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Short-term rentals in Maidenhead

Local supply skews to Airbnb, with 3.2× the Booking.com inventory. Its largest professional operator, Smarter Rent Ltd, runs 18 listings locally.

Explore the interactive Maidenhead report
View of Maidenhead
Photo: Maidenhead Bridge and River Thames - geograph.org.uk - 205285 by Nigel Cox · CC BY-SA 2.0 · cropped and resized for display, via Wikimedia Commons

Data updated

Tracked listings
557
Market rank
#327 / 598
National share
under 0.1%
Professional operators
18

Listing mix by platform in Maidenhead

Where the listings are in Maidenhead

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 557 tracked listings — open the full interactive report

What the Maidenhead short-term rental supply looks like

Listings by property type

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

  • Houses, cottages & holiday homes 226
  • Apartments & flats 126
  • Private & shared rooms 111
  • B&Bs & guest houses 45
  • Hotels & hostels 38
  • Unique & outdoor 11

Listings by operator portfolio size

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

  • Single listing 246
  • 2–5 listings 125
  • 6–25 listings 74
  • 26+ (professional) 112

Largest operators in Maidenhead

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 Maidenhead, ranked by local tracked listings.
# Operator Listings Airbnb score Booking.com score Portfolio reviews
1 Smarter Rent Ltd 18 4.70 / 5 8.4 / 10 1,676
2 Hosting Holidays 10 4.84 / 5 9.0 / 10 1,189
3 The Accommodation Club 7 4.85 / 5 8.3 / 10 1,131
4 Travelnest Ltd 7 4.38 / 5 8.1 / 10 47,351
5 Holidaycottages.Co.Uk 6 4.73 / 5 8.9 / 10 35,230
6 Tempstay 4 4.65 / 5 2,788
7 Pass the Keys 3 8.1 / 10 6,530
8 Cottages.com 2 4.76 / 5 9.0 / 10 184,368
9 Hostsmart 2 8.8 / 10 7,637
10 Sykes Holiday Cottages 2 4.67 / 5 8.9 / 10 131,996

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

How Maidenhead compares

Maidenhead ranks 327th of 598 tracked markets in the United Kingdom, with under 0.1% of national supply. Markets of similar size:

Photo credits

Browse the full United Kingdom city directory or the United Kingdom market report .

Maidenhead market FAQ

How many short-term rentals are in Maidenhead?

Maidenhead has 557 tracked short-term rental listings as of 2026-06-07: 424 on Airbnb and 133 on Booking.com.

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

The largest professional operator in Maidenhead is Smarter Rent Ltd, with 18 local listings.

Is Airbnb or Booking.com bigger in Maidenhead?

Airbnb is bigger in Maidenhead, with 424 listings against 133 on Booking.com.

How many professional operators run listings in Maidenhead?

18 professional operators (26+ listings nationally) have a tracked presence in Maidenhead. 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 557 public short-term rental listings in Maidenhead, 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 Maidenhead? Report a data issue or request an update — corrections land with the next data refresh.