Winter Short Breaks in Dorset

123 On The Sea – Victoria’s Place is a beautifully appointed seafront apartment in Weymouth, Dorset, featuring beach views, private parking, and a bright open-plan layout. Dorchester 7.6 miles; Bridport 21.2 miles.

123 On The Sea - The Eaves is a charming apartment overlooking the beach in Weymouth, Dorset, boasting off-road parking and ample nearby attractions. Dorchester 7.6 miles; Bridport 21.2 miles.

4 The Beaches is a charming, first-floor apartment on the beach in Weymouth, Dorset, boasting coastal views, a furnished balcony, and permit parking. Dorchester 1.6 miles; Bridport 21.6 miles.

123 On The Sea – The Cubby is a charming apartment which is located on The Esplanade in Weymouth, Dorset, boasting ample nearby attractions. Dorchester 7.6 miles; Bridport 21.2 miles.

Frome Gazey Barn is a charming house in Frampton, Dorset, featuring a mezzanine double bedroom, a woodburning stove, and a furnished courtyard patio area. Stratton 2.3 miles; Dorchester 5.4 miles; Bridport 14 miles; Weymouth 14.4 miles.

A brightly decorated property resting within the village of Burton Bradstock. Pet-friendly. WiFi. Pub and shop within 0.2 miles. Weymouth 15.7 miles.

A quaint stone-built cottage resting on the outskirts of Weymouth. Open-plan living. Off-road parking. WiFi. Dorchester 6.4 miles; Fortuneswell 8.2 miles.

Lovely apartment nestled in the thriving Dorest town of Swanage. Open-plan. WiFi. Designated parking space. Shop and pub 2 mins walk. Jurassic Coast.

2 North Road is a welcoming, detached bungalow situated in Maiden Newton, Dorset, with gardens, off-road parking, and close by countryside. Dorchester 8.5 miles; Weymouth 17.8 miles.

This attractive, one-bedroom cottage resides in Uploders near Bridport, Dorset. Enclosed garden. Romantic. In an AONB. Close to amenities. West Bay 5 miles; Lyme Regis 14.1 miles.

Farthing Cottage is a charming Grade II listed cottage in the picturesque village of Corfe Castle, Dorset, close to the historic ruins and with character features. Wareham 4.8 miles; Swanage 6.1 miles; Bournemouth 20.4 miles.

No. 6 is a beautifully presented Grade 2 listed terraced cottage in the centre of Bridport, Dorset, featuring a king‑size bedroom and an enclosed rear garden with lawn and furniture. Lyme Regis 11.7 miles; West Bay 2.6 miles.

Tipsy Turtle is a delightful, ground-floor apartment in Portland, Dorset, near the beach, featuring open-plan living, Smart TV, and an enclosed courtyard. Weymouth 4.5 miles; Dorchester 12.5 miles; Bournemouth 41.7 miles.

A brightly decorated property resting within the village of Burton Bradstock, Dorset. Couples retreat. Pet-friendly. Close to amenities and beach. Bridport 3.1 miles; Weymouth 15.7 miles; Dorchester 15.5 miles; Yeovil 22.4 miles.

The Secret Courtyard is a romantic ground-floor apartment settled into the coastal town of Weymouth, Dorset, with a courtyard and close by beaches. Pet friendly. Fortuneswell 5.3 miles; Dorchester 8.2 miles; Dorset National Landscape 9.4 miles.

The Sunday School Room, a charming 19th-century cottage in Glanvilles Wootton, Dorset, boasts a Japanese bath, underfloor heating, and a woodburning stove. Sherborne 7.6 miles; Dorchester 12.3 miles.

Beautiful seafront apartment within the popular resort of Weymouth in Dorset. Incredible sea views. WiFi. Centre of Weymouth.

This picturesque cottage, situated in the village of Upwey, with parking. Short drive to Weymouth. Close to pub and tea rooms. Lovely walks nearby.

A cosy stone cottage for two this is the ideal place to spend quality time together, walking and exploring the local area.

Frome View is a one-bedroom property in Wool, Dorset, and a well-proportioned retreat for couples, perfectly positioned for coast and countryside. East Lulworth 4.3 miles; Wareham 5.5 miles; Weymouth 13.6 miles.