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.

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Guest favourite
An open plan kitchen and living area is showcased, featuring a modern kitchen island with three high bar stools. The living space includes a comfortable sofa accented with several cushions, while large windows allow natural light to fill the room.
Condo in Dorset
4.92 out of 5 average rating, 553 reviews

1 Bed home near Sailing academy Portland, Weymouth

The home is located in Portland near to a Port and 5 miles to Weymouth also 10 min walk to sailing academy The area is noted for diving,windsurfing,fishing,sailing,extensive coastal walks,rock climming, cycle routes It is a one bedroom apartment.There is a small Beach and it’s a short walk to shops,cafe's and restaurants.Includes an open plan kitchen,living room and en-suite bathroom with electric showerThere is a sofa bed on request Parking is nearby but free parking is available in the street

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, 107 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 large window presents a stunning view of the beach and sea, illuminated by natural light. The light curtains gently frame the window, while a television stands on a dresser nearby. The serene coastal scenery offers a glimpse of a sandy beach and distant hills.
Condo in Weymouth
4.92 out of 5 average rating, 497 reviews

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.

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.
Apartment in Dorset
4.92 out of 5 average rating, 158 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
Condo in Dorset
4.91 out of 5 average rating, 139 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, 124 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
The contemporary chalet is designed with large glass doors that open onto a spacious deck. The exterior features wooden cladding, with views of the surrounding green hills and the sea visible through the reflections in the glass. Natural light floods the interior space.
Home in Eype
4.92 out of 5 average rating, 344 reviews

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.

Top Guest favourite
A bell tent is illuminated by soft string lights, creating a warm glow against the evening sky. The entrance reveals a cozy interior setup, designed with a double bed and a small table. Surrounding greenery enhances the peaceful atmosphere.
Tent in Askerswell
4.95 out of 5 average rating, 103 reviews

Otter Countryside Bell Tent

Newly listed. On our pop-up site for the summer. Otter Bell tent is one of two on our site. Inside, there is a double bed and 2 single mattresses. No electricity in the tents. Power points are in the shower block. Out side you have your own furniture ,BBQ and fire pit. You will be on our family run farm in a little village called Askerswell. You will have access to our fishing pond. lovely views..

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, 283 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.

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
4.95 out of 5 average rating, 284 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.
Apartment in Dorset
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.

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, 177 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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