
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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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
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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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Pond outside your bedroom window.
Self-contained bedroom, a sitting room and shower room. Your suite of rooms is separate from the house with its own entrance. The windows overlook the village duck pond and spring and pretty waterfall. There is parking, for your car, at your door. We're in a Dorset village with Trafalgar history, centuries old church, busy pub. The coast is only a couple of miles away. We are on the Dorset Coastal Path and the SSSI Jurasic Coast. £7.50 for a full Dorset breakfast. Evening meal £7 to £12.
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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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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.
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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.
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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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Popular amenities for Chesil Bank waterfront rentals
Waterfront apartment accommodation

By The Harbour Apartment
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Jurassic View, Pier Terrace
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Cosy & Central, Flat by the Sea!
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Harbour Side Apartment with Parking and That View!
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The Cornish studio
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(Upper Deck) Beachside studio Weymouth
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Hideaway
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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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SUNNY DAYS - “With parking”-3 minutes from beach
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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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Historic Grade 2 Listed House in Lulworth Cove
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Beachside Cottage with Panoramic views of the sea
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Comfort Hill - Luxury, hot tub, sea views
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Waterfront condo accommodation

Top-Floor Beachfront Apartment. Stunning Sea Views
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No.26 Marina view apartment with parking permit
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2 bed apartment overlooking harbour west bay
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Harbour Holiday let with picturesque views
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Joyful Panoramic Coastal Stay in Lyme Regis
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A harbour view Jurassic Coast gem.
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The Nook Lyme Regis
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Beautiful Harbourside Apartment
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- Waterfront rentals England
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- New Forest National Park
- Bournemouth Beach
- Weymouth Beach
- Paultons Park Home of Peppa Pig World
- Longleat Safari Park
- Stonehenge
- Southbourne Beach
- Boscombe Beach
- Mudeford Quay
- Brixham Harbour
- Durdle Door Holiday Park
- Torquay Beach
- The Tank Museum
- Lyme Regis Beach
- Bournemouth International Centre
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