myDataValue

Short-term rentals in Maidenhead

Maidenhead has 590 tracked short-term rental listings in myDataValue's November 2026 snapshot, 423 on Airbnb and 167 on Booking.com. That ranks it 278th of 597 short-term rental markets across the United Kingdom, with 72% of its listings on Airbnb. 25% of supply is run by professional operators, below the median market's 41%, led by 360 Stays (14 listings). Counts are tracked public listings, not total supply.

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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
590
Market rank
#278 / 597
National share
under 0.1%
Named professional operators
19

Airbnb vs Booking.com in Maidenhead

In Maidenhead, Airbnb leads with 423 listings (72%), 2.5× the 167 on Booking.com (28%).

Where the listings are in Maidenhead

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 590 tracked listings — open the full interactive report

Market structure in Maidenhead

Booking.com supply is more professionalised than Airbnb's: 40% of Booking.com listings sit with operators of that size, against 19% on Airbnb. The 19 named professional operators run 95 local listings between them, and the three largest — 360 Stays, Host A Home and Tempstay Ltd — account for 39% of that. The other 53 listings run by operators with 26 or more listings belong to operators without a published profile.

Professional share
25%
Median market
41%
Single-listing hosts
42%

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 124
  • 6–25 listings 72
  • 26+ (professional) 148

Listings by property type

Houses, cottages & holiday homes make up 41% of Maidenhead's classified listings, followed by Apartments & flats (24%).

  • Houses, cottages & holiday homes 242
  • Apartments & flats 139
  • Private & shared rooms 111
  • B&Bs & guest houses 48
  • Hotels & hostels 38
  • Unique & outdoor 12

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
1 360 Stays 14 4.19 / 5 7.1 / 10 913
2 Host A Home 12 4.82 / 5 7.2 / 10 721
3 Tempstay Ltd 11 4.67 / 5 8.2 / 10 4,271
4 Hosting Holidays 10 4.84 / 5 8.8 / 10 1,227
5 ALSENED LTD 9 3.38 / 5 6.4 / 10 153,888
6 Travelnest Ltd 8 4.52 / 5 8.0 / 10 99,168
7 holidaycottages.co.uk 6 4.73 / 5 8.8 / 10 82,888
8 Heartwood Inns 5 4.86 / 5 8.9 / 10 4,871
9 Pass the Keys 5 4.75 / 5 8.1 / 10 63,230
10 Viridian Apartments 3 4.37 / 5 7.6 / 10 4,167

The other 9 professional operators in Maidenhead

Local listings

Browse the full United Kingdom operator directory →

Operators enter the index after reaching 26 listings across the United Kingdom and count Maidenhead among their markets. See the full interactive Maidenhead market report for additional filters and operator comparisons.

How Maidenhead compares

Maidenhead ranks 278th of 597 tracked markets in the United Kingdom, with under 0.1% 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 .

Maidenhead market FAQ

How many short-term rentals are in Maidenhead?

Maidenhead has 590 short-term rental listings as of November 2026: 423 on Airbnb and 167 on Booking.com.

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

The largest professional operator in Maidenhead is 360 Stays, with 14 local listings.

How professionalised is the Maidenhead short-term rental market?

25% of Maidenhead's listings (148 of 590) 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 19% on Airbnb. The 19 named professional operators run 95 local listings between them, and the three largest — 360 Stays, Host A Home and Tempstay Ltd — account for 39% of that. The other 53 listings run by operators with 26 or more listings belong to operators without a published profile.

Is Airbnb or Booking.com bigger in Maidenhead?

In Maidenhead, Airbnb leads with 423 listings (72%), 2.5× the 167 on Booking.com (28%).

How many professional operators run listings in Maidenhead?

19 named professional operators run listings 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 590 public short-term rental listings in Maidenhead, 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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