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Vacation rentals in Isle of Portland

Vacation rentals in Isle of Portland

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Isle of Portland

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

  • Cosy double room near to Chesil Cove beach
    SUPERHOSTPrivate room · 2 guests · 1 bed · 1 shared bath
    Cosy double room near to Chesil Cove beach

    Guests will enjoy a double room with a comfortable double bed. The yard view overlooks Chesil Beach all the way over to Weymouth, as well as the Fleet Nature Reserve. With the Marina, Castletown and the Sailing Academy being a 5 minute drive from the house, the location is perfect for water sports as well as fishing and bird watching. Portland is popular for divers and for those who love walking or climbing; it’s an ideal, and beautiful, location as it forms part of the Jurassic coastal path.

  • Fisherman's cottage in quirky area by the sea.
    SUPERHOSTEntire house · 2 guests · 1 bed · 1 bath
    Fisherman's cottage in quirky area by the sea.

    My place is close to great views. You’ll love my place because of the light. My place is good for couples, solo adventurers, business travellers, and furry friends (pets).

    What guests are saying:

    “We had a fantastic long weekend at Marion’s place. It feels bigger then the pictures suggest and very cozy. The room was comfortable and the spacious bathroom was spotless! The number 1 bus is a brilliant as it runs extremely regularly to Weymouth etc and the bus stop is only a short walk away. We have fallen in love with Portland and Weymouth. Even on a rainy day you will enjoy it. An excellent place to stay whilst you explore and enjoy the surroundings. The guest book gave us lots of tips on things to do. Bennett’s fish and chips in Weymouth is a must! We would definitely want to return. Thank you!”

  • Light and airy attic room with kitchenette.
    SUPERHOSTPrivate room · 4 guests · 2 beds · 1 private bath
    Light and airy attic room with kitchenette.

    Our spacious attic room features natural wood furnishings, and is complete with a kitchenette. We can offer our guests a basic self-service breakfast, with all the usual cereals and drink included. Towels, bedding, iron and hairdryer are provided. The television gives access to many internet channels including Netflix, and there is complimentary wi-fi. Please advise of any food allergies and we will do our best to cater to your needs!

    What guests are saying:

    “This is an absolutely excellent room made available by superb hosts. I was in the area for a one day Encaustic Wax art course (lynkirklandart.artweb.com) and could have easily stayed in Weymouth where there may have been more choice but Portland is an experience in itself and in conjunction with the wide range of activities on the Isle it is a waste not to also stay there. And what a great stay. Kirsty's communication throughout the process was superb and the very thoughtful touches (milk, bread, butter, jam, tea, coffee etc) alongside the excellent facilities (inc the shower - very good), particularly having a fridge available is very very useful; really made for a wonderful overnight stay. Whilst the February storms were raging outside I was tucked up warm and dry in a very very good room. Many thanks Kirsty!”

Vacation rentals for every style

Get the amount of space that is right for you.

  • Homes
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Popular amenities for Isle of Portland vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Vacation rentals under $174 CAD

The average cost for a stay in Isle of Portland is $218 CAD/night.

Cosy double room near to Chesil Cove beach
SUPERHOSTPrivate room
Cosy double room near to Chesil Cove beach
Price:$37 CAD/night
Fisherman's cottage in quirky area by the sea.
SUPERHOSTEntire house
Fisherman's cottage in quirky area by the sea.
Price:$85 CAD/night
Room to rent in (shared) 3-bed end-terrace house.
Private room
Room to rent in (shared) 3-bed end-terrace house.
Price:$22 CAD/night
Lovely Single room
Private room
Lovely Single room
Price:$42 CAD/night
D&W Studio Apartment with Mega Seaview
Entire condominium
D&W Studio Apartment with Mega Seaview
Price:$68 CAD/night
Seaviews oodles of charm sleeps 5 with guest beds
SUPERHOSTEntire cottage
Seaviews oodles of charm sleeps 5 with guest beds
Price:$98 CAD/night
Character luxe cottage close to beach
SUPERHOSTEntire house
Character luxe cottage close to beach
Price:$152 CAD/night
12, Ocean Studio Apartments
Entire apartment
12, Ocean Studio Apartments
Price:$71 CAD/night
Private ensuite double room
Private room
Private ensuite double room
Price:$51 CAD/night
Sunrise, sunsets, bird-watching over Chesil Beach.
Entire cottage
Sunrise, sunsets, bird-watching over Chesil Beach.
Price:$95 CAD/night
Sea View
SUPERHOSTEntire house
Sea View
Price:$144 CAD/night
BEAUTIFUL STUDIO - OCEAN VIEWS
Entire apartment
BEAUTIFUL STUDIO - OCEAN VIEWS
Price:$98 CAD/night
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