Versatile Holiday Letting Investment - Two Charming Cottages in Historic Sherborne
Exceptional dual-cottage property in award-winning Sherborne, Dorset, generating £47,185+ annually through holiday letting. Versatile investment offering multiple revenue strategies or conversion to a luxury five-bedroom family residence.
£565,000
Asking Price

An exceptional income-generating property opportunity in one of England's most picturesque and sought-after towns. This versatile dual-cottage property offers multiple revenue pathways and lifestyle options, situated in the heart of award-winning Sherborne, voted Best Place to Live in the South West by the Sunday Times. The charming freehold property comprises two character cottages, currently configured as a two-bedroom cottage and a three-bedroom cottage, with the option to combine into a spacious five-bedroom family residence exceeding 2,300 square feet. Both cottages feature stylish open-plan layouts ideal for modern living and holiday letting, presented to a high interior standard with front courtyard garden, private garage and utility room.
Business Overview
What makes this business stand out.
- Annual turnover: £50,000 (£47,185 to March 2025)
- Freehold ownership of two character cottages
- Prime location in award-winning Sherborne, Dorset
- 2,300+ sq ft with 5 bedrooms across two cottages
- Multiple income strategies: holiday let, long-term rental, or owner-occupation
- Proven year-round demand through Airbnb and Booking.com
- Private garage and courtyard garden - rare in town centre
- Can combine into luxury five-bedroom family residence
Financial Overview
Key financial metrics for this business at a glance.
Business Details
Location, size, and general business specifications.
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Hospitality
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Resources
Buyer's Guides & Due Diligence
Practical UK acquisition guides on valuation multiples, lease checks and deal structuring.
Hotel for Sale UK: Complete Buyer's Guide
Evaluating occupancy, ADR, RevPAR, freehold vs leasehold structures and FF&E capex.
Holiday Let Business for Sale UK: Buyer's Guide
Occupancy rates, ADR, post-FHL tax rules, planning class use and direct booking ratios.
Business Due Diligence Checklist for UK Buyers
Financial, legal, tax, commercial and operational checks to run before signing Heads of Terms.


