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Waterfront holiday rentals in Isle of Portland

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Top-rated waterfront rentals in Isle of Portland

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

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Guest favourite
An open plan kitchen and living area is showcased, featuring a modern kitchen island with three high bar stools. The living space includes a comfortable sofa accented with several cushions, while large windows allow natural light to fill the room.
Apartment in Portland

1 Bed home near Sailing academy Portland, Weymouth

The home is located in Portland near to a Port and 5 miles to Weymouth also 10 min walk to sailing academy 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 showerThere is a sofa bed on request Parking is nearby but free parking is available in the street

4.92 out of 5 average rating, 590 reviews
Guest favourite
A balcony with panoramic sea views is highlighted by a small dining set featuring four yellow chairs and a matching table. Sunlight illuminates the area, enhancing the inviting space for relaxation or meals.
Townhouse in Portland

Bright & beautiful 4 bedroom house with sea views

We're very excited to have installed a large balcony overlooking the sea, we hope you'll fall in love with Coastguard's Vantage as much as we have. Many of the rooms have sea views A 3min walk from Chesil Beach, it's the perfect base for experiencing the world famous walks We'll give you a guide about all the free parking spaces within 2mins walk from the house A utility room with washing machine & dryer has space to store boards, sails etc It's also close to the National Sailing Academy.

4.91 out of 5 average rating, 141 reviews
Guest favourite
A serene outdoor seating area is highlighted, featuring two wicker armchairs with soft cushions and a glass-topped table. Beyond, the tranquil Fleet Lagoon reflects sunlight, providing picturesque views, while colorful flowers add a touch of warmth to the setting.
Chalet in Weymouth

Summer Lodge

The Summer Lodge boasts uninterrupted views of the Fleet Lagoon and world famous Chesil Beach from its elevated position on the South West Coast Path (Jurassic Coast). 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. Our sea view lodge sleeps 6 people. There are 2 double bedrooms and a small double sofa bed.

4.95 out of 5 average rating, 241 reviews
Guest favourite
Holiday park in West Lulworth

Sea View Chalet - Durdle Door

Our Chalet is a treasured home away from home, overlooking stunning Durdle Door, a World Heritage Site on the beautiful Dorset Jurassic Coast…. The chalet has a large decking overlooking the sea, it’s a total escape…..it has 1 King Double bedroom with en-suite, & 1 twin, 2 shower rooms & fully fitted modern kitchen/living area which opens onto the large decking area and panoramic views of the sea… to the left is Lulworth Cove, to the right the Isle of Portland, amazing sunrises and sunsets!

4.95 out of 5 average rating, 122 reviews
Guest favourite
A large window presents a stunning view of the beach and sea, illuminated by natural light. The light curtains gently frame the window, while a television stands on a dresser nearby. The serene coastal scenery offers a glimpse of a sandy beach and distant hills.
Apartment in Weymouth

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.

4.92 out of 5 average rating, 516 reviews
Guest favourite
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 Weymouth

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.

4.93 out of 5 average rating, 151 reviews
Superhost
A living room is presented with a navy blue feature wall and elegant chandeliers. A plush blue sofa and floral upholstered chairs provide seating around a central coffee table. A decorative mirror and artwork enhance the space, complemented by a non-working fireplace.
Flat in Weymouth

Esplanade: Beach front, Regency flat with parking

Alexandra House, Esplanade is on the seafront overlooking Weymouth’s glorious sandy beach and close to the bandstand, Pavilion theatre, harbour and town centre. This stunning Grade II listed property retains many of its original features and has a modern kitchen, new bathroom and free parking at the rear of the property for one car. This ground floor flat has been refurbished to a very high standard - step into luxury on the seafront and enjoy the uplifting view over Weymouth Bay.

4.91 out of 5 average rating, 175 reviews
Top guest favourite
Apartment in Weymouth

Beachside View

Enjoy easy access both beach and town centre from this beachfront couples' retreat. This top floor (3rd floor) flat has panoramic views across the bay and there's even a telescope. This apartment is right next to a M&S food hall and within 100m of a fish n chip shop, a Chinese takeaway, a traditional pub and several bars and restaurants. There is a king size bed in the bedroom and a sofa that pulls out into a bed in the lounge. Access to the bathroom is through the bedroom.

4.91 out of 5 average rating, 157 reviews
Guest favourite
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.
Apartment in Weymouth

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.

4.84 out of 5 average rating, 189 reviews
Top guest favourite
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

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.

4.91 out of 5 average rating, 289 reviews
Top guest favourite
A view of a charming seafront street, lined with historic buildings in various hues. Pedestrian-friendly spaces are visible, with outdoor seating outside restaurants. The well-maintained promenade leads towards the beach, highlighting the vibrant coastal atmosphere of Weymouth.
Flat in Weymouth

Flat One The Beaches

New for 2026 parking permit for Zone F on street parking ‼️ Please be aware when parking not to park in disabled zones these are not always marked very clearly. The permit does not guarantee a parking space especially in the summer months Therefore, you may incur extra costs parking in the long stay car parks‼️ ‼️The apartment is in a central position & can be noisy in the evenings especially at the weekends‼️

4.9 out of 5 average rating, 501 reviews
Top guest favourite
A spacious deck overlooks the tranquil Fleet Lagoon, featuring a glass-topped table surrounded by four wicker chairs. A cushioned seating area is positioned nearby, inviting relaxation under the expansive sky filled with scattered clouds.
Place to stay in Weymouth

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.

4.95 out of 5 average rating, 298 reviews

Popular amenities for waterfront rentals in Isle of Portland

KitchenWifiPoolFree parking on premisesAir conditioning

Waterfront apartment rentals

Top guest favourite
The image shows a beachfront restaurant with a large awning displaying the name 'ROCKFISH.' Multiple outdoor tables are visible on a balcony above. The building's facade features light-colored walls and large windows, contributing to a welcoming atmosphere by the sea.
Flat in Weymouth

Beachfront apartment - balcony and parking permit

4.93 out of 5 average rating, 280 reviews
Guest favourite
An open-plan living area features a leather sofa draped with a vibrant red throw and accent cushions. A coffee table sits on a patterned rug, with a kitchenette showcasing wooden cabinets and appliances, including a fridge, microwave, and stove.
Flat in Weymouth

Hideaway

4.79 out of 5 average rating, 247 reviews
Top guest favourite
A sandy beach is visible with gentle waves lapping at the shore. Several individuals can be seen enjoying the water and beach activities, while the coastline extends into the distance. A clear blue sky and soft clouds enhance the inviting coastal scene.
Flat in Weymouth

(Upper Deck) Beachside studio Weymouth

4.91 out of 5 average rating, 468 reviews
Superhost
A row of historic seaside buildings is illustrated along the waterfront, reflecting in the calm water below. A clock tower stands prominently amongst the architecture. The blue sky is dotted with clouds, contributing to the serene coastal ambiance.
Flat in Weymouth

Belle View Apartment

4.77 out of 5 average rating, 140 reviews
Top guest favourite
A variety of fishing boats and yachts are anchored in the calm harbor waters, with the historic row of buildings in the background featuring distinct thatched roofs. The clear blue sky reflects on the water, enhancing the serene coastal scene.
Flat in Bridport

Jurassic View, Pier Terrace

4.97 out of 5 average rating, 349 reviews
Top guest favourite
An open-plan kitchen area is presented with a view of the harbour through large, multi-pane windows. A stainless steel sink is positioned beside the window, with kitchen storage visible. A round dining table with chairs is located near the windows, inviting natural light.
Flat in Bridport

By The Harbour Apartment

4.92 out of 5 average rating, 290 reviews
Guest favourite
A bright living area features a comfortable gray sofa and a glass coffee table resting on a natural fiber rug. Exposed brick accents and large windows provide ample light. A round mirror and wall art enhance the decor, while a cozy dining space is nearby.
Flat in Bridport

The Cornish studio

4.87 out of 5 average rating, 126 reviews
Top guest favourite
An inviting living area features two comfortable wicker armchairs adorned with patterned cushions. A small television is positioned on a stand, with a coastal-themed painting above. Natural light streams through shuttered windows, creating a warm atmosphere in this open plan space.
Flat in Bridport

Ground Floor Garden Flat within West Bay Harbour

4.83 out of 5 average rating, 188 reviews

Waterfront house rentals

Guest favourite
The contemporary chalet is designed with large glass doors that open onto a spacious deck. The exterior features wooden cladding, with views of the surrounding green hills and the sea visible through the reflections in the glass. Natural light floods the interior space.
Home in Eype

Beautiful beachside home, amazing sea view & walks

4.92 out of 5 average rating, 361 reviews
Superhost
A spacious bedroom features a comfortable bed with plush bedding, accentuated by decorative cushions. Light yellow wallpaper adds a touch of brightness, while subtle decor elements like framed artwork and flowers enhance the setting. A bedside table is positioned beside the bed, contributing to the overall inviting ambiance.
Home in Weymouth

SUNNY DAYS - “With parking”-3 minutes from beach

4.88 out of 5 average rating, 195 reviews
Guest favourite
A colorful striped hammock is anchored between wooden posts in a sheltered outdoor space. A wood-burning stove stands nearby, with comfortable seating arranged around a low table. Sunlight streams in, illuminating the view of the lush green lawn and the sea in the distance.
Home in Portland

Seaview Home w/Private Garden,BBQ,Decking,Fire Pit

4.88 out of 5 average rating, 77 reviews
Top guest favourite
Home in West Lulworth

Historic Grade 2 Listed House in Lulworth Cove

4.98 out of 5 average rating, 93 reviews
Top guest favourite
A view from an open window reveals the tranquil harbour with reflections of colorful buildings and docked boats. Light streams in, enhancing the serene atmosphere of the outdoor setting.
Home in Weymouth

Sea Pilot's Cottage | Weymouth harbour | Sleeps 6

5.0 out of 5 average rating, 92 reviews
Top guest favourite
The living room features comfortable seating options, including a brown leather sofa and light grey armchairs. A large wooden coffee table sits in the center, surrounded by a soft area rug. Natural light floods the space through large windows adorned with light curtains.
Home in Weymouth

Harbourside Townhouse - Sleeps 8

4.98 out of 5 average rating, 62 reviews
Top guest favourite
The exterior view of the beachside cottage features a spacious balcony with glass railings overlooking the sea. A wooden picnic table is placed on the patio below, surrounded by brick walls. The inviting entrance showcases large windows that enhance natural light.
Home in Weymouth

Beachside Cottage with Panoramic views of the sea

4.97 out of 5 average rating, 64 reviews
Guest favourite
The exterior of the holiday home features a spacious patio area with stone steps leading to the large glass doors of the living space. A hot tub is positioned on the patio, along with a dining set under a large umbrella, surrounded by well-maintained gardens.
Home in Weymouth

Comfort Hill - Luxury, hot tub, sea views

5.0 out of 5 average rating, 35 reviews

Waterfront apartment rentals

Top guest favourite
A dining area is set with two plates and a wine glass, positioned near a large bay window. This space offers views of the marina, showcasing boats and the surrounding waterfront, while natural light brightens the interior.
Apartment in Weymouth

No.26 Marina view apartment with parking permit

4.95 out of 5 average rating, 124 reviews
Guest favourite
The image captures a vibrant beachfront scene with a row of white deck chairs arranged along the sandy shore. A historic building featuring ornate architecture and a colorful ice cream shop banner stands prominently in the background under a clear blue sky.
Apartment in Weymouth

Top-Floor Beachfront Apartment. Stunning Sea Views

4.9 out of 5 average rating, 166 reviews
Guest favourite
A charming brick building is seen beside a calm river, reflecting sunlight. Lush greenery and tall grasses border the water, while the structure features multiple windows framed by ivy. The outdoor seating area is positioned near the riverbank, enhancing the serene environment.
Apartment in Durweston

Beautiful riverside apartment, enclosed garden

4.92 out of 5 average rating, 118 reviews
Guest favourite
An aerial view captures the seaside location, showing the apartment building along the beachfront. The vibrant beach is visible, with sunbathers enjoying the sand, and fishing boats lined along the shore. Lush green cliffs rise in the background against a bright blue sky.
Apartment in Bridport

2 bed apartment overlooking harbour west bay

4.85 out of 5 average rating, 187 reviews
Top guest favourite
The spacious living area features comfortably arranged sofas and a wooden coffee table. Large windows provide ample natural light, and a dining table is situated nearby. The room is accented by warm wood tones and soft textiles, creating a welcoming environment.
Apartment in Somerset

High-spec apartment, river views

4.96 out of 5 average rating, 185 reviews
Top guest favourite
A rustic building is set along a gravel pathway, featuring large windows and a classic exterior. Planters with blooming flowers are placed beside the entrance. A vintage piece of farm equipment is positioned on the ground, adding character to the scene.
Apartment in Worth Matravers

Lake View Studio -Wareham Dorset "Daisy"

5.0 out of 5 average rating, 101 reviews
Top guest favourite
A brightly colored fishing boat with orange buoys rests calmly in the water, reflecting surrounding buildings and a clear blue sky. The harbour is lined with small boats, while the modern waterfront apartments create a contemporary backdrop.
Apartment in Bridport

A harbour view Jurassic Coast gem.

4.99 out of 5 average rating, 153 reviews
Top guest favourite
The open plan living area features a light-colored sofa and armchair positioned around a soft rug. A glass door leads to the balcony adorned with potted flowers. A chandelier hangs from the ceiling, and a wooden sideboard is placed against the wall, reflecting natural light.
Apartment in Bridport

Beautiful Harbourside Apartment

4.98 out of 5 average rating, 385 reviews

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