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Our featured holiday lets

A hand-picked selection of quality self-catering holiday accommodation including houses, apartments and more...

Our holiday destinations

Find out more about Weymouth & Portland, our home and soon to be yours - for a time...

Why Osprey Holiday Cottages?

Hand-picked holiday cottages & lets

All of our holiday cottages & lets are hand-picked and regularly inspected giving you peace of mind

Find my holiday let

Managed by a local team - 7 days a week

We're based where we offer holiday rentals so we know our surroundings and if you need us, we're never far away

Get in touch with us

We're looking for hosts & owners

Our portfolio is growing, but we're still looking for more of the right type of holiday properties. Talk to us today!

Host with us
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