Holiday cottages with 5 bedrooms in Isle of Wight

Browse the 19 large holiday cottages with 5 bedrooms in Isle of Wight that we’ve selected for our portfolio. Read more

A holiday cottage in Isle of Wight with five bedrooms makes the perfect base for a family reunion or a group of friends to get away together. With a range of bedroom types available, there are plenty of options to choose from: doubles, singles, twins and the occasional bunk. But never a sofa bed or put-me-up – we only accommodate as many people as there are proper beds. Use the filters on the left to help find the right one for you.

We have 19 self catering cottages with 5 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

Kingston Barns

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

7 nights from £2163

  • Sleeps 12 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1950 *

St Andrews

4641

6 bedroom, dog friendly holiday home near the beach in Yarmouth, Isle of Wight.


Wow! This spectacular converted church has the makings for the most amazing holiday, set in an elevated position with panoramic views across the surrounding countryside and a glimp...

  • Sleeps 12 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1950 *

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

Kingston Barns

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

7 nights from £1668

  • Sleeps 12 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £1650

Windleshore

3696

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


Windleshore is a wonderful family friendly holiday home, set in the beautiful and sought-after seaside village of Bembridge. Accessed by a private road, and with extensive grounds,...

  • Sleeps 12 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £1650

  • Sleeps 12 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £1650 *

Woodlands

4594

6 bedroom self catering home with sea views in Seaview, Isle of Wight.


This simply stunning four-storey, six bedroom house is situated in the village of Seaview within a few minutes' walk to the beach. With sea views from the top floor bedroom, Woodla...

  • Sleeps 12 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £1650 *

  • Sleeps 12 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £1500

Bay House

3582

6 bedroom, rural self catering home with sea views in Seaview, Isle of Wight.


Bay House is an incredibly spacious and stylish Edwardian villa offering great sea views from many of its rooms. The property is the ideal choice for families holidaying together o...

  • Sleeps 12 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £1500

  • Sleeps 12 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £1326

West Ingle

3693

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


A beautiful Edwardian villa, brimming with charm and original features and magnificent sea views from the rear patio and almost every room. The open plan kitchen/dining-room is ver...

  • Sleeps 12 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £1326

Mattingley Farm

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

7 nights from £1183

Each and every one of our cottages is fully equipped with everything you’ll need on holiday.

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

7 nights from £1600

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 £1600

  • Sleeps 10 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £2100

Little Forelands

4474

5 bedroom self catering cottage with sea views in Bembridge, Isle of Wight


This absolutely lovely family home in Bembridge, on the east coast of the Isle of Wight, has a large garden and stunning sea views. With a gated entrance Little Forelands is ideall...

  • Sleeps 10 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £2100

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