Weymouth Holiday Cottages

Your search returned 123 cottages.

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    • Sykes Rating
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    • Sleeps6
    • Bedrooms3
    • PetsYes

    Superb, modern semi-detached holiday cottage, one of five on-site, on the edge of the Dorset village of Upwey, near Weymouth. Tastefully furnished. En-suite, Smart TVs. Dog-friendly. Short drive to Weymouth beach. Weymouth 3.5 miles. (Ref. 932161)

    7 nights from £429

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    • Sykes Rating
    • Sleeps6
    • Bedrooms3
    • PetsNo

    A quality semi-detached holiday home, one of five in a courtyard location, close to Weymouth. En-suite, modern features. Dog-friendly. Shop and pub within walking distance. Weymouth 3.5 miles. (Ref. 932160)

    Last booked within the last 2 days

    7 nights from £429

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    • Sleeps4
    • Bedrooms2
    • PetsYes

    Gorgeous, semi-detached, Grade II listed 17th century thatched cottage in the Dorset village of Upwey. Quality accommodation with WiFi. Full of original features. Woodburning stove. Dog-friendly. Weymouth 4 miles. (Ref. 916915)

    7 nights from £359

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    • Sleeps2
    • Bedrooms1
    • PetsNo

    Cosy, detached stone cottage, in Dorset village of Upwey. Elevated site, lovely rural views. Eaves bedroom, conservatory. Private patio. Tea room and lovely walks nearby. Easy drive to the coast. Dorchester 5 miles. (Ref. 943806)

    7 nights from £269

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    • Sleeps5
    • Bedrooms3
    • PetsNo

    Comfortable, detached chalet dormer bungalow within the village of Easton on Portland. Well-appointed with enclosed garden. Near local amenities. Ideal for exploring Dorset's Jurassic Coast. Weymouth 6 miles. (Ref. 28523)

    7 nights from £332

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    • Sleeps8
    • Bedrooms5
    • PetsYes

    Quietly situated down a narrow lane in the hamlet of Wakeham on the Isle of Portland. Sea views from the second floor sitting room and master bedroom. Pet-friendly. Woodburning stoves. Portland 2.3 miles. (Ref. 934291)

    7 nights from £493

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    • Sleeps4
    • Bedrooms2
    • PetsNo

    Delightful, single-storey, Grade II listed cottage linked to Old Higher Lighthouse at Portland Bill on Dorset's Jurassic Coast. Amazing views. Shared access to lighthouse observatory. Shared use of seasonal outdoor heated pool and Jacuzzi. (Ref. 12494)

    7 nights from £519

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    • Sleeps4
    • Bedrooms2
    • PetsNo

    Charming detached Grade II listed lighthouse cottage at Portland Bill on Dorset's Jurassic Coast. Upside down accommodation with sensational sea views. Shared access to Lighthouse observatory. Shared use of heated pool and Jacuzzi. (Ref. 12497)

    7 nights from £536

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    • Sleeps4
    • Bedrooms2
    • PetsNo

    Luxury barn conversion in Charminster. Quality accommodation with beams and en-suites. Adjacent golf course. Excellent walking in heart of Hardy's Wessex. Dorchester 1.5 miles. (Ref. 1440)

    7 nights from £371

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    • Sleeps4
    • Bedrooms2
    • PetsYes

    Well-presented barn conversion, close to the rural Dorset hamlet of Tincleton. Country views, underfloor heating, woodburner, Frome Valley walks close by. Dorchester 5 miles. (Ref. 20691)

    7 nights from £288

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The picturesque seaside town of Weymouth in Dorset makes for an idyllic summer holiday for the whole family to enjoy. With its unique climate, glorious beaches and breath-taking coastline, you'll be utterly spoilt by some magnificent scenery.

Weymouth is a town that will appeal to all ages. There are several outstanding sandy beaches that will be appreciated by everyone and there are plenty of water sports to participate in if you like to get the adrenaline pumping. There are some stunning coastal walks to enjoy, including the world-famous South West Coast Path, plus Dorset's unusual sub-tropical temperature means you're pretty much guaranteed great weather. West Bay is a short drive away, where you can appreciate incredible views of Dorset's Heritage Coast. There's Portland Harbour and the Isle of Portland waiting to be explored, the Abbotsbury Swannery, the unique Subtropical Gardens, plus a variety of Museums, shops, bars and restaurants to indulge in.

We have a great range of self-catering accommodation in Weymouth. If you would like to book a holiday cottage in Weymouth, please contact one of our helpful travel experts today on 01244 356666.