Short-term rentals in Portland
Portland is the 462nd-largest of 597 short-term rental markets across the United Kingdom: 387 listings, 64% on Airbnb. 26% of supply is run by professional operators, below the median market's 39%, led by Sykes Holiday Cottages (62 listings).
Data updated
- Tracked listings
- 387
- Market rank
- #462 / 597
- National share
- under 0.1%
- Named professional operators
- 7
Airbnb vs Booking.com in Portland
In Portland, Airbnb leads with 248 listings (64%), versus 139 on Booking.com (36%).
Where the listings are in Portland
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 Portland
Booking.com supply is more professionalised than Airbnb's: 42% of Booking.com listings sit with operators of that size, against 17% on Airbnb. The 7 named professional operators run 97 local listings between them, and the three largest — Sykes Holiday Cottages, Cottages.com and holidaycottages.co.uk — account for 92% of that. The other 4 listings run by operators with 26 or more listings belong to operators without a published profile.
- Professional share
- 26%
- Median market
- 39%
- Single-listing hosts
- 34%
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 67% of Portland's classified listings, followed by Apartments & flats (18%).
Largest operators in Portland
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 | Sykes Holiday Cottages | 62 | 4.70 / 5 | 8.9 / 10 | 179,990 |
| 2 | Cottages.com | 20 | 4.77 / 5 | 9.0 / 10 | 217,587 |
| 3 | holidaycottages.co.uk | 7 | 4.73 / 5 | 8.9 / 10 | 73,474 |
| 4 | 53 Degrees Property | 2 | 4.70 / 5 | 8.0 / 10 | 4,237 |
| 5 | Jurassic Coast Holiday Homes | 2 | 4.88 / 5 | 9.1 / 10 | 1,161 |
| 6 | Oliver's Travels | 2 | 4.88 / 5 | 10.0 / 10 | 732 |
| 7 | Travelnest Ltd | 2 | 4.56 / 5 | 8.0 / 10 | 95,073 |
Browse the full United Kingdom operator directory →
Operators enter the index after reaching 26 listings across the United Kingdom and count Portland among their markets. See the full interactive Portland market report for additional filters and operator comparisons.
How Portland compares
Portland ranks 462nd 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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South Shields 388 listings
-
Camelford 387 listings
-
Dover 387 listings
-
Ely 383 listings
-
Redruth 382 listings
-
Castle Donington 380 listings
Photo credits
- South Shields: Photo: Phare Jetée Sud Tyne South Shields South Tyneside 3 by Chabe01 · CC BY-SA 4.0 · cropped and resized for display, via Wikimedia Commons
- Camelford: Photo: Camelford - geograph.org.uk - 79632 by Chris Heaton · CC BY-SA 2.0 · cropped and resized for display, via Wikimedia Commons
- Dover: Photo: Dover from air by User:Mtcv · CC BY-SA 3.0 · cropped and resized for display, via Wikimedia Commons
- Ely: Photo: Ely-071 by Tilman2007 · CC BY-SA 4.0 · cropped and resized for display, via Wikimedia Commons
- Redruth: Photo: Redruth by Joowwww · CC BY-SA 2.0 · cropped and resized for display, via Wikimedia Commons
- Castle Donington: Photo: St Edward King & Martyr, Castle Donington by Russ Hamer · CC BY-SA 3.0 · cropped and resized for display, via Wikimedia Commons
Browse the full United Kingdom city directory or the United Kingdom market report .
Portland market FAQ
How many short-term rentals are in Portland?
Portland has 387 short-term rental listings as of August 2026: 248 on Airbnb and 139 on Booking.com.
Who is the largest short-term rental operator in Portland?
The largest professional operator in Portland is Sykes Holiday Cottages, with 62 local listings.
How professionalised is the Portland short-term rental market?
26% of Portland's listings (101 of 387) 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: 42% of Booking.com listings sit with operators of that size, against 17% on Airbnb. The 7 named professional operators run 97 local listings between them, and the three largest — Sykes Holiday Cottages, Cottages.com and holidaycottages.co.uk — account for 92% of that. The other 4 listings run by operators with 26 or more listings belong to operators without a published profile.
Is Airbnb or Booking.com bigger in Portland?
In Portland, Airbnb leads with 248 listings (64%), versus 139 on Booking.com (36%).
How many professional operators run listings in Portland?
7 named professional operators run listings in Portland. 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 387 public short-term rental listings in Portland, 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 .
Spotted an inconsistency, or want fresher data for Portland? Report a data issue or request an update — corrections land with the next data refresh.