Short-term rentals in Cheltenham
Local supply skews to Airbnb, with 2.6× the Booking.com inventory. Its largest professional operator, Jason and Philip Serviced Accommodation, runs 88 listings locally.
Explore the interactive Cheltenham report
Data updated
- Tracked listings
- 1,645
- Market rank
- #41 / 598
- National share
- 0.3%
- Professional operators
- 26
Listing mix by platform in Cheltenham
Where the listings are in Cheltenham
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 Cheltenham short-term rental supply looks like
Listings by property type
How Cheltenham'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 Cheltenham
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 | Jason and Philip Serviced Accommodation | 88 | 4.89 / 5 | 9.3 / 10 | 3,557 |
| 2 | Red Kite Stays | 45 | 4.78 / 5 | 8.9 / 10 | 6,364 |
| 3 | Sykes Holiday Cottages | 20 | 4.67 / 5 | 8.9 / 10 | 131,996 |
| 4 | Bolthole Retreats | 18 | 4.82 / 5 | 9.0 / 10 | 7,051 |
| 5 | My Property Host | 17 | 4.31 / 5 | 7.6 / 10 | 15,241 |
| 6 | Guesthoo | 12 | 4.81 / 5 | 8.8 / 10 | 15,329 |
| 7 | Mystayinn Limited | 11 | 4.46 / 5 | 7.6 / 10 | 6,091 |
| 8 | Holidaycottages.Co.Uk | 10 | 4.73 / 5 | 8.9 / 10 | 35,230 |
| 9 | Pass the Keys | 6 | — | 8.1 / 10 | 6,530 |
| 10 | Original Cottages - Northumberland | 5 | 4.73 / 5 | — | 923 |
All 26 professional operators in Cheltenham
- Jason and Philip Serviced Accommodation (88)
- Red Kite Stays (45)
- Sykes Holiday Cottages (20)
- Bolthole Retreats (18)
- My Property Host (17)
- Guesthoo (12)
- Mystayinn Limited (11)
- Holidaycottages.Co.Uk (10)
- Pass the Keys (6)
- Original Cottages - Northumberland (5)
- Travelnest Ltd (5)
- Birch Stays Ltd (4)
- Brookland Stays (4)
- Cottages.com (4)
- Host & Stay (2)
- Kevin, Dawn and Team (2)
- Perfect Booking (2)
- Prestige Holiday (2)
- Ava And Team (1)
- Finest Retreats (1)
- Guest Ready (1)
- Hostsmart (1)
- Pass The Property (1)
- Prim Short Stays Ltd (1)
- Staybridge Suites (1)
- StayCotswold Limited (1)
Operators are indexed when they run at least 26 listings nationally and count Cheltenham among their markets. See the full interactive Cheltenham market report for the map, charts, and operator comparison.
How Cheltenham compares
Cheltenham ranks 41st of 598 tracked markets in the United Kingdom, with 0.3% of national supply. Markets of similar size:
-
Ross On Wye 1,689 listings
-
Falmouth 1,683 listings
-
Hastings 1,667 listings
-
Weymouth 1,618 listings
-
Aberdeen 1,615 listings
-
Newcastle Upon Tyne 1,602 listings
Photo credits
- Ross On Wye: Photo: Ross-on-Wye2 by Carlwev at English Wikipedia · Public domain · cropped and resized for display, via Wikimedia Commons
- Falmouth: Photo: Falmouth Cornwall by EvaK · CC BY-SA 2.5 · cropped and resized for display, via Wikimedia Commons
- Hastings: Photo: Hastings town centre by Ross Burgess · CC BY-SA 3.0 · cropped and resized for display, via Wikimedia Commons
- Weymouth: Photo: Weymouth harbour, Dorset, England by ITookSomePhotos · CC BY-SA 4.0 · cropped and resized for display, via Wikimedia Commons
- Aberdeen: Photo: Aberdeen from Tollohill Woods by Ragazzi99 · CC BY-SA 4.0 · cropped and resized for display, via Wikimedia Commons
- Newcastle Upon Tyne: Photo: Tyne Bridge - Newcastle Upon Tyne - England - 2004-08-14 by Tagishsimon · CC BY-SA 3.0 · cropped and resized for display, via Wikimedia Commons
Browse the full United Kingdom city directory or the United Kingdom market report .
Cheltenham market FAQ
How many short-term rentals are in Cheltenham?
Cheltenham has 1,645 tracked short-term rental listings as of 2026-06-07: 1,184 on Airbnb and 461 on Booking.com.
Who is the largest short-term rental operator in Cheltenham?
The largest professional operator in Cheltenham is Jason and Philip Serviced Accommodation, with 88 local listings.
Is Airbnb or Booking.com bigger in Cheltenham?
Airbnb is bigger in Cheltenham, with 1,184 listings against 461 on Booking.com.
How many professional operators run listings in Cheltenham?
26 professional operators (26+ listings nationally) have a tracked presence in Cheltenham. 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 1,645 public short-term rental listings in Cheltenham, 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 Cheltenham? Report a data issue or request an update — corrections land with the next data refresh.