Waterfront holiday rentals in Isle of Portland

1 Bed home near Sailing academy Portland, Weymouth

The home is located in Portland near to a Port and 5 miles to Weymouth also 10 min walk to sailing academy The area is noted for diving,windsurfing,fishing,sailing,extensive coastal walks,rock climming, cycle routes It is a one bedroom apartment.There is a small Beach and it’s a short walk to shops,cafe's and restaurants.Includes an open plan kitchen,living room and en-suite bathroom with electric showerThere is a sofa bed on request Parking is nearby but free parking is available in the street

Flat One The Beaches

New for 2026 parking permit for Zone F on street parking The apartment is in a central position & can be noisy in the evenings especially at the weekends Recently converted Grade II listed property on Weymouth seafront. The apartment is one of four located off a private inner courtyard on the first floor. well equipped apartment across the road from Weymouth’s award winning beach and nestled a stones throw away from Weymouth town with its great choice of harbour side restaurants and bars.

Bright & beautiful 4 bedroom house with sea views

We're very excited to have installed a large balcony overlooking the sea, we hope you'll fall in love with Coastguard's Vantage as much as we have. Many of the rooms have sea views A 3min walk from Chesil Beach, it's the perfect base for experiencing the world famous walks We'll give you a guide about all the free parking spaces within 2mins walk from the house A utility room with washing machine & dryer has space to store boards, sails etc It's also close to the National Sailing Academy.

Sea View Chalet - Durdle Door

Our Chalet is a treasured home away from home, overlooking stunning Durdle Door, a World Heritage Site on the beautiful Dorset Jurassic Coast…. The chalet has a large decking overlooking the sea, it’s a total escape…..it has 1 King Double bedroom with en-suite, & 1 twin, 2 shower rooms & fully fitted modern kitchen/living area which opens onto the large decking area and panoramic views of the sea… to the left is Lulworth Cove, to the right the Isle of Portland, amazing sunrises and sunsets!

Beachside View

Enjoy easy access both beach and town centre from this beachfront couples' retreat. This top floor (3rd floor) flat has panoramic views across the bay and there's even a telescope. This apartment is right next to a M&S food hall and within 100m of a fish n chip shop, a Chinese takeaway, a traditional pub and several bars and restaurants. There is a king size bed in the bedroom and a sofa that pulls out into a bed in the lounge. Access to the bathroom is through the bedroom.

Happy Riverside Cottage by the Seaside, Lyme Regis

Lym Leat Cottage is a light and airy & spacious one bedroom cottage in the centre of Lyme Regis. This happy property sits alongside the babbling River Lym and is only a few minutes walk to the beach, artisan shops and high street bustle. This boutique property boasts a cosy fully equipped kitchen, sitting room, private entrance, hallway, bath & shower room, comfortable lounge and views of the River Lym. HD TV, Playstation 4 and superfast fibre optic broadband Wi-Fi.

Cosy Sail Loft on the harbour.

This special place is close to everything, making it easy to plan your visit. With your own parking space, own entrance, bedroom / lounge, own kitchen and Bathroom, you can be fully self sufficient or enjoy all the local pubs and restaurants on your door step. Literally right on the harbour front and only a minute away from the beach, this cosy property allows you to enjoy all of this seaside town within a few minutes.

Amazing converted church -Dorset’s Jurassic Coast

This dog friendly converted church is is typically available April to October each year. It consists of 2 large reception areas, 3 large double bedrooms and 2 bathrooms. ( one of which is en suite to the master bedroom. Surrounded by beautiful Dorset countryside the property is on the banks of River Frome and close to the Jurassic coast. Most of Dorset's main attractions are within 5 miles and all 30 mins by car.

Beachfront apartment - balcony and parking permit

Watch the sun rise and night fall over the bay from this charming, central Esplanade, Georgian first floor apartment with free parking permit. Looking directly onto Weymouth's award winning beach and just minutes from Weymouth's picturesque harbour and town. A comfortable, light and airy living space offering a large sea and beach view balcony with seating. Ideal for couples. Superfast Sky WiFi.

Otter Countryside Bell Tent

Newly listed. On our pop-up site for the summer. Otter Bell tent is one of two on our site. Inside, there is a double bed and 2 single mattresses. No electricity in the tents. Power points are in the shower block. Out side you have your own furniture ,BBQ and fire pit. You will be on our family run farm in a little village called Askerswell. You will have access to our fishing pond. lovely views..

Pebble Lodge

Pebble Lodge is a stylish, modern and luxury home from home for four guests (plus one infant). Situated on the five star Chesil Beach Holiday Park, Pebble Lodge boasts an uninterrupted view of the Fleet Lagoon and Chesil Beach, infamous parts of the Jurassic Coast. Beautiful accommodation, finished with some personal touches really makes Pebble Lodge the perfect coastal escape in all seasons.

The Beach Hut

*** self contained flat *** * Private Beach Access * Harbour Views * Paddle Board Hire £20 per board unlimited use for your stay * kitchenette * Bath & Shower * En Suite * Smart TV Light and breezy room with en suite bathroom, shower room and a kitchenette. Stroll down to the sea on the walkway and take your pick between relaxing on the wooden decking or the beach!