Book a stay in one of the best homes in Isle of Portland

Island Tides

• 8 guests

• 4 bedrooms

England, United Kingdom

Connected to the mainland by a tombolo, the isle of Portland is a pretty spot off the Dorset Coast. This chic house is in the village of Fortuneswell in the north of the island, and it makes the perfect place to begin your adventures.

Mariner's Song

• 6 guests

• 3 bedrooms

England, United Kingdom

A stone's throw from Chesil Beach, this pet-friendly townhome couldn't be better placed for a seaside getaway. The Isle of Portland is home to many coastal walks and panoramic lookouts – they're all within easy reach, while Weymouth is just a short drive away.

Sweet Like Taffy

• 6 guests

• 3 bedrooms

Weymouth, Dorset

Step through this cottage's pink front door and you'll find breezy living spaces bathed in light and more than enough room for the whole family to spread out. The pared-back design has some subtle coastal influence – no surprise, given the proximity to Weymouth Harbour – and features like traditional ornamental fireplaces and vintage furniture add just a touch of character.