Dorset Holiday Cottages for 2026

• Sleeps8
• Bedrooms4
• PetsYes

5.0★

Perfect

• Dream Cottages rating

Old Post Office is a contemporary, four-bedroom home resting rurally in Glanvilles Wootton near Sherborne, Dorset. (Ref. 1129395)

• Sleeps12
• Bedrooms6
• PetsNo

4.8★

Outstanding

• Dream Cottages rating

Elegant end of terrace Georgian Townhouse located in Weymouth. (Ref. 1071940)

• Sleeps13
• Bedrooms6
• PetsNo

5.0★

Perfect

• Dream Cottages rating

Lovingly renovated Seasides offers, beach, sea and harbour views, suitable for large family gatherings close to shops and amenities. (Ref. 1056791)

• Sleeps2
• Bedrooms1
• PetsNo

4.9★

Outstanding

• Dream Cottages rating

A charming reverse-level cottage in the village of Upwey, Dorset. (Ref. 1072756)

• Sleeps4
• Bedrooms2
• PetsNo

5.0★

Perfect

• Dream Cottages rating

A beautifully furnished annexe cottage on the edge of the little hamlet of Hazelbury Bryan in Dorset. (Ref. 969185)

• Sleeps2
• Bedrooms1
• PetsNo

4.7★

Outstanding

• Dream Cottages rating

Lovely apartment nestled in the thriving Dorest town of Swanage. (Ref. 979371)

• Sleeps4
• Bedrooms2
• PetsNo

4.6★

Outstanding

• Dream Cottages rating

This cottage boast style, character, and a fabulously contemporary interior. (Ref. 1005313)

• Sleeps4
• Bedrooms2
• PetsNo

4.9★

Outstanding

• Dream Cottages rating

Splash, a lovely, terrace cottage lies in the heart of Weymouth, a seaside town in Dorset. (Ref. 1154894)

• Sleeps7
• Bedrooms3
• PetsNo

4.9★

Outstanding

• Dream Cottages rating

This all-ground-floor cottage rests in the charming seaside resort of Swanage on the Jurassic Coast of Dorset. (Ref. 1012027)

• Sleeps4
• Bedrooms2
• PetsNo

5.0★

Perfect

• Dream Cottages rating

A well-presented barn conversion resting on the outskirts of Okeford Fitzpaine, Dorset. (Ref. 1137516)