Popular Features
Sleeps
Sleeps
Destinations
Popular Cottages
- Whitstable Hideaway
- The Farmhouse At West Farm
- The Mooring Post
- Bamboo Cottage
- Chesil Lookout
- Harbour View Bungalow
- Caban Dyllas
- Buzzards Beau
- The Nook
- Poppy Lodge
- Weymouth Bay
- Blagdon Lower Barn
- Buccaneer Cottage
- Palm View Downderry
- Goldfinch At Lower Manor Farm
- Looe Self Catering, Boutique Holiday Cottage
- Orchard Chalet
- Connaught Gardens
- Sunny Shores Whitstable
- Mermaid House
- The Pavillion
- Coast Guard House
- Outlook Lodge
- Nash
- May Cottage Cornwall
- Plumcot Halt
- Tanglewood Whitstable
- Sunset Beach House
- The Transmitter Bunker
- The Rest 61
Upwey Holiday Cottages
Rated Top 5 Most Popular Places in Weymouth 2026 by our visitors
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.