
Waterfront holiday rentals in Isle of Portland
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Isle of Portland
Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

The Lyme Nook | Hidden Gem in Heart of Lyme
Welcome to a stylish, warm, comfy stay at the famous blue shutter house in Lyme Regis, built in the 1800s. Private ground floor entrance & petite courtyard with interiors refurbished top to toe, this stay encapsulates everything ‘en vogue’ about apartment living’. With high spec designs from local & London design emporiums you can relax and enjoy views of the river Lym running by both the bedroom & lounge windows. This is a wonderful boutique stay and only a few minutes walk from shops & sea.

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

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.

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!

Strawberry Cottage
Lovingly restored and modernised by Harry in 2011, Strawberry Cottage is nestled by the river Wey in the village of Upwey, Dorset. This quaint property is close to the famous Jurassic Coast, within 4 miles of the seaside town of Weymouth and Dorchester town.Durdle Door / Lulworth Cove is an approximate 29 minute drive,and the main supermarket is 8 minutes away by car. Upwey has two pubs a busy tearoom,garden nursery and Tesco Express all within 5 to 10 minutes walk. Relax inside or out.

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.

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.

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.

Amazing converted church -Dorset’s Jurassic Coast
This dog friendly converted church is is typically available April to October each year. It consists of 2 large reception areas, 3 large double bedrooms and 2 bathrooms. ( one of which is en suite to the master bedroom. Surrounded by beautiful Dorset countryside the property is on the banks of River Frome and close to the Jurassic coast. Most of Dorset's main attractions are within 5 miles and all 30 mins by car.

Beachfront apartment - balcony and parking permit
Watch the sun rise and night fall over the bay from this charming, central Esplanade, Georgian first floor apartment with free parking permit. Looking directly onto Weymouth's award winning beach and just minutes from Weymouth's picturesque harbour and town. A comfortable, light and airy living space offering a large sea and beach view balcony with seating. Ideal for couples. Superfast Sky WiFi.

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.

The Beach Hut
*** self contained flat *** * Private Beach Access * Harbour Views * Paddle Board Hire £20 per board unlimited use for your stay * kitchenette * Bath & Shower * En Suite * Smart TV Light and breezy room with en suite bathroom, shower room and a kitchenette. Stroll down to the sea on the walkway and take your pick between relaxing on the wooden decking or the beach!
Popular amenities for waterfront rentals in Isle of Portland
Waterfront apartment rentals

Flat One The Beaches

Esplanade: Beach front, Regency flat with parking

By The Harbour Apartment

Stylish flat by the beach with stunning sea views.

One Bed Apartment With Sea Views

By The Quay

Lansdowne View - Weymouth (Sea Views)

(Upper Deck) Beachside studio Weymouth
Waterfront house rentals

Beautiful Seafront holiday home in great location

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

Dibbens Townhouse

Beautiful beachside home, amazing sea view & walks

Short House, Chesil Beach

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

Stylish Beach House moments from the beach

Sea Pilot's Cottage | Weymouth harbour | Sleeps 6
Waterfront apartment rentals

Top-Floor Beachfront Apartment. Stunning Sea Views

Beautiful Harbourside Apartment

On Sandbanks Beach · 2 BD · Free Parking

2RW your panoramic harbour views on Poole Quay

Seafront & Views, Central Swanage, Victorian flat

Beautiful riverside apartment, enclosed garden

2 bed apartment overlooking harbour west bay

Sandbanks snug
Destinations to explore
- Rentals with beach access Isle of Portland
- Rentals with a firepit Isle of Portland
- Townhouse rentals Isle of Portland
- Rentals with breakfast Isle of Portland
- Cottage rentals Isle of Portland
- Rentals with a patio Isle of Portland
- Rentals with a fireplace Isle of Portland
- House rentals Isle of Portland
- Family-friendly rentals Isle of Portland
- Rentals with a washing machine and dryer Isle of Portland
- Pet-friendly rentals Isle of Portland
- Beachfront rentals Isle of Portland
- Rentals with outdoor seating Isle of Portland
- Waterfront rentals England
- Waterfront rentals United Kingdom
- New Forest National Park
- Bournemouth Beach
- Weymouth Beach
- Paultons Park Home of Peppa Pig World
- Longleat Safari Park
- Southbourne Beach
- Boscombe Beach
- Mudeford Quay
- Brixham Harbour
- Lyme Regis Beach
- The Tank Museum
- Torquay Beach
- Durdle Door Holiday Park
- Kimmeridge Bay
- Beer Beach
- Bournemouth International Centre
- Crealy Theme Park & Resort
- Highcliffe Beach
- West Bay Beach
- Powderham Castle
- Hoburne Naish Holiday Park
- University of Exeter
- Stourhead
- Mudeford Sandbank





