Featured Weymouth Properties

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Discover Your Perfect Coastal Retreat in Weymouth & Dorset

Explore our handpicked collection of holiday homes across Weymouth, Lyme Regis, Dorchester and Portland, from beachfront apartments overlooking Weymouth Bay to countryside cottages in the Dorset hills. Walk the world-famous Jurassic Coast. Visit historic Lyme Regis harbour. Discover Thomas Hardy's Dorchester. Marvel at Portland Bill lighthouse. Whether you're planning a romantic weekend, family beach holiday or group gathering, find your ideal seaside escape today.

Why choose Weymouth Retreats? We offer competitive pricing on quality properties across prime coastal locations. Our portfolio includes pet-friendly homes, luxury lodges with hot tubs, family-sized cottages near golden sandy beaches, and characterful properties close to Dorset's top attractions. Book direct and access genuine availability across Weymouth's seafront, West Bay's dramatic cliffs, Chesil Beach and charming Dorset villages.

From traditional stone cottages to modern sea view apartments, we match every taste and budget. Fancy fossil hunting along the Jurassic Coast? Want easy access to Weymouth's Victorian pier? Need space for multi-generational holidays? Our properties put you steps from beaches, country pubs and Dorset's coastal paths.

Popular Destinations

Perfect for Every Group Size

Sleeps 2

Romantic lodges perfect for a couple's escape in Weymouth!

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Sleeps 4-6

Ideal for families and medium-sized group celebrations.

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Sleeps 10+

Grand properties for large groups and special milestone celebrations.

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All Sizes

Browse our complete collection of Weymouth accommodation options.

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Special Features

Romantic Lodges

Intimate retreats designed for couples, featuring luxurious amenities and secluded settings for unforgettable romantic getaways.

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Pet Friendly

Your four-legged family members are welcome here, with secure gardens and thoughtful pet amenities at every property.

Dog-Welcoming Breaks

Enclosed Gardens

Private, secure outdoor spaces where families can relax with peace of mind while children and pets play safely.

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Hot Tub Weymouth Lodges

Unwind in your own private hot tub while taking in breathtaking views of the Lake District's natural beauty.

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Holiday Ideas

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Romantic Coastal Hideaways

Intimate retreats for couples seeking Dorset charm

Unwind in characterful cottages and bijou seafront apartments overlooking Weymouth's Georgian harbour, where candlelit dinners feature fresh Dorset crab and scallops whilst watching spectacular sunsets across Portland Bill and the glittering waters of Weymouth Bay.

Pet-Friendly Coastal Escapes

Tail-wagging adventures along the Jurassic Coast

Bring your four-legged friends to dog-welcome properties featuring enclosed gardens and direct access to sandy beaches at Bowleaze Cove, Overcombe and Greenhill, plus miles of coastal path walks where dogs can explore ancient fossils and dramatic Dorset cliffs.

Family Beach Adventures

Action-packed seaside escapes for all generations

Base yourselves in spacious homes featuring enclosed gardens perfect for children, whilst exploring rock pools at Sandsfoot Castle, discovering fossil-rich beaches near Lyme Regis, building sandcastles on three miles of golden sand, and visiting SEA LIFE Centre and Nothe Fort.

Large Group Gatherings

Spacious properties for celebrations and reunions

Toast special occasions in our largest properties featuring expansive entertaining areas, modern kitchens perfect for group dining, and generous gardens where everyone can gather beneath Dorset skies whilst sampling local wines from Furleigh Estate and fresh seafood from Weymouth's famous harbour.