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CowesSleeps 4
Starboard Side
From £566 for a long weekend to £1250 for a week.
This gorgeous and beautifully presented cottage is within walking distance of lovely Gurnard beach and has wonderful sea views from the first floor main bedroom. The owner of Starboard Side is an inte...
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GodshillSleeps 8
The New House
From £886 for a long weekend to £2425 for a week.
Nestled in the heart of the chocolate-box village of Godshill, this detached house has beautiful secluded gardens to the rear and everything the village can offer within a few minutes' walk. Located b...
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CowesSleeps 10
Solent Heights
From £1506 for a long weekend to £3650 for a week.
A beautifully designed, contemporary home in the popular sailing town of Cowes, Solent Heights boasts sea views and quality finishes throughout. Set over four floors - including balconies, gardens and...
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YarmouthSleeps 4
Orchard Cottage
From £338 for a long weekend to £865 for a week.
Originally the farm's milking parlour, this delightful semi-detached cottage sleeping four is the perfect cottage to spend quality time together as a family in a stunning rural location. Mattingly Far...
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YarmouthSleeps 4
Dairy Cottage
From £338 for a long weekend to £865 for a week.
Originally the farm's milking parlour, Dairy Cottage is a light and airy single-storey cottage with plenty of charm throughout. Mattingly Farm is made up of three barns in total Dairy Cottage, [Blakes...
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YarmouthSleeps 4
Blakes Barn
From £378 for a long weekend to £1050 for a week.
If you are looking for a traditional cottage, look no further than Blakes Barn. Mattingly Farm is made up of three barns in total, Blakes Barn, [Dairy Cottage (3912)](https://www.classic.co.uk/holiday...
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VentnorSleeps 2
The Stables
From £70 for a long weekend to £195 for a week.
Welcome to The Stables, a romantic getaway for two! Close to the seaside town of Ventnor, with its beautiful beachfront, you can explore this corner of the Island and then retreat back to your private...
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VentnorSleeps 4
Farm Cottage
From £82 for a long weekend to £225 for a week.
For those looking for a peaceful and calming cottage then look no further than Farm Cottage, it's set in the delightful grounds of the owners' home and has been furnished with care and attention to de...
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VentnorSleeps 2
Sunrise and Stars
From £64 for a long weekend to £140 for a week.
Step into an oasis of peace and tranquility on the Isle of Wight at Sunrise and Stars, a beautifully crafted hideaway with a pool for private use and a hot tub, surrounded by captivating countryside a...
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BrookSleeps 6
6 Coastguard Cottages
From £848 for a long weekend to £2145 for a week.
6 Coastguard Cottages is formerly the quarters of the Coastguard Station officers, now cosily decorated it makes for a peaceful island retreat. Positioned in a stunning coastal location, the property ...
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Surrounded with a stunning coastline and boasting a parade of sand-kissed dog-friendly beaches, the Isle of Wight makes for a magical holiday with the dog. Embark on long walks, explore some of the Island’s fascinating historical sites, or settle down for a refreshing meal at a gloriously welcoming dog-friendly pub.
Enjoying its own pace of life, the Isle of Wight is perfect for slowing down, whether you see yourself lounging on a golden beach with an ice cream in hand (or a pup cup in paw) or strolling through a rose-scented garden before nosing out the nearest café. The Island’s dog-friendly holiday cottages are equally dreamy, with many a simple stick’s throw from the beach - ideal for all the salty sea dogs out there. Cosy up in a cottage on the coast or turn your tail towards a rural escape surrounded by rolling fields and beautiful walks.