Waterfront vacation rentals in Chesil Beach

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Top-rated waterfront rentals in Chesil Beach

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

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Guest favorite

Condo in West Bay

4.97 out of 5 average rating, 298 reviews

Beautiful Harbourside Apartment

Located on West Bay Harbour, Quayside Apartments provide a high quality living environment and a perfect base for exploring the beautiful beaches, countryside walks and quaint villages of West Dorset. Our 1-bed apartment is perfect for a couple. Have breakfast on the sunlit balcony, enjoy the day relaxing on the beach or walking along the coastal path followed by a meal in one of the many local restaurants. While away the evening people watching. No two days are ever the same. Dedicated parking

Guest favorite

Condo in Dorset

4.9 out of 5 average rating, 397 reviews

1 Bed Apartment Portland near Weymouth Dorset

The apartment is located in Portland near to a Portland Port and 5 miles to Weymouth 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 shower.There is a sofa bed suitable for young children. Parking is nearby but free parking is available in the street.

Guest favorite

Condo in Weymouth

4.91 out of 5 average rating, 381 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

Cottage in Nr. Bridport

4.9 out of 5 average rating, 121 reviews

5* Cottage on Chesil Beach Dorset Jurassic Coast

SHORT HOUSE, CHESIL BEACH; beautiful 'Switch off the world', 5* Seaside Cottage on Dorset's World Heritage Jurassic Coast. Private access to Chesil Beach; 400m. Dogs welcome. Spectacular ocean views, dining terrace, large living space, fully equipped kitchen, 2 double ensuite bedrooms, king size (or twin) beds, Egyptian linen, fluffy towels & sandpit in a lovely garden. 43" Sony UHD TV + SKY Q, DVD & Bose Sound. A peaceful place to isolate, recuperate & build sandcastles.

Guest favorite

Hut in Dorset

4.95 out of 5 average rating, 103 reviews

Peaceful lake side cabin

Get cozy and settle into this rustic little space. It’s a peaceful spot to sit and watch the king fishers, swallows & wild deer. The outer kitchen has a wood burning stove, no extra charges for wood, coal & fire lighters. There’s a double gas hob & BBQ. Kitchen sink with hot water. Shower room. Large towels provided. Table & chairs. Inside the cabin there is heating for chilly evenings. Toilet/sink. Cozy up on the comfy love chair to star gaze over a glass of wine or two.

Guest favorite

Rental unit in Weymouth

4.9 out of 5 average rating, 380 reviews

(Upper Deck) Beachside studio Weymouth

A stones throw from the waters edge this studio has 270 degrees of coastal views from an elevated position (The 'crows nest' balcony! ) The windows and Private balcony have outstanding panoramic views across the Jurassic coast and Weymouth, catching beautiful sunrise and sunsets. NO NEED FOR A CAR- ITS ALL HERE! ...(Now ‘Beryl bikes’ nearby!) Great vibe at the famous Oasis Cafe nearby. Please note: Beach terrace shared with shop - can get busy in July/August period.

Guest favorite

Townhouse in Dorset

4.93 out of 5 average rating, 105 reviews

Sailor's Watch: A beautiful home by the sea...

A spacious Grade 2 Listed Dutch Style harbourside merchant house which has been split into two homes. You will be renting our home which spans across the first and second floors. It has been recently refurbished and has wonderful views of the harbour. There is a garden out the back with table and chairs. Close to the main town, beach and amenities of Weymouth. Dogs will be charged at £20 each per booking, please let me know if you are bringing your dog with you.

Superhost

Condo in Dorset

4.81 out of 5 average rating, 123 reviews

Harbour Holiday let with picturesque views

"Old Quayside View Apartment 2" is a 2 Bedroom self contained open plan apartment with stunning views over the entire length of Weymouth's Old Harbourside. Fully refurbished throughout ready for the 2022 season, new fitted kitchen and bathroom, fresh and light decor makes this ideal family accommodation. Old Quayside view is centrally located on the old harbourside only a short stroll to Weymouths glorious sandy beach, local restaurants and amenities.

Guest favorite

Rental unit in Weymouth

4.89 out of 5 average rating, 396 reviews

Flat One The Beaches

***Flat one the Beaches is in a central position & can be noisy in the evenings especially at the weekends***Recently converted Grade II listed building 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 favorite

Rental unit in Weymouth

4.92 out of 5 average rating, 216 reviews

Central, beach front apartment - with own balcony

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 2 adults but also sleeps up to 1 child aged 4-12. Superfast Sky WiFi.

Guest favorite

Tiny home in Weymouth

4.87 out of 5 average rating, 181 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.

Guest favorite

Place to stay in Weymouth

4.95 out of 5 average rating, 239 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.