St Helens Cottages

St Helens Cottages

St Helen’s sits across the harbour from Bembridge on the Isle of Wight. Although fairly small, in the summer the village is a picturesque place to sit outside one of the lovely restaurants to enjoy dinner and a glass of wine whilst watching local cricket take place on the village green. The restaurants are open year round but this place really comes to life in the warmer weather. Read more

Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.

We have 74 self catering cottages in St Helens to show you...

Inglefield is a 4 bedroom, dog friendly holiday cottage near the beach in St Helens.
  • Sleeps 7 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £726 *

Inglefield

5637

4 bedroom, dog friendly holiday cottage near the beach in St Helens.


This beautiful home close to Bembridge Harbour is a space to enjoy with family and friends. From exploring the bays and beaches to the rolling countryside and historic castles, Ing...

  • Sleeps 7 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £726 *

Newclose Houseboat is a 3 bedroom houseboat with sea views in Bembridge, Isle of Wight
  • Sleeps 6
  • No pets
  • Changeover Sat

7 nights from £1201

Newclose Houseboat

5200

3 bedroom houseboat with sea views in Bembridge, Isle of Wight


Welcome aboard Newclose Houseboat, a beautifully restored contemporary houseboat located in picturesque Bembridge harbour on the Isle of Wight, just a short stroll away from the st...

  • Sleeps 6
  • No pets
  • Changeover Sat

7 nights from £1201

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  • 20% off

    30 Aug 2025 - 6 Sep 2025

    £1747.00 £1397.60

Oystercatcher is a 3 bedroom luxury houseboat in Bembridge, Isle of Wight.
  • Sleeps 6
  • No pets
  • Changeover Fri

7 nights from £1081 *

Oystercatcher

4869

3 bedroom luxury houseboat in Bembridge, Isle of Wight.


Set in picturesque Bembridge Harbour with far reaching views out to the Solent, Oystercatcher is a luxurious houseboat, beautifully furnished and just waiting to welcome you on boa...

  • Sleeps 6
  • No pets
  • Changeover Fri

7 nights from £1081 *

Fortune is a 4 bedroom, dog friendly holiday houseboat with sea views in Bembridge, Isle of Wight
  • Sleeps 8
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1499

Fortune

4336

4 bedroom, dog friendly holiday houseboat with sea views in Bembridge, Isle of Wight


Step on board this simply stunning houseboat situated in the picturesque Bembridge harbour, just a short walk from Bembridge village. The beautiful bright yellow door opens to a va...

  • Sleeps 8
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1499

Faithfull Cottage is a 2 bedroom, dog friendly holiday cottage near the beach in St Helens, Isle of Wight.
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £460

Faithfull Cottage

3600

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


Faithfull Cottage is a welcoming retreat situated within two miles distance of St Helens village on the Isle of Wight, as well as a gorgeous beach, RSPB Nature Reserve and the vill...

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

7 nights from £460

Old Bembridge House is a 3 bedroom, dog friendly holiday cottage near the beach in Bembridge, Isle of Wight.
  • Sleeps 6
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £836

Old Bembridge House

4791

3 bedroom, dog friendly holiday cottage near the beach in Bembridge, Isle of Wight.


Perfectly located just moments away from the beach and pretty harbour, Old Bembridge House has all the makings of the perfect holiday idyll on the Isle of Wight. Laid across three ...

  • Sleeps 6
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £836

9 The Ruskins  is a 3 bedroom self catering cottage near the beach in Bembridge, Isle of Wight.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £920 *

9 The Ruskins

4865

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


This delightful family holiday home can be found just a short stroll from the beautiful beaches of Bembridge and a wonderful array of traditional shops and restaurants. Light fille...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £920 *

Cara Cottage is a 5 bedroom, dog friendly holiday cottage near the beach in Bembridge, Isle of Wight.
  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £2228

Cara Cottage

4846

5 bedroom, dog friendly holiday cottage near the beach in Bembridge, Isle of Wight.


Welcome to Cara Cottage, a stunning detached property located in the heart of Bembridge village. This eye-catching holiday home with soft pink 'Spanish inspired' exterior is beauti...

  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £2228

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

Redworth is a 5 bedroom self catering home near the beach in Bembridge, Isle of Wight.
  • Sleeps 11 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1788

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 of the lo...

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

7 nights from £1788

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

7 nights from £672 *

Daisy Cottage

4824

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


In prime position in a row of pretty cottages, ideally situated in the centre of charming Bembridge on the beautiful Isle of Wight, Daisy Cottage is perfectly placed just a short s...

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

7 nights from £672 *

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Down a small street on the outskirts of the village, you’ll find a wonderful shingle and sand beach overlooked by a church half painted white. This curious church is known as St Helen’s old church at Common and it’s white paint marks it out as a shipping landmark used for centuries. Around the beach there are plenty of rockpools to explore and dogs are welcome to join in the fun all year round. This area is protected by the National Trust so expect picturesque, rugged seaside beauty.

St Helens is south of Seaview and Nettlestone so the village is an ideal spot to explore the north east of the island and even venture further afield to Cowes and Newport. As you’re on the east side of the island, head further south to enjoy the golden sands of Shanklin, Ventnor and Sandown.