Waterfront holiday rentals in Weymouth and Portland District

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Top-rated waterfront accommodation in Weymouth and Portland District

Guests agree: These waterfront accommodation options are highly rated for location, cleanliness and more.

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Top Guest favourite
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, 501 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 favourite
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!

Top Guest favourite
A dining area is set with two plates and a wine glass, positioned near a large bay window. This space offers views of the marina, showcasing boats and the surrounding waterfront, while natural light brightens the interior.
Condo in Dorset
4.95 out of 5 average rating, 102 reviews

No.26 Marina view apartment with parking permit

This stunning new first floor self contained apartment has the busy vibe of the town and marina from the front lounge and kitchen area, with marina and bridge views. Whilst the bedroom and outdoor balcony area offer a quiet and tranquil space for you to relax and enjoy the sunshine with your morning coffee, the morning birdsong is an absolute delight. Situated very close to restaurants, bars, Nothe Fort and Hope square, whilst the beach is just a short 10 minute stroll around the harbourside

Guest favourite
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 favourite
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, 147 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.

Superhost
A private entrance is framed by stone pillars topped with blue spheres. The pathway leads through lush green grass towards the sea, lined with tall, slender trees under a partly cloudy sky. The openness invites exploration towards the Short House.
Cottage in Bridport
4.9 out of 5 average rating, 123 reviews

5* Cottage on Chesil Beach Dorset Jurassic Coast

SHORT HOUSE, CHESIL BEACH; beautiful 'Switch off the world', 5* Seaside Cottage on Dorset's World Heritage Jurassic Coast. Private access to Chesil Beach; 400m. Dogs welcome. Spectacular ocean views, dining terrace, large living space, fully equipped kitchen, 2 double ensuite bedrooms, king size (or twin) beds, Egyptian linen, fluffy towels & sandpit in a lovely garden. 43" Sony UHD TV + SKY Q, DVD & Bose Sound. A peaceful place to isolate, recuperate & build sandcastles.

Top Guest favourite
A scenic view of a calm harbor features various boats moored along the waterfront. Buildings with a mix of architectural styles line the opposite bank, displaying warm colors under a partly cloudy sky. A bird is seen flying overhead, adding to the tranquil atmosphere.
Townhouse in Dorset
4.94 out of 5 average rating, 115 reviews

Sailor's Watch: A beautiful home by the sea...

A spacious Grade 2 Listed Dutch Style harbourside merchant house which has been split into two homes. You will be renting our home which spans across the first and second floors. It has been recently refurbished and has wonderful views of the harbour. There is a garden out the back with table and chairs. Close to the main town, beach and amenities of Weymouth. Dogs will be charged at £20 each per booking, please let me know if you are bringing your dog with you.

Guest favourite
Apartment in Weymouth
4.9 out of 5 average rating, 444 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 favourite
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 favourite
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 favourite
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.

Guest favourite
An open-plan kitchen area is presented with a view of the harbour through large, multi-pane windows. A stainless steel sink is positioned beside the window, with kitchen storage visible. A round dining table with chairs is located near the windows, inviting natural light.
Apartment in West Bay
4.91 out of 5 average rating, 255 reviews

By The Harbour Apartment

By the Harbour is a quality 1 bedroom self catering apartment overlooking the harbour in the fishing village of West Bay, near Bridport. The Apartment, perfect for the best holidays in West Bay, is finished to a high standard with a luxurious superking size bed in a large bedroom, a shower room and open-plan kitchen and living room.

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