Isle of Wight Retreats in September
Enjoying the best bits of the summer - bright sunshine, warm seas, blue skies - with fewer crowds to share it with, September is an idyllic month to visit the Isle of Wight. Across the island we have properties of all shapes and sizes, so whether you are looking for a solo stay, romantic getaway for two or family holiday with the dog, you are sure to find a wonderful cottage just right for you. Read more
Wander the coast paths, stroll along the prom, visit little towns and breathe in the fresh air, September has all the ingredients for a wonderful holiday on the Isle of Wight. Whether you are planning a holiday well in advance to draw out your summer or are looking for a spontaneous short break for a sense of adventure, secure a Classic cottage and look forward to doing as much or as little as you please. With all of our cottages handpicked onto our books, we make sure exacting standards are maintained so you can enjoy the best self-catering accommodation on the Isle of Wight. Pour through our list of available cottages and fall in love with our luxury portfolio. Your only problem? Choosing just one.
We have 11 Isle of Wight cottages for September
7 nights from £340
1 Harrow Cottages
46421 bedroom self catering apartment near the beach in Seaview, Isle of Wight.
This charming first floor apartment is in Nettlestone, just up the hill from Seaview and within walking distance of the beach. Surrounded by countryside there are lovely views from...
7 nights from £340
7 nights from £650
Temperance
48121 bedroom, dog friendly apartment near the beach in Freshwater, Isle of Wight.
Just a few minutes' walk from idyllic Freshwater Bay, Temperance is a real gem. A stylish and spacious first floor apartment, unwind into blissful island life where just a short wa...
7 nights from £650
Need more time? Reserve any cottage for up to 24 hours before booking.
24hr no commitment reservations
You can reserve your holiday dates on your favourite cottage for up to 24 hours. You might need to check with other guests in your party or simply consider whether this cottage is right for your holiday, either way we’re happy to give you the time to step away and mull over your options before paying a penny.
We’ll send you a reminder to see if you want it or not so you won’t lose out. Take time to think it over, you don’t have to rush your decision. Have a cup of tea and when you’re ready, hit the button to book your holiday and start looking forward to it.
7 nights from £900
East View Cottage
47272 bedroom self catering cottage near the beach near Freshwater, Isle of Wight.
Nestled at the end of a quiet unmade track, East View Cottage has lovely views across the neighbouring fields and has a large private garden. There is gated access at the front wit...
7 nights from £900
7 nights from £700
4 Landfall House
43153 bedroom self catering apartment with sea views in Seaview, Isle of Wight
Situated just a few steps from the beach, this ground floor apartment makes the most of its location with both the sitting-room and kitchen/diner to the front boasting wonderful se...
7 nights from £700
7 nights from £1500
Woodlands
45946 bedroom self catering home with sea views in Seaview, Isle of Wight.
This simply stunning four-storey, six bedroom house is situated in the village of Seaview within a few minutes' walk to the beach. With sea views from the top floor bedroom, Woodla...
7 nights from £1500
7 nights from £1575
Hillside
47895 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
A beautifully renovated house tucked away in The Close, just a few minutes from idyllic Seagrove Bay, Hillside is a truly wonderful place to base yourself on the Isle of Wight. Lig...
7 nights from £1575
7 nights from £1680
Harbour View
47314 bedroom self catering cottage with sea views in Ryde, Isle of Wight.
Escape to the Isle of Wight for a blissful coastal retreat at Harbour View, an impressive Grade II Listed townhouse with stunning sea views, spread over three floors, and with the ...
7 nights from £1680
7 nights from £2400
Elmscott
46643 bedroom self catering cottage near the beach in Yarmouth, Isle of Wight.
This gorgeous family home, within a few minutes' walk to Yarmouth town centre, has not only lovely accommodation but an outdoor heated pool set in a stunning garden. With off stree...
7 nights from £2400
We are Gold accredited with the Green Tourism Business Scheme.
Green Tourism Business Scheme
As a company, we look across our business and try to make sustainable changes and decisions. From using recycled paper in our printers to putting in measures for using less energy in our offices, we keep an eye on our impact on the environment.
Beyond our offices, we have passed on the same ethics to our holiday cottage owners by setting up our own Green Scheme that they can join. Each property has to tick off a certain number of actions to be included in the scheme, many of which go above and beyond the GTBS requirements.
7 nights from £1000
1 Church House
45964 bedroom self catering cottage near the beach in Totland, Isle of Wight.
A simply stunning church conversion in Totland on the west coast of the Island and within walking distance to the beach, making this the perfect holiday destination. Beautifully co...
7 nights from £1000
7 nights from £1250
Saye House
45734 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
Just a few minutes from idyllic Seagrove Bay, Saye House has been stylishly renovated to a high standard offering a wonderful place to enjoy a well-earned rest on the Isle of Wight...
7 nights from £1250