Beachfront vacation rentals in Isle of Portland

Find and book unique beachfront homes on Airbnb

Top-rated beachfront rentals in Isle of Portland

Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.

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Guest favourite

Guest suite in Weymouth

4.96 out of 5 average rating, 354 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. 7 – 14

$205 CAD per night

Guest favourite

Condo in Dorset

4.96 out of 5 average rating, 139 reviews

SPACIOUS GROUND FLOOR APARTMENT CLOSE TO BEACH

Spacious 2 bed ground floor apartment with all amenities including WIFI, garden, decked area for outside dining and BBQ . Each bedroom has a flat screen tv as does the lounge, with Netflix & Amazon prime. You have 1 hour parking on Cassiobury rd & there is free parking on the next rd over Charlton rd North & South. This amazing apartment is located approximately 5 /10 mins walk from the beach & town centre giving you easy access to the train station & harbour with amazing restaurants and pubs.

Oct. 2 – 9

$188 CAD per night

Guest favourite

Cabin in Dorset

4.97 out of 5 average rating, 131 reviews

Little India in the Heart of Bridport, Dorset

Do come and share our beautiful India themed self-catering wooden cabin in the heart of vibrant & historic market town Bridport, Dorset. Little India & Africa (also listed on AirBNB) are set in a beautiful oasis of flowers & plants. Double bedroom with on-suite shower and toilet facilities, fully fitted kitchen (including washing machine, dishwasher, plates, cups, saucepans) and a lovely sitting room with a sofa bed and complimentary Wi-Fi. We sadly can't host Children under 16 or dogs.

Nov. 23 – 30

$155 CAD per night

Guest favourite

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

$206 CAD per night

Guest favourite

Apartment in West Bay

4.96 out of 5 average rating, 252 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.

Oct. 28 – Nov. 4

$185 CAD per night

Guest favourite

Guest suite in Dorset

4.86 out of 5 average rating, 143 reviews

Beachfront location close to Jurassic coastline

This Grade 2 Georgian property overlooks beautiful Weymouth bay and is just 10 metres from the beach. The accommodation is a tasteful double bedroom and bathroom at the rear of the property with a private entrance and a pretty courtyard suitable for barbecues. There are lots of amenities close by, including a popular Italian bistro and beach cafe. The accommodation is perfectly situated to visit Dorset’s many attractions and is just a short walk to Weymouth town and harbour.

Jun. 20 – 27

$122 CAD per night

Guest favourite

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.

Jan. 13 – 20

$118 CAD per night

Guest favourite

Tiny homes in Weymouth

4.85 out of 5 average rating, 142 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

$120 CAD per night

Guest favourite

Chalet in Weymouth

4.95 out of 5 average rating, 168 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

$462 CAD per night

Guest favourite

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

$347 CAD per night

Guest favourite

Condo in Dorset

4.95 out of 5 average rating, 275 reviews

Your hideaway on Weymouth harbourside!

Harbour Hideaway....light and airy basement apartment with own courtyard in fantastic harbourside location. Permit parking for 1 car and dogs welcome. Main sandy beach 5 mins away and town is just across the bridge. Friday changeovers preferred if weekly durations. Please note that there are two single beds in the bedroom and a drop down King Size bed in the lounge (not in a separate room) x

Nov. 30 – Dec. 7

$160 CAD per night

Guest favourite

Cottage in Dorset

4.95 out of 5 average rating, 102 reviews

Spacious Family Cottage with Sea Views of Chesil

Chesil View Cottage is situated on the Isle of Portland, with spectacular views of the acclaimed Chesil Beach. A traditional style terraced Cottage, with sea views throughout the house. Perfect for families, friends and couples. Take a look at our Instagram page for more seasonal photos https://instagram.com/chesilview_cottage_holidaylet?utm_medium=copy_link

Apr. 7 – 14

$350 CAD per night