Winter Short Breaks in Dorset

23 Millhams Street, a stunning renovated Victorian cottage resting in the town of Christchurch in Dorset, close to a shop, a pub, and a beach. Southbourne 1.6 miles; Bournemouth 3.8 miles.; New Forest National Park 5.8 miles.

St. John’s View is a modern holiday home in the Isle of Portland with sea views. Over lower ground floor and ground floor. Shop, pub, beach 5 min. Weymouth 4.6 miles.

A cosy brick-and-flint terraced cottage, within the pretty Dorset village of Shillingstone. Very well presented throughout. Woodburning stove. Enclosed patio. Lovely walks close by. Sturminster Newton 4 miles.

Modern refurbished terraced cottage in Weymouth, sleeping 4, short walk to the beach and town, WiFi, Off road parking for 1 car.

Spindrift is a characterful, home resting upon Brewers Quay Harbour in Dorset. Original features. Close to amenities, attractions and the harbour. Balcony. Dorchester 8.5 miles; West Lulworth 15.3 miles.

Harbour Reach 7, an agreeable second-floor apartment in the town of Weymouth, in Dorset, boasts proximity to the beach, shop and pub and West Dorset Heritage Coast. Dorchester 7.9 miles; Bridport 18.5 miles.

A pleasant, detached bungalow resting in Bettiscombe outside Bridport, Dorset. Panoramic views. Family and pet friendly. Off-road parking. West Bay 8 miles; Lyme Regis 8.1 miles.

Modern, bright apartment with sea views over to Weymouth Bay. Short walk to the beach and a casual stroll to the town centre. Wifi and off-road parking. Great base for exploring Weymouth and the surrounding areas.

Excellent period apartment in Weymouth close to the esplanade. Two en-suite shower rooms and three bedrooms. WiFi. Enclosed patio area. Beach 1 min away.

Unwind in this stylish countryside retreat with a private, screened hot tub, cosy woodburner, pool table and spacious enclosed garden. Perfect for families, friends and pets, with wonderful walking, dining, exploring opportunities across Dorset/Somerset

A well-presented, single-storey cottage resting in the village of Langton Matravers, Dorset. Romantic dwelling. Pet-friendly. Off-road parking. Swanage 2.6 miles; Wareham 8.2 miles.

Single-storey pet-friendly barn conversion in an attractive lawned courtyard. En-suite, woodburning stove, shared games room. Perfect Winterborne Stickland cottage for families. Blandford Forum 4 miles.

Off road parking. Sleeping 6 close to Portland marina. Dog friendly.

A charming two-bedroom chalet resting on Eypes Mouth Chalet Park in Eype, Dorset. Near a beach. Close to amenities. Off-road parking. Lyme Regis 9.9 miles; Ford Abbey 12.2 miles; Weymouth 19.9 miles.

Escape to this luxurious countryside retreat with elegant interiors, a private hot tub, games room and an enclosed garden. Perfect for relaxed getaways with family, friends and well‑behaved pets and memorable days out across Dorset and Somerset

This all-ground-floor cottage rests in the charming seaside resort of Swanage on the Jurassic Coast of Dorset. Sea views. Family-friendly. Amenities within walking distance. Wareham 11.1 miles; Dorchester 25.9 miles.

Stylishly renovated bungalow in Burton Bradstock. Off road parking for 2 cars. Wi-Fi. Large open plan family kitchen / dining area / sitting room.

74 Reap Lane is a lovely home resting near the village of Weston, on the Isle of Portland in Dorset. Near beach and pub. Pet-friendly. Off-road parking. Fortuneswell 2.2 miles; Weymouth 7.8 miles; Dorchester 14.8 miles.

Rope Cottage is a beautifully preserved Grade II listed former rope maker’s cottage in the heart of Bridport, Dorset, boasting a woodburning stove. West Bay 2.1 miles; Lyme Regis 9.4 miles.

Dairy Cottage is a delightful, three-bedroom thatched cottage resting on a working farm on the outskirts of Abbotsbury, Dorset. Rural views. Pet-friendly. Stylish. Woodburning stove. Weymouth 12.3 miles.