- Swallow Cottage
- Little Cloud
- The Corn Mill
- Stargazy Cabin
- North Harbour House
- Shore View
- Sand Dune
- Harbour Watch 2
- Oystermans Cottage
- The Beach Condo
- Rees Cottage
- The Cabin At Cackleberry Farm
- Whitstable Bay Getaway
- Chesil Watch
- 21 The Rest
- Gingerbread Cottage
- 14 Nothe Parade
- Harbourside Apartment
- May Cottage Cornwall
- Fisherman's Cottage
- Thyme Cottage
- Tarps Apartment
- Seascape Weymouth
- Slade Cottage
- Orchard Chalet
- 5 The Beaches
- The Artists House by The Sea
- The View
- Fritillaria Cottage
- Goss Hall
Upwey Holiday Cottages
Our collection of Upwey holiday cottages offers you the perfect base to explore this charming Dorset village nestled beneath the South Dorset Ridgeway. Just two miles from Weymouth's beaches and harbour, you'll discover the famous Upwey Wishing Well springs and the historic Tudor House. Your stay brings you close to the Jurassic Coast World Heritage Site!
Whether you're booking for families, couples or groups, our cottages and lodge accommodation provide everything you need. Many properties feature hot tub facilities for ultimate relaxation after exploring nearby Radipole Lake nature reserve or walking the South West Coast Path. This peaceful Dorset rental location combines countryside tranquillity with coastal access throughout the UK.
Explore more of Weymouth
Popular towns and villages in and around Upwey