
Waterfront holiday rentals in Chesil Bank
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Top-rated waterfront accommodation in Chesil Bank
Guests agree: These waterfront accommodation options are highly rated for location, cleanliness and more.

Summer Lodge
The Summer Lodge boasts uninterrupted views of the Fleet Lagoon and world famous Chesil Beach from its elevated position on the South West Coast Path (Jurassic Coast). Located just one mile from the Isle of Portland, the home of the 2012 Olympic sailing events and a short drive from Weymouth town centre and harbour, our stunning holiday home is perfectly situated for anyone wanting a coastal escape. Our sea view lodge sleeps 6 people. There are 2 double bedrooms and a small double sofa bed.
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Breathtaking Sea View Lodge in Lyme Regis
Nestled upon the prized western slopes of Lyme Regis, this luxurious one-bedroom retreat - part of a grand 1903 main residence - unfolds over two spacious floors, offering unparalleled panoramic views of Lyme Regis bay & far reaching coastline. An open-plan ground floor, with it’s stylish zones, comfy lounge, kitchen & dining it’s the epitome of modern living. Upstairs, the king-sized bedroom offers more stunning ocean views of the Jurassic Coastline. Adjacent, a bright, spacious shower room
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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!
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Strawberry Cottage
Lovingly restored and modernised by Harry in 2011, Strawberry Cottage is nestled by the river Wey in the village of Upwey, Dorset. This quaint property is close to the famous Jurassic Coast, within 4 miles of the seaside town of Weymouth and Dorchester town.Durdle Door / Lulworth Cove is an approximate 29 minute drive,and the main supermarket is 8 minutes away by car. Upwey has two pubs a busy tearoom,garden nursery and Tesco Express all within 5 to 10 minutes walk. Relax inside or out.
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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.
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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.
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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.
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Flat One The Beaches
New for 2026 parking permit for Zone F on street parking ‼️ Please be aware when parking not to park in disabled zones these are not always marked very clearly. The permit does not guarantee a parking space especially in the summer months Therefore, you may incur extra costs parking in the long stay car parks‼️ ‼️The apartment is in a central position & can be noisy in the evenings especially at the weekends‼️
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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. BT fibre Broadband.
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Stylish Beach House moments from the beach
Bay House enjoys an exceptional seafront position just moments from the sandy beach and is located in the historic Cobb Hamlet. Presented in a modern contemporary style with great attention to detail, the property takes in incredible views of the sandy beach, sea and West Dorset Coastline. It lies just a few steps from the beach and Lyme’s famous Cobb Harbour. English Tourist Board rating 5*
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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.
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Isolated off-grid self-contained cabin
The perfect escape, come and enjoy the private facilities in an idyllic location. The hut is situated in a 22 acre woodland at the heart of our family farm. Surrounded by nature, sit back and enjoy the sights and sounds of our local wildlife. On sunny evenings relax on the veranda overlooking the pond or snuggle up in front of the wood burner after a day of exploring.
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Popular amenities for Chesil Bank waterfront rentals
Waterfront apartment accommodation

Cosy & Central, Flat by the Sea!
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By The Harbour Apartment
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Jurassic View, Pier Terrace
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The Cornish studio
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Harbour Side Apartment with Parking and That View!
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(Upper Deck) Beachside studio Weymouth
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Beach View Apartment
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Ground Floor Garden Flat within West Bay Harbour
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Waterfront house rentals

April's Cottage, sea views close to Chesil Beach
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Beautiful beachside home, amazing sea view & walks
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The Annexe, Seaton - home from home accommodation
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Sea Pilot's Cottage | Weymouth harbour | Sleeps 6
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Lyme Regis Seafront House | Parking | Views
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A peaceful waterside retreat for couples & dogs
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Beachside Cottage with Panoramic views of the sea
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Historic Grade 2 Listed House in Lulworth Cove
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Waterfront condo accommodation

No.26 Marina view apartment with parking permit
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The Nook Lyme Regis
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Harbour Holiday let with picturesque views
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Beautiful Harbourside Apartment
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Top-Floor Beachfront Apartment. Stunning Sea Views
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High-spec apartment, river views
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A harbour view Jurassic Coast gem.
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Lake View Studio -Wareham Dorset "Daisy"
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- New Forest National Park
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- Stonehenge
- Southbourne Beach
- Boscombe Beach
- Mudeford Quay
- Brixham Harbour
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