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.
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 140 Isle of Wight cottages for September
53a Howgate Road
37492 bedroom, dog friendly apartment near the beach near St Helens, Isle of Wight.
This two bedroom apartment in Bembridge is small but perfectly formed. Lovingly restored by the owners, 53a offers a perfect base for a family with a light and airy double bedroom ...
Price per week £372 - £459
4 Tollgate Cottage
41182 bedroom, dog friendly holiday cottage near the beach in Seaview.
4 Tollgate Cottages features an open plan living-room with wood-burning stove for cosy nights in and a door opening out to a decked area for the warmer nights. There is outdoor sea...
Price per week £373 - £487
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20% off
20 Oct 2018 - 27 Oct 2018
£486.62 £389.29
North View
41252 bedroom self catering cottage with sea views in Seaview.
North View is a wonderful holiday hideaway just on the outskirts of Seaview with sea views across the Solent from the kitchen/dining-room and first floor bedrooms. Set back from th...
Price per week £375 - £675
Yardley
36972 bedroom, rural self catering cottage near the beach in Seaview, Isle of Wight.
Yardley is a charming Victorian cottage, set in the centre of the pretty sailing village of Seaview, and just a short walk from the beach and shops. Delightfully renovated, this co...
Price per week £375 - £498
23 Tollgate Cottages
35352 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
23 Tollgate Cottages is a comfortably furnished beach bungalow located in a small, gated waterside development on the edge of Seaview, within walking distance to the shops and cafe...
Price per week £381 - £497
6 Pier View Court
35592 bedroom self catering apartment near the beach in Ryde.
6 Pier View Court, perfectly located right on the seafront at Ryde, is a modern, well presented second floor apartment, tastefully decorated and furnished to a high standard. Relax...
Price per week £388 - £489
We’re a Visit England Quality Accredited Agency for our high standards in holiday letting.
Quality Accredited Agency
Only the highest quality of accommodation is awarded Visit England accreditation. The assessment takes place over a few days and looks at all of our policies, practices and procedures, making sure we meet a five star standard for our guests.
We set our own standards above and beyond and we’re very proud of this accolade and all it represents.
5 Sandpipers
35572 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
5 Sandpipers is a well equipped modern house set within a small development in the heart of Seaview, and offers comfortable accommodation for couples and families. Enjoy al fresco ...
Price per week £393 - £500
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15% off
19 Oct 2018 - 26 Oct 2018
£490.05 £416.54
2 Bagwich Barn
35162 bedroom, dog friendly holiday cottage near the beach in Godshill, Isle of Wight
A barn conversion in a rural setting, you'll enjoy a feeling of peace from the moment you step inside this lovely retreat, with its exposed beams and rustic decor. Sitting within t...
Price per week £399 - £505
1 Bagwich Barn
35012 bedroom, dog friendly cottage near the beach in Godshill, Isle of Wight.
A barn conversion, in a rural setting, with a welcoming, rustic feel to it, 1 Bagwich Barn offers an ideal base in the middle of the The Isle of Wight, from which to explore north ...
Price per week £399 - £505
The Stables
40372 bedroom, rural self catering cottage near the beach in Brighstone, Isle of Wight
Nestled in the stunning countryside on the south west coast of the Island with far reaching sea views over the Military Road, this gorgeously converted barn is the perfect holiday ...
Price per week £408 - £607