Holiday cottages for 2022 in Isle of Wight

Ready to start planning your 2022 adventure? Now's a great time to get ahead of the crowd.Read more

 

Long, leisurely countryside walks, exploring somewhere new, the warm sand between your toes, finding sun-soaked spots for lazy afternoons picnics and taking the time to enjoy those special sunrises and sunsets. Sound good? Whether you're looking for a coastal holiday or a rural retreat, or a cottage with a hot tub or swimming pool, we have a portfolio of properties ready and waiting for you to start planning your next self catering holiday. All you've got to do is choose a location... Take your pick from CornwallDevonSomersetDorsetSussexIsle of WightPembrokeshireKent The Cotswolds, Wiltshire and Carmarthenshire and get ready to holiday with Classic in 2022.   

Throughout spring and summer, snap up your 2022 holiday for just £30 and we will hold the dates for you until 1st September. And don't worry, there's no catch. This offer simply allows us to extend your reservation until 1st September 2021 for you. Take a look at our terms and conditions here

We have Self catering holiday cottages for rent in 2022

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £1200

The Tap Room

4699

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


If you are looking to holiday in a place that is just that little bit special then The Tap Room at Golden Hill Fort is for you. The panoramic views from the shared roof terrace are...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £1200

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £701

Limpets

4622

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


This gorgeous home, just a stone's throw from the seafront, has sea views from the sitting-room and the luxury of your very own private garden, giving it all the ingredients for a ...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £701

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

  • Sleeps 8 + 2 cots
  • Regret no pets
  • Changeover Sat

7 nights from £1139 *

Saye House

4573

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


Just a few minutes from idyllic Seagrove Bay, Saye House has been stylishly renovated to a high standard offering a wonderful place to enjoy a well-earned rest on the Isle of Wight...

  • Sleeps 8 + 2 cots
  • Regret no pets
  • Changeover Sat

7 nights from £1139 *

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

7 nights from £676

The Clock House

4559

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


This beautifully decorated converted former stable, in the grounds of the Old Rectory in Yaverland just outside Bembridge, is a real gem. The owner has created a stylish and indivi...

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

7 nights from £676

  • Sleeps 11 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1925

Redworth

4541

5 bedroom self catering home near the beach in Bembridge, Isle of Wight.


This impressive five bedroom house is located on Ducie Avenue, a charming unmade road leading to the beach, in the village of Bembridge. Located within a few minutes walk to the lo...

  • Sleeps 11 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1925

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

7 nights from £510

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 £510

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

7 nights from £588

The Dairy

4536

2 bedroom, dog friendly cottage near the beach near Brighstone, Isle of Wight.


The Dairy is the largest of all four barns and is closest to The Cattle Byre. It has a spacious kitchen and dining area making it a social space for the family to gather and make p...

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

7 nights from £588

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

7 nights from £540

The Stables

4537

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


The Stables is light and airy throughout with two bedrooms, a king-size double and a twin. The open plan living-room with kitchen and dining areas is warm and inviting, with doors ...

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

7 nights from £540

Our property managers are local experts who handpick perfect places to stay.

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

7 nights from £540

The Pigsty

4538

2 bedroom, dog friendly cottage near the beach near Brighstone, Isle of Wight.


The Pigsty is a detached barn with parking for two cars and two private seating areas alongwith a spacious communal area. There are two bedrooms, a double and a twin, each beau...

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

7 nights from £540

Kingston Barns

  • Sleeps 15 + 4 cots in 4 properties
  • Changeover Sat

7 nights from £2178

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