The envy of Europe, Portland Harbour and Weymouth Bay have some of the best sailing waters around. Used for the 2012 Olympic sailing and windsurfing events, you can now come and experience these amazing waters for yourself. To make life even easier we have selected these cottages as they are all close to the Weymouth and Portland National Sailing Academy. So if you are looking for Portland Sailing Accommodation then here is a great start that you can refine further depending on your needs by using the options below.
Click on the options below to show cottages that fit your exact needs.
The View is located in Chiswell, Portland, in an elevated position which offers fantastic views over Lyme Bay and the Jurassic Coast. You are within a stones throw of Chesil Beach and the promenade leading to the Cove House Inn but are within walking distance of many fine restaurants and pubs....More Details
Elizabethan House is located in Portland, situated just 500 yards from Chesil Beach and within a short walk from the National Sailing Academy. Internally, the property has been refurbished throughout and has an Elizabethan character style. Externally, the enclosed front and rear gardens provide the...More Details
Pebbles Cottage is close to the seafront at Chiswell and is a charming 200 year old holiday cottage with many period features. Pebble cottage sleeps 5 but can accommodate 6 as there is an additional z bed that would be suitable for a child. On the ground floor, the beamed open plan lounge/dining...More Details
Voted Supreme Winner of the Housing Design Awards, Stones Throw is part of a development of innovative eco-friendly houses that were part of the Olympics used to house sailors from all over the world during the games of 2012. Stones Throw offers both family and pet friendly holidays and comes...More Details
This delightful terraced property provides spacious accommodation in a convenient location just a stone's throw from the picturesque Chesil Cove which offers a good selection of restaurants, pubs and takeaways to suit all tastes. It's not much further to the sailing academy, windsurf and...More Details
Jurassica House is located in an architecturally modern new development, called Officers Field. The Developer has been voted Supreme Winner of the Housing Design Awards for the innovative eco-friendly development. The houses are part of our Olympic legacy, home to the athletes during the sailing...More Details
Sunset Lodge is a newly built property overlooking Chesil Beach and Lyme Bay. You are just 10 yards from the actual beach itself, the promenade and the local pub that also serves food. You are also within walking distance of the National Sailing Academy so this would be an excellent choice for...More Details
Dating back some 200 years, Neptune Cottage is just yards from the famous Chesil Beach. Once a terraced fisherman's cottage, Neptune Cottage has been sympathetically refurbished keeping its old world charm whilst being modern and up to date in the areas that matter. The position could not be...More Details
Cove Cottage is the perfect place to experience Portland's rugged beauty just a stone's throw from Chesil Beach and watch the breathtaking sunsets at the local Cove pub. This Grade II listed fisherman's cottage, built in the 1800's, has been refurbished to a very high standard...More Details
Sunset Cottage is the perfect place to experience Portland's rugged beauty. Just 200 yards from Chesil Beach. Short distance from sailing academy, Windsurfing, Kite surfing Centres and diving schools. The 200 year old fisherman’s cottage had to be totally refurbished to a high standard...More Details
Within walking distance of the National Sailing Centre, Olympic Cottage is part of the award winning Officer,s Field residential development built originally to house athletes during the Olympic sailing events of 2012. The open plan layout downstairs is perfect for guests to enjoy cooking, eating...More Details
Seahaven is a modern house with space, 3 bedrooms, partial sea views and within walking distance of Chesil Beach. Situated in Ben Ainslie Square, Seahaven has a private garden and barbecue, perfect for relaxing after a days exploring. Pubs, cafes, restauarants, the marina, National Sailing Academy...More Details