Short-term rentals in Oakham
Local supply skews to Airbnb, with 2.1× the Booking.com inventory. Its largest professional operator, Sykes Holiday Cottages, runs 63 listings locally.
Explore the interactive Oakham report
Data updated
- Tracked listings
- 549
- Market rank
- #335 / 598
- National share
- under 0.1%
- Professional operators
- 13
Listing mix by platform in Oakham
Where the listings are in Oakham
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 Oakham short-term rental supply looks like
Listings by property type
How Oakham'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 Oakham
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 | 63 | 4.67 / 5 | 8.9 / 10 | 131,996 |
| 2 | Cottages.com | 41 | 4.76 / 5 | 9.0 / 10 | 184,368 |
| 3 | We Stay Ltd | 17 | 4.78 / 5 | 9.0 / 10 | 1,091 |
| 4 | Norfolk Hideaways Ltd TA Norfolk Hideaways | 7 | 4.72 / 5 | 8.9 / 10 | 2,477 |
| 5 | Holidaycottages.Co.Uk | 6 | 4.73 / 5 | 8.9 / 10 | 35,230 |
| 6 | Thomas Lewis | 5 | 4.74 / 5 | 8.4 / 10 | 2,204 |
| 7 | Rural Retreats Holidays Ltd | 4 | 4.88 / 5 | 9.3 / 10 | 1,711 |
| 8 | Best Western The Dartmouth Golf, Hotel and Spa | 2 | — | 8.0 / 10 | 295,893 |
| 9 | Travelnest Ltd | 2 | 4.38 / 5 | 8.1 / 10 | 47,351 |
| 10 | HelloGuest Limited | 1 | — | 8.1 / 10 | 2,817 |
All 13 professional operators in Oakham
- Sykes Holiday Cottages (63)
- Cottages.com (41)
- We Stay Ltd (17)
- Norfolk Hideaways Ltd TA Norfolk Hideaways (7)
- Holidaycottages.Co.Uk (6)
- Thomas Lewis (5)
- Rural Retreats Holidays Ltd (4)
- Best Western The Dartmouth Golf, Hotel and Spa (2)
- Travelnest Ltd (2)
- HelloGuest Limited (1)
- Hoseasons (1)
- Prestige Holiday (1)
- The Cricketers Inn (1)
Operators are indexed when they run at least 26 listings nationally and count Oakham among their markets. See the full interactive Oakham market report for the map, charts, and operator comparison.
How Oakham compares
Oakham ranks 335th of 598 tracked markets in the United Kingdom, with under 0.1% of national supply. Markets of similar size:
-
Llandysul 552 listings
-
Rhyl 552 listings
-
Burford 551 listings
-
Chesterfield 548 listings
- Fife 548 listings
-
Newton Stewart 548 listings
Photo credits
- Llandysul: Photo: Llandysul by Breckenheimer · Public domain · cropped and resized for display, via Wikimedia Commons
- Rhyl: Photo: Rhyl Seafront - geograph.org.uk - 388762 by Ian Lee · CC BY-SA 2.0 · cropped and resized for display, via Wikimedia Commons
- Burford: Photo: Main Street in BurfordOxfordshire, UK by Ettlz at English Wikipedia · CC BY-SA 3.0 · cropped and resized for display, via Wikimedia Commons
- Chesterfield: Photo: Chesterfield by Jon Bennett · CC BY 2.0 · cropped and resized for display, via Wikimedia Commons
- Newton Stewart: Photo: Cree Bridge by Wikimedia Commons contributors · Public domain · cropped and resized for display, via Wikimedia Commons
Browse the full United Kingdom city directory or the United Kingdom market report .
Oakham market FAQ
How many short-term rentals are in Oakham?
Oakham has 549 tracked short-term rental listings as of 2026-06-07: 374 on Airbnb and 175 on Booking.com.
Who is the largest short-term rental operator in Oakham?
The largest professional operator in Oakham is Sykes Holiday Cottages, with 63 local listings.
Is Airbnb or Booking.com bigger in Oakham?
Airbnb is bigger in Oakham, with 374 listings against 175 on Booking.com.
How many professional operators run listings in Oakham?
13 professional operators (26+ listings nationally) have a tracked presence in Oakham. 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 549 public short-term rental listings in Oakham, 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 .
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