Waterfront vacation rentals in Chesil Beach

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Top-rated waterfront rentals in Chesil Beach

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Top guest favorite

The open plan living area features a light-colored sofa and armchair positioned around a soft rug. A glass door leads to the balcony adorned with potted flowers. A chandelier hangs from the ceiling, and a wooden sideboard is placed against the wall, reflecting natural light.

Condo in West Bay

4.97 out of 5 average rating, 341 reviews

Beautiful Harbourside Apartment

Located on West Bay Harbour, Quayside Apartments provide a high quality living environment and a perfect base for exploring the beautiful beaches, countryside walks and quaint villages of West Dorset. Our 1-bed apartment is perfect for a couple. Have breakfast on the sunlit balcony, relax on the beach or walk along the coastal path followed by a meal in one of the many local restaurants. While away the evening people watching. No two days are ever the same. There is a dedicated parking space

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, 478 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

Top guest favorite

A dining area is presented with a light-colored table surrounded by four white chairs. Large windows provide an unobstructed view of the sea, showcasing calm waters and a distant horizon. Exposed wooden beams add character to the airy space.

Condo in Lyme Regis

4.99 out of 5 average rating, 103 reviews

Joyful Panoramic Coastal Stay in Lyme Regis

Discover the charm of 'Persuasion' where pages of Jane Austen’s classic novel came to life. Enjoy an unparalleled sea view experience, 1800s period character & airy comfort. Relax in a chic living area with high vaulted ceiling, exposed wooden beams & modern kitchen. Behind wide opening French doors find a turret-style bedroom offering sea views & sounds. Bathroom with bath & shower, Harry Potter-esque entrance hall & stairs. A central stay yet tranquil. Ideal for romantics, solo adventurers.

Top guest favorite

A sandy beach stretches across the foreground, with large stones placed sporadically. In the distance, a row of white chalets is visible against a backdrop of rolling hills under a cloudy sky.

Chalet in Puncknowle

4.95 out of 5 average rating, 102 reviews

Little Beach House on West Dorset’s Jurassic coast

Little Beach House is located in the unspoilt hamlet of West Bexington only 20 yards from Chesil beach which is on the Jurassic coast of West Dorset. It has uninterrupted views of the sea from the lounge and bedroom and has a very sunny aspect being a south-facing garden, outside it has a grassed back and front garden with private parking West Bexington has a hotel with restaurant and bar, it also has great food at the Club house restaurant, all within a short walking distance of the Chalet

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

4.92 out of 5 average rating, 443 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 charming harbourside cottage is viewed from across the water, showcasing a two-story facade with various window styles. A small boat is docked in the foreground, while the surrounding buildings exhibit a mix of soft colors and architectural features that complement the waterfront setting.

Cottage in Dorset

4.96 out of 5 average rating, 134 reviews

Harbour's Edge Cottage - Nothe Parade, Weymouth

Beautiful harbourside cottage with fantastic outlook onto Weymouth harbour. This two bedroom cottage is delightfully decorated and has everything you need for a wonderful vacation. The kitchen is really well equipped & there is a washer dryer. The dining area (ground floor) is great for an evening meal & there is a view of the harbour from many of the rooms. The lounge has amazing views of the harbour and is located on the first floor along with the twin bedroom and main bathroom.

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, 305 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.

Guest favorite

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 favorite

A secluded cabin is nestled among trees, overlooking a tranquil pond. A wooden deck extends from the cabin, featuring outdoor seating. The cabin's large windows reflect the surrounding greenery, enhancing the sense of privacy and harmony with nature.

Hut in Dorset

4.96 out of 5 average rating, 138 reviews

Peaceful lake side cabin

Get cozy and settle into this rustic little space. It’s a very peaceful spot to sit and watch the king fishers, swallows & wild deer. The outer kitchen has a wood burning stove, no extra charges for wood, coal & fire lighters. There’s a double gas hob & BBQ. Kitchen sink with hot water. Toilet. Indoor hot shower. Large towels provided. Table & chairs. Inside the cabin there is heating for chilly evenings. Cozy up on the comfy love chair. Or sit on the decking to star gaze.

Guest favorite

The contemporary chalet is designed with large glass doors that open onto a spacious deck. The exterior features wooden cladding, with views of the surrounding green hills and the sea visible through the reflections in the glass. Natural light floods the interior space.

Home in Eype

4.92 out of 5 average rating, 306 reviews

Beautiful beachside home, amazing sea view & walks

NOTE: We allow dogs strictly by request only. The Ark is situated in a beautiful location with panoramic uninterrupted close views of the sea and less than a minutes walk of Eype beach. The property is ideal for walks along the South West Coastal Path in this designated Area of Outstanding Natural Beauty. The Ark is a contemporary 2 bedroom cedar clad chalet set in a large open green space amongst other individually privately owned quirky beachside properties.

Guest favorite

A view of a charming seafront street, lined with historic buildings in various hues. Pedestrian-friendly spaces are visible, with outdoor seating outside restaurants. The well-maintained promenade leads towards the beach, highlighting the vibrant coastal atmosphere of Weymouth.

Apartment in Weymouth

4.9 out of 5 average rating, 433 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

4.89 out of 5 average rating, 224 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.