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Short-term rentals in Chester

Chester has 1,827 tracked short-term rental listings in myDataValue's November 2026 snapshot, 1,108 on Airbnb and 719 on Booking.com. That ranks it 30th of 597 short-term rental markets across the United Kingdom, with 61% of its listings on Airbnb. 40% of supply is run by professional operators, in line with the median market's 41%, led by Sykes Holiday Cottages (151 listings). Counts are tracked public listings, not total supply.

Explore the interactive Chester report
View of Chester
Photo: Bridge Street, Chester by Crashlanded · CC BY-SA 3.0 · cropped and resized for display, via Wikimedia Commons

Data updated

Tracked listings
1,827
Market rank
#30 / 597
National share
0.3%
Named professional operators
30

Airbnb vs Booking.com in Chester

In Chester, Airbnb leads with 1,108 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.

Airbnb Booking.com 250 sampled locations from 1,827 tracked listings — open the full interactive report

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 35% on Airbnb. The 30 named professional operators run 540 local listings between them, and the three largest — Sykes Holiday Cottages, Noki Stays and 53 Degrees Property — account for 52% of that. The other 187 listings run by operators with 26 or more listings belong to operators without a published profile.

Professional share
40%
Median market
41%
Single-listing hosts
25%

Listings by operator portfolio size

Tracked listings grouped by how many properties their operator runs — from single hosts to 26+ professionals.

  • Single listing 453
  • 2–5 listings 382
  • 6–25 listings 265
  • 26+ (professional) 727

Listings by property type

Houses, cottages & holiday homes make up 52% of Chester's classified listings, followed by Apartments & flats (28%).

  • Houses, cottages & holiday homes 951
  • Apartments & flats 517
  • Private & shared rooms 155
  • B&Bs & guest houses 98
  • Hotels & hostels 61
  • Unique & outdoor 43
  • Other 2

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.

Largest operators in Chester, ranked by local tracked listings.
# Operator Listings Airbnb score Booking.com score Portfolio reviews
1 Sykes Holiday Cottages 151 4.69 / 5 8.9 / 10 184,961
2 Noki Stays 73 4.53 / 5 8.1 / 10 2,076
3 53 Degrees Property 59 4.67 / 5 8.0 / 10 4,232
4 Hygge Homes 53 4.72 / 5 8.4 / 10 3,071
5 Harperletting short stays & serviced accommodation 37 4.70 / 5 8.9 / 10 627
6 Outlooks Property 26 4.52 / 5 7.6 / 10 2,360
7 Rework Accommodation Management Ltd 25 4.75 / 5 8.4 / 10 1,209
8 Rose Platinum Properties 22 4.48 / 5 7.1 / 10 589
9 Cottages.com 16 4.77 / 5 9.0 / 10 221,687
10 Tom At Effective Stays Ltd 15 4.67 / 5 8.1 / 10 2,363

The other 20 professional operators in Chester

Local listings

Browse the full United Kingdom operator directory →

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:

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 1,827 short-term rental listings as of November 2026: 1,108 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 151 local listings.

How professionalised is the Chester short-term rental market?

40% of Chester's listings (727 of 1,827) are run by operators with 26 or more listings, in line with the median of 597 markets across the United Kingdom (41%). Booking.com supply is more professionalised than Airbnb's: 47% of Booking.com listings sit with operators of that size, against 35% on Airbnb. The 30 named professional operators run 540 local listings between them, and the three largest — Sykes Holiday Cottages, Noki Stays and 53 Degrees Property — account for 52% of that. The other 187 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 1,108 listings (61%), versus 719 on Booking.com (39%).

How many professional operators run listings in Chester?

30 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 1,827 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.