Dorchester Cottages

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Your search returned 29 cottages.

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  • 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 £432

  • Little Brook

    Nottington near Weymouth, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsYes
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    A quaint stone-built cottage resting on the outskirts of Weymouth. (Ref. 1061544)

    7 nights from £472

  • Rolling Hills

    Weymouth, Dorset
    • Sleeps7
    • Bedrooms4
    • PetsNo
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    Bright and spacious holiday home in Sutton Poyntz, Dorset. (Ref. 994598)

    7 nights from £685

  • Bramshurst

    Upwey near Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes
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    A beautiful terraced holiday home, one of five set around a courtyard, on the edge of Upwey, near Weymouth. (Ref. 932159)

    7 nights from £414

  • Little Retreat

    Upwey, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsNo
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    Village pubs and tea rooms. (Ref. 994358)

    7 nights from £414

  • 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 £492

  • 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 £597

  • Wildflower Cottage

    Sutton Poyntz, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsNo
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    A beautiful stone cottage in the village of Sutton Poyntz, Dorset, close to Weymouth and the Jurassic coast. (Ref. 994798)

    7 nights from £663

  • Everdene

    Upwey near Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsNo
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    A quality semi-detached holiday home, one of five in a courtyard location, close to Weymouth. (Ref. 932160)

    7 nights from £511

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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.