myDataValue

Short-term rentals in Winchcombe

Winchcombe has 334 tracked short-term rental listings in myDataValue's November 2026 snapshot, 220 on Airbnb and 114 on Booking.com. That ranks it 518th of 597 short-term rental markets across the United Kingdom, with 66% of its listings on Airbnb. 41% of supply is run by professional operators, in line with the median market's 41%, led by Bolthole Retreats (61 listings). Counts are tracked public listings, not total supply.

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Photo: WinchcombeStation by Prichardson · Public domain · cropped and resized for display, via Wikimedia Commons

Data updated

Tracked listings
334
Market rank
#518 / 597
National share
under 0.1%
Named professional operators
10

Airbnb vs Booking.com in Winchcombe

In Winchcombe, Airbnb leads with 220 listings (66%), versus 114 on Booking.com (34%).

Where the listings are in Winchcombe

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 334 tracked listings — open the full interactive report

Market structure in Winchcombe

Booking.com supply is more professionalised than Airbnb's: 63% of Booking.com listings sit with operators of that size, against 29% on Airbnb. The 10 named professional operators run 113 local listings between them, and the three largest — Bolthole Retreats, Sykes Holiday Cottages and Dorset Hideaways — account for 77% of that. The other 23 listings run by operators with 26 or more listings belong to operators without a published profile.

Professional share
41%
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 91
  • 2–5 listings 75
  • 6–25 listings 32
  • 26+ (professional) 136

Listings by property type

Houses, cottages & holiday homes make up 77% of Winchcombe's classified listings, followed by Apartments & flats (7%).

  • Houses, cottages & holiday homes 254
  • Apartments & flats 22
  • B&Bs & guest houses 22
  • Unique & outdoor 21
  • Private & shared rooms 11
  • Hotels & hostels 2
  • Other 2

Largest operators in Winchcombe

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. The table covers every professional operator we track in this market.

Scroll sideways to see all columns.

Largest operators in Winchcombe, ranked by local tracked listings.
# Operator Listings Airbnb score Booking.com score Portfolio reviews
1 Bolthole Retreats 61 4.82 / 5 9.0 / 10 7,128
2 Sykes Holiday Cottages 16 4.69 / 5 8.9 / 10 184,961
3 Dorset Hideaways 10 4.85 / 5 9.0 / 10 2,299
4 holidaycottages.co.uk 6 4.73 / 5 8.8 / 10 82,888
5 Jason and Philip Serviced Accommodation 6 4.89 / 5 9.3 / 10 3,667
6 Cottages.com 4 4.77 / 5 9.0 / 10 221,687
7 Red Kite Stays 4 4.79 / 5 8.9 / 10 6,959
8 Pass the Keys 3 4.75 / 5 8.1 / 10 63,230
9 Signature Stays 2 4.72 / 5 8.4 / 10 609
10 Dalmunzie Castle Hotel Limited 1 4.75 / 5 8.1 / 10 128,517

Browse the full United Kingdom operator directory →

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

How Winchcombe compares

Winchcombe ranks 518th 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 .

Winchcombe market FAQ

How many short-term rentals are in Winchcombe?

Winchcombe has 334 short-term rental listings as of November 2026: 220 on Airbnb and 114 on Booking.com.

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

The largest professional operator in Winchcombe is Bolthole Retreats, with 61 local listings.

How professionalised is the Winchcombe short-term rental market?

41% of Winchcombe's listings (136 of 334) are run by operators with 26 or more listings, in line with the median of 597 markets across the United Kingdom (41%). Booking.com supply is more professionalised than Airbnb's: 63% of Booking.com listings sit with operators of that size, against 29% on Airbnb. The 10 named professional operators run 113 local listings between them, and the three largest — Bolthole Retreats, Sykes Holiday Cottages and Dorset Hideaways — account for 77% of that. The other 23 listings run by operators with 26 or more listings belong to operators without a published profile.

Is Airbnb or Booking.com bigger in Winchcombe?

In Winchcombe, Airbnb leads with 220 listings (66%), versus 114 on Booking.com (34%).

How many professional operators run listings in Winchcombe?

10 named professional operators run listings in Winchcombe. 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 334 public short-term rental listings in Winchcombe, 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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