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. Read more

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 180 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 180 available romantic retreats on the Isle of Wight

  • Sleeps 7 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £636

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


Montagu is a luxurious, upper ground floor apartment forming part of a converted Victorian villa, just seconds from the beach at Shanklin. With a private patio with sea views and a...

  • Sleeps 7 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £636

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  • 20% off

    29 Mar 2019 - 5 Apr 2019

    £794.81 £635.84

  • Sleeps 7 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £684

4 bedroom, rural self catering cottage on the outskirts of Wootton, Isle of Wight


This gorgeous stone cottage is tucked away in the most idyllic and tranquil location, surrounded by fields and woodland, this is the perfect holiday setting to truly escape from it...

  • Sleeps 7 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £684

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  • 15% off

    5 Apr 2019 - 12 Apr 2019

    £1015.29 £863.00

  • Sleeps 7 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £700

3 bedroom self catering apartment with sea views in Seagrove Bay, Isle of Wight


In the most spectacular location just a few metres from Seagrove Bay, this two-storey apartment is in a prime holiday location with a large decked balcony to admire the stunning se...

  • Sleeps 7 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £700

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £418

4 bedroom self catering cottage near the beach in Binfield, Isle of Wight.


Tradewinds is a four bedroomed yachtsman house, located within a waterside marina development of Island Harbour, just outside of Newport. There is a small courtyard to the rear of ...

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £418

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  • 20% off

    30 Mar 2019 - 6 Apr 2019

    £522.54 £418.03

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

  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £455

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


Beautifully decorated in neutral tones throughout, Alcantara is a well-presented, spacious property offering flexible family accommodation in the heart of Seaview. This detache...

  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £455

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  • 20% off

    29 Mar 2019 - 5 Apr 2019

    £568.20 £454.56

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £506

3 bedroom, Rural holiday cottage with sea views in Brook, Isle of Wight


This pretty detached cottage can be found on a quiet lane in Brook on the south west coast. With its large, mature garden overlooking adjacent farmland, and close proximity to mile...

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £506

View
  • 20% off

    29 Mar 2019 - 5 Apr 2019

    £632.29 £505.83

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £559

4 bedroom self catering cottage near the beach in Ryde, Isle of Wight.


A smart town house, with well presented accommodation for eight set over three floors, Lucaya offers a great space with a pretty enclosed rear patio and lawn for an extended family...

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £559

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £575

4 bedroom self catering apartment near the beach in Seaview.


Crowsteps is on the first and second floor of a property tucked away in Seaview in a semi detached property. Boasting a stunning roof terrace with far reaching views over the Solen...

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £575

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £588

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


Middle Salterns is a pretty, end of terrace Edwardian property in the heart of Seaview, simply decorated and arranged over three floors. There are two double bedrooms and a bunk-ro...

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £588

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  • 20% off

    30 Mar 2019 - 6 Apr 2019

    £734.50 £587.60

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £600

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


A spacious family home, 17 Sandcove Rise is located on a quiet cul-de-sac in the pretty village of Seaview. It would suit a large family or several couples or friends traveling tog...

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £600

View
  • 20% off

    29 Mar 2019 - 5 Apr 2019

    £750.06 £600.05

Each and every one of our cottages is fully equipped with everything you’ll need on holiday.

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