Short breaks on the Isle of Wight

A perfect getaway for a few days, we have 132 luxury holiday cottages for you to enjoy on the Isle of Wight.

Read more

The Isle of Wight is perfect for that weekend break or much-needed mid-week breather. The diversity of the island’s environments means you can find lush countryside, dramatic coastal scenes and gorgeous yacht harbours all in one place. Fall in love with island life and enjoy a cosy rural retreat or a seaside escape in our luxury self-catering cottages. The isle is a perfect little getaway, only four hours from central London by car and you can be in a gorgeous holiday cottage ready to relax for a dreamy short break. Choose from an array of beautiful baby friendly and dog friendly holiday lets to cater for the whole family.

 

Spring and Autumn Breaks on the Isle of Wight

The mild climate of the isle creates beautiful Spring and Autumn landscapes to enjoy as summer crowds fade away. Spend three to four days surrounded by peaceful forests and serene seascapes away from the hustle and bustle.

 

Summer Short Breaks

Enjoy yachts, festivals, blue skies and sea breezes with a Summer on the Isle of Wight. With the island playing host to the Isle of Wight festival, Bestival and Cowes Week to name but a few, there are plenty of things to do in the Summer here. A short break in a holiday cottage is the ideal way to enjoy these festivals in style, without having to deal with the mud or rain.

 

Christmas on the Isle of Wight

Create magical Christmas memories with a holiday away from the mainland to really relax into the festive season. Book a short break on the Isle of Wight to discover an enchanted island filled with beautiful cottages to make your break one to remember. You may even be treated to a touch of snow.

 

New Year Breaks on the Isle of Wight

With celebrations taking place all over the Isle of Wight, you’re in for an amazing New Year celebration if you choose to go island-style. Close-knit communities means that everyone comes together. Have a memorable time dancing the night away with friends old and new.

 

Winter Breaks on the Isle of Wight

The island has a warmer climate than the mainland making winters less harsh. Ventnor supposedly benefits from the most daylight hours and the mildest climate in the UK. Although we can’t promise a tropical winter, there’s a good chance that the sun may shine for your winter holiday on the Isle of Wight. For added cosy, choose a holiday cottage with a fire on the Isle of Wight and spend your evenings curled up with a hot chocolate or a mulled wine warming your toes.

 

We have 132 holiday cottages available on the Isle of Wight for you to enjoy some well-deserved time off.

Read less

We have 132 self-catering cottages on the Isle of Wight available for a Short Break

Search for cottages


Location

Facilities

Property

Children

 
  • 7 Lind Court - Holiday Cottage - Ryde
    • 1
    • 2
    • 3
    • 4
    • 5

    | 3567

     
    1 bedroom self catering apartment near the beach in Ryde.
    Sleeps 2 + cotSaturday changeover
    Regret no petsPrice per week £219 - £357
    7 Lind Court is a cosy, first floor apartment situated in the seaside town of Ryde and is ideal for a couple looking for a holiday on the Island without the cost of the car ferry. ...
     
    50.7299
    -1.1650
    http://www.classic.co.uk/media/symbols/cottage-blue.png
    https://webpics.classic.co.uk/webpic/3567/35670001.jpg?w=236&h=157&mode=crop&v=1
    7 Lind Court (3567)
    Sleeps 2 + cot
  • The Battenburg Studio - Holiday Cottage - Shanklin
    • 1
    • 2
    • 3
    • 4
    • 5

    | 3664

     
    1 bedroom self catering apartment near the beach in Shanklin, Isle of Wight.
    Sleeps 2 + cotFriday changeover
    Regret no petsPrice per week £230 - £585
    This contemporary studio apartment enjoys a great location in Shanklin. With modern decor and open plan living, it makes a cosy retreat for a couple looking for a coastal break. ...
     
    50.6274
    -1.1754
    http://www.classic.co.uk/media/symbols/cottage-blue.png
    https://webpics.classic.co.uk/webpic/3664/36640001.jpg?w=236&h=157&mode=crop&v=1
    The Battenburg Studio (3664)
    Sleeps 2 + cot
  • The Beatrice Studio - Holiday Cottage - Shanklin
    • 1
    • 2
    • 3
    • 4
    • 5

    | 3666

     
    1 bedroom self catering apartment near the beach in Shanklin, Isle of Wight.
    Sleeps 2 + cotFriday changeover
    Regret no petsPrice per week £230 - £585
    Located on the first floor of Shanklin Villa, a lovely Victorian property, this small studio apartment packs a punch despite its size. Enjoying beautiful sea views from its ...
     
    50.6274
    -1.1754
    http://www.classic.co.uk/media/symbols/cottage-blue.png
    https://webpics.classic.co.uk/webpic/3666/36660001.jpg?w=236&h=157&mode=crop&v=1
    The Beatrice Studio (3666)
    Sleeps 2 + cot
  • West Flatlet - Holiday Cottage - Seaview
    • 1
    • 2
    • 3
    • 4
    • 5

    | 3692

     
    1 bedroom self catering apartment near the beach in Seaview, Isle of Wight.
    Sleeps 2 + cotSaturday changeover
    Regret no petsPrice per week £240 - £400
    West Flatlet is situated right in the heart of Seaview village and is perfect for couples looking for a coastal break. This small but cosy and comfortable flat sits at the heart ...
     
    50.7193
    -1.1098
    http://www.classic.co.uk/media/symbols/cottage-blue.png
    https://webpics.classic.co.uk/webpic/3692/36920001.jpg?w=236&h=157&mode=crop&v=1
    West Flatlet (3692)
    Sleeps 2 + cot
  • 35 Seaview Bay - Holiday Cottage - Seaview
    • 1
    • 2
    • 3
    • 4
    • 5

    | 3551

     
    1 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
    Sleeps 2Friday changeover
    Regret no petsPrice per week £260 - £485
    35 Seaview Bay is a light and airy top floor apartment of a seafront development offering beautiful views of the Solent from a small, private balcony so don't forget your ...
     
    50.7152
    -1.1071
    http://www.classic.co.uk/media/symbols/cottage-blue.png
    https://webpics.classic.co.uk/webpic/3551/35510016.jpg?w=236&h=157&mode=crop&v=1
    35 Seaview Bay (3551)
    Sleeps 2
  • Mariners Cove - Holiday Cottage - Bembridge
    • 1
    • 2
    • 3
    • 4
    • 5

    | 3628

     
    1 bedroom self catering apartment near the beach in Bembridge, Isle of Wight.
    Sleeps 2 + cotFriday changeover
    Regret no petsPrice per week £260 - £449
    This charming one bedroom apartment forms part of a country house, set around a shared Spanish-style courtyard, just outside the bustling village of Bembridge. You can enjoy the ...
     
    50.6861
    -1.0745
    http://www.classic.co.uk/media/symbols/cottage-blue.png
    https://webpics.classic.co.uk/webpic/3628/36280001.jpg?w=236&h=157&mode=crop&v=1
    Mariners Cove (3628)
    Sleeps 2 + cot
  • The Ivy - Holiday Cottage - Shanklin
    • 1
    • 2
    • 3
    • 4
    • 5

    | 3671

     
    1 bedroom, dog friendly holiday apartment near the beach in Shanklin, Isle of Wight.
    Sleeps 2 + cotSaturday changeover
    Dogs welcomePrice per week £275 - £475
    The Ivy is a compact double bedroom annexe offering comfortable accommodation for a couple seeking a relaxing island escape. Ideally located, with Shanklin village and beach a ...
     
    50.6276
    -1.1848
    http://www.classic.co.uk/media/symbols/cottage-blue.png
    https://webpics.classic.co.uk/webpic/3671/36710001.jpg?w=236&h=157&mode=crop&v=1
    The Ivy (3671)
    Sleeps 2 + cot
  • Afton Lodge - Holiday Cottage - 3.5 miles NW of Old Freshwater
    • 1
    • 2
    • 3
    • 4
    • 5

    | 3572

     
    1 bedroom, dog friendly cottage near the beach near Old Freshwater, Isle of Wight.
    Sleeps 2 + cotSaturday changeover
    Dogs welcome (1 only)Price per week £288 - £577
    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 ...
     
    50.6825
    -1.5073
    http://www.classic.co.uk/media/symbols/cottage-blue.png
    https://webpics.classic.co.uk/webpic/3572/35720001.jpg?w=236&h=157&mode=crop&v=1
    Afton Lodge (3572)
    Sleeps 2 + cot
  • Cornerstone East - Holiday Cottage - Ventnor
    • 1
    • 2
    • 3
    • 4
    • 5

    | 3586

     
    1 bedroom self catering apartment near the beach in Ventnor, Isle of Wight.
    Sleeps 2 + cotFriday changeover
    Regret no petsPrice per week £310 - £525
    Cornerstone East is a light and attractively decorated lower ground floor apartment, nestling underneath St Boniface Down. This one bedroom apartment, which is housed within a ...
     
    50.5975
    -1.2003
    http://www.classic.co.uk/media/symbols/cottage-blue.png
    https://webpics.classic.co.uk/webpic/3586/35860001.jpg?w=236&h=157&mode=crop&v=1
    Cornerstone East (3586)
    Sleeps 2 + cot
  • Cornerstone West - Holiday Cottage - Ventnor
    • 1
    • 2
    • 3
    • 4
    • 5

    | 3587

     
    1 bedroom, dog friendly holiday apartment near the beach in Ventnor, Isle of Wight.
    Sleeps 2 + cotFriday changeover
    Dogs welcome (1 only)Price per week £310 - £525
    Cornerstone West is a pretty, lower ground floor one bedroom apartment set within a Grade II Listed building. Located just above Ventnor, at St Boniface Down, this charming ...
     
    50.5975
    -1.2003
    http://www.classic.co.uk/media/symbols/cottage-blue.png
    https://webpics.classic.co.uk/webpic/3587/35870002.jpg?w=236&h=157&mode=crop&v=636199109072169716
    Cornerstone West (3587)
    Sleeps 2 + cot
We'd love to help you find the perfect holiday cottage:
 
 

We've got 132 holiday cottages matching your search criteria.


 
 

132 Holiday cottages