Holiday Cottages for 2019 on the Isle of Wight

Holiday on the Isle of Wight and let 2019 be a year to remember. All of our holiday cottages are personally inspected and fully equipped, ensuring your holiday is the best it can be. Book now to secure your favourite cottage. Read more

Get thinking ahead to your 2020 holiday. Our portfolio gets better year after year, with all the old favourites and some stunning new additions, so get in there quick and reserve your preferred dates before someone else does. Then you can sit back and relax, knowing that extra special place has your name down for your chosen dates. 

You can reserve your favourite cottage now for 2020 and hold your dates. Once we know whether your chosen dates are available and how much your holiday will cost, we will contact you with details on how to confirm your holiday. In general, this happens during July in the year prior to your holiday.

Pick a place close to the coast for that year-round holiday vibe, or book a holiday townhouse to be close to every convenience. Escape to the country for peace and quiet or take to the moors for walks through wide open spaces, we’ve got 122 holiday cottages for 2020 you to choose from.

 

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

122 self-catering cottages on the Isle of Wight

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £607

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

7 nights from £607

View
  • 20% off

    29 Mar 2019 - 5 Apr 2019

    £380.77 £304.62

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

7 nights from £623

2 bedroom self catering cottage with sea views in Ventnor, Isle of Wight


Located in the cosmopolitan town of Ventnor in a Victorian town house, Seascape is a modern two bedroom apartment with spectacular sea views along the coastline. It offers contempo...

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

7 nights from £623

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

7 nights from £633

2 bedroom self catering apartment near the beach in Ryde.


6 Pier View Court, perfectly located right on the seafront at Ryde, is a modern, well presented second floor apartment, tastefully decorated and furnished to a high standard. Relax...

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

7 nights from £633

View
  • 20% off

    23 Mar 2019 - 30 Mar 2019

    £388.00 £310.40

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

7 nights from £638

2 bedroom, rural 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...

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

7 nights from £638

View
  • 15% off

    29 Mar 2019 - 5 Apr 2019

    £375.11 £318.84

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

7 nights from £646

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


5 Sandpipers is a well-equipped, modern house set within a small development in the heart of Seaview. It offers comfortable accommodation for a couple or small family. The sitt...

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

7 nights from £646

View
  • 15% off

    29 Mar 2019 - 5 Apr 2019

    £392.84 £333.91

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £670

2 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight


If you are looking for a traditional cottage, look no further than Blakes Barn. Constructed from Island stone, the charm starts outside Blakes Barn with the beautiful brick work, t...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £670

Need more time? Reserve any cottage for up to 24 hours before booking.

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £675

2 bedroom, dog friendly holiday cottage near the beach in Yarmouth, Isle of Wight.


A really lovely little bungalow, holding true to its seaside location with a nautical feel to the interior styling, Spinnakers is situated on a small private estate within walking ...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £675

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £679

2 bedroom, dog friendly cottage in a rural setting close to Godshill, Isle of Wight.


A barn conversion, in a rural setting, with a welcoming, rustic feel to it, 1 Bagwich Barn offers an ideal base in the middle of the The Isle of Wight, from which to explore north ...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £679

View
  • 20% off

    30 Mar 2019 - 6 Apr 2019

    £398.56 £318.85

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

7 nights from £682

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


Fir Cottage is an attractive and contemporary conversion of a Victorian home, located right in the heart of St Helens. The village green (England's second largest) lies a few yards...

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

7 nights from £682

View
  • 20% off

    22 Mar 2019 - 29 Mar 2019

    £417.44 £333.96

  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £688

2 bedroom, dog friendly holiday cottage near the beach in Bembridge, Isle of Wight.


Quiet Corner is a modestly furnished, comfortable cottage situated in the popular village of Bembridge, less than a mile from Bembridge beach. As its name suggests it's tucked away...

  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £688

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