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Short-term rentals in Skegness

Skegness is the 591st-largest of 597 short-term rental markets across the United Kingdom: 116 listings, 57% on Booking.com. That is the inverse of the pattern across the United Kingdom, where Airbnb carries most of the supply. 42% of supply is run by professional operators, above the median market's 39%, led by Cottages.com (33 listings).

View of Skegness
Photo: Skegness Clock Tower - geograph.org.uk - 1762444 by Mr M Evison · CC BY-SA 2.0 · resized for display, via Wikimedia Commons

Data updated

Tracked listings
116
Market rank
#591 / 597
National share
under 0.1%
Named professional operators
6

Airbnb vs Booking.com in Skegness

In Skegness, Booking.com leads with 66 listings (57%), versus 50 on Airbnb (43%).

Where the listings are in Skegness

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 111 sampled locations from 116 tracked listings — open the full interactive report

Market structure in Skegness

Airbnb supply is more professionalised than Booking.com's: 52% of Airbnb listings sit with operators of that size, against 35% on Booking.com. The 6 named professional operators run 49 local listings between them, and the three largest — Cottages.com, Travelnest Ltd and Coastal Caravan Breaks — account for 92% of that.

Professional share
42%
Median market
39%
Single-listing hosts
29%

Listings by operator portfolio size

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

  • Single listing 34
  • 2–5 listings 26
  • 6–25 listings 7
  • 26+ (professional) 49

Listings by property type

Houses, cottages & holiday homes make up 51% of Skegness' classified listings, followed by Unique & outdoor (36%).

  • Houses, cottages & holiday homes 59
  • Unique & outdoor 42
  • Apartments & flats 14
  • B&Bs & guest houses 1

Largest operators in Skegness

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 Skegness, ranked by local tracked listings.
# Operator Listings Airbnb score Booking.com score Portfolio reviews
1 Cottages.com 33 4.77 / 5 9.0 / 10 217,587
2 Travelnest Ltd 7 4.56 / 5 8.0 / 10 95,073
3 Coastal Caravan Breaks 5 4.71 / 5 8.9 / 10 770
4 McNevin Family Caravans 2 4.85 / 5 8.4 / 10 3,306
5 holidaycottages.co.uk 1 4.73 / 5 8.9 / 10 73,474
6 Sykes Holiday Cottages 1 4.70 / 5 8.9 / 10 179,990

Browse the full United Kingdom operator directory →

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

How Skegness compares

Skegness ranks 591st 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 .

Skegness market FAQ

How many short-term rentals are in Skegness?

Skegness has 116 short-term rental listings as of August 2026: 50 on Airbnb and 66 on Booking.com.

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

The largest professional operator in Skegness is Cottages.com, with 33 local listings.

How professionalised is the Skegness short-term rental market?

42% of Skegness' listings (49 of 116) are run by operators with 26 or more listings, above the median of 597 markets across the United Kingdom (39%). Airbnb supply is more professionalised than Booking.com's: 52% of Airbnb listings sit with operators of that size, against 35% on Booking.com. The 6 named professional operators run 49 local listings between them, and the three largest — Cottages.com, Travelnest Ltd and Coastal Caravan Breaks — account for 92% of that.

Is Airbnb or Booking.com bigger in Skegness?

In Skegness, Booking.com leads with 66 listings (57%), versus 50 on Airbnb (43%).

How many professional operators run listings in Skegness?

6 named professional operators run listings in Skegness. 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 116 public short-term rental listings in Skegness, 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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