Waterfront vacation rentals in Isle of Portland

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Top-rated waterfront accommodations in Isle of Portland

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Top guest favourite

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.

Guest favourite

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

Guest favourite

Townhouse in Dorset

4.91 out of 5 average rating, 109 reviews

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.

Guest favourite

Tiny homes 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 🌞 🌊🏝❤️ 🫂 😊

Guest favourite

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.

Top guest favourite

Hut in Dorset

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.

Guest favourite

Condo in Dorset

4.91 out of 5 average rating, 105 reviews

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.

Guest favourite

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 favourite

Apartment in Poole

5 out of 5 average rating, 102 reviews

Sunset Cabin. Right on the Water's Edge! Stunning!

Welcome to Sunset Cabin! A fabulous one-bedroom waterside garden apartment, backing directly onto the Blue Lagoon and Poole Harbour, overlooking Brownsea Island. A haven for birdlife and stunning sunsets! Peaceful and so close to nature, whilst being centrally located in desirable Lilliput. Enjoy the beautiful view from your bed! Our jetty and slipway, two kayaks and paddleboards are there for you to enjoy the Lagoon and experience the Harbour.

Top guest favourite

Tiny homes 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 favourite

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 favourite

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.