Waterfront vacation rentals in Weymouth and Portland District

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Top-rated waterfront rentals in Weymouth and Portland District

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

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Guest favorite

Townhouse in Dorset

4.95 out of 5 average rating, 125 reviews

CLOUD 9 🦚 Homely & Happy 😊 Near the Beach 🌊🐟🌞

CLOUD9 was designed with extreme love by our family 🧡🌿 Original features with a twist of vintage & new decor 😊 Frontroom/Dining Room area, kitchen with downstairs toilet & door to enclosed patio. 1st Floor with a spacious shower room. Peacock 🦚 bedroom. Blossom bedroom🌸 bay window with sea views 🌊 Attic room twin bedroom, velux windows with sea views. All furnishings are comfy, cosy 🧡 homely & happy 🙂 The beach 🌊 is 5 minutes bimble, a local co-op, fish & chip shop & pubs🐟 😊

Guest favorite

Condo in Dorset

4.91 out of 5 average rating, 116 reviews

Beachfront Penthouse Apartment. Stunning Sea Views

Beachfront Spacious Penthouse Apartment with free parking permit. Experience stunning panoramic sea views from ‘Sandpearl’ in Weymouth. On a prime seafront location and opposite the award winning long sandy beach. A couple of minutes walk into town and a stroll from the historic harbour area. Weymouth is a traditional seaside town with beachside cafes, restaurants, boutique shops, traditional fish & chips, harbour bistros, ice cream parlours & amusements. All amenities are on your doorstep.

Guest favorite

Condo in Dorset

4.9 out of 5 average rating, 395 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, 375 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 Dorset

4.95 out of 5 average rating, 121 reviews

Harbour's Edge Cottage - Nothe Parade, Weymouth

Beautiful harbourside cottage with fantastic outlook onto Weymouth harbour. This two bedroom cottage is delightfully decorated and has everything you need for a wonderful vacation. The kitchen is really well equipped & there is a washer dryer. The dining area (ground floor) is great for an evening meal & there is a view of the harbour from many of the rooms. The lounge has amazing views of the harbour and is located on the first floor along with the twin bedroom and main bathroom.

Guest favorite

Home in Dorset

4.96 out of 5 average rating, 113 reviews

Chesil Cove, Portland's jewel

Detached house in beautiful Chesil Cove, literally a pebble's throw from the sea. Perfectly situated for divers, sailors, walkers and anyone who enjoys beach life. Private parking for 2/3 cars. Pubs, restaurants and takeaways all in easy walking distance. Special features for divers and watersport fans include a hot water outside shower, lockable shed for stowing gear and drying racks for wetsuits. Well behaved dogs welcome. Dog towels and a cosy alcove for their bed available.

Guest favorite

Rental unit in Weymouth

4.9 out of 5 average rating, 376 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! 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

4.82 out of 5 average rating, 122 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, 394 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, 214 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, 179 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.