Dog-Friendly Cottages by the Sea on the Isle of Wight
Explore the Isle of Wight's stunning coastline by day, dipping in and out of little coves and wandering along sandy beaches. Across the island we have a selection of 52 dog-friendly cottages by the sea, primed and ready to welcome you and your pooch. Browse our available cottages and find the one that's just right for you and your four-legged friend. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.52 dog-friendly properties by the sea on the Isle of Wight
7 nights from £601 booking fees included
Oceanix
49001 bedroom, dog friendly holiday apartment with sea views in Ventnor.
A beautifully located top floor apartment in the heart of Ventnor, Oceanix provides the perfect seaside getaway for your next Isle of Wight holiday. The property has been though...
7 nights from £601
7 nights from £998 * booking fees included
Sea Lights
49672 bedroom coastal holiday home, with sea views in Cowes, Isle of Wight.
Situated close to the beating heart of world-famous Cowes, lies the pretty coastal village of Gurnard, where you will find this handsome coastal ground floor pet-friendly apartment...
7 nights from £998 *
Reserve your 2027 holiday for just £40.00
Find out more7 nights from £431 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 £431
7 nights from £466 booking fees included
Sugar Beach
51022 bedroom dog friendly self catering cottage near the beach in Seaview, Isle of Wight
Seaview is a much sought-after charming village on the east of the Isle of Wight, and Sugar Beach is perfectly situated just a stone's throw from the beach and a short stroll away ...
7 nights from £466
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7 nights from £488 booking fees included
Hove To
37672 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight
The Isle of Wight is a fabulous place for a year-round holiday and Hove To is in a great location in the sought after village of Seaview on the eastern side of the Island. With vie...
7 nights from £488
7 nights from £491 booking fees included
Berry Cabin
52862 bedroom, dog friendly, bolthole in Seaview, Isle of Wight.
What a little cutie! Berry Cabin is a delightful bolthole for four guests and one well behaved doggy looking for some summer fun! Surrounded by Hersey nature reserve and countrysid...
7 nights from £491
7 nights from £524 booking fees included
Faithfull Cottage
36002 bedroom, dog friendly holiday cottage near the beach in St Helens, Isle of Wight.
Faithfull Cottage is a welcoming retreat situated within two miles distance of St Helens village on the Isle of Wight, as well as a gorgeous beach, RSPB Nature Reserve and the vill...
7 nights from £524
7 nights from £602 booking fees included
Quiet Corner Cottage
36462 bedroom, dog friendly holiday cottage near the beach in Bembridge, Isle of Wight.
Bembridge is a much sought-after pretty village on the east of the Isle of Wight and Quiet Corner Cottage is a cosy semi-detached bungalow, perfectly situated just a mile from the ...
7 nights from £602
7 nights from £667 booking fees included
Spinnakers
36592 bedroom, dog friendly holiday cottage near the beach in Yarmouth, Isle of Wight.
Situated in a peaceful, private estate just a short stroll from the charming seaside town of Yarmouth, Spinnakers is a cosy, single-storey semi-detached holiday home with well-kept...
7 nights from £667
7 nights from £773 booking fees included
Starboard Side
47362 bedroom, dog friendly holiday cottage near the beach in Cowes, Isle of Wight.
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 Starb...
7 nights from £773
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 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!
If you don't want to leave your dog in kennels and know they'd enjoy an Isle of Wight holiday as much as you, take a look through our available dog-friendly cottages. With properties of all shapes and sizes along the coast, you are sure to find the perfect retreat for you and your dog. Spend your days out and about, playing games on the beach and wandering the stunning coast paths with the sea as a glistening backdrop, letting your pooch lead the way. With so many new places to discover and scents to follow, your dog will be in heaven. At the end of the day, once you've walked all you can walk, head back to your own slice of paradise and unwind. Sit outside in the sunshine or curl up on the sofa as the night draws in. With your dog asleep at your feet, your home-from-home will be complete.
View all of our dog friendly cottages on the Isle of Wight.