Short-term rentals in Oswestry
Oswestry is the 319th-largest of 597 short-term rental markets across the United Kingdom: 529 listings, 64% on Airbnb. 41% of supply is run by professional operators, in line with the median market's 39%, led by Sykes Holiday Cottages (101 listings).
Data updated
- Tracked listings
- 529
- Market rank
- #319 / 597
- National share
- under 0.1%
- Named professional operators
- 8
Airbnb vs Booking.com in Oswestry
In Oswestry, Airbnb leads with 336 listings (64%), versus 193 on Booking.com (36%).
Where the listings are in Oswestry
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 Oswestry
Booking.com supply is more professionalised than Airbnb's: 60% of Booking.com listings sit with operators of that size, against 30% on Airbnb. The 8 named professional operators run 198 local listings between them, and the three largest — Sykes Holiday Cottages, Cottages.com and holidaycottages.co.uk — account for 90% of that. The other 18 listings run by operators with 26 or more listings belong to operators without a published profile.
- Professional share
- 41%
- Median market
- 39%
- 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 67% of Oswestry's classified listings, followed by Unique & outdoor (15%).
Largest operators in Oswestry
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 | 101 | 4.70 / 5 | 8.9 / 10 | 179,990 |
| 2 | Cottages.com | 46 | 4.77 / 5 | 9.0 / 10 | 217,587 |
| 3 | holidaycottages.co.uk | 32 | 4.73 / 5 | 8.9 / 10 | 73,474 |
| 4 | Holidays Wales | 8 | 4.84 / 5 | 9.0 / 10 | 2,233 |
| 5 | Travelnest Ltd | 5 | 4.56 / 5 | 8.0 / 10 | 95,073 |
| 6 | Birch Stays Ltd | 2 | 4.90 / 5 | 9.2 / 10 | 1,440 |
| 7 | Finest Retreats | 2 | 4.64 / 5 | 8.5 / 10 | 13,960 |
| 8 | Hoseasons | 2 | 4.66 / 5 | 8.6 / 10 | 11,713 |
Browse the full United Kingdom operator directory →
Operators enter the index after reaching 26 listings across the United Kingdom and count Oswestry among their markets. See the full interactive Oswestry market report for additional filters and operator comparisons.
How Oswestry compares
Oswestry ranks 319th of 597 tracked markets in the United Kingdom, with under 0.1% of tracked supply in this coverage. Markets of similar size:
-
Huntingdon 538 listings
-
Aberdyfi 535 listings
-
Weston-super-Mare 535 listings
-
Holsworthy 527 listings
-
Bognor Regis 526 listings
-
New Quay 526 listings
Photo credits
- Huntingdon: Photo: Huntingdon town centre by Will Fox · Public domain · cropped and resized for display, via Wikimedia Commons
- Aberdyfi: Photo: Aberdyfi, Gwynedd, Cymru (Wales) 2024 03 by Llywelyn2000 · CC BY-SA 4.0 · cropped and resized for display, via Wikimedia Commons
- Weston-super-Mare: Photo: The three piers, Weston-super-Mare (2022) by Geof Sheppard · CC BY-SA 4.0 · cropped and resized for display, via Wikimedia Commons
- Holsworthy: Photo: Holsworthy Town by SequenceDancer · CC BY-SA 3.0 · cropped and resized for display, via Wikimedia Commons
- Bognor Regis: Photo: Bognor Regis - geograph.org.uk - 537839 by Pam Goodey · CC BY-SA 2.0 · cropped and resized for display, via Wikimedia Commons
- New Quay: Photo: Ceinewydd, Ceredigion, Cymru (Wales) - Mehefin 2024 - 15 by Llywelyn2000 · CC BY-SA 4.0 · cropped and resized for display, via Wikimedia Commons
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Browse the full United Kingdom city directory or the United Kingdom market report .
Oswestry market FAQ
How many short-term rentals are in Oswestry?
Oswestry has 529 short-term rental listings as of August 2026: 336 on Airbnb and 193 on Booking.com.
Who is the largest short-term rental operator in Oswestry?
The largest professional operator in Oswestry is Sykes Holiday Cottages, with 101 local listings.
How professionalised is the Oswestry short-term rental market?
41% of Oswestry's listings (216 of 529) are run by operators with 26 or more listings, in line with the median of 597 markets across the United Kingdom (39%). Booking.com supply is more professionalised than Airbnb's: 60% of Booking.com listings sit with operators of that size, against 30% on Airbnb. The 8 named professional operators run 198 local listings between them, and the three largest — Sykes Holiday Cottages, Cottages.com and holidaycottages.co.uk — account for 90% of that. The other 18 listings run by operators with 26 or more listings belong to operators without a published profile.
Is Airbnb or Booking.com bigger in Oswestry?
In Oswestry, Airbnb leads with 336 listings (64%), versus 193 on Booking.com (36%).
How many professional operators run listings in Oswestry?
8 named professional operators run listings in Oswestry. 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 529 public short-term rental listings in Oswestry, 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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