Holiday cottages for September on the Isle of Wight
If Septembers past are anything to go by, this is often one of the loveliest months to enjoy a holiday cottage on the Isle of Wight.
The beaches are still peachy, the sea's had all summer to warm up and the schools have gone back. So you can have more sand, more cliffs and more moor to yourself. Use the search options on the left to choose your holiday dates. We've got 177 holiday cottages on the Isle of Wight available for your September break.
With 200 ferries daily, our hassle free booking service makes your trip to the island plain sailing
177 Self Catering Cottages on the Isle of Wight
Apt 1 Springfield Court
35752 bedroom self catering apartment near the beach in Seaview.
Apt 1 Springfield Court is a luxurious, ground floor apartment, set in an exclusive development in the picturesque village of Seaview. The apartment boasts a private terrace overlo...
Price per week £470 - £664
10 Springfield Court
35122 bedroom self catering apartment near the beach in Seaview, Isle of Wight.
10 Springfield Court is a wonderful, second floor apartment set within eight acres of communal grounds. The property also benefits from the shared use of an outdoor heated swimming...
Price per week £475 - £674
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.
The Penthouse Springfield Court
39882 bedroom self catering apartment with sea views in Seaview, Isle of Wight
This stunning building is set back from the Seaview Duver accessed by an impressive driveway, as you enter through the grand set of gates and make your way up to the Penthouse you ...
Price per week £485 - £675
Barton Manor Lake Cottage
35812 bedroom, dog friendly holiday cottage near the beach in East Cowes, Isle of Wight.
Barton Manor Lake Cottage is a stylish, 100 year old lakeside property, oozing with character and offering spacious, single-storey accommodation on the Barton Manor Estate. Set wit...
Price per week £515 - £688
Solent View
39472 bedroom self catering cottage near the beach in Cowes, Isle of Wight
Solent View is an immaculately presented seaside villa just metres away from the seafront of Gurnard. Each room has been thoughtfully decorated to make you feel relaxed and the ope...
Price per week £650 - £842
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30% off
4 May 2018 - 11 May 2018
£700.00 £490.00
Harbour View
39182 bedroom self catering apartment with sea views in Cowes, Isle of Wight
This stylish and under stated first floor apartment offers you spectacular views across Cowes Harbour and over The Solent to the main land, with a contemporary interior all located...
Price per week £683 - £995
Hill Farm Lodge
36102 bedroom, holiday cottage near the beach in St Helens, Isle of Wight.
Hill Farm Lodge with its huge garden offers you plenty of room to stretch your legs or the children to kick a ball! The only steps are but a few to the front door, leading on to an...
Price per week £685 - £750
The Retreat
37412 bedroom, rural self catering cottage with sea views in St Helens, Isle of Wight.
Set in an idyllic location by the water’s edge on St Helens Duver, The Retreat offers stunning accommodation for a family holiday on the Island. The property offers beautiful livin...
Price per week £706 - £800
Our property managers are local experts who handpick perfect places to stay.
Local experts
We scour the coast and country to winkle out bits worth sharing with you, the best properties in lovely locations. While we’re out and about, we gather together the best things to do so that you can start planning your holiday as soon as you’ve booked.
The ‘Explore Nearby’ tab on our cottage pages show what’s nearby along with relevant articles from our holiday guides from Notes and Stories, where you’ll find hand-written experiences of outings across the South and West, from dog-friendly pubs on the Isle of Wight to free things to do in south Devon and everything in between.
Little Black Barn
36182 bedroom, this holiday cottage is near the beach in St Helens, Isle of Wight.
Little Black Barn at Hill Farm is a beautifully converted property of a contemporary style, set in a stunning south facing location at the top of a hill on the outskirts of St.Hele...
Price per week £808 - £859
Villa Amanti
39702 bedroom self catering apartment with sea views in Ventnor, Isle of Wight
On the promenade of Ventnor seafront, Villa Amanti is an immaculate south facing, ground floor apartment with uninterrupted sea views from its sunny seating area, accessed through ...
Price per week £875 - £925