Waterfront vacation rentals in Chesil Bank

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Top-rated waterfront rentals in Chesil Bank

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

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Guest favorite
A serene outdoor seating area is highlighted, featuring two wicker armchairs with soft cushions and a glass-topped table. Beyond, the tranquil Fleet Lagoon reflects sunlight, providing picturesque views, while colorful flowers add a touch of warmth to the setting.
Chalet in Weymouth
4.95 out of 5 average rating, 236 reviews

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.

Top guest favorite
A large decking area is visible, featuring a spacious table under an umbrella, surrounded by comfortable seating. The expansive view of the sea stretches out to the horizon, complemented by a clear blue sky with wispy clouds.
Holiday park in West Lulworth
4.95 out of 5 average rating, 114 reviews

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!

Top guest favorite
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
4.95 out of 5 average rating, 241 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 favorite
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, 504 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 favorite
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, 165 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 favorite
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 favorite
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, 351 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 favorite
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
4.91 out of 5 average rating, 279 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 favorite
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, 107 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 favorite
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, 288 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 favorite
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, 289 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.

Guest favorite
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, 182 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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