Holiday cottages with 2 bedrooms in Isle of Wight

We’ve picked out 139 perfect holiday cottages with 2 Bedrooms in Isle of Wight.Read more

Holiday cottages with 2 bedrooms are perfect for a small family to relax in on their annual getaway, or two sets of couples who’d rather not argue over who gets the sofa bed (we don’t do sofa beds. Or fold up beds. Or even pull out beds). Maybe there are only two of you, but you appreciate the extra space, especially when one of you starts to snore…

Whatever you are planning on using the second bedroom for, the beds will be made up with fresh linen and clean towels ready and waiting (all our cottages provide linen and towels as standard). We’ve two bedroom cottages with double beds, twin beds, single beds and even zip-and-links – so there is bound to be a two bedroom holiday cottage in Isle of Wight that suits your needs. Use the filters on the left to help find the right one for you.

We have 139 self catering cottages with 2 bedrooms in Isle of Wight

New bookings can be placed for any holiday arriving on or after the 12th April for cottages in England and we are accepting Easter bookings at our properties in Wales, for those that can legally travel. COVID-19

  • Sleeps 3 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £495

The Cattle Byre

4535

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


The Cattle Byre has accommodation for three guests across two bedrooms, a double and a single. It has two private outdoor seating areas, the rear enclosed garden can only be access...

  • Sleeps 3 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £495

  • Sleeps 4
  • Regret no pets
  • Changeover Fri

7 nights from £305

The Beach Retreat

3665

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


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

7 nights from £305

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

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

7 nights from £335

Hove To

3767

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


Hove To is one of a collection of bungalows located along the Seaview Duver. Situated on the corner, it benefits from a large decked-area on two sides with a lovely outlook over th...

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

7 nights from £335

  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £335

Cockleshells

3815

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


Cockleshells is one of the charming Salterns bungalows situated along the Seaview Duver within a short walk to the Yacht Club and Seaview Village. The accommodation offers a double...

  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £335

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

7 nights from £367

1 St Josephs

4183

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


With one of the best views on the Isle of Wight, 1 St Josephs is a superb ground floor apartment beautifully decorated throughout. The property has a large patio area spanning two ...

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

7 nights from £367

  • Sleeps 4 + 2 cots
  • Regret no pets
  • Changeover Fri

7 nights from £368

6 St Josephs

3846

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


6 St Josephs is a top floor apartment with stunning panoramic sea views, which you can admire from the balcony, sitting-room and main bedroom! Ideally positioned between Bonchurch ...

  • Sleeps 4 + 2 cots
  • Regret no pets
  • Changeover Fri

7 nights from £368

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

7 nights from £369

2 Bermuda

3517

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


2 Bermuda is a lovely, neutrally decorated first floor apartment with wonderful views across the Solent, a balcony for al fresco drinks and a pretty garden. With both the beach and...

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

7 nights from £369

  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £378

Faithfull Cottage

3600

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


Faithfull Cottage is a lovingly restored, pretty mid-terrace cottage which enjoys a rear garden and countryside views on the outskirts of St Helens. This comfortable cottage is set...

  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £378

We’ve been raising the standards of self catering holidays since 1977.

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

7 nights from £380

6 Pier View Court

3559

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


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 £380

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

7 nights from £380

5 Sandpipers

3557

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 livi...

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

7 nights from £380

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