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Waterfront vacation rentals in Isle of Portland

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Top-rated waterfront rentals in Isle of Portland

Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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Top guest favorite
An open plan kitchen and living area is showcased, featuring a modern kitchen island with three high bar stools. The living space includes a comfortable sofa accented with several cushions, while large windows allow natural light to fill the room.
Condo in Dorset
4.91 out of 5 average rating, 500 reviews

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

Guest favorite
A balcony with panoramic sea views is highlighted by a small dining set featuring four yellow chairs and a matching table. Sunlight illuminates the area, enhancing the inviting space for relaxation or meals.
Townhouse in Dorset
4.91 out of 5 average rating, 117 reviews

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.

Guest favorite
A large decking area is visible, featuring a spacious table under an umbrella, surrounded by comfortable seating. The expansive view of the sea stretches out to the horizon, complemented by a clear blue sky with wispy clouds.
Holiday park in West Lulworth
4.94 out of 5 average rating, 101 reviews

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!

Guest favorite
A large window presents a stunning view of the beach and sea, illuminated by natural light. The light curtains gently frame the window, while a television stands on a dresser nearby. The serene coastal scenery offers a glimpse of a sandy beach and distant hills.
Condo in Weymouth
4.91 out of 5 average rating, 455 reviews

Stunning Beachfront apartment overlooking the sea

A brand new apartment just 50 steps from the beach with free parking in the heart of Weymouth directly on the Esplanade with panoramic sea views of the award winning beach. Well equipped and nestled amongst shops and restaurants . Just minutes walk to bars , the harbour and train station. Fully fitted kitchen with family size fridge freezer, oven, microwave, toaster, kettle, cutlery, crockery, dishwasher, washing machine, flat screen TV's, Wifi, Hand, bath and beach towels provided.

Guest favorite
A living room is presented with a navy blue feature wall and elegant chandeliers. A plush blue sofa and floral upholstered chairs provide seating around a central coffee table. A decorative mirror and artwork enhance the space, complemented by a non-working fireplace.
Apartment in Dorset
4.92 out of 5 average rating, 145 reviews

Esplanade: Beach front, Regency flat with parking

Alexandra House, Esplanade is on the seafront overlooking Weymouth’s glorious sandy beach and close to the bandstand, Pavilion theatre, harbour and town centre. This stunning Grade II listed property retains many of its original features and has a modern kitchen, new bathroom and free parking at the rear of the property for one car. This ground floor flat has been refurbished to a very high standard - step into luxury on the seafront and enjoy the uplifting view over Weymouth Bay.

Top guest favorite
A variety of fishing boats and yachts are anchored in the calm harbor waters, with the historic row of buildings in the background featuring distinct thatched roofs. The clear blue sky reflects on the water, enhancing the serene coastal scene.
Apartment in West Bay
4.97 out of 5 average rating, 310 reviews

Jurassic View, Pier Terrace

Pier Terrace, one of many listed buildings within the historic harbour area of West Bay, enjoys a stunning location on the UNESCO World Heritage designated Jurassic Coast. 'Jurassic View', our cosy top-floor harbourside apartment offers beautiful sea and coastal views from every window. Just a short stroll from the beach and within easy reach of local shops, pubs and restaurants, the apartment is ideally situated for a relaxing stay in this breathtakingly scenic part of Dorset.

Superhost
A row of historic seaside buildings is illustrated along the waterfront, reflecting in the calm water below. A clock tower stands prominently amongst the architecture. The blue sky is dotted with clouds, contributing to the serene coastal ambiance.
Apartment in Dorset
4.76 out of 5 average rating, 125 reviews

Belle View Apartment

Whitesands apartments are situated on the seafront overlooking Weymouth’s glorious sandy beach and close to the Pavilion, harbour and town centre. Whilst retaining many of its original features, the property has been modernised to include fully fitted kitchens, central heating and new bathrooms. Refurbished and redecorated to a very high standard, Whitesands can now boast the interior quality that its imposing exterior has demanded. Enjoy the glorious view over Weymouth Bay.

Guest favorite
A view of the sandy beach stretches along the coastline, with calm waters reflecting the sky. Palm trees line the promenade, and distant figures can be seen walking along the shore. Nearby, several parked cars are visible along the road.
Condo in Dorset
4.91 out of 5 average rating, 123 reviews

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.

Guest favorite
Apartment in Weymouth
4.9 out of 5 average rating, 443 reviews

Flat One The Beaches

***Flat one the Beaches is in a central position & can be noisy in the evenings especially at the weekends***Recently converted Grade II listed building 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.

Top guest favorite
A bright and inviting area features a large window draped with sheer curtains, allowing natural light to flood in. A small wooden table with two chairs is positioned near the window, complemented by decorative items on the wall and a plant on the table.
Tiny home in Weymouth
4.9 out of 5 average rating, 234 reviews

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.

Top guest favorite
A spacious deck overlooks the tranquil Fleet Lagoon, featuring a glass-topped table surrounded by four wicker chairs. A cushioned seating area is positioned nearby, inviting relaxation under the expansive sky filled with scattered clouds.
Place to stay in Weymouth
4.94 out of 5 average rating, 273 reviews

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.

Guest favorite
A sandy beach is visible with gentle waves lapping at the shore. Several individuals can be seen enjoying the water and beach activities, while the coastline extends into the distance. A clear blue sky and soft clouds enhance the inviting coastal scene.
Apartment in Weymouth
4.91 out of 5 average rating, 432 reviews

(Upper Deck) Beachside studio Weymouth

A stones throw from the waters edge this studio has 270 degrees of coastal views from an elevated position (The 'crows nest' balcony! ) The windows and Private balcony have outstanding panoramic views across the Jurassic coast and Weymouth, catching beautiful sunrise and sunsets. NO NEED FOR A CAR- ITS ALL HERE! ...(NEW : ‘Beryl bikes’ nearby!) Great vibe at the famous Oasis Cafe nearby.

Popular amenities for Isle of Portland waterfront rentals