Among the many holiday cottages in Portland, Crabbers’ Wharf and Pike House stand out as premier destinations offering exceptional service. Situated in the heart of Castletown, Crabbers’ Wharf delivers stunning views of Portland harbour and easy access to local attractions. Each of our cabins is designed to provide maximum comfort. With spacious living areas, well-equipped kitchens and private balconies so you can enjoy the perfect home-from-home experience.
Our harbourside holiday cottage in Weymouth, Pike House, offers a peaceful retreat, with the sights and sounds on the harbour on your doorstep. Here’s how our coastal holiday cottages help you unwind and recharge.

Peaceful surroundings
Our holiday cottages in Portland, Dorset are located in some of the most serene and picturesque spots on the island. Image waking up to the sound of the sea, with the morning light casting a golden glow over the water. The tranquil surroundings provide the perfect backdrop for a restful break in a Portland contemporary holiday cottages.
We encourage you to make your holiday unique. Check out our range of local partners offering everything from massage sessions to personal training in your suite.
Comfortable holiday cottages
Each of our self-catering cottages is designed with your comfort in mind. Spacious living areas invite you to stretch out and relax, while cosy bedrooms ensure a good night's sleep.
Each cabin at Crabbers’ Wharf has a balcony where you can sit back and relax and take in the stunning views across the harbour. Should the winter weather prevent you from getting outside, why not enjoy the comfortable sofas and armchairs, all facing out across the water, and enjoy a warm stay indoors.



What’s nearby?
While our Portland holiday cottages provide a secluded retreat, you’re never far from local amenities. Cafes and traditional seaside pubs are just a short distance away, while Castletown D-Day Centre, which pays tribute to the role of this area in the embarkation for D-Day, sits just around the corner.
From our holiday cottages on Portland Dorset, you have direct access to the water and free use of our kayaks and paddleboards. Our balconies also provide perfect views of sailing events hosted by Weymouth and Portland National Sailing Academy.
Likewise, our harbourside holiday cottage in Weymouth is just across from the bustling town, full of cafes, restaurants, arcades and more.
Check out our range of local partners and upgrade your stay at Crabbers’ Wharf.
