Isle of Wight Holiday Cottages

Our exclusive collection of cottages on the Isle of Wight have been handpicked and inspected by our team of island experts. Home to some of the best coast and countryside in Britain, the Isle of Wight is perfect for a romantic break for two or a family gathering with dogs and all. For a sneak peek of what awaits you on the island, check out our new webcams in Ryde and Freshwater.

We take the fuss out of the ferry by arranging it for you, so hop on board and be transported to this pretty isle with dramatic coastlines, beautiful forests, a wonderful history and of course, the best pick of holiday cottages. With its iconic Needles and white cliffs, the Isle of Wight is a world away from the mainland.

Small but mighty, this 23 by 13 mile island is a hidden gem of escapism in the United Kingdom. The size of the island makes it easy to get around once you’re here and the proximity to the mainland makes it even easier to get here in the first place. Around 3 hours from London, the Isle of Wight is the perfect weekend getaway if you’re looking for a relaxing short break

Holiday cottages on the Isle of Wight The Needles on the western tip of the IOW

To make your holiday special, we've picked out a great selection of cottages across the Isle of Wight for whatever you need. If you're getting the family together and are looking for a place fit for a large group, we have plenty of big cottages to accommodate you all. Or for a more romantic feel, tuck yourself away in one of our cottages for two on the island.

The Isle of Wight is a great destination for both you and your pooch, with plenty of beaches and pubs welcoming dogs all year round. We’ve got dog friendly properties across the island for you to choose from.

Ranging in style from modern apartments to seaside spots and traditional self catering cottages, we’re sure our collection of Isle of Wight holiday homes will make your holiday special.

The rolling country side with sea views on the Isle of Wight Modern holiday home on the isle of wight

Regardless of where your accommodation is, you’ll be able to explore with ease. In South Wight, take long walks along the promenade at Sandown, Shanklin and Ventnor, explore the magic of Shanklin Chine and find some fresh fish to take home for dinner at Ventnor Haven. Stop at the pretty chocolate box village of Godshill for a classic cream tea and a look around the famous Godshill model village.

In West Wight, get on your walking boots for a stomp along the coastal path. Take in the dramatic views of Freshwater Bay, the iconic Needles and Totland Bay before stopping off for lunch at one of the traditional pubs en route.

The north of the island is a sailors paradise, with Cowes playing host to the annual Cowes Week in August, a festival popular with sailing fanatics. East Cowes was the former home of Queen Victoria who loved the area so much she built Osborne House, a great day out for all.

East Wight is home to gorgeous valley views and plenty of things to do. The majority of the population live in the east so you’ll find eateries, vineyards, Roman villas and more on this side of the island. A great place to use as a base for your holiday to the Isle of Wight.

Bembridge beach and RNLI Lifeboat Station at sunrise

Isle of Wight Ferry Booking With 200 ferries daily, our hassle free booking service makes your trip to the island plain sailing

216 Luxury self catering cottages on the Isle of Wight

3 bedroom, dog friendly self catering cottage in Ventnor.


This gorgeous stone cottage is nestled in a wonderful countryside location in the central south of the Island, a short distance from the coastal town of Ventnor. Situated at the en...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Sat

Price per week £481 - £1200

3 bedroom, rural self catering apartment near the beach near Newport, Isle of Wight


This stunning barn conversion is located just outside the picturesque village of Chillerton, in the heart of the Island’s farming community between Newport and Chale. The outlook o...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

Price per week £495 - £1050

3 bedroom self catering cottage in Newport, Isle of Wight


Located in the centre of the Island on the outskirts of the town of Newport, this is perfectly located to explore different places on the Isle of Wight. In the colder months, wrap ...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

Price per week £495 - £1415

3 bedroom self catering apartment near the beach in Seaview, Isle of Wight


An incredibly stylish three bedroom ground floor apartment ideally located a few minutes' walk from the village of Seaview and the beach. A lovely large entrance hall centrally fra...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Sat

Price per week £550 - £1173

Don’t miss out; reserve your favourite 2019 holiday cottage for just £30

3 bedroom, rural self catering apartment near the beach in Shanklin, Isle of Wight.


Dating back to 1863 and converted in 2011, this superb two-storey apartment is located on the outskirts of Shanklin. 10 Shanklin Manor has an elegant, monochrome interior and the u...

  • Sleeps 5
  • Regret no pets
  • Changeover Sat

Price per week £551 - £1301

View
  • 10% off

    22 Sep 2018 - 29 Sep 2018

    £663.00 £596.70

3 bedroom self catering cottage with sea views in Seaview, Isle of Wight.


The Old Boat House is an attractive period cottage set in a fantastic waterfront location on the edge of the beach at Seagrove Bay. This is a charming family home and can be rented...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

Price per week £567 - £1240

3 Astra House is a comfortable first floor apartment within a converted Victorian House


3 Astra House is a comfortable first floor apartment within a converted, red brick Victorian house, located on a quiet residential no-through road in Seaview. Offering light and sp...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Fri

Price per week £334 - £825

3 bedroom self catering apartment near the beach in Seaview.


Pandora Lodge is a lovely ground floor apartment forming part of a larger Victorian property in central Seaview. With sea views from the sitting-room and large bay windows featured...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Sat

Price per week £343 - £969

View
  • 20% off

    22 Sep 2018 - 29 Sep 2018

    £465.78 £372.63

3 bedroom self catering cottage near the beach in St Helens, Isle of Wight.


1 Yarborough Cottage is a wonderfully quaint end of terrace property facing St Helens Green on the east side of the island, with far reaching views over Culver Downs. The owners ha...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Fri

Price per week £358 - £888

3 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.


27 Tollgate Cottages is one of a number of well presented, beachfront holiday bungalows situated in Salterns Village, a small gated development located opposite Seaview Duver and b...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £375 - £830

We’re here to help you find your perfect place to stay 7 days a week.

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