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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 modern dining area features a white table set for four with bowls, plates, and glasses. Red and white chairs are arranged around the table. In the background, a comfortable sofa faces a flat-screen television, with patio doors opening to a private courtyard.
Flat
4.99 out of 5 average rating, 109 reviews

Perfect 2 bed home from home close to beach

Hidden Gem is a newly refurbished, child friendly two bedroom ground floor apartment in central Weymouth, close to the train station and 5 mins level walk to Weymouth's prize winning beach. With private gated off street parking. Unlimited high speed wifi. Fully equipt kitchen, hob, oven, microwave, dishwasher and fridge freezer. Bathroom with walk in shower and free standing bath. Two double bedrooms + travel cot and ample storage. Patio doors leads to a private courtyard for al fresco dining.

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, 473 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.

Top guest favourite
A bright living area is visible, featuring two comfortable sofas adorned with cushions. A wooden coffee table is placed in front of the sofas. The modern kitchen area is equipped with wooden cabinetry, a tiled backsplash, and essential appliances, creating an open and inviting space.
Flat
4.96 out of 5 average rating, 106 reviews

Olive Tree Holiday Apartment

Niall and Hilary look forward to welcoming you Only a leisurely 10 mins stroll from the centre of the bustling market town of Bridport and 25 mins (Or 5 mins by bike/car) from the beach and harbour at West Bay, Olive Tree Apartment is perfectly located for a holiday break on the beautiful Jurassic Coast. With flexible, newly restored and reappointed accommodation and a lovely Mediterranean style garden with outside bar and BBQ. Allocated parking and a welcome to well behaved doggy friends.

Top guest favourite
A modern, detached Eco apartment is seen from an elevated perspective. It features a sleek, grey exterior, large windows, and a landscaped yard with greenery. A set of steps leads up to the entrance, while a car parking space is visible towards the base.
Flat
4.99 out of 5 average rating, 110 reviews

Stylish Lyme Regis Retreat for Adults with Parking

Escape to a calm, stylish retreat just minutes from Lyme Regis and the Jurassic Coast. Perfect for singles and couples seeking comfort, privacy, and a peaceful base, with easy parking. Open plan spacious living/ dining/kitchen area framed by floor‑to‑ceiling window, along with a separate en‑suite bedroom with super king 6' bed. A beautifully designed space with a private entrance and south‑facing decking - the perfect spot to unwind while taking in the panoramic sea & countryside views.

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
4.92 out of 5 average rating, 154 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, 332 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
Two dogs are seen running along a sandy beach. One dog, wearing a red harness, has a medium-length coat and a lively expression. The second dog, with a distinctive schnauzer look, has a wiry coat and perked ears, both enjoying the coastal environment.
Flat
4.94 out of 5 average rating, 246 reviews

Wych Annexe Guest Studio

A self contained studio apartment with private off road parking and own front facing garden. Located in the heart of the Jurassic coast in an area of outstanding natural beauty. The annexe is just a short 15 minute walk to West Bay harbour and beaches, here you can also pick up the south west coastal paths. It is also a leisurely 25 minutes stroll to the vibrant market town Bridport. Renowned for its Arts & Culture, pubs and twice weekly antiques market.

Superhost
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, 109 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, 121 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 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, 268 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 spacious patio area features a circular dining table surrounded by six chairs, complemented by a large umbrella. Decorative planters with green plants add a touch of nature. Full height glass doors provide a view of the surroundings while inviting natural light.
Flat
5 out of 5 average rating, 526 reviews

Apartment with panoramic sea views

We are situated 600 yards, through the nature reserve, from the beach and at the top of the hill with panoramic views over Weymouth bay, beach and nature reserve. 3 miles from the town With loads of parking available outside .You’ll love my place because of the location, the views. good for couples, solo adventurers, business travellers and small, well behaved dogs.

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, 130 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.

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