myDataValue

Short-term rentals in Windermere

Windermere has 1,340 tracked short-term rental listings in myDataValue's November 2026 snapshot, 722 on Airbnb and 618 on Booking.com. That ranks it 51st of 597 short-term rental markets across the United Kingdom, with listings split almost evenly between Airbnb (54%) and Booking.com (46%). 56% of supply is run by professional operators, above the median market's 41%, led by Sykes Holiday Cottages (398 listings). Counts are tracked public listings, not total supply.

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View of Windermere
Photo: Windermere - Main Road by Peter Trimming · CC BY-SA 2.0 · cropped and resized for display, via Wikimedia Commons

Data updated

Tracked listings
1,340
Market rank
#51 / 597
National share
0.2%
Named professional operators
16

Airbnb vs Booking.com in Windermere

In Windermere, supply is split almost evenly: 722 listings on Airbnb (54%) and 618 on Booking.com (46%).

Where the listings are in Windermere

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 1,340 tracked listings — open the full interactive report

Market structure in Windermere

Booking.com supply is more professionalised than Airbnb's: 67% of Booking.com listings sit with operators of that size, against 47% on Airbnb. The 16 named professional operators run 716 local listings between them, and the three largest — Sykes Holiday Cottages, Cottages.com and holidaycottages.co.uk — account for 83% of that. The other 34 listings run by operators with 26 or more listings belong to operators without a published profile.

Professional share
56%
Median market
41%
Single-listing hosts
18%

Listings by operator portfolio size

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

  • Single listing 241
  • 2–5 listings 211
  • 6–25 listings 138
  • 26+ (professional) 750

Listings by property type

Houses, cottages & holiday homes make up 70% of Windermere's classified listings, followed by Apartments & flats (13%).

  • Houses, cottages & holiday homes 939
  • Apartments & flats 176
  • B&Bs & guest houses 134
  • Private & shared rooms 42
  • Hotels & hostels 25
  • Unique & outdoor 24

Largest operators in Windermere

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 Windermere, ranked by local tracked listings.
# Operator Listings Airbnb score Booking.com score Portfolio reviews
1 Sykes Holiday Cottages 398 4.69 / 5 8.9 / 10 184,961
2 Cottages.com 99 4.77 / 5 9.0 / 10 221,687
3 holidaycottages.co.uk 99 4.73 / 5 8.8 / 10 82,888
4 Laik Ltd 30 4.91 / 5 9.0 / 10 5,214
5 HerdwickCottages.co.uk 24 4.84 / 5 9.1 / 10 3,035
6 Ridgestone Collection 13 4.73 / 5 8.9 / 10 2,358
7 Aria Estates 9 4.89 / 5 9.2 / 10 5,954
8 Tarn & Fell Escapes 9 4.93 / 5 9.2 / 10 1,217
9 Retreats & Hideaways ltd 7 4.92 / 5 9.5 / 10 1,948
10 Cumbrian Cottage Holidays 6 4.87 / 5 9.1 / 10 77,518

The other 6 professional operators in Windermere

Local listings

Browse the full United Kingdom operator directory →

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

How Windermere compares

Windermere ranks 51st of 597 tracked markets in the United Kingdom, with 0.2% 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 .

Windermere market FAQ

How many short-term rentals are in Windermere?

Windermere has 1,340 short-term rental listings as of November 2026: 722 on Airbnb and 618 on Booking.com.

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

The largest professional operator in Windermere is Sykes Holiday Cottages, with 398 local listings.

How professionalised is the Windermere short-term rental market?

56% of Windermere's listings (750 of 1,340) are run by operators with 26 or more listings, above the median of 597 markets across the United Kingdom (41%). Booking.com supply is more professionalised than Airbnb's: 67% of Booking.com listings sit with operators of that size, against 47% on Airbnb. The 16 named professional operators run 716 local listings between them, and the three largest — Sykes Holiday Cottages, Cottages.com and holidaycottages.co.uk — account for 83% of that. The other 34 listings run by operators with 26 or more listings belong to operators without a published profile.

Is Airbnb or Booking.com bigger in Windermere?

In Windermere, supply is split almost evenly: 722 listings on Airbnb (54%) and 618 on Booking.com (46%).

How many professional operators run listings in Windermere?

16 named professional operators run listings in Windermere. 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 1,340 public short-term rental listings in Windermere, 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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