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Apartment holiday rentals in Chesil Bank

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Top-rated apartment rentals in Chesil Bank

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Top guest favourite
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.
Flat
4.9 out of 5 average rating, 481 reviews

Flat One The Beaches

New for 2026 parking permit for Zone F on street parking The apartment is in a central position & can be noisy in the evenings especially at the weekends Recently converted Grade II listed property 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.

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.
Flat
4.91 out of 5 average rating, 162 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.

Top guest favourite
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.
Flat
4.97 out of 5 average rating, 340 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 favourite
A bright living area features a comfortable gray sofa and a glass coffee table resting on a natural fiber rug. Exposed brick accents and large windows provide ample light. A round mirror and wall art enhance the decor, while a cozy dining space is nearby.
Flat
4.88 out of 5 average rating, 115 reviews

The Cornish studio

The Cornish Studio is the perfect retreat for beach living with far stretching sea views from every window and located right on the beach in West Bay in the heart of the Jurassic Coast. You can walk the cliff path for breakfast at the Hive cafe on Burton Bradstock or to the Anchor at Seatown for drinks and dinner on the cliff. Explore the coastline jump in the double kayak then back to sample the menus at Rise or The Watch House just outside your door.

Top guest favourite
A welcoming lounge area features a red sectional sofa and a circular dining table with black chairs. A brick feature wall houses a mounted TV above a cozy fireplace. Lush greenery and a small potted plant add subtle touches of nature to the space.
Flat
4.97 out of 5 average rating, 138 reviews

The Bunker • Stylish Coastal Stay • Walk to Beach

Stay close to everything in this stylish apartment, just a short walk from Weymouth’s beach and town centre. The area is breathtaking, with the Jurassic Coast and iconic spots like Lulworth Cove and the Isle of Portland nearby. Weymouth’s harbour, restaurants, cafés and coastal paths are all within easy reach, making it a great base for exploring. Complimentary tea, coffee, some biscuits and toiletries are provided to help you settle in on arrival.

Top guest favourite
The image showcases a spacious gravel driveway leading to a two-story house, surrounded by lush greenery. A vibrant red car is parked near the entrance, framed by flourishing bushes. The building features a covered porch, providing a warm welcome.
Flat
4.94 out of 5 average rating, 127 reviews

Little September Cottage. See stars & hedgehogs!

Lovely little luxurious self contained flat. Lots of parking, village community. Plugs both sides of the bed! Lots of walks, pubs, cafes and easy distance to the beautiful Jurassic coast, the new forest, Poole harbour, Bournemouth, Poole or Dorchester. So much to see and do here and be a part of country life. WE ALSO HAVE LOCKABLE SPACE FOR BICYCLES, KAYAKS, PADDLE BOARDS ETC FOR A SMALL DAILY FEE PER ITEM.

Top guest favourite
The image shows a beachfront restaurant with a large awning displaying the name 'ROCKFISH.' Multiple outdoor tables are visible on a balcony above. The building's facade features light-colored walls and large windows, contributing to a welcoming atmosphere by the sea.
Flat
4.93 out of 5 average rating, 271 reviews

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. Superfast Sky WiFi.

Top guest favourite
A wooden deck area features a stylish charcoal grill surrounded by two woven stools. The view overlooks the tranquil water, with boats gently swaying and distant views of land on the horizon beneath a partly cloudy sky.
Flat
4.94 out of 5 average rating, 193 reviews

The Beach Hut

*** self contained flat *** * Private Beach Access * Harbour Views * Paddle Board Hire £20 per board unlimited use for your stay * kitchenette * Bath & Shower * En Suite * Smart TV Light and breezy room with en suite bathroom, shower room and a kitchenette. Stroll down to the sea on the walkway and take your pick between relaxing on the wooden decking or the beach!

Guest favourite
An outdoor patio area is showcased, featuring a stone surface, a table with metal chairs, and surrounding greenery. Potted plants add color, and a small flower bed enhances the inviting garden atmosphere. A light-colored building with large windows is visible in the background.
Flat
4.96 out of 5 average rating, 413 reviews

Valley View Farm Annexe

Quaint, characterful self-catering accommodation in Valley View Farm. The farm was built around 1600, but has had several later extensions, which include the Annexe (converted in August 2016). It’s a Grade II listed building in an area of Outstanding Natural Beauty, set in 8 acres. Just a few minutes from the sea at Lyme Regis and SW Coastal Path. Ideal for walkers.

Guest favourite
An aerial view captures Bellamont House surrounded by rolling hills and vibrant autumn foliage. The light of dawn casts a warm glow over the property, emphasizing its spacious layout and serene setting within the Bride Valley landscape.
Flat
4.96 out of 5 average rating, 131 reviews

Elegant Wing of a Country House - Bride Valley

The West Wing is a beautiful self contained apartment of Bellamont House. It benefits from a smart, light and spacious atmosphere. It is well equipped with all the comforts of home. Bellamont is situated in the picturesque Bride Valley, a Designated Area of Outstanding Natural Beauty & is only 5 miles from the sea & the stunning World Heritage Jurassic Coast.

Top guest favourite
A private terrace features a round table and four metal chairs, surrounded by lush greenery and colorful flowerpots. The expansive view includes rolling hills and the coastline of Lyme Bay under a clear blue sky.
Flat
4.97 out of 5 average rating, 641 reviews

Fab Studio, Full Sea Views, Private Terrace,

Modern studio located on the World Heritage Jurassic coast in West Dorset with stunning seaviews from Golden Cap and Lyme bay to Portland Bill. It has its own private terrace and boasts a fully integrated kitchen with all appliances including a dishwasher, fridge, microwave, oven and hob. There is also a fully tiled shower room with underfloor heating.

Top guest favourite
A graceful chair with a patterned cushion is positioned beside a window. A brass telescope rests on a small table, offering views of the sea beyond. The window allows natural light to enter, illuminating the space and framing the tranquil coastal scenery.
Flat
4.97 out of 5 average rating, 276 reviews

Lansdowne View - Weymouth (Sea Views)

Lansdowne View is part of Weymouth's Georgian Esplanade, right on the beautiful seafront with stunning sea views of the bay. The flat is on the top, third floor (accessed via stairs) and has recently been renovated. The perfect holiday destination for time on the beach, strolls by the picturesque harbour or just chilling and watching the view.

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