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

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

Lucaya is a 4 bedroom self catering cottage near the beach in Ryde, Isle of Wight.
  • Sleeps 8 + cot
  • No pets
  • Changeover Sat

7 nights from £574 *

Lucaya

3621

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


Welcome to Lucaya a smart town house for eight, set over three floors a great space with a pretty enclosed rear patio, and lawn, the ideal stay for a family looking for a seaside b...

  • Sleeps 8 + cot
  • No pets
  • Changeover Sat

7 nights from £574 *

1 Thatched Cottage is a 2 bedroom thatched, self catering cottage with sea views in Seaview, Isle of Wight.
  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £666

1 Thatched Cottage

3508

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


If the restorative power of the sea appeals to you, 1 Thatched Cottage with its uninterrupted views is an ideal holiday home. This 19th Century semi-detached property combines old ...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £666

Arrive at your handpicked holiday home safe in the knowledge it’s been fully inspected.

Pandora Lodge is a 3 bedroom self catering apartment near the beach in Seaview, Isle of Wight.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £550

Pandora Lodge

3642

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


Perfectly situated in the heart of the delightful village of Seaview on the Isle of Wight, Pandora Lodge is a lovely, spacious ground floor apartment forming part of a larger prope...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £550

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

7 nights from £299

Spinnakers

3659

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


A really lovely little bungalow, holding true to its seaside location with a nautical feel to the interior styling, semi-detached Spinnakers is situated on a small private estate w...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £299

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  • 50% off

    6 Dec 2024 - 13 Dec 2024

    £599.00 £299.50

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

7 nights from £650

2 St Josephs

3530

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


With sea views from the terrace and fresh, modern decor throughout, 2 St Josephs is a holiday maker's home-from-home. It is the perfect getaway for a small family, a couple or two ...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £650

Fir Cottage is a 2 bedroom self catering cottage near the beach in St Helens, Isle of Wight.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £540

Fir Cottage

3602

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


Located in a quiet lane a few steps from St Helens village green, Fir Cottage is a refurbished Victorian semi-detached house, complete with all modern amenities. A great holiday ba...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £540

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

Neptune Cottage is a 4 bedroom, self catering cottage near the beach in Seaview, Isle of Wight.
  • Sleeps 8 + cot
  • No pets
  • Changeover Fri

7 nights from £1102 *

Neptune Cottage

3636

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


Just a few steps from your front door to the sea, this stunning newly refurbished seafront cottage is an exceptional place to stay in Seaview. With many of the rooms boasting wonde...

  • Sleeps 8 + cot
  • No pets
  • Changeover Fri

7 nights from £1102 *

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