Winter Short Breaks in Dorset

A traditional, thatched cottage situated within the village of Buckland Newton, Dorset. In an AONB. Open fire. Pet-friendly. Sherborne 9.2 miles; Dorchester 10.9 miles.

A charming thatched roof character cottage resting in the village of Osmington, Dorset. Off-road parking. Open-plan living. WiFi. Close to pub. Weymouth 4.4 miles; Dorchester 5.4 miles.

Chapelhay Cottage is a lovely, terraced cottage nestled into the seaside town of Weymouth, Dorset. Close shop and a pub. Close to a beach. Jurassic Coast. Portland 5.9 miles; Dorchester 8.4 miles; Lyme Regis 28.3 miles.

All second floor. Two bedrooms: 1 x double bed with en-suite shower, basin and WC, 1 x twin single. Bathroom with bath, basin and WC. Open plan living area with kitchen, dining area and sitting area.

Admirals Rest is a pleasant apartment in Weymouth, Dorset, featuring open-plan living, off-road parking, and a beach within easy walking distance. Dorchester 7.9 miles; Bridport 21.6 miles.

Pendennis, a charming listed cottage in the heart of the beautiful town of Sherborne, Dorset. Pet-friendly. EV charging port. Close to town centre. WiFi. Yeovil 5.5 miles.

The Old Post Office, a stylish pet-friendly house nestled in the town Weymouth, Dorset, features a Smart TV, proximity to the beach and marina. Dorchester 8.5 miles; Bridport 20.5 miles.

A delightful, one-bedroom holiday home resting in Weymouth, Dorset. Contemporary. Private garden. Romantic. Close to amenities and beach. Near AONB. Open-plan. Dorchester 7 miles; Bridport 20.8 miles.

Old Harbour Townhouse, a delightful, three-storey abode set in the seaside town of Weymouth in Dorset. Near coast. Woodburning stove. Open-plan. Near pub. Dorchester 8.7 miles; Bridport 19.4 miles.

Old Harbour View is a harbourside first-floor apartment with a balcony, resting in Weymouth and located near all bars and restaurants for convenience. Dorchester 8.5 miles; Bridport 20.5 miles.

Stanley House is an exceptional harbourside cottage located in the heart of Weymouth, Dorset. Sea views. Near amenities and beach. Near AONB. Stylish. Dorchester 8.4 miles; Bridport 19.9 miles.

Half Pint Cottage, a lovely, 250-year-old dwelling situated in the town of Beaminster in Dorset, with a pet-friendly policy and a short walk from a pub. Bridport 6.4 miles; Crewkerne 6.9 miles; Lyme Regis 15.4 miles.

Old Ropemakers Cottage is a characterful cottage with woodburning stove situated near the beach in the town of Bridport, Dorset and a pet friendly policy. Lyme Regis 10 miles; West Bay 2 miles.

Millmead House Annex is a welcoming holiday annex in Portesham, Dorset, featuring open‑plan living, a woodburning stove and an enclosed garden. Weymouth 7.8 miles; Dorchester 7.8 miles

This stunning historic manor nestles in the heart of Milton on Stour, Dorset. Woodburner. Enclosed garden. Hot tub. Pet-friendly. Shaftesbury 7.5 miles.

A stylish and contemporary apartment set in the town of Weymouth, Dorset. Seaside setting. Fantastic views. Off-road parking. Fortuneswell 5.8 miles; Dorchester 7.2 miles; Bridport 20.9 miles.

Moles Cottage is a characterful retreat with en-suite bedrooms, a toasty open fire and accepting pets, in the picturesque village of Farnham, Dorset. Pentridge 7.8 miles; Blandford Forum 8.7 miles; Damerham 13.9 miles; Salisbury 17.8 miles.

Village pubs and tea rooms. Sleeps two. Parking for one car. 10 mins from Weymouth. Patio and garden.

A well-presented, mid-terrace property resting within the village of Wyke Regis. Sea views. Pet-friendly. WiFi. Weymouth 2 miles; Dorchester 9 miles.

Anchor House is a stunning, pet-friendly townhouse with a private hot tub in the heart of Weymouth, Dorset, close to local amenities and the beach. Dorchester 7.8 miles; Bridport 19.9 miles.