Waterfront holiday rentals in Weymouth and Portland District

Find and book unique waterfront rentals on Airbnb

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 favourite

Apartment in Dorset

4.91 out of 5 average rating, 124 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 favourite

Apartment in Swanage

4.94 out of 5 average rating, 145 reviews

Seafront & Views, Central Swanage, Victorian flat

Charming and spacious (70 m2/750 sqft) seafront flat, recently renovated with new bathroom, wooden floors in bedrooms, living room ... Right on The Square in the centre of Swanage. Just park your car, all you need is literally on your doorstep (Sand, Beach, Walks, Fish & Chips, Tea Rooms, Coffee shop, Shops, Crabbing, Fishing, Kayaking, etc ). A great base to explore Studland, Durleston & Corfe Castle, Lulworth Cove, Kimmeridge etc. Digital essentials incl: Wifi, TV, Sonos, Amazon Fire

Guest favourite

Home in Dorset

4.89 out of 5 average rating, 164 reviews

Cottage close to beaches and restaurants

A beautiful two bed house with garden and off street parking in an excellent location in Poole Dorset. The property features a new luxury bathroom installed in June 2021. There is an additional double sofa bed in the second living room. The property is moments from popular Ashley Cross with its bustling bars and restaurants and only a five minute drive to the award winning beaches of Sandbanks and Branksome Chine. Guests also have the open spaces of Poole Park only 5 minutes walk away.

Guest favourite

Flat in Dorset

4.95 out of 5 average rating, 108 reviews

SHOREBANKS - Harbour View Apartment in Sandbanks.

SHOREBANKS No 4 Sandacres in Sandbanks on the corner of Shore Road / Banks Road, right on the beach! Located on first floor and provides 2 bedrooms, lounge / diner, shower bathroom, chill / hide out room, spacious 130sq. ft balcony (rare!) with amazing views / sunsets over Poole Harbour, Brownsea Island and in the distance the Poole Quay area. Looking at our photo's is a real must!!! Relax on the balcony and just watch some amazing views, there is always something interesting to see!!!

Guest favourite

Cottage in Dorset

4.95 out of 5 average rating, 124 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 favourite

Home in Dorset

4.96 out of 5 average rating, 114 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 favourite

Home in Lyme Regis

4.99 out of 5 average rating, 229 reviews

Grand Cosy Stay by the Seaside in Lyme Regis

‘Waterside’ sits on the River Lym, originally built in the 1800’s, inspired by France in the busy port trading days of Lyme Regis. This well photographed house commands its place along this notable stretch of water. Completely and beautifully renovated in early 2021. Enjoy views from the middle and top floor overlooking the 17th century Gosling Bridge and the ‘Lynch’ where the waterway divides to service the town mill. 4-minute walk to the beach, artisan shops & high street.

Superhost

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 favourite

Townhouse in Dorset

4.94 out of 5 average rating, 108 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

Apartment in Dorset

4.82 out of 5 average rating, 132 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 favourite

Tiny home in Weymouth

4.88 out of 5 average rating, 196 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 favourite

Home in Dorset

4.97 out of 5 average rating, 137 reviews

Stylish Beach House moments from the beach

Bay House enjoys an exceptional seafront position just moments from the sandy beach and is located in the historic Cobb Hamlet. Presented in a modern contemporary style with great attention to detail, the property takes in incredible views of the sandy beach, sea and West Dorset Coastline. It lies just a few steps from the beach and Lyme’s famous Cobb Harbour. English Tourist Board rating 5* (2021).