Short-term rentals in Cupar
Cupar has 370 tracked short-term rental listings in myDataValue's November 2026 snapshot, 206 on Airbnb and 164 on Booking.com. That ranks it 473rd of 597 short-term rental markets across the United Kingdom, with 56% of its listings on Airbnb. 55% of supply is run by professional operators, above the median market's 41%, led by Cottages.com (40 listings). Counts are tracked public listings, not total supply.
Data updated
- Tracked listings
- 370
- Market rank
- #473 / 597
- National share
- under 0.1%
- Named professional operators
- 8
Airbnb vs Booking.com in Cupar
In Cupar, Airbnb leads with 206 listings (56%), versus 164 on Booking.com (44%).
Where the listings are in Cupar
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 Cupar
Booking.com supply is more professionalised than Airbnb's: 72% of Booking.com listings sit with operators of that size, against 41% on Airbnb. The 8 named professional operators run 105 local listings between them, and the three largest — Cottages.com, holidaycottages.co.uk and Sykes Holiday Cottages — account for 83% of that. The other 98 listings run by operators with 26 or more listings belong to operators without a published profile.
- Professional share
- 55%
- Median market
- 41%
- Single-listing hosts
- 24%
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 73% of Cupar's classified listings, followed by Apartments & flats (18%).
Largest operators in Cupar
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.
| # | Operator | Listings | Airbnb score | Booking.com score | Portfolio reviews |
|---|---|---|---|---|---|
| 1 | Cottages.com | 40 | 4.77 / 5 | 9.0 / 10 | 221,687 |
| 2 | holidaycottages.co.uk | 30 | 4.73 / 5 | 8.8 / 10 | 82,888 |
| 3 | Sykes Holiday Cottages | 17 | 4.69 / 5 | 8.9 / 10 | 184,961 |
| 4 | Finest Retreats | 6 | 4.65 / 5 | 8.5 / 10 | 14,946 |
| 5 | Curated Property | 4 | 4.82 / 5 | 8.2 / 10 | 4,662 |
| 6 | Travelnest Ltd | 4 | 4.52 / 5 | 8.0 / 10 | 99,168 |
| 7 | Juniper Property Services Limited | 2 | 4.90 / 5 | 9.1 / 10 | 7,556 |
| 8 | Pass the Keys | 2 | 4.75 / 5 | 8.1 / 10 | 63,230 |
Browse the full United Kingdom operator directory →
Operators enter the index after reaching 26 listings across the United Kingdom and count Cupar among their markets. See the full interactive Cupar market report for additional filters and operator comparisons.
How Cupar compares
Cupar ranks 473rd of 597 tracked markets in the United Kingdom, with under 0.1% of tracked supply in this coverage. Markets of similar size:
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Holmfirth 375 listings
-
Dawlish 373 listings
-
Luton 373 listings
-
Ironbridge 369 listings
-
Hawkshead 367 listings
-
Sandwich 364 listings
Photo credits
- Holmfirth: Photo: Meltham & Lower Holme Valley by Richard Harvey · CC BY-SA 2.5 · cropped and resized for display, via Wikimedia Commons
- Dawlish: Photo: Dawlish View by Farzeymedic · CC BY 4.0 · cropped and resized for display, via Wikimedia Commons
- Luton: Photo: Luton Town Hall - geograph.org.uk - 944904 by Thomas Nugent · CC BY-SA 2.0 · cropped and resized for display, via Wikimedia Commons
- Ironbridge: Photo: Ironbridge002 by Wikimedia Commons contributors · Public domain · cropped and resized for display, via Wikimedia Commons
- Hawkshead: Photo: Ann Tyson's Cottage - geograph.org.uk - 510301 by Donnylad · CC BY-SA 2.0 · cropped and resized for display, via Wikimedia Commons
- Sandwich: Photo: St Thomas' Hospital Sandwich, Kent by Colin Smith · 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 .
Cupar market FAQ
How many short-term rentals are in Cupar?
Cupar has 370 short-term rental listings as of November 2026: 206 on Airbnb and 164 on Booking.com.
Who is the largest short-term rental operator in Cupar?
The largest professional operator in Cupar is Cottages.com, with 40 local listings.
How professionalised is the Cupar short-term rental market?
55% of Cupar's listings (203 of 370) 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: 72% of Booking.com listings sit with operators of that size, against 41% on Airbnb. The 8 named professional operators run 105 local listings between them, and the three largest — Cottages.com, holidaycottages.co.uk and Sykes Holiday Cottages — account for 83% of that. The other 98 listings run by operators with 26 or more listings belong to operators without a published profile.
Is Airbnb or Booking.com bigger in Cupar?
In Cupar, Airbnb leads with 206 listings (56%), versus 164 on Booking.com (44%).
How many professional operators run listings in Cupar?
8 named professional operators run listings in Cupar. 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 370 public short-term rental listings in Cupar, 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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