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Waterfront vacation rentals in Chesil Beach

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Top-rated waterfront rentals in Chesil Beach

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

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Top guest favorite

An expansive wooden deck is featured, with a modern round fire pit positioned among lush greenery and vibrant flowers. Large glass doors allow views into the interior space, which is visible beyond the deck. The natural landscape extends in the background under a clear sky.

Shepherd’s hut in Lyme Regis

4.99 out of 5 average rating, 117 reviews

Headland Hideaway Shepherd's Hut in Lyme Regis

SHEPHERDS HUT An opulent hideaway retreat nestled on the Lyme Bay headland with uninterrupted ocean views, perfect for romantics & family adventurers. With an expansive sundeck, fire pit & swimming pool & endless expanse of garden. Embark on the most charming private adventure from bedroom shepherd's hut & adjacent shower room to the architectural wonder of the glass framed kitchen, diner & sitting room with freestanding log burner & stylish interior. Sit and wonder at the expanse of ocean views

Top guest favorite

The image features a sweeping view of the tranquil sea, with boats dotting the water under a bright blue sky. In the foreground, tropical plants and a statue create a serene backdrop, enhancing the coastal ambiance.

Guest suite in Weymouth

4.95 out of 5 average rating, 401 reviews

Charlottesview - On The Beach with Parking inc.

Situated overlooking Weymouth Bay and the South West Coast Path with direct beach access through the car park and garden. Ground floor apartment access through secure communal grand entrance, via six stone steps. Georgian property (1776) with varied history through Georgian/Victorian era and two world wars, spacious, high ceilings, chandeliers and many period features. Covered semi underground car parking space in adjoining building with no roads to cross to access Charlottesview or the beach.

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.

Condo in Dorset

4.91 out of 5 average rating, 465 reviews

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

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

4.96 out of 5 average rating, 206 reviews

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.

A lush garden path winds through greenery, leading to serene sea views in the background. A well-kept patio area with a table and seating is visible, surrounded by various plants and flowers, enhancing the peaceful ambiance.

Tiny home in Dorset

4.87 out of 5 average rating, 346 reviews

The Zen Den🙏Relaxing🦋 Cosy🌸Idyllic🌊Location🌿

The Zen Den is an annexe off our bungalow, with own front door access. Bath with shower, toilet. Washing machine, microwave, fridge/freezer. No oven or hob, kitchenette for food prep, sofa bed & bistro set. Bedroom - Double bed with bamboo mattress topper for comfort, with garden view. Patio with seating area, beautiful garden with unbelievable sea views over the amazing Chesil Beach Jurassic Coastline🌊🌞 Back gate onto the Jurassic coastal path. Special Location 🌞 🌊🏝❤️ 🫂 😊

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, 133 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.

A private entrance is framed by stone pillars topped with blue spheres. The pathway leads through lush green grass towards the sea, lined with tall, slender trees under a partly cloudy sky. The openness invites exploration towards the Short House.

Cottage in Bridport

4.9 out of 5 average rating, 123 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 secluded cabin is nestled among trees, overlooking a tranquil pond. A wooden deck extends from the cabin, featuring outdoor seating. The cabin's large windows reflect the surrounding greenery, enhancing the sense of privacy and harmony with nature.

4.95 out of 5 average rating, 133 reviews

Peaceful lake side cabin

Get cozy and settle into this rustic little space. It’s a very peaceful spot to sit and watch the king fishers, swallows & wild deer. The outer kitchen has a wood burning stove, no extra charges for wood, coal & fire lighters. There’s a double gas hob & BBQ. Kitchen sink with hot water. Toilet. Indoor hot shower. Large towels provided. Table & chairs. Inside the cabin there is heating for chilly evenings. Cozy up on the comfy love chair. Or sit on the decking to star gaze.

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.

Apartment in Weymouth

4.9 out of 5 average rating, 424 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.

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

4.89 out of 5 average rating, 218 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 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

4.94 out of 5 average rating, 260 reviews

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.

Top guest favorite

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.

Apartment in Weymouth

4.91 out of 5 average rating, 412 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! ...(NEW : ‘Beryl bikes’ nearby!) Great vibe at the famous Oasis Cafe nearby.

Vacation rentals for every style

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A space thats all yours, with room for everyone

Popular amenities for Chesil Beach waterfront rentals

Free parking on premises

Air conditioning

Waterfront apartment rentals

A private terrace area features a small round table with a chair and a lounge chair. Surrounding floral planters display a variety of vibrant flowers, complemented by greenery in the background. The space offers a serene spot to enjoy the outdoor ambiance.

Apartment in Dorset

4.92 out of 5 average rating, 379 reviews

Stanton garden apartment with sunny terrace, Lyme.

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.

Apartment in Dorset

4.78 out of 5 average rating, 120 reviews

Belle View Apartment

An expansive view of the coastline at dusk, showcasing soft waves lapping against the sandy beach. Clouds reflect hues of grey and orange in the sky, with a distant cliff visible on the left. The water appears calm, enhancing the serene atmosphere of the scene.

Apartment in Swanage

4.81 out of 5 average rating, 162 reviews

One Bed Apartment With Sea Views

Top guest favorite

A modern living space is presented with a grey sectional sofa featuring a yellow accent pillow. A stylish kitchen area, equipped with sleek cabinetry and bar seating, is visible in the background. A vibrant yellow cabinet complements the decor, while light streams in through large windows.

Apartment in Dorset

4.94 out of 5 average rating, 190 reviews

By The Quay

A functional kitchen area features modern appliances and ample counter space, with a peach-colored backsplash adding a touch of warmth. A round black dining table is surrounded by four black chairs, complemented by a vase of greenery that enhances the inviting feel of the space.

Apartment in Dorset

4.89 out of 5 average rating, 35 reviews

Sea Glimpse- Stunning Studio on Seafront

Top guest favorite

The image captures a serene sunset view over Poole Harbour, with the sun dipping below the horizon. Soft clouds are visible in the sky, reflecting warm hues of orange and pink, while the calm water mirrors the colors. Boats are silhouetted in the distance.

Apartment in Dorset

4.96 out of 5 average rating, 120 reviews

SHOREBANKS - Harbour View Apartment in Sandbanks.

An exterior view of the annexe is presented, displaying its charming architecture set against a natural backdrop. Lush greenery surrounds the property, including a greenhouse and blooming flowers. Gravel pathways lead towards the entrance, emphasizing the serene outdoor environment.

Apartment in Blandford Forum

4.84 out of 5 average rating, 266 reviews

Spacious Riverside Annexe & garden

Top guest favorite

A cozy bedroom is featured with a spacious bed adorned with soft linens and decorative pillows. A bedside lamp and a small radio are placed on a nearby dresser, while a heart-shaped cushion adds a touch of charm. A mirror is positioned on a small desk, enhancing the inviting atmosphere.

Apartment in Dorset

4.95 out of 5 average rating, 526 reviews

Swanage Centre of Town Apartment Superb Sea Views!

Waterfront house rentals

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.

4.89 out of 5 average rating, 174 reviews

SUNNY DAYS - Free parking. 3 minutes from beach

A comfortable living area features a plush sofa and a wooden coffee table. A bright window allows natural light to fill the space, highlighting a potted plant. A decorative basket and a wall-mounted television contribute to the inviting atmosphere.

4.92 out of 5 average rating, 119 reviews

Dibbens Townhouse

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.

4.91 out of 5 average rating, 299 reviews

Beautiful beachside home, amazing sea view & walks

A modern house with a bright exterior features multiple levels and a large garden. A spacious balcony is seen above, while vibrant flowers in the foreground add color to the landscape. A shaded dining area is visible on the patio, inviting relaxation.

Home in Burton Bradstock

5 out of 5 average rating, 38 reviews

Lovely Sea view Detached house by Hive Beach

A spacious deck features a large wooden table surrounded by six chairs, providing a perfect spot to enjoy the views. The landscape beyond includes rolling hills meeting the sea, with a clear blue sky dotted with light clouds.

Home in Worth Matravers

4.96 out of 5 average rating, 158 reviews

Beautiful Dorset getaway with stunning sea views.

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.

4.97 out of 5 average rating, 157 reviews

Stylish Beach House moments from the beach

A serene bedroom showcases a spacious bed with a beige throw and teal towels folded neatly on top. A vintage-style wardrobe and a dresser in natural wood tones complement the dark green walls. Light enters through bay windows adorned with stylish blinds, highlighting a framed quote on the wall.

4.86 out of 5 average rating, 187 reviews

Cottage close to beaches and restaurants

Top guest favorite

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.

5 out of 5 average rating, 38 reviews

Sea Pilot's Cottage | On the harbour | Sleeps 6

Waterfront condo rentals

Top guest favorite

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.

Condo in Somerset

4.95 out of 5 average rating, 137 reviews

High-spec apartment, river views

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, 138 reviews

Beachfront Penthouse Apartment. Stunning Sea Views

Top guest favorite

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.

Condo in West Bay

4.97 out of 5 average rating, 336 reviews

Beautiful Harbourside Apartment

A clear view of Poole Harbour is presented, showcasing calm waters and boats docked along the marina. Sunlight enhances the vibrant scene, while a bustling promenade with benches and lampposts lines the waterfront, creating an inviting outdoor atmosphere.

4.87 out of 5 average rating, 141 reviews

Panoramic Harbour views in historic apartment

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.

Condo in West Bay

4.85 out of 5 average rating, 151 reviews

2 bed apartment overlooking harbour west bay

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.

Condo in Weymouth

4.92 out of 5 average rating, 432 reviews

Stunning Beachfront apartment overlooking the sea

Top guest favorite

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.

Condo in West Bay

4.98 out of 5 average rating, 133 reviews

A harbour view Jurassic Coast gem.

A balcony is adorned with vibrant red flowers, offering a scenic view of the sea and nearby boats. The space features outdoor seating for enjoying the coastal ambiance, with the sky displaying a mix of clouds and blue above.

Condo in Dorset

4.81 out of 5 average rating, 221 reviews

East Winds Apartment Fabulous sea view 🏖

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