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Waterfront holiday rentals in Chesil Bank

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Chesil Bank

Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

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Top guest favourite
A coastal view is framed by a large window, offering glimpses of the sandy beach and gentle waves lapping at the shore. Two inviting wicker chairs with pink cushions sit in the foreground, creating a cozy spot to appreciate the seascape.
Home in Dorset
4.94 out of 5 average rating, 105 reviews

BEACH HOUSE: sleeps 14 right on Sea / Beach / Sand

- Stunning sea and beach views: >80 reviews! - Right on beach without crossing any road - safe for children - Large 1840s period house, superbly equipped, quirky charm - Quieter end of town, exclusive use + 2 car permits - Space for several families to spread out, great privacy - Beach for a mile in both directions - Recent upgrades, was guesthouse - "Weymouth Best Beach in UK" (2023 Sunday Times) - UK's 3rd sunniest place - Harbour boat trips, sailing - Jurassic coast, unspoilt countryside

Top guest favourite
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, 115 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

Top guest favourite
A modern kitchen features a wooden dining table surrounded by four woven chairs. A large range cooker is positioned against the tiled backsplash, with ample white cabinetry overhead and below. Open shelving displays glassware and decorative items, complemented by soft lighting and a neutral-colored floor.
Cottage in Dorset
4.94 out of 5 average rating, 232 reviews

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.

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 in Dorset
4.92 out of 5 average rating, 151 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.

Guest favourite
Apartment in Dorset
4.91 out of 5 average rating, 127 reviews

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.

Guest favourite
Home in Bridport
4.9 out of 5 average rating, 123 reviews

Short House, Chesil Beach

5* Luxury Dorset Seaside Cottage with 200m frontage on to Chesil Beach; the UNESCO World Heritage Jurassic Coast. Short House; newly re-fitted, large living/dining/kitchen, 2 double bedrooms with ocean views and 2 classy bathrooms. Options for two additional John Lewis auto-inflatable single beds, and a crib/cot, increasing capacity to 6 people. A peaceful idyllic 'Stop the world, I want to get off' getaway, but only 15 mins from the charming market town; Bridport.

Top guest favourite
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
4.9 out of 5 average rating, 260 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.

Top guest favourite
A spacious deck overlooks the tranquil Fleet Lagoon, featuring a glass-topped table surrounded by four wicker chairs. A cushioned seating area is positioned nearby, inviting relaxation under the expansive sky filled with scattered clouds.
Place to stay in Weymouth
4.94 out of 5 average rating, 273 reviews

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.

Top guest favourite
The hut is visible through a natural frame of green foliage, overlooking a serene pond. The tranquil water reflects surrounding trees and blue sky, while a glimpse of the hut's wooden structure adds a sense of retreat in nature.
Hut in Toller Porcorum
4.96 out of 5 average rating, 271 reviews

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.

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 in Dorset
4.97 out of 5 average rating, 271 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.

Top guest favourite
An open-plan kitchen area is presented with a view of the harbour through large, multi-pane windows. A stainless steel sink is positioned beside the window, with kitchen storage visible. A round dining table with chairs is located near the windows, inviting natural light.
Flat in West Bay
4.92 out of 5 average rating, 264 reviews

By The Harbour Apartment

By the Harbour is a quality 1 bedroom self catering apartment overlooking the harbour in the fishing village of West Bay, near Bridport. The Apartment, perfect for the best holidays in West Bay, is finished to a high standard with a luxurious superking size bed in a large bedroom, a shower room and open-plan kitchen and living room.

Guest favourite
The interior of a rustic shepherd's hut features warm wooden walls and ceilings. A cozy sofa is positioned beside a small dining table adorned with floral decor. An electric stove provides warmth, while a flat-screen television is mounted on the wall, enhancing the inviting atmosphere.
Shepherd’s hut in North Chideock
4.96 out of 5 average rating, 167 reviews

Shepherds Hut/Hot Tub Private Lake Jurassic Coast

A luxury rustic shepherds hut, located on it's own private lake on a family owned farm situated on the Jurassic coastline. Surrounded by 400 acres of private land you are assured a relaxing break, surrounded by various wildlife & only a few minutes from the beach and many country walks. Lyme Regis is only a 10-15 drive.

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