Short-term rentals in Maidenhead
Maidenhead is the 278th-largest of 597 short-term rental markets across the United Kingdom: 590 listings, 72% on Airbnb. 24% of supply is run by professional operators, below the median market's 39%, led by Smarter Rent (18 listings).
Data updated
- Tracked listings
- 590
- Market rank
- #278 / 597
- National share
- under 0.1%
- Named professional operators
- 18
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.
Market structure in Maidenhead
Booking.com supply is more professionalised than Airbnb's: 41% of Booking.com listings sit with operators of that size, against 17% on Airbnb. The 18 named professional operators run 85 local listings between them, and the three largest — Smarter Rent, Tempstay Ltd and Hosting Holidays — account for 46% of that. The other 54 listings run by operators with 26 or more listings belong to operators without a published profile.
- Professional share
- 24%
- Median market
- 39%
- Single-listing hosts
- 43%
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
Houses, cottages & holiday homes make up 41% of Maidenhead's classified listings, followed by Apartments & flats (24%).
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.
| # | Operator | Listings | Airbnb score | Booking.com score | Portfolio reviews |
|---|---|---|---|---|---|
| 1 | Smarter Rent | 18 | 4.70 / 5 | 8.4 / 10 | 1,653 |
| 2 | Tempstay Ltd | 11 | 4.67 / 5 | 8.2 / 10 | 4,232 |
| 3 | Hosting Holidays | 10 | 4.84 / 5 | 8.8 / 10 | 1,221 |
| 4 | ALSENED LTD | 9 | 3.45 / 5 | 6.4 / 10 | 152,134 |
| 5 | holidaycottages.co.uk | 6 | 4.73 / 5 | 8.9 / 10 | 73,474 |
| 6 | Travelnest Ltd | 6 | 4.56 / 5 | 8.0 / 10 | 95,073 |
| 7 | Host & Stay | 5 | 4.57 / 5 | 8.3 / 10 | 59,134 |
| 8 | Pass the Keys | 5 | 4.75 / 5 | 8.1 / 10 | 62,567 |
| 9 | Hostsmart | 3 | 4.88 / 5 | 9.0 / 10 | 9,136 |
| 10 | Cottages.com | 2 | 4.77 / 5 | 9.0 / 10 | 217,587 |
The other 8 professional operators in Maidenhead
Local listings
- Houst 2 listings
- Yoko Property 2 listings
- Best Western The Dartmouth Golf, Hotel and Spa 1 listing
- Cumbrian Cottage Holidays 1 listing
- Guest Ready 1 listing
- HelloGuest Limited 1 listing
- Staybridge Suites 1 listing
- Sykes Holiday Cottages 1 listing
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:
-
Burton upon Trent 594 listings
-
Chippenham 592 listings
-
Abersoch 590 listings
-
Somerford Keynes 589 listings
-
Banbury 588 listings
-
Croyde 587 listings
Photo credits
- Burton upon Trent: Photo: Town Hall - geograph.org.uk - 352398 by Stanley Walker · CC BY-SA 2.0 · cropped and resized for display, via Wikimedia Commons
- Chippenham: Photo: Chippenham Village Sign by Paul Tuli · CC BY-SA 3.0 · cropped and resized for display, via Wikimedia Commons
- Abersoch: Photo: Harbwr Abersoch 632038 by Robin Drayton · CC BY-SA 2.0 · cropped and resized for display, via Wikimedia Commons
- Somerford Keynes: Photo: Somerford Keynes church by Rodw at English Wikipedia Rod Ward · CC BY-SA 3.0 · cropped and resized for display, via Wikimedia Commons
- Banbury: Photo: Banbury Town Hall by Tom Bastin A derivate work by MrPanyGoff · CC BY 2.0 · cropped and resized for display, via Wikimedia Commons
- Croyde: Photo: Croyde, North Devon - geograph.org.uk - 42692 by Ron Strutt · CC BY-SA 2.0 · cropped and resized for display, via Wikimedia Commons
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 August 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 Smarter Rent, with 18 local listings.
How professionalised is the Maidenhead short-term rental market?
24% of Maidenhead's listings (139 of 590) 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: 41% of Booking.com listings sit with operators of that size, against 17% on Airbnb. The 18 named professional operators run 85 local listings between them, and the three largest — Smarter Rent, Tempstay Ltd and Hosting Holidays — account for 46% of that. The other 54 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?
18 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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