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

218 Luxury self catering cottages on the Isle of Wight

1 bedroom, rural self catering cottage near Newport, Isle of Wight


Little Tremore Cottage is a charming annexe situated in the historic village of Shorwell, surrounded by peaceful and idyllic countryside; this is the place to be for a romantic, re...

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Fri

Price per week £318 - £520

1 bedroom, dog friendly cottage near the beach near Old Freshwater, Isle of Wight.


If a quintessentially English cottage is what you're after for your holiday, look no further than Afton Lodge. Set in Old Freshwater, the lodge boasts a thatched roof, stable door ...

  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

Price per week £335 - £650

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


Sitting within a beautifully converted Victorian villa, The Cadogan Apartment offers a high standard of accommodation for a couple or lone traveller looking for a coastal break. Gu...

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Fri

Price per week £360 - £940

2 bedroom self catering cottage near the beach in Seaview.


Located in a small waterside development on the edge of Seaview, 62 Buddleia Cottage is a pretty beach bungalow offering comfortable accommodation, for a couple or small family, in...

  • Sleeps 3 + cot
  • Regret no pets
  • Changeover Sat

Price per week £309 - £684

Arrive at your handpicked holiday home safe in the knowledge it’s been fully inspected.

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


Offering a high standard of accommodation, the Worsley Apartment is a ground floor apartment housed within Shanklin Villa, a beautifully converted Victorian building. With a separa...

  • Sleeps 3 + cot
  • Regret no pets
  • Changeover Fri

Price per week £360 - £940

2 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...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £243 - £745

View
  • 50% off

    15 Oct 2018 - 20 Oct 2018

    £340.00 £170.00

2 bedroom self catering cottage near the beach in Seaview.


This delightful, stylish seafront bungalow is located in a front row position with wonderful views of the Solent and the beach is practically on the doorstep. Days at the seaside, ...

  • Sleeps 4
  • Regret no pets
  • Changeover Fri

Price per week £284 - £704

2 bedroom, rural self catering cottage near the beach in Bembridge, Isle of Wight.


Take a few steps up to the entrance, and you'll find yourself in 3 Kings House, a ground floor apartment in a small development. The property is just a short walk from Bembridge Ha...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Sat

Price per week £295 - £643

2 bedroom, dog friendly apartment near the beach near St Helens, Isle of Wight.


This two bedroom apartment in Bembridge is small but perfectly formed. Lovingly restored by the owners, 53a offers a perfect base for a family with a light and airy double bedroom ...

  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £295 - £709

View
  • 10% off

    19 Oct 2018 - 26 Oct 2018

    £449.94 £404.95

2 bedroom self catering apartment with sea views in Seaview, Isle of Wight.


The Crows Nest is a second floor apartment at the top of a Victorian property in the historic village of Seaview. A family looking for a convenient base from which to enjoy the Isl...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

Price per week £295 - £607

View
  • 20% off

    19 Oct 2018 - 26 Oct 2018

    £375.03 £300.02

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

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