Isle of Wight Holiday Cottages with Special Offers
With its picturesque coastline, verdant countryside, and historic sites, the Isle of Wight is never short of fascinating days out. Embark on a spontaneous stay with one of our special offer cottages for a jam-packed holiday full of royal sites, breathtaking walks, and epic eateries - not to mention a whole selection of golden, sandy beaches. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.Browse our collection of 19 holiday homes with a special offer in Isle of Wight
7 nights from £706 booking fees included
1 Starboard House
35072 bedroom, rural self catering cottage near the beach in Seaview, Isle of Wight.
If you're looking for a property that's practically on the beach, then this is it! 1 Starboard House perches just opposite the beach in the centre of Seaview village and enjoys uni...
7 nights from £706
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30% off
8 Aug 2026 - 15 Aug 2026
£1463.00 £1043.00 booking fees included
7 nights from £735 * booking fees included
Daisy Cottage
48242 bedroom, dog friendly holiday cottage near the beach in Bembridge, Isle of Wight.
Daisy Cottage is a lovely cosy and welcoming mid terrace cottage nestled in the heart of Bembridge. Located in one of the most desirable areas to live in on the Isle of Wight, this...
7 nights from £735 *
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20% off
15 Aug 2026 - 22 Aug 2026
From £1463.00 £1183.00 booking fees included
7 nights from £623 booking fees included
Grace Cottage
42091 bedroom holiday cottage close to the sea near Ventnor, Isle of Wight
This gorgeous barn conversion is set within the grounds of the stunning North Grounds Farm, just outside the village of Chale Green on the southern side of the Island. For the envi...
7 nights from £623
7 nights from £637 booking fees included
Yardley
36972 bedroom 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...
7 nights from £637
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15% off
17 Jul 2026 - 24 Jul 2026
From £1234.00 £1058.35 booking fees included
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £1220 booking fees included
Creekside
35885 bedroom, dog friendly holiday cottage with sea views in Wootton, Isle of Wight.
Aptly named and perfectly positioned on the banks of pretty Wootton Creek on the north coast of the Isle of Wight, Creekside is a gorgeous waterfront holiday home with delightful v...
7 nights from £1220
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15% off
17 Jul 2026 - 24 Jul 2026
From £2170.00 £1853.95 booking fees included
7 nights from £736 * booking fees included
House of Logs
42254 bedroom, rural self catering cottage near the beach in Totland, Isle of Wight
House of Logs is a unique and stunning property located on the west coast of the Island, just a short walk from Widdick Chine and Totland Bay. Perfect for a peaceful holiday and do...
7 nights from £736 *
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20% off
17 Jul 2026 - 24 Jul 2026
From £1895.00 £1528.60 booking fees included
7 nights from £940 booking fees included
Keepers Cottage
40704 bedroom, rural self-catering cottage on the outskirts of Wootton, Isle of Wight
This gorgeous stone cottage is tucked away in the most idyllic and tranquil location; surrounded by fields and woodland, this is the perfect holiday setting to truly escape from it...
7 nights from £940
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20% off
17 Jul 2026 - 24 Jul 2026
From £1973.00 £1591.00 booking fees included
7 nights from £421 booking fees included
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 £421
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20% off
18 Jul 2026 - 25 Jul 2026
From £614.00 £503.80 booking fees included
7 nights from £466 booking fees included
Cockleshells
38152 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight
Seaview is a wonderful base for an Isle of Wight holiday and Cockleshells sits in the perfect location, just a short stroll from the glorious beach and centre of the village. Situa...
7 nights from £466
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20% off
18 Jul 2026 - 25 Jul 2026
From £828.00 £675.00 booking fees included
7 nights from £712 booking fees included
Bentinck
57243 bedroom cottage near the beach in Ventnor.
With everything you could wish for on your doorstep for a blissful Isle of Wight holiday experience with family or friends, Bentinck is a great base to explore all that this Island...
7 nights from £712
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10% off
18 Jul 2026 - 25 Jul 2026
From £1600.00 £1446.30 booking fees included
We are Gold accredited with the Green Tourism Business Scheme.
Green Tourism Business Scheme
As a company, we look across our business and try to make sustainable changes and decisions. From using recycled paper in our printers to putting in measures for using less energy in our offices, we keep an eye on our impact on the environment.
Beyond our offices, we have passed on the same ethics to our holiday cottage owners by setting up our own Green Scheme that they can join. Each property has to tick off a certain number of actions to be included in the scheme, many of which go above and beyond the GTBS requirements.
