Holiday rentals near Weymouth and Portland National Sailing Academy
We found 1,137 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals close to Weymouth and Portland National Sailing Academy that can be your home away from home. Whether you're going on holiday with family or friends, holiday homes have the amenities that you need and want for your stay, which might include Wi-Fi and a hot tub. What you'll find is a property to rent to meet everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Weymouth and Portland National Sailing Academy
Showing deals for:3 Oct - 10 Oct
Image gallery for Chelsea cottage set in heart of Dorset unspoiled countryside
9.0 out of 10 rating
Wonderful
(8 reviews)
Chelsea cottage set in heart of Dorset unspoiled countryside
Dorchester, England
9% off
Price is AU$8,484
AU$1,212 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Find the best place to stay - Weymouth and Portland National Sailing Academy
Showing deals for: 2 Oct - 5 Oct
CROWS NEST, pet friendly, country holiday cottage in Fortuneswell
Sleeps 4 · 2 bedrooms · 1 bathroom
6.0 out of 10
(1 review)
The current price is AU$1,036
for 3 nights, 1 cottage
AU$345 per night
includes taxes & fees
Top rated rentals - Weymouth and Portland National Sailing Academy
What a glorious place!
10 out of 10
exceptional
(60 reviews)
Beautiful place, so well appointed and thoughtfully kitted out that it made our little holiday just perfect. Cracking views of the Fleet and Portland - great for bird watching and sunsets. I really hope I can stay again one day.
Eleanor R.
Stayed Apr 2025
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value