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.
With 200 ferries daily, our hassle free booking service makes your trip to the island plain sailing
We have 150 Isle of Wight cottages for September
7 nights from £425
Lanthorn Cottage
42873 bedroom, dog friendly holiday cottage near the beach in St Helens, Isle of Wight
Located in a quiet side street just off the village green in St Helens, this cosy cottage offers great accommodation with a good sized garden, spacious decking and outdoor seating ...
7 nights from £425
7 nights from £432
10 Tollgate Cottages
35133 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
10 Tollgate Cottages is a pastel coloured, beach bungalow set in a small gated development close to the waterfront. Clean, neutral decor and its close proximity to the beach make t...
7 nights from £432
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20% off
29 Mar 2019 - 5 Apr 2019
£431.72 £345.37
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 £432
24 Tollgate Cottages
35373 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight
24 Tollgate Cottages is a comfortable property just a stone's throw away from the beach, and a short walk from the local shops and dining in Seaview village. Situated on a small de...
7 nights from £432
7 nights from £432
27 Tollgate Cottages
35403 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
27 Tollgate Cottages is one of a number of well presented, beachfront holiday bungalows situated in Salterns Village, a small gated development located opposite Seaview Duver and b...
7 nights from £432
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20% off
29 Mar 2019 - 5 Apr 2019
£431.72 £345.37
7 nights from £432
6 Tollgate Cottages
35643 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
6 Tollgate Cottages is a bright and cheery cottage set in a small, gated development near the pretty village of Seaview. Close to the beach, local shops and bars, and with Cafe Blu...
7 nights from £432
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20% off
29 Mar 2019 - 5 Apr 2019
£431.72 £345.37
7 nights from £439
30 Seaview Bay
35493 bedroom holiday cottage near the beach in Seaview, Isle of Wight.
30 Seaview Bay is a lovely three bedroom apartment set over two levels, offering sea views from the master bedroom balcony. Doors from the sitting-room lead to a decked area and pr...
7 nights from £439
7 nights from £449
1 Yarborough Cottage
37463 bedroom self catering cottage near the beach in St Helens, Isle of Wight.
1 Yarborough Cottage is a wonderfully quaint end of terrace property facing St Helens Green on the east side of the island, with far reaching views over Culver Downs. The owners ha...
7 nights from £449
7 nights from £451
25 Palmerston Road
35383 bedroom self catering cottage near the beach in Shanklin.
25 Palmerston Road is a bright, cheerfully decorated, family home and is one of our most popular properties. This property is a real find for a family looking for a home both close...
7 nights from £451
Choose from our exclusive collection at the best prices with real time availability.
Exclusive cottage collections
Our calendars show live availability, so if your pick of dates are available, you can reserve them safe in the knowledge that they won’t get sold anywhere else.
It can be unpredictable using aggregator websites that collect up information from across multiple websites. Our website stands alone, so you know what to expect and what you will get, for the best price. You won’t find this collection of cottages anywhere else, so pick your perfect place to stay from our exclusive portfolio.
7 nights from £475
Pandora Lodge
36423 bedroom self catering apartment near the beach in Seaview.
Pandora Lodge is a lovely ground floor apartment forming part of a larger Victorian property in central Seaview. With sea views from the sitting-room and large bay windows featured...
7 nights from £475
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20% off
6 Apr 2019 - 13 Apr 2019
£581.79 £465.43
7 nights from £483
2 Sandpipers
35253 bedroom self catering cottage near the beach in Seaview.
This modern, well-presented townhouse situated in a small development in the centre of Seaview would suit a family, a couple or several friends traveling together. It really is...
7 nights from £483
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10% off
5 Apr 2019 - 12 Apr 2019
£626.00 £563.40