Holiday Cottages

Relax and unwind in our holiday cottages

Exciting outdoor activities, shared experiences and a luxurious base helps to forge strong bonds and find thrill-seeking fun.

Escape the hustle and bustle with a retreat to the tranquil south coast of Dorset, where a stay in one of our charming holiday cottages offers the perfect blend of comfort and adventure. Located on the rugged shores of Dorset, our holiday cottages are the perfect place to be, providing an idyllic setting for relaxation and exploration while ensuring a memorable getaway.

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.

Indulge in the epitome of coastal luxury with this one-bedroom haven, perched gracefully on the waterfront.

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.

Nestled by the water, Crabbers' Wharf provides a direct gateway to Chesil Beach; promising sun-drenched leisure or coastal escapades.
Nestled right on the waterfront, this haven provides direct access to the pristine Chesil Beach, a serene stretch perfect for leisurely strolls or basking in the sun.
We have a whole host of excellent local attractions, as well as nearby restaurants and takeaways, right on our doorstep.

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.

Pike House

Welcome to Pike House. This stunning, spacious apartment is located in Rodwell, just 1 km from Weymouth beach, offering beachfront accommodation with a terrace, free WiFi and modern furnishings for self-catering getaways in Weymouth, Dorset

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