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

4.91 out of 5 average rating, 121 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 on your doorstep.

Guest favourite

Flat

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

Apartment

4.98 out of 5 average rating, 205 reviews

Sandbanks snug

Bright contemporary top floor apartment on Sandbanks across the road overlooking Poole harbour.. Hence amazing harbour views with beautiful sunsets to absorb.. Great place for water sports enthusiasts with hiring facilities right opposite! 7 mile stretch of sandy beaches are a short 2 minute stroll away by Jazz cafe. Bus stops for Swanage/ Poole/Bournemouth.. One Car parking space to the rear of the block is available with apartment.. I will be here to meet guests upon their arrival.

Superhost

Cottage

4.9 out of 5 average rating, 105 reviews

Waterfront 5 bedroom Cottage in Beautiful location

My place, Ower Quay, is close to family-friendly activities, public transport, beaches, Corfe Castle, Swanage and Studland. Monkey World, Tank Museum and Jurassic Coast are on your doorstep. You’ll love my place because of the water views, beautiful walks and wonderful wildlife. My place is good for families and big groups. In August/Xmas/New Year, 5 night min. Additional nights on request. Price is based on 3 night min booking, contact me if you require a price for one/two nights.

Guest favourite

Cottage

4.95 out of 5 average rating, 123 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

4.9 out of 5 average rating, 288 reviews

★ Seaside Escapes Short Lets & Serviced Accommodation Poole ★ 🗝 Sleeps Up to 4 Guests 🗝 Incredible Sea Views 🗝 Bedroom 1 - 1 x King-size Bed with Balcony 🗝 Bedroom 2 - 1 x Double Bed 🗝 Open-plan Living Room 🗝 Fully Equipped Kitchen with Sea Views 🗝 Private Decking Area 🗝 Free WiFi Ideal for: 🗝 Families 🗝 Friends 🗝 Couples ★ Enjoy stunning sea views, a private park, and easy access to Poole Quay's attractions. Just a short drive to award-winning Sandbanks beaches★

Guest favourite

Home

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

4.99 out of 5 average rating, 226 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.

Guest favourite

Cottage

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

Flat

4.9 out of 5 average rating, 385 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! ...(Now ‘Beryl bikes’ nearby!) Great vibe at the famous Oasis Cafe nearby. Please note: Beach terrace shared with shop - can get busy in July/August period.

Guest favourite

Townhouse

4.93 out of 5 average rating, 106 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

4.82 out of 5 average rating, 127 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.