House holiday rentals in Isle of Portland

Blue Skies Retreat,Modern house Chesil Beach

Modern semi-detached house located two minutes walk from Portland Marina and Chesil beach. Perfectly situated for divers, walkers sailors and anyone who pursues water based activities. Pubs restaurants and takeaways within walking distance of the house. Private parking situated at the front of the property. This house has a modern contemporary interior with two double bedrooms. One of these with twin beds. Enclosed rear garden with patio and seating area perfect for watching the Chesil sunset.

Serene Retreat with Jurassic Countryside Views

Nestled on a peaceful lane, The View offers a serene escape with stunning Jurassic Coast vistas, including Hardy’s Monument and Weymouth Marina. This self-contained apartment is ideally located for relaxation and adventure, with Weymouth’s town centre, beach, harbour, and Rodwell Trail just a short stroll away. Enjoy off-street parking for one car, a private entrance, and a welcoming patio to unwind. Whether for coastal walks, seaside fun, or a quiet retreat, The View promises a memorable stay.

Home from home

Enjoy a stylish experience at this centrally-located accommodation. Coming with a friend but don’t want to share bed, bed settee available, request when booking. Nature reserve within a minute walk, off main road but short walking distance to beach, shops, pubs and local buses. Off road parking for 1 car, small outside seating area to enjoy your morning cuppa or evening drinks. Self contained with own front door. Stair lift on request, bathroom has low level access shower, handrails and seat.

Tompot Cottage

A character cottage by the sea, 400 years old with beams, steep stairs, quirky walls and creaky floors, just a stone’s throw from the world famous Chesil Beach and Portland Harbour, sleeping six in three bedrooms. Based in the iconic sailing location with access to water sports, walks and outdoor activities, close to local cafes including Quiddles on Chesil Beach and The Cove House Inn where locals and visitors gather to watch the sun set over Lyme Bay. .

Fair Winds House

Fair Winds offers a getaway just a stone's throw from the ocean and Portland Marina with allocated parking and enclosed garden. Wake up to sea views 2 minutes walk from Portland Castle Beach, or 5 minutes to the renowned Chesil Beach. We have a brilliant bakery and the beachside sauna, both just around the corner. For a peaceful retreat or an adventure by the sea, Fair Winds is an ideal base for exploring the wonders of Dorset's stunning coastline.

Beautiful farmhouse in Dorset

Sunnyside at Waterhouse Farm is a spacious farmhouse on our working farm in West Dorset, surrounded by fields and woodland. The house has a fenced garden and easy access to miles of local footpaths. Upstairs are two large ensuite bedrooms: one with a king bed, the other with either three singles or a double and single. Downstairs features a cosy sitting room with wood burner, an open-plan kitchen and dining area, plus a utility room with cloakroom.

Kingfisher Lodge with Private Riverbank

A beautiful Lodge set in 7.5 acres with its own riverbank, situated down a Dorset country lane. Set amongst fields, the tranquil, peaceful surroundings make the accommodation perfect for those who want to get away. Devoid from light pollution, the sweeping skies make it an ideal spot for star gazing. The Jurassic Coast is only a short drive, with beautiful coastal walks. A perfect break!

Beautiful spacious home & garden

Kick back and relax in this calm, stylish space with a beautiful garden and wildlife pond. 15 mins walk from Weymouth’s award winning beach and Lodmoor Country Park (seasonal miniature steam train, Sealife Centre and Sandworld). Easy reach of Weymouth’s historic harbour.

Top To Bottom beautiful cottage heart of Easton

My place is close to great views, restaurants and dining. You’ll love my place because of the location, the people, the outdoors space, and the neighbourhood. My place is good for couples, families (with kids), big groups, and furry friends (pets).