Winter Short Breaks in Dorset

Lovely and comfortable cottage next to the harbour in Weymouth. Wifi. Shop and pub 5 min. Beach 1 mile. Dorchester 8 miles.

This contemporary holiday home rests in Portland, Dorset. Hot tub. Barbecue. Near amenities. Pet-friendly. Easton 1.5 miles; Chiswell 3 miles; Weymouth 7.5 miles.

Sunningdale Rise is a striking, detached home on a gated development with off-road parking, close to a beach, in the village of Preston in Dorset. Weymouth 2.5 miles.

Beautiful 1 bedroom stable conversion in the heart of the harbour area in Weymouth. WIFI, Close to town centre and beach. Parking for one car.

A delightful, three bed property nestled in the heart of Weymouth, Dorset. Enclosed courtyard. Washing machine. Smart TV. Dorchester 8.3 miles; Bridport 19.1 miles.

The Old Portland Courthouse is spacious, comfortable luxury holiday home. Sleeps 8 people. Wifi. Pub and shop 10 min. Beach 5 min. Weymouth 5 miles.

Sea Fern House - 36, a bright townhouse resting in Poole, Dorset, boasts proximity to the beach and New Forest National Park, harbour views and Smart TV. Sandbanks 5 miles; Bournemouth 6.6 miles.

A spacious, three-storey house settled in Castletown, Portland, Dorset. Private parking. Bedrooms with en-suite. Smart TVs. Enclosed courtyard. Close to amenities and beach. Pet-free. Weymouth 4.8 miles; Dorchester 12.4 miles.

26 Esplanade, a delightful coastal holiday home nestled in the town of Weymouth in Dorset. Smart TV. Pet-friendly. Sea views. Close to amenities. Dorchester 7.9 miles; Bridport 20.6 miles.

This lovely mid-terrace cottage lies in West Bexington, Dorset. Near to beach. Jurassic Coast. Off-road parking. West Bay 5.7 miles; Weymouth 13.7 miles.

Wayside is a charming, two-bedroom cottage residing in Stoke Abbot near Beaminster, Dorset. In the Dorset AONB. Pet friendly. Woodburning stove. Enclosed garden. Bridport 6.4 miles; Crewkerne 7.5 miles; Lyme Regis 14.2 miles.

Sunny Croft is a delightful 1930s bungalow in Broadmayne, near Dorchester, Dorset. Stunning countryside views. Hot tub. Large garden. Private parking. Dorchester 4 miles; Weymouth 7.5 miles.

Perfect couples retreat with WIFI. Located in The Nothe in Weymouth, surrounded by beauitful walks and moments from the harbour.

A beautiful conversion of the Devenish Brewery malthouse, just moments from the harbourside. Sleeps 9, WIFI, stylish curved kitchen. Games Room

A well-positioned, three-bedroom cottage resting in Southbourne, Dorset. Sea glimpses. Close to beach and amenities. Ground-floor living. Dog-friendly. Bournemouth 4.2 miles.

Tudor Grange is a grand, twelve-bed abode nestled in the heart of Bournemouth, along the coast in Dorset. Hot tub. Ground-floor living. Off-road parking. Poole 6.8 miles; Christchurch 5.6 miles; Milford on Sea 15.3 miles.

A well-positioned, three-storey home resting in Weymouth, Dorset. Close to amenities, harbour, and the beach. Family-friendly. Stylish. Elevated terrace. Central. Dorchester 8.4 miles; Bridport 18.5 miles.

Hideaway is a fine, single-storey annex situated in Weymouth, Dorset, with open-plan living, Smart TV, and well-positioned to nearby beaches and amenities. Dorchester 8.8 miles; Bridport 19.5 miles; Bournemouth 38.4 miles.

2 Bed Caravan, Sleeps 4 with Sea Views is a scenic caravan in Wadebridge, Cornwall, featuring stunning sea views, enclosed decking and open-plan living. Wareham 9.9 miles; Weymouth 14.4 miles

Anchor Cottage is a traditional 19th-century Portland Stone cottage resting in the charming village of Weston, Portland, Dorset, with off-road parking. Fortuneswell 1.6 miles; Weymouth 7 miles; Dorchester 14.1 miles; West Bay 21.8 miles.