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We selected the 866 luxury monthly villas and homes worth renting in this location

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Home spotlights in Weymouth

Brewer's Cottage

Brewer's Cottage

  • 2 guests

  • 1 bedrooms

Weymouth, Dorset

This charming one-bedroom cottage is nestled in a gated development, moments from Weymouth's historic harbour. Tailor-made for two, it may be cosy but you’ll find everything needed for a comfortable stay here.

Jurassic Coast Hideaway

Jurassic Coast Hideaway

  • 5 guests

  • 3 bedrooms

Osmington, Dorset

You’ll find this characterful cottage in Osmington village on the Jurassic Coast. Perfect for a family or group of friends, with a wood-burning stove and roll-top bath, this home invites relaxation – just be careful with your head and those sloping ceilings.

Weymouth Whimsy

Weymouth Whimsy

  • 4 guests

  • 2 bedrooms

Weymouth, Dorset

Just minutes from the beach, this colourful terraced home makes a cheerful base for a British seaside escape. Inside, the kitchen-diner sets the tone — full of personality and perfect for laid-back breakfasts — while the cosy living room and two comfy bedrooms (a double and a twin) promise restful evenings.

Esplanade Retreat

Esplanade Retreat

  • 4 guests

  • 2 bedrooms

Weymouth, Dorset

Take in the views over the sea from this apartment’s living room – the vistas through the large Georgian windows are stunning. Okay, the kitchen is compact, but it has everything you need to create some home-cooked food.


We selected the top 3% holiday homes in Weymouth Holiday Rentals

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Most popular homes in Weymouth

Cottage Greens

Cottage Greens

  • 6 guests

  • 3 bedrooms

Weymouth, Dorset

Harbour Strolls

Harbour Strolls

  • 4 guests

  • 2 bedrooms

Weymouth, Dorset

Coastal Romantic

Coastal Romantic

  • 2 guests

  • 1 bedrooms

Weymouth, Dorset

A Cottage by the Sea

A Cottage by the Sea

  • 4 guests

  • 2 bedrooms

Osmington, Dorset

Island Tides

Island Tides

  • 8 guests

  • 4 bedrooms

England, United Kingdom

Brine & Brew

Brine & Brew

  • 4 guests

  • 2 bedrooms

Weymouth, Dorset

Coastal Wonder

Coastal Wonder

  • 2 guests

  • 1 bedrooms

Weymouth, Dorset

Marble & Charcoal

Marble & Charcoal

  • 12 guests

  • 6 bedrooms

Weymouth, Dorset

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Frequently asked questions

Explore our selection of the finest luxury Holiday Rentals for your next getaway in Weymouth, Dorset, England, United Kingdom. The homes in Plum Guide's collection come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Each home is professionally vetted and carefully handpicked, with both measurable and soft 'feel' elements thoroughly tested to ensure the highest quality. Book today and enjoy a short or extended stay in one of the best homes that Weymouth, Dorset, England, United Kingdom has to offer. Our friendly experts are also on hand 24/7, should you need any help finding the perfect Holiday Rentals for your trip.

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