Romantic Breaks on the Isle of Wight

Pick a luxury bolthole with a bubbling hot tub, or how about one with a pool? Maybe a luxury retreat with spectacular sea views or perhaps a secluded romantic cottage just right for two? The choices are endless for a romantic getaway on the Isle of Wight. Browse through our collection and take a step closer to the holiday of your dreams together. 

The Isle of Wight offers an idyllic base for a romantic adventure. Miles of coast path to explore, beaches peppered with fossils, amazing restaurants and eateries and lots of fun attractions to discover. And best of all? You can enjoy your break with the one you love most in a romantic cottage for two.

So you can share the holiday of a lifetime together, we have a selection of 206 available self-catering cottages primed and ready to welcome you. From choosing your cottage to opening the front door, we will guide you through every step so that the whole process is as smooth as possible. All of our cottages are handpicked; personally inspected and fully equipped to ensure your total comfort during your romantic break on the Isle of Wight. 

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

Search through 206 available romantic retreats on the Isle of Wight

2 bedroom, this holiday cottage is near the beach in St Helens, Isle of Wight.


Little Black Barn at Hill Farm is a beautifully converted property of a contemporary style, set in a stunning south facing location at the top of a hill on the outskirts of St.Hele...

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

Price per week £808 - £1220

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


On the promenade of Ventnor seafront, Villa Amanti is an immaculate south facing, ground floor apartment with uninterrupted sea views from its sunny seating area, accessed through ...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £825 - £1400

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


A deceptively spacious semi-detached Victorian property, Red House has a lovely large kitchen with both a breakfast-bar and a separate dining-area from which the enclosed garden ca...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Sat

Price per week £311 - £940

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


A Victorian property set on a quiet road and yards from the beach. Oaks is a well-equipped property, decorated to a high standard and perfect for families with open plan seating an...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £334 - £740

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


1 The Saltings is a lovely three bedroom, lower ground floor apartment - perfect for those with young children and buggies - and it's just a hop, skip and a jump away from the pebb...

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

Price per week £337 - £720

2 bedroom self catering cottage at Island Harbour, near Newport.


Spring Tide is a delightful holiday cottage situated in a small development at Island Harbour Marina on the banks of the River Medina. The marina is set in a beautiful secluded val...

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

Price per week £351 - £806

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    20 Jul 2018 - 27 Jul 2018

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


4A Ship House, an attractive townhouse positioned right in the middle of Seaview, is perfect for a family looking for a coastal break. 'Ship shape' in presentation, the fantastic t...

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

Price per week £357 - £810

2 bedroom self catering apartment near the beach in Ventnor, Isle of Wight


Accessed via a set of stairs, this bright and airy first and second floor apartment offers contemporary accommodation, with large and spacious rooms packed with period features, hi...

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

Price per week £384 - £760

3 bedroom self catering apartment with sea views in Seaview, Isle of wight.


Elm Cottage is a stylish, spacious first floor apartment, brimming with quirky taste and character, in the sought after village of Seaview and it enjoys sea views across the roof t...

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

Price per week £396 - £895

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


The location of 40 Trelawny Way, on a quiet residential road in Bembridge, belies its extravagant interior. For those looking for a family home with an interior decorated with arti...

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

Price per week £405 - £1071

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