Beachfront vacation rentals in Chesil Bank

Top-Floor Beachfront Apartment. Stunning Sea Views

Experience stunning panoramic sea views from this spacious, top-floor beachfront penthouse, opposite Weymouth beach and moments from cafés, restaurants and the historic harbour. Weymouth is a charming seaside town with everything on your doorstep — from beachside cafés and harbour bistros to boutique shops and traditional fish & chips. Stroll along the promenade, enjoy the ice cream parlours, and take in the relaxed family-friendly atmosphere. Everything on your doorstep & in walking distance.

Walkability · Beach · Comfort

Charlottesview - On The Beach with Parking inc.

Situated overlooking Weymouth Bay and the South West Coast Path with direct beach access through the car park and garden. Ground floor apartment access through secure communal grand entrance, via six stone steps. Georgian property (1776) with varied history through Georgian/Victorian era and two world wars, spacious, high ceilings, chandeliers and many period features. Covered semi underground car parking space in adjoining building with no roads to cross to access Charlottesview or the beach.

View · Beach · Accuracy

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!

Beach · Walkability · Hospitality

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

Beach · View · Comfort

Little India in the Heart of Bridport, Dorset

Do come and share our beautiful India themed self-catering wooden cabin in the heart of vibrant & historic market town Bridport, Dorset. Little India & Africa (also listed on AirBNB) are set in a beautiful oasis of flowers & plants. Double bedroom with on-suite shower and toilet facilities, fully fitted kitchen (including washing machine, dishwasher, plates, cups, saucepans) and a lovely sitting room with a sofa bed and complimentary Wi-Fi. We sadly can't host Children under 16 or dogs.

View · Walkability · Outdoor spaces

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.

Beach · View · Laundry

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.

Beach · View · Getting around

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.

Walkability · Beach · Sleep quality

CLOUD 9 🦚 Homely & Happy 😊 Near the Beach 🌊🐟🌞

Welcome home, welcome to CLOUD9🌅 Vintage-modern velvet luxury in the historic heart of Fortuneswell on the Isle of Portland🌊 Fully renovated 2019-2022, & designed with love🧡 Living/dining room, kitchen, downstairs w/c, enclosed garden. Spacious shower room plus 3 themed bedrooms 🦚🌸 with light sea views⛵️ Chesil beach, co-op, fish & chips & pubs close-by🐟 😊 Super fast 100mb+ WiFi. Fully equipped kitchen. *If booking for 1-2, loft room will be locked.

View · Walkability · Location

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.

Beach · View · Quiet

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‼️

Beach · View · Kitchen

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.

Beach · Walkability · Cleanliness