 10 721
10 Brookland Stays 2 4.26 / 5 6.8 / 10 327

The other 9 professional operators in Windsor

Local listings

Browse the full United Kingdom operator directory →

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 108th of 597 tracked markets in the United Kingdom, with 0.2% of tracked supply in this coverage. Markets of similar size:

Photo credits

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 938 short-term rental listings as of November 2026: 558 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?

35% of Windsor's listings (330 of 938) are run by operators with 26 or more listings, below the median of 597 markets across the United Kingdom (41%). Booking.com supply is more professionalised than Airbnb's: 40% of Booking.com listings sit with operators of that size, against 32% on Airbnb. The 19 named professional operators run 268 local listings between them, and the three largest — Tempstay Ltd, Accommodation Windsor Ltd and Pass the Keys — account for 85% of that. The other 62 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 558 listings (59%), versus 380 on Booking.com (41%).

How many professional operators run listings in Windsor?

19 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 938 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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