Short-term rentals in Oakham
Oakham is the 284th-largest of 597 short-term rental markets across the United Kingdom: 580 listings, 63% on Airbnb. 31% of supply is run by professional operators, below the median market's 39%, led by Sykes Holiday Cottages (64 listings).
Data updated
- Tracked listings
- 580
- Market rank
- #284 / 597
- National share
- under 0.1%
- Named professional operators
- 11
Airbnb vs Booking.com in Oakham
In Oakham, Airbnb leads with 365 listings (63%), versus 215 on Booking.com (37%).
Where the listings are in Oakham
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 Oakham
Booking.com supply is more professionalised than Airbnb's: 51% of Booking.com listings sit with operators of that size, against 19% on Airbnb. The 11 named professional operators run 159 local listings between them, and the three largest — Sykes Holiday Cottages, Cottages.com and Norfolk Hideaways — account for 76% of that. The other 22 listings run by operators with 26 or more listings belong to operators without a published profile.
- Professional share
- 31%
- Median market
- 39%
- Single-listing hosts
- 40%
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 55% of Oakham's classified listings, followed by Apartments & flats (14%).
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 | 64 | 4.70 / 5 | 8.9 / 10 | 179,990 |
| 2 | Cottages.com | 44 | 4.77 / 5 | 9.0 / 10 | 217,587 |
| 3 | Norfolk Hideaways | 13 | 4.75 / 5 | 9.0 / 10 | 4,767 |
| 4 | We Stay Ltd | 13 | 4.78 / 5 | 8.8 / 10 | 1,089 |
| 5 | holidaycottages.co.uk | 7 | 4.73 / 5 | 8.9 / 10 | 73,474 |
| 6 | Rural Retreats Holidays Ltd | 4 | 4.88 / 5 | 9.3 / 10 | 1,962 |
| 7 | The Cricketers Inn | 4 | 5.00 / 5 | 7.9 / 10 | 98,700 |
| 8 | Hoseasons | 3 | 4.66 / 5 | 8.6 / 10 | 11,713 |
| 9 | Travelnest Ltd | 3 | 4.56 / 5 | 8.0 / 10 | 95,073 |
| 10 | Best Western The Dartmouth Golf, Hotel and Spa | 2 | 4.73 / 5 | 7.9 / 10 | 285,489 |
Operators enter the index after reaching 26 listings across the United Kingdom and count Oakham among their markets. See the full interactive Oakham market report for additional filters and operator comparisons.
How Oakham compares
Oakham ranks 284th of 597 tracked markets in the United Kingdom, with under 0.1% of tracked supply in this coverage. Markets of similar size:
-
Croyde 587 listings
-
Newton Stewart 585 listings
-
Elgin 582 listings
-
Trearddur 580 listings
- Fife 578 listings
-
Bicester 572 listings
Photo credits
- Croyde: Photo: Croyde, North Devon - geograph.org.uk - 42692 by Ron Strutt · CC BY-SA 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
- Elgin: Photo: Elgin Cathedral from Newmill Road by Lucas Kendall · CC BY-SA 4.0 · cropped and resized for display, via Wikimedia Commons
- Trearddur: Photo: A good site for a windmill (geograph 3482177) by Ian Greig · CC BY-SA 2.0 · cropped and resized for display, via Wikimedia Commons
- Bicester: Photo: Greengrocer in Sheep Street, Bicester 1 - geograph.org.uk - 989713 by Jonathan Billinger · CC BY-SA 2.0 · 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 .
Oakham market FAQ
How many short-term rentals are in Oakham?
Oakham has 580 short-term rental listings as of August 2026: 365 on Airbnb and 215 on Booking.com.
Who is the largest short-term rental operator in Oakham?
The largest professional operator in Oakham is Sykes Holiday Cottages, with 64 local listings.
How professionalised is the Oakham short-term rental market?
31% of Oakham's listings (181 of 580) 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: 51% of Booking.com listings sit with operators of that size, against 19% on Airbnb. The 11 named professional operators run 159 local listings between them, and the three largest — Sykes Holiday Cottages, Cottages.com and Norfolk Hideaways — account for 76% of that. The other 22 listings run by operators with 26 or more listings belong to operators without a published profile.
Is Airbnb or Booking.com bigger in Oakham?
In Oakham, Airbnb leads with 365 listings (63%), versus 215 on Booking.com (37%).
How many professional operators run listings in Oakham?
11 named professional operators run listings 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 580 public short-term rental listings in Oakham, 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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