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Short-term rentals in Windsor

Local supply is split fairly evenly between the two platforms. Its largest professional operator, The Accommodation Club, runs 81 listings locally.

Explore the interactive Windsor report

Data updated

Tracked listings
1,098
Market rank
#90 / 598
National share
0.2%
Professional operators
22

Listing mix by platform in Windsor

Where the listings are in Windsor

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.

Airbnb Booking.com 250 sampled locations from 1,098 tracked listings — open the full interactive report

What the Windsor short-term rental supply looks like

Listings by property type

How Windsor's tracked listings split across property types on each platform.

  • Houses, cottages & holiday homes 456
  • Apartments & flats 450
  • Private & shared rooms 99
  • B&Bs & guest houses 40
  • Hotels & hostels 40
  • Unique & outdoor 13

Listings by operator portfolio size

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

  • Single listing 347
  • 2–5 listings 231
  • 6–25 listings 199
  • 26+ (professional) 321

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 The Accommodation Club 81 4.85 / 5 8.3 / 10 1,131
2 Tempstay 77 4.65 / 5 — 2,788
3 Travelnest Ltd 13 4.38 / 5 8.1 / 10 47,351
4 Pass the Keys 11 — 8.1 / 10 6,530
5 Smarter Rent Ltd 10 4.70 / 5 8.4 / 10 1,676
6 Ava And Team 6 4.20 / 5 7.5 / 10 24,516
7 Sykes Holiday Cottages 5 4.67 / 5 8.9 / 10 131,996
8 Host & Stay 3 4.56 / 5 8.3 / 10 56,399
9 Brookland Stays 2 4.48 / 5 6.9 / 10 236
10 HelloGuest Limited 2 — 8.1 / 10 2,817

All 22 professional operators in Windsor

Browse the full United Kingdom operator directory →

Operators are indexed when they run at least 26 listings nationally and count Windsor among their markets. See the full interactive Windsor market report for the map, charts, and operator comparison.

How Windsor compares

Windsor ranks 90th of 598 tracked markets in the United Kingdom, with 0.2% of national supply. 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 1,098 tracked short-term rental listings as of 2026-06-07: 705 on Airbnb and 393 on Booking.com.

Who is the largest short-term rental operator in Windsor?

The largest professional operator in Windsor is The Accommodation Club, with 81 local listings.

Is Airbnb or Booking.com bigger in Windsor?

Supply is fairly balanced: 705 Airbnb and 393 Booking.com listings.

How many professional operators run listings in Windsor?

22 professional operators (26+ listings nationally) have a tracked presence 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 1,098 public short-term rental listings in Windsor, 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 Windsor? Report a data issue or request an update — corrections land with the next data refresh.