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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Top guest favorite

A spacious window offers sweeping views of the sandy beach and the sea, filled with people enjoying the shore. The inviting window seat features soft cushions, enhancing the relaxing ambiance while vibrant colors are reflected in the glass.

Condo in Dorset

4.91 out of 5 average rating, 130 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 favorite

An aerial view captures a wide expanse of water surrounded by lush greenery and serene neighborhoods. The landscape features a mix of residential areas with houses lining the shore and open spaces, all reflecting the calm blue tones of the water.

Home in Dorset

4.88 out of 5 average rating, 170 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.

Top guest favorite

An aerial view captures the coastline along Sandbanks, with sandy beaches extending into the distance. A curve of the road borders the beach, lined with buildings that overlook the seaside. The horizon features scattered clouds above a calm sea, reflecting shades of blue and tan.

Apartment in Dorset

4.95 out of 5 average rating, 110 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!!!

Top guest favorite

A balcony view showcasing the scenic Poole Harbour, lined with gentle waves and sandy beaches in the distance. The foreground features a statue surrounded by greenery, with decorative lights adding a subtle touch. A clear sky complements the inviting atmosphere.

Condo in Poole

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.

Guest favorite

A charming harbourside cottage is viewed from across the water, showcasing a two-story facade with various window styles. A small boat is docked in the foreground, while the surrounding buildings exhibit a mix of soft colors and architectural features that complement the waterfront setting.

Cottage in Dorset

4.95 out of 5 average rating, 127 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.

Top guest favorite

An aerial view reveals the proximity of the property to the beach, with a sandy shoreline extending along the coastline. The Cove House Inn is visible nearby, as well as neighboring houses and the coastal path. The clear blue water contrasts with the sandy shore.

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.

Top guest favorite

A cozy sitting room features a combination of exposed stone and modern decor. A plush dark sofa and green armchair are positioned around a wooden coffee table. Natural light enters through the large window, which is dressed with white shutters. A television is mounted on the wall.

Home in Lyme Regis

4.99 out of 5 average rating, 240 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

An outdoor dining area features a table with six chairs, accompanied by an umbrella for shade. Two lounge chairs are positioned nearby, overlooking a vast ocean view. Lush green grass extends towards the horizon, with a stone wall visible in the distance.

Cottage in Bridport

4.9 out of 5 average rating, 122 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.

Top guest favorite

A scenic view of a calm harbor features various boats moored along the waterfront. Buildings with a mix of architectural styles line the opposite bank, displaying warm colors under a partly cloudy sky. A bird is seen flying overhead, adding to the tranquil atmosphere.

Townhouse in Dorset

4.94 out of 5 average rating, 112 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

A scenic view of Weymouth Harbour features colorful boats moored along the waterfront. The turquoise water reflects the clear blue sky, and lively buildings line the quay, showcasing a mix of residential and commercial properties. Visitors can be seen walking along the promenade.

Condo in Dorset

4.82 out of 5 average rating, 137 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.

Top guest favorite

A bright and inviting area features a large window draped with sheer curtains, allowing natural light to flood in. A small wooden table with two chairs is positioned near the window, complemented by decorative items on the wall and a plant on the table.

Tiny home in Weymouth

4.88 out of 5 average rating, 206 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.

Top guest favorite

A cozy sitting area is positioned by a large window, providing a clear view of the beach and sea. A blue armchair sits invitingly, with wooden railings framing the space. Light streams in, enhancing the bright, airy ambiance.

Home in Dorset

4.97 out of 5 average rating, 147 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).