Short-term rentals in Chester
Chester is the 30th-largest of 597 short-term rental markets across the United Kingdom: 1,828 listings, 61% on Airbnb. 37% of supply is run by professional operators, below the median market's 39%, led by Sykes Holiday Cottages (128 listings).
Data updated
- Tracked listings
- 1,828
- Market rank
- #30 / 597
- National share
- 0.3%
- Named professional operators
- 22
Airbnb vs Booking.com in Chester
In Chester, Airbnb leads with 1,109 listings (61%), versus 719 on Booking.com (39%).
Where the listings are in Chester
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 Chester
Booking.com supply is more professionalised than Airbnb's: 47% of Booking.com listings sit with operators of that size, against 30% on Airbnb. The 22 named professional operators run 297 local listings between them, and the three largest — Sykes Holiday Cottages, 53 Degrees Property and Forest Holidays — account for 71% of that. The other 372 listings run by operators with 26 or more listings belong to operators without a published profile.
- Professional share
- 37%
- Median market
- 39%
- Single-listing hosts
- 28%
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 52% of Chester's classified listings, followed by Apartments & flats (28%).
Largest operators in Chester
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.
| # | Operator | Listings | Airbnb score | Booking.com score | Portfolio reviews |
|---|---|---|---|---|---|
| 1 | Sykes Holiday Cottages | 128 | 4.70 / 5 | 8.9 / 10 | 179,990 |
| 2 | 53 Degrees Property | 59 | 4.70 / 5 | 8.0 / 10 | 4,237 |
| 3 | Forest Holidays | 23 | 5.00 / 5 | — | 3 |
| 4 | Rose Platinum Properties | 22 | 4.48 / 5 | 7.0 / 10 | 487 |
| 5 | Cottages.com | 16 | 4.77 / 5 | 9.0 / 10 | 217,587 |
| 6 | Travelnest Ltd | 11 | 4.56 / 5 | 8.0 / 10 | 95,073 |
| 7 | holidaycottages.co.uk | 6 | 4.73 / 5 | 8.9 / 10 | 73,474 |
| 8 | Staybridge Suites | 5 | 4.58 / 5 | 8.3 / 10 | 1,020,187 |
| 9 | Oyster Holiday Cottages | 4 | 4.72 / 5 | 8.7 / 10 | 978 |
| 10 | Birch Stays Ltd | 3 | 4.90 / 5 | 9.2 / 10 | 1,440 |
The other 12 professional operators in Chester
Local listings
- Adagio Aparthotel 2 listings
- Brookland Stays 2 listings
- Eason Stays 2 listings
- Houst 2 listings
- Pass the Property 2 listings
- Prim Short Stays Ltd 2 listings
- Rupa Lettings Ltd 2 listings
- Together Travel 2 listings
- ALSENED LTD 1 listing
- Hoseasons 1 listing
- Luxury Cottages 1 listing
- Studio Apartment 1 listing
Operators enter the index after reaching 26 listings across the United Kingdom and count Chester among their markets. See the full interactive Chester market report for additional filters and operator comparisons.
How Chester compares
Chester ranks 30th of 597 tracked markets in the United Kingdom, with 0.3% of tracked supply in this coverage. Markets of similar size:
-
Portsmouth 1,977 listings
-
Portree 1,929 listings
-
Newquay 1,897 listings
-
Plymouth 1,817 listings
-
Fort William 1,761 listings
-
Cheltenham 1,720 listings
Photo credits
- Portsmouth: Photo: Portsmouth-from-PortsdownHill by en:User:AlanFord · Public domain · cropped and resized for display, via Wikimedia Commons
- Portree: Photo: Portree Isle of Skye - September 2023 by הגמל התימני · CC BY-SA 4.0 · cropped and resized for display, via Wikimedia Commons
- Newquay: Photo: Newquayhill by Kicior99 · CC BY-SA 3.0 · cropped and resized for display, via Wikimedia Commons
- Plymouth: Photo: Plymouth from Mount Batten - geograph.org.uk - 1580485 by Derek Harper · CC BY-SA 2.0 · cropped and resized for display, via Wikimedia Commons
- Fort William: Photo: Fort William High Street by Dbx54 at English Wikipedia · Public domain · cropped and resized for display, via Wikimedia Commons
- Cheltenham: Photo: Cheltenham.from.leckhampton.arp by Arpingstone · Public domain · cropped and resized for display, via Wikimedia Commons
Browse the full United Kingdom city directory or the United Kingdom market report .
Chester market FAQ
How many short-term rentals are in Chester?
Chester has 1,828 short-term rental listings as of August 2026: 1,109 on Airbnb and 719 on Booking.com.
Who is the largest short-term rental operator in Chester?
The largest professional operator in Chester is Sykes Holiday Cottages, with 128 local listings.
How professionalised is the Chester short-term rental market?
37% of Chester's listings (669 of 1,828) 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: 47% of Booking.com listings sit with operators of that size, against 30% on Airbnb. The 22 named professional operators run 297 local listings between them, and the three largest — Sykes Holiday Cottages, 53 Degrees Property and Forest Holidays — account for 71% of that. The other 372 listings run by operators with 26 or more listings belong to operators without a published profile.
Is Airbnb or Booking.com bigger in Chester?
In Chester, Airbnb leads with 1,109 listings (61%), versus 719 on Booking.com (39%).
How many professional operators run listings in Chester?
22 named professional operators run listings in Chester. 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 1,828 public short-term rental listings in Chester, 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 Chester? Report a data issue or request an update — corrections land with the next data refresh.