Weymouth Cottages and Accommodation

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  • Wishing Well Cottage

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

    7 nights from £625

    Secure this property with a 30% deposit* Book now
  • Neptune Cottage

    Fortuneswell, Dorset
    • Sleeps5
    • Bedrooms3
    • PetsYes
    • Tourist Board rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

    Neptune cottage situated in the Isle of Portland is very cosy and comfortable. (Ref. 994425)

    7 nights from £499

    Secure this property with a 30% deposit* Book now
  • Telltales

    Fortuneswell, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes
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    Contemporary and spacious accommodation on the beautiful Isle of Portland, Dorset. (Ref. 1056087)

    7 nights from £525

    Secure this property with a 30% deposit* Book now
  • The Old Council Chamber

    Fortuneswell, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsYes
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    Modern and well-presented second floor apartment. (Ref. 1011143)

    7 nights from £376

    Secure this property with a 30% deposit*
    Last booked 2 days ago
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  • Waterson

    Osmington, Dorset
    • Sleeps7
    • Bedrooms3
    • PetsYes
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    Semi-detached lovely holiday home perfect for families. (Ref. 994764)

    7 nights from £760

    Secure this property with a 30% deposit* Book now
  • East Cottage

    Weymouth, Dorset
    • Sleeps9
    • Bedrooms4
    • PetsYes
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    Attractive stone, semi-detached cottage, in coastal village of Langton Herring. (Ref. 1003610)

    7 nights from £917

    Secure this property with a 30% deposit* Book now
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Located on the Jurassic Coast, the traditional seaside town of Weymouth is one of the most popular areas along the coastline. We have carefully chosen over 200 Weymouth holiday cottages which provide the ideal base for your summer holiday.

Weymouth Holiday Cottages

With several sandy beaches and plenty of activities to keep the whole family entertained, Weymouth promises a fun-filled break for the whole family. Sit back with traditional fish and chips and watch the yachts sail into the harbour, or explore the variety of attractions including museums, Nothe Fort and the Abbotsbury Subtropical Gardens.

Weymouth's Blue Flag winning beach is recognised as one of the top ten beach destinations in Europe, with its stunning golden sands, safe shallow waters and idyllic harbourside - it's not hard to see why.

Situated along the world-famous South West Coast Path, a Weymouth self-catering holiday provides the perfect base to explore the Jurassic Coastline with its awe-inspiring views and ample coastal walks waiting to be explored.

Weymouth Holidays

Situated on the southern tip of Dorset, our range of Weymouth cottages are within easy reach of many popular Dorset locations. You can admire the superb views of Dorset's Heritage Coast from West Bay, whilst BournemouthBridportLyme Regis, Poole, Portland and Swanage are less than an hour away, home to pretty harbours, sandy beaches and plenty of pubs and restaurants.

Or why not explore some of the UK's most iconic attractions, including Durdle Door, a limestone arch and one of Dorset's most photographed landmarks and Lulworth Cove, a world-famous natural cove in a secluded pocket of the Jurassic Coast. Whatever part of Dorset you'd like to explore, your Weymouth holiday cottage will provide the perfect base; a home away from home after a day of scenic adventures.

Self Catering Weymouth Cottages

Whether you are searching for a luxury holiday or a dog-friendly cottage so you can bring your furry friend along, we have a fantastic range of self-catering cottages in Weymouth. From coastal getaways to unique lodges and log-cabins in Dorset, here at Dream Cottages, we'll make sure your Weymouth holiday is one to remember!

Browse our collection of Weymouth self-catering holiday cottages today, or contact us to book with our knowledgeable travel experts.