Vacation rentals in Chesil Beach

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Top-rated vacation rentals in Chesil Beach

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Guest favorite

Cottage in Dorset

4.98 out of 5 average rating, 280 reviews

The Old Apple Store, Bridport and Jurassic Coast

Our cottage is nestled in the heart of the Bride Valley close to the Jurassic Coast. This converted barn has views over our orchard. The cottage is 20 minutes drive from Dorchester and Bridport. 40 minutes to Durdle Door. Upstairs kitchen area with cooker, fridge, washing machine, lounge area with lots of books, DVD ‘s. Dining area and balcony with seating. Downstairs Large bedroom with King Size bed. Bathroom with shower. Outside pretty walled garden with seating. Min 2 night stay.

Mar 4 – 11

G$28,917 GYD per night

Guest favorite

Guest suite in Weymouth

4.96 out of 5 average rating, 353 reviews

Charlottesview - On The Beach with Parking inc.

Situated overlooking Weymouth Bay and the South West Coast Path with direct beach access through the car park and garden. Ground floor apartment access through secure communal grand entrance, via six stone steps. Georgian property (1776) with varied history through Georgian/Victorian era and two world wars, spacious, high ceilings, chandeliers and many period features. Covered semi underground car parking space in adjoining building with no roads to cross to access Charlottesview or the beach.

Jan 14 – 21

G$29,925 GYD per night

Guest favorite

Guesthouse in Dorset

4.96 out of 5 average rating, 112 reviews

Seaside studio cabin minutes from 'secret' beach

Tucked away up an unmade track & five minutes walk from a 'secret' local beach; Cove Cabin is a compact, stylish, private space; perfect for a couple or two companions. On the doorstep of lesser known beaches & gardens but not far from Weymouth's bustling scenic harbour & golden sands. Ideal stop off whilst walking the SW Coast Path. The perfect area for watersports, wild swimming, walking, mooching around the harbour & locality, sampling the local seafood & eateries & just simply relaxing.

Jul 14 – 21

G$25,807 GYD per night

Guest favorite

Condo in Weymouth

4.91 out of 5 average rating, 333 reviews

Cosy beach front 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.

Jan 18 – 25

G$29,877 GYD per night

Guest favorite

Shepherd’s hut in West Bexington

4.97 out of 5 average rating, 346 reviews

The Seaside Shepherd’s Hut

Fall asleep to the sound of waves on shingle in this stunning, hand-crafted oak shepherd’s hut. In winter the Hut is cosy with double glazing, a wood burner plus radiator. In summer relax on the deck to enjoy glorious views of Lyme Bay in an AONB on the World Heritage Jurassic Coast. Nestling in the garden, Chesil Beach and the South West Coast Path are 30 seconds away down a private path. Watch magnificent sunsets over the bay and enjoy stargazing in our dark skies.

Jan 30 – Feb 6

G$28,067 GYD per night

Guest favorite

Apartment in Chickerell

4.95 out of 5 average rating, 140 reviews

Little Knapp

In a designated area of outstanding natural beauty “Little Knapp” a modern coach house style self contained studio apartment is nestled within a private hamlet very close to all the amenities of Chickerell and within a five minute drive of the coastal resort of Weymouth. Situated on the famous Jurassic coast road and only a five minute walk to join the Jurassic South Coast foot path, “Little Knapp” is ideally placed for exploring the wonderful county of Dorset.

Aug 6 – 13

G$25,222 GYD per night

Guest favorite

Cottage in Fortuneswell

4.98 out of 5 average rating, 185 reviews

Maidenwell Cottage. Near Chesil Beach, Portland

Maidenwell Cottage is a Grade II listed period property on Portland, the southernmost point of the Jurassic Coast that has been refurbished to a high standard, designed to make you feel at home. Chesil Beach, local shops, cafes and pubs are all a within a short walking distance. Maidenwell Cottage is perfect for families and couples looking for a cosy seaside retreat and those looking for a place to relax following a day of walking, climbing and water sports.

Jan 9 – 16

G$32,929 GYD per night

Guest favorite

Apartment in Weymouth

4.9 out of 5 average rating, 338 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! ...hikes, cycle, kayak, swim, run! Please note: Beach terrace shared with shop - can get busy in July/August period.

Apr 20 – 27

G$17,301 GYD per night

Guest favorite

Tiny home in Weymouth

4.85 out of 5 average rating, 140 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 stop. 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.

Jan 15 – 22

G$18,341 GYD per night

Guest favorite

Chalet in Weymouth

4.95 out of 5 average rating, 166 reviews

Summer Lodge

The Summer Lodge boasts uninterrupted and unrivaled views of the Fleet Lagoon and world famous Chesil Beach from its elevated position on the Jurassic Coast path. 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.

Jul 20 – 27

G$69,954 GYD per night

Guest favorite

Place to stay in Weymouth

4.94 out of 5 average rating, 206 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.

Sep 24 – Oct 1

G$52,646 GYD per night

Guest favorite

Apartment in West Bay

4.91 out of 5 average rating, 186 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.

Jan 31 – Feb 7

G$26,949 GYD per night