Short-term rentals in Chester
Local supply is split fairly evenly between the two platforms. Its largest professional operator, Sykes Holiday Cottages, runs 124 listings locally.
Explore the interactive Chester report
Data updated
- Tracked listings
- 1,799
- Market rank
- #33 / 598
- National share
- 0.3%
- Professional operators
- 27
Listing mix by platform in Chester
Where the listings are in Chester
The dots are a representative sample of tracked short-term rentals — Airbnb in red, Booking.com in blue. Zoom and pan here, or open the full report for filters, operator overlays, and the listing-level view.
What the Chester short-term rental supply looks like
Listings by property type
How Chester's tracked listings split across property types on each platform.
Listings by operator portfolio size
Tracked listings grouped by how many properties their operator runs — from single hosts to 26+ professionals.
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 | 124 | 4.67 / 5 | 8.9 / 10 | 131,996 |
| 2 | 53 Degrees Property | 59 | 4.71 / 5 | 8.4 / 10 | 4,041 |
| 3 | Forest Holidays | 26 | 4.92 / 5 | — | 14 |
| 4 | Cottages.com | 21 | 4.76 / 5 | 9.0 / 10 | 184,368 |
| 5 | Kevin, Dawn and Team | 12 | 4.23 / 5 | 7.1 / 10 | 4,983 |
| 6 | Travelnest Ltd | 12 | 4.38 / 5 | 8.1 / 10 | 47,351 |
| 7 | Ava And Team | 9 | 4.20 / 5 | 7.5 / 10 | 24,516 |
| 8 | Holidaycottages.Co.Uk | 9 | 4.73 / 5 | 8.9 / 10 | 35,230 |
| 9 | Birch Stays Ltd | 7 | 4.83 / 5 | 9.0 / 10 | 1,209 |
| 10 | Rose Platinum Properties | 7 | 4.82 / 5 | 6.6 / 10 | 260 |
All 27 professional operators in Chester
- Sykes Holiday Cottages (124)
- 53 Degrees Property (59)
- Forest Holidays (26)
- Cottages.com (21)
- Kevin, Dawn and Team (12)
- Travelnest Ltd (12)
- Ava And Team (9)
- Holidaycottages.Co.Uk (9)
- Birch Stays Ltd (7)
- Rose Platinum Properties (7)
- Together Travel (6)
- Staybridge Suites (5)
- Prestige Holiday (4)
- Brookland Stays (2)
- Oyster Holiday Cottages (2)
- Pass The Property (2)
- Rupa Lettings Ltd (2)
- Adagio Aparthotel (1)
- ALSENED LTD (1)
- Archibo Ltd (1)
- Best Western The Dartmouth Golf, Hotel and Spa (1)
- Hoseasons (1)
- Houst (1)
- LuxuryCottages.Com (1)
- Original Cottages Kent & Sussex (1)
- Prim Short Stays Ltd (1)
- Studio Apartment (1)
Operators are indexed when they run at least 26 listings nationally and count Chester among their markets. See the full interactive Chester market report for the map, charts, and operator comparison.
How Chester compares
Chester ranks 33rd of 598 tracked markets in the United Kingdom, with 0.3% of national supply. Markets of similar size:
-
Portree 1,845 listings
-
Newquay 1,834 listings
-
Portsmouth 1,826 listings
-
Plymouth 1,784 listings
-
Tenby 1,719 listings
-
Sheringham 1,713 listings
Photo credits
- 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
- Portsmouth: Photo: Portsmouth-from-PortsdownHill by en:User:AlanFord · Public domain · 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
- Tenby: Photo: Tenby Harbour - geograph.org.uk - 1546498 by RAY JONES · CC BY-SA 2.0 · cropped and resized for display, via Wikimedia Commons
- Sheringham: Photo: Sheringham 24th Jan 2008 (1) by Stavros1 at English Wikipedia · 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 1,799 tracked short-term rental listings as of 2026-06-07: 1,154 on Airbnb and 645 on Booking.com.
Who is the largest short-term rental operator in Chester?
The largest professional operator in Chester is Sykes Holiday Cottages, with 124 local listings.
Is Airbnb or Booking.com bigger in Chester?
Supply is fairly balanced: 1,154 Airbnb and 645 Booking.com listings.
How many professional operators run listings in Chester?
27 professional operators (26+ listings nationally) have a tracked presence 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 1,799 public short-term rental listings in Chester, matching Airbnb and Booking.com supply to the operators who run it. Operators shown have at least 26 listings on Airbnb or Booking.com nationally. 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.