Holiday Cottages for October on the Isle of Wight
Although you may not expect it to be so, the Isle of Wight often benefits from lots of sunshine and mild weather well into October. With the sea warmed from months of the sun's rays and the atmosphere calm, it is a truly wonderful time of year to explore the island. Book a luxury retreat and enjoy the island from a home-from-home this October.
Rolling countryside bearing colours of rust, deep red and burnt orange, long sandy beaches bathed in warm sunshine and quiet towns and promenades: this is October on the Isle of Wight. However you'd like to spend your holiday and whoever you'd like to share it with, the Isle of Wight offers a beautiful playground where adventure beckons. With as many opportunities to relax as to explore, you can spend your days exactly as you please and return to your own slice of paradise. At Classic Cottages, we pride ourselves on marketing only the highest quality self-catering accommodation around. Handpicking and personally inspecting each property, we make sure each meets exacting standards so your whole holiday is the best it can be. Browse our 158 available cottages to find your perfect one, or get in touch for more information.
With 200 ferries daily, our hassle free booking service makes your trip to the island plain sailing
158 self-catering cottages on the Isle of Wight
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. The beach and local shops are only a few minutes from your doorstep making this...
Price per week £347 - £488
2 Bermuda
35172 bedroom self catering apartment with sea views in Seaview.
2 Bermuda is a lovely, neutrally decorated first floor apartment with wonderful views across the Solent, a balcony for al fresco drinks and a pretty garden. With both the beach and...
Price per week £348 - £441
2 Old Salterns Gate
35222 bedroom self catering apartment near the beach in Seaview, Isle of Wight
Decorated with vibrant hues, this charming and spacious ground floor apartment offers cosy and comfortable accommodation in the picturesque village of Seaview. With pretty gardens ...
Price per week £349 - £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 £350 - £595
The Coach House
40382 bedroom, rural self catering cottage near the beach in Brighstone, Isle of Wight
One of two beautifully converted barns right in the heart of the Island's Area of Outstanding Natural Beauty. Equipped and decorated to a high standard mixing the charming features...
Price per week £350 - £595
9 Tollgate Cottage
37552 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
Number 9 has an open plan living-room with wood-burning stove for cosy nights in and door opening out to a decked area for the warmer nights. There is seating on the decking to rel...
Price per week £351 - £487
We’re here to help you find your perfect place to stay 7 days a week.
Open 7 days a week
Call our office on 01326 555555, email hello@classic.co.uk or click on the live chat button in the bottom right of the screen to talk directly to someone who can help with choosing your holiday. If you have any questions or need a hand with the booking process, we’re happy to help.
After booking your holiday with us, you’ll receive your holiday details in the post two weeks before your holiday. This also includes our emergency out of hours phone number for when the office is closed, so we’re never more than a phone call away!
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 £351 - £487
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. It offers comfortable accommodation for a couple and small family. The sit...
Price per week £353 - £490
Seascape
39432 bedroom self catering cottage with sea views in Ventnor, Isle of Wight
Located in the cosmopolitan town of Ventnor in a Victorian town house, Seascape is a modern two bedroom apartment with spectacular sea views along the coastline. It offers contempo...
Price per week £368 - £501
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 £369 - £495