Luxury self-catering accommodation in Rutland

England's smallest county is also one of the prettiest, attracting walkers, boaters, anglers and twitchers to its gorgeous picture-postcard surroundings.

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    2025

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    Dragonwood Boat House

    Dragonwood Boat House

    Oakham, Rutland, UK

    A unique, romantic space Dragonwood Boat House is a traditional Victorian home with an Italian twist, sitting pretty on the water near Oakham in Rutland.

    Sleeps: Up to 2 guests
    From: £1,295 per week, £995 per short break
    Pets: Sorry, no pets
    Features: Kayaks, well-stocked fishing lakes

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    The Shearling

    The Shearling

    Uppingham, Rutland, UK

    Time at this secluded Rutland retreat unfolds at a gentler pace. Find calm in the tranquil interiors, beautifully designed garden and heated infinity pool with pastoral views.

    Sleeps: Up to 6 guests
    Alternative Group Option: Up to 4 & Up to 2 guests
    From: £2,995 per week, £2,250 per short break
    Pets: Sorry, no pets
    Features: Outdoor infinity swimming pool, heated year round

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    Hire a luxury country cottage in Rutland and you'll be on the doorstep of sprawling acres of woodland full of wildlife. In this verdant area, birdwatchers and botanists spend many peaceful hours observing the tranquil residents. Visitors based in a family luxury home can enjoy all kinds of aqua events on glittering Rutland Water, such as trout fishing, boat handling, canoeing and windsurfing. Those more comfortable on land can appreciate the water from the shores.

    This peaceful part of the East Midlands countryside is a haven for cyclists and walkers, as well as being home to a few key county towns. The stone buildings of Stamford are steeped in Georgian history; with a lovely church and a market on Fridays, showcasing fresh produce and other treats. A pretty house in scenic Oakham is a great base for more heritage as there's a county museum here, and Oakham Castle, actually a fine Norman great hall.

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