Holiday cottages for September in South England
If Septembers past are anything to go by, this is often one of the loveliest months to enjoy a holiday cottage in South England.Read more
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 142 holiday cottages in South England available for your September break.
Our exclusive ferry discounts will make your island trip with Classic plain sailing.
We have 142 South England holiday cottages available in September.
7 nights from £636
Moorhen Cottage
45481 bedroom, dog friendly self catering cottage near Battle.
Moorhen Cottage is a single-storey barn situated in a rural location in the heart of an organic dairy farm in the hamlet of Wartling with views of the Pevensey marshes and the Sout...
7 nights from £636
7 nights from £870
The Coach House
47352 bedroom, dog friendly self catering cottage near Battle.
For a rural experience stay at The Coach House, the perfect getaway for families and friends in this peaceful part of Sussex. As you step inside the stable-door you are welcomed...
7 nights from £870
Be in the know… Sign up to our newsletter for holiday inspiration, offers and all things Classic.
Thornden Farm Holiday Cottages
7 nights from £2917
7 nights from £973
Old Bembridge House
47913 bedroom, dog friendly holiday cottage near the beach in Bembridge, Isle of Wight.
Tucked away on an unmade track just a few yards from the sea and Bembridge Yacht club, Old Bembridge House has all the makings of a perfect holiday idyll. Laid across three floors,...
7 nights from £973
7 nights from £628
The Old Stable
47331 bedroom, dog friendly self catering cottage near Battle.
Enjoy precious time together at The Old Stable, a wonderful cottage for couples looking for a quiet getaway in this peaceful part of Sussex. As you step inside the stable-door y...
7 nights from £628
7 nights from £819
The Old Barn
47342 bedroom, dog friendly self catering cottage near Battle.
The Old Barn is a wonderful hideaway, perfect for families looking for a true rural experience in this beautiful and peaceful part of East Sussex. As you open the stable-door to...
7 nights from £819
7 nights from £601
The Byre
47321 bedroom self catering cottage near Battle.
Bursting with character and charm, The Byre is waiting to give you that rural experience. Situated in 12 acres of 1066 countryside it is one of Thornden Farm's original outbuilding...
7 nights from £601
7 nights from £2128
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 £2128
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 £438
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 £438
7 nights from £2909
St Andrews
46416 bedroom, dog friendly holiday home with hot tub near the beach in Yarmouth, Isle of Wight.
Wow! This spectacular converted church has the makings for the most amazing holiday, set in an elevated position with panoramic views across the surrounding countryside and a glimp...
7 nights from £2909
