Dorchester Cottages

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Your search returned 27 cottages.

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  • Whitehorse Vista

    Sutton Poyntz near Preston, Dorset
    • Sleeps8
    • Bedrooms4
    • PetsYes
    • Rating

    A wonderfully spacious property resting in the idyllic village of Sutton Poyntz near Preston, Dorset. (Ref. 1054757)

    7 nights from £737

  • Wishing Well Cottage

    Upwey, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes
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    A traditional stone-built cottage situated in the quaint village of Upwey. (Ref. 1052785)

    7 nights from £609

  • Sixpenny Cottage

    Upwey, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsNo
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    This picturesque cottage, situated in the village of Upwey, with parking. (Ref. 994658)

    7 nights from £411

    Last booked yesterday
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  • Snooks Cottage

    Upwey near Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes
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    Gorgeous, semi-detached, Grade II listed 17th century thatched cottage in the Dorset village of Upwey. (Ref. 916915)

    7 nights from £418

    Last booked yesterday
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  • Way's Forge

    Piddlehinton, Dorset
    • Sleeps3
    • Bedrooms2
    • PetsYes
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    Located in countryside village of Piddlehinton, Way’s Forge is a lovely cosy holiday retreat. (Ref. 994768)

    7 nights from £411

    Last booked 2 days ago
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  • The Courthouse

    Sutton Poyntz, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes
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    Detached property in village of Sutton Poyntz. (Ref. 994127)

    7 nights from £658

  • Toll Lodge

    Frampton, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes
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    A wonderful cosy 2-bedroom ground floor annex, welcomes 1 dog, Wifi, Wood burner, Close to Country walks, 4 miles to Dorchester, 9 Miles to Weymouth. (Ref. 994729)

    7 nights from £411

  • The Old Chapel

    Sutton Poyntz, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo
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    The Old Chapel dates back to 1816. (Ref. 994468)

    7 nights from £473

  • Casterbridge

    Upwey near Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes
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    Superb, modern semi-detached holiday cottage, one of five on-site, on the edge of the Dorset village of Upwey, near Weymouth. (Ref. 932161)

    7 nights from £514

  • Budmouth

    Upwey near Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes
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    Stylish semi-detached holiday cottage, one of five on-site, in Dorset's River Wey Valley, on the edge of Upwey near Weymouth. (Ref. 932157)

    7 nights from £454

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Dorchester offers rolling green countryside, alongside all the pleasures of a vibrant market town. With beautiful architecture, an abundance of Roman history and some of the finest restaurants in Dorset, it's not hard to see why Dorchester is one of our most popular locations.

With an abundance of different things to do, there are activities to suit whomever you may be travelling with. The museums are a great way to get younger children engaged with the heritage of the town and county. In addition to indoor activities, there are also plenty of outdoor activities to take advantage of when the sun is shining. Explore landmarks such as Maiden Castle, Hardy's Monument and more to truly experience the history of Dorchester.

Holiday Cottages Dorchester

Whether you would like to stay in an old property oozing with character, a pretty cottage nestled in a nearby rural village, or perhaps a more contemporary lodge close to the bustle of the town, we have something for everyone in our Dorchester cottage collection. 

All of our cottages have been inspected thoroughly, ensuring the best guest experience. Stay in a cottage to experience all of the familiar home comforts or treat yourself to a luxury cottage for that wow factor during your stay.

Things to see and do around Dorchester

Dorchester sits centrally within the Dorset region. With good transport links to the coast and other great destinations within the region, Dorchester is the perfect hub for a Dorset adventure. Locations such as the seaside town of Weymouth or the villages of Langton Herring, Osmington and Sherborne are only a short drive away and boast equally stunning landscapes.


Browse our range of Dorchester cottages or learn more about other areas of Dorset by exploring our secure website.