Two night breaks in South England

Two night breaks in South England

A weekend away or two night short break in South England is so simple. No major preparations or need to pack up your life, just the perfect excuse to get away from it all for your favourite holiday cottage and slip under the radar of everyday life. With hand picked cottages across the UK, there are endless places to escape to for a two night break with Classic Cottages. Take a look and see...

Our exclusive ferry discounts will make your island trip with Classic plain sailing.

We have 80 holiday cottages available in South England for a two night break

Mattingley Farm

  • Sleeps 12 + 3 cots in 3 properties
  • Changeover Fri

7 nights from £1404

Dairy Cottage is a 2 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £450

Dairy Cottage

3912

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


Originally the farm's milking parlour, Dairy Cottage is a light and airy single-storey cottage with plenty of charm throughout. Mattingly Farm is made up of three barns in total Da...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £450

Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.

Blakes Barn is a 2 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £504

Blakes Barn

3907

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. Mattingly Farm is made up of three barns in total, Blakes Barn, Dairy Cottage (3912), and Orchard Co...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £504

6 St Josephs is a 2 bedroom self catering apartment with sea views in Ventnor, Isle of Wight
  • Sleeps 4 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £516

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
  • No pets
  • Changeover Fri

7 nights from £516

Cockleshells is a 2 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £403

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 £403

2 Bermuda is a 2 bedroom self catering apartment with sea views in Seaview, Isle of Wight.
  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £509

2 Bermuda

3517

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


Welcome to 2 Bermuda, a rather lovely first floor apartment nestled in the charming village of Seaview, with wonderful views stretching across the Solent - ideal for an unforgettab...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £509

2 Little Cedars is a 4 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
  • Sleeps 9 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1255

2 Little Cedars

3520

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


2 Little Cedars is a sleek and modern property, with a light and clean finish throughout. Split over three floors, and stylishly decorated with luxury furnishings, this delightful ...

  • Sleeps 9 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1255

View
  • 20% off

    20 Dec 2024 - 27 Dec 2024

    £2292.00 £1833.60

  • 20% off

    27 Dec 2024 - 3 Jan 2025

    £2292.00 £1833.60

25 Palmerston Road is a 3 bedroom self catering cottage near the beach in Shanklin.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £601

25 Palmerston Road

3538

3 bedroom self catering cottage near the beach in Shanklin.


Welcome to 25 Palmerston Road, a delightful holiday home perfectly situated in the charming town of Shanklin and just a short stroll away from the golden sandy beach and a good sel...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £601

Choose our flexible booking option and have the ability to cancel anytime.

Alcantara is a 3 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £962

Alcantara

3574

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 £962

Apt 1 Springfield Court is a 2 bedroom self catering apartment near the beach in Seaview.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £722

Apt 1 Springfield Court

3575

2 bedroom self catering apartment near the beach in Seaview.


Apt 1 Springfield Court is a luxurious, ground floor apartment, set in an exclusive development in the picturesque village of Seaview. It would suit a small family or a couple in n...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £722

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