Winter Short Breaks in Dorset

Cobblers Cottage is a traditional stone built thatched cottage in the quiet Dorset village of Langton Herring, close to the Jurassic coast. Abbotsbury 5 miles; Weymouth 5.5 miles; Portland 9.4 miles; Dorchester 9.9 miles.

Melanie's Cottage is a lovely mews-style holiday home located in Brewers Quay Harbour, Weymouth. Allocated parking. WiFi. Close to beach and amenities. Dorchester 8.5 miles; West Lulworth 17.4 miles.

This beautifully-presented cottage rests in the village of Litton Cheney in Dorset. Near to village pub. Countryside views. Off-road parking. Dorchester 10.2 miles; Yeovil 21.1 miles.

A homely cottage situated near the village of Motcombe, Dorset. Opposite award-winning pub. Shaftesbury 2 miles; Salisbury 22 miles.

The Retreat is a fantastic house in Ferndown, Dorset, boasting an outdoor hot tub, open-plan living, Velux windows and a Smart TV with Sky. Bournemouth 6.8 miles; Poole 8.9 miles; Weymouth 34.1 miles.

A well-presented barn conversion resting on the outskirts of Okeford Fitzpaine, Dorset. Smart TV. Garden patio. WiFi. Sturminster Newton 3.6 miles.

Bella Rosa a house in Preston, Dorset, boasts an en-suite bedroom, parking, beach views and proximity to Dorset's beaches and amenities. Weymouth 1 mile.

The Orchard is a charming holiday hut in Ringstead, Dorset, featuring external sleeping huts, private garden space and pet‑friendly accommodation. Weymouth 7.3 miles.

This delightful, two-bedroom bungalow rests in Preston, Dorset. Ground-floor living. Enclosed garden. Near an AONB. Weymouth 3.5 miles.

A beautifully presented apartment with stunning views across the bay and Portland Bill. Open-plan living. WiFi. Scenic views. Weymouth 7.8 miles.

The Nightingale is a stylish, semi-detached holiday home resting in Weymouth, Dorset. Designated parking. Close to a beach and amenities. Enclosed garden. Dorchester 8.8 miles; Bridport 19.6 miles.

Osmington Cottage Annex is a charming cottage in Osmington, Dorset, featuring off-road parking, a garden patio, and close access to the beach nearby. Weymouth 4.7 miles.

123 On The Sea – Captain's View is a lovely two-bedroom apartment with sea views and a private balcony residing in Weymouth, Dorset, near Dorset AONB. Dorchester 7.3 miles; Bridport 18.9 miles.

7 Blue Water is a ground‑floor apartment in Bournemouth, Dorset, featuring open‑plan living, a balcony with furniture and designated parking. Christchurch 2 miles; Poole 9.8 miles; Milford on Sea 11.4 miles.

Cove Cottage is a well-located cottage in Weymouth, Dorset, boasting close proximity to the beach and easy access to local shops and nearby amenities. Dorchester 9.7 miles; Bridport 18.9 miles.

Vista Mare 2 is a lovely apartment perched in the heart of Weymouth, a popular town in Dorset, enjoying fantastic sea views from the open-plan living space. Dorchester 7.5 miles; Bridport 21.1 miles.

Amber House is a pleasant reverse-level house in Dorchester, Dorset, featuring open-plan living, a private courtyard, and off-road parking for one car. Weymouth 9.7 miles.

This spacious ground-floor apartment is nestled in the gorgeous seaside town of Weymouth in Dorset. Bike/kayak storage. En-suite. WiFi. Dorchester 6.3 miles; Isle of Portland 8.6 miles; West Lulworth 12.3 miles.

A delightful, ground-floor apartment resting in West Bay, Dorset. Electric fire. Near the beach and coast. Allocated parking. Bridport 1.7 miles; Lyme Regis 11.1 miles.

Traditional cute cottage, in the town centre side of Weymouth harbour. WIFI, Close to Shops, restaurants and bars. Perfect for a couples retreat.