Winter Short Breaks in Dorset

• Sleeps2
• Bedrooms1
• PetsNo

• Dream Cottages rating

Millmead House Annex is a welcoming holiday annex in Portesham, Dorset, featuring open‑plan living, a woodburning stove and an enclosed garden. (Ref. 1201417)

• Sleeps8
• Bedrooms3
• PetsYes

4.1★

Good

• Dream Cottages rating

A well-positioned, three-bedroom cottage resting in Southbourne, Dorset. (Ref. 1165067)

• Sleeps4
• Bedrooms2
• PetsYes

5.0★

Perfect

• Dream Cottages rating

Vine Cottage is a beautiful 17th-century stone cottage tucked away in the heart of the charming village of Burton Bradstock, Dorset. (Ref. 1189482)

• Sleeps8
• Bedrooms4
• PetsYes

• Dream Cottages rating

Millmead House is a welcoming house in Portesham, Dorset, within the Dorset National Landscape, featuring a toasty woodburning stove and a garden. (Ref. 1200773)

• Sleeps4
• Bedrooms2
• PetsNo

4.7★

Outstanding

• Dream Cottages rating

A beautiful stone cottage, complete with garden on the quieter end of Portland, however situated on the main bus route to Weymouth and beyond. (Ref. 994021)

• Sleeps4
• Bedrooms2
• PetsNo

4.6★

Outstanding

• Dream Cottages rating

Victorian Semi located in Weymouth, Short walk to Brewers Quay and the Harbour. (Ref. 993971)

• Sleeps4
• Bedrooms2
• PetsYes

4.8★

Outstanding

• Dream Cottages rating

Lovely, well-appointed single-storey cottage near Winterborne Stickland. (Ref. 905896)

• Sleeps2
• Bedrooms1
• PetsYes

• Dream Cottages rating

Tipsy Turtle is a delightful, ground-floor apartment in Portland, Dorset, near the beach, featuring open-plan living, Smart TV, and an enclosed courtyard. (Ref. 1200186)

• Sleeps4
• Bedrooms2
• PetsYes

4.9★

Outstanding

• Dream Cottages rating

This lovely property rests in the pretty village of Shipton Gorge, Dorset. (Ref. 1020427)

• Sleeps4
• Bedrooms2
• PetsNo

4.5★

Outstanding

• Dream Cottages rating

Ground floor apartment in Weymouth, sleeps 4, wifi, allocated parking, close to the beach, shops and marina. (Ref. 1091449)