Isle of Wight Holiday Cottages with Special Offers

Isle of Wight Holiday Cottages with Special Offers

With its picturesque coastline, verdant countryside, and historic sites, the Isle of Wight is never short of fascinating days out. Embark on a spontaneous stay with one of our special offer cottages for a jam-packed holiday full of royal sites, breathtaking walks, and epic eateries - not to mention a whole selection of golden, sandy beaches. Read more

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

Browse our collection of 11 holiday homes with a special offer in Isle of Wight

Dolphin Cottage is a 4 bedroom self catering cottage near the beach in Bembridge, Isle of Wight
  • Sleeps 8 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £1121 * booking fees included

Dolphin Cottage

4347

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


Within a few minutes’ walk of the village centre and located on an unmade road leading to the sea, Dolphin Cottage is a simply stunning house ideally laid out to make space for all...

  • Sleeps 8 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £1121 *

View
  • 40% off

    31 Aug 2026 - 4 Sep 2026

    From £1638.75 £1008.45 booking fees included

Oceanix is a 1 bedroom, dog friendly holiday apartment with sea views in Ventnor.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £601 booking fees included

Oceanix

4900

1 bedroom, dog friendly holiday apartment with sea views in Ventnor.


A beautifully located top floor apartment in the heart of Ventnor, Oceanix provides the perfect seaside getaway for your next Isle of Wight holiday. The property has been though...

  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £601

View
  • 25% off

    10 Aug 2026 - 15 Aug 2026

    From £787.50 £606.38 booking fees included

Our guests rate us 4.8/5 on Feefo, the independent review site.

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

7 nights from £777 * booking fees included

Driftwood

5613

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


Whisk yourself away to this pretty retreat on the glorious Isle of Wight, perfect for couples and families and your four-legged companions who love to explore as much as you do. Th...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £777 *

View
  • 20% off

    21 Aug 2026 - 28 Aug 2026

    From £1173.95 £951.76 booking fees included

Sea Lights is a 2 bedroom coastal holiday home, with sea views in Cowes, Isle of Wight.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £998 * booking fees included

Sea Lights

4967

2 bedroom coastal holiday home, with sea views in Cowes, Isle of Wight.


Situated close to the beating heart of world-famous Cowes, lies the pretty coastal village of Gurnard, where you will find this handsome coastal ground floor pet-friendly apartment...

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

7 nights from £998 *

View
  • 20% off

    21 Aug 2026 - 28 Aug 2026

    From £1837.00 £1482.20 booking fees included

British Travel Awards 2025 - Best Company For UK Holiday Home Rentals Logo

British Travel Awards 2025
Best company for UK holiday home rentals

Seascape is a 2 bedroom self catering apartment with sea views in Ventnor, Isle of Wight.
  • Sleeps 3
  • No pets
  • Changeover Sat

7 nights from £550 booking fees included

Seascape

5944

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


Located in the cosmopolitan town of Ventnor within a Victorian townhouse, Seascape is a modern two-bedroom, ground floor, apartment with spectacular sea views overlooking the bay. ...

  • Sleeps 3
  • No pets
  • Changeover Sat

7 nights from £550

View
  • 20% off

    22 Aug 2026 - 29 Aug 2026

    From £833.00 £679.00 booking fees included

  • 20% off

    29 Aug 2026 - 5 Sep 2026

    From £685.00 £560.60 booking fees included

The Dairy is a 2 bedroom, dog friendly cottage near the beach near Brighstone, Isle of Wight.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £669 booking fees included

The Dairy

4536

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


The dairy is a warm and welcoming barn conversion perfect for slow mornings, costal adventures and cosy evenings by the fire. Being is the largest of the four barns at Kingston, an...

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

7 nights from £669

View
  • 20% off

    22 Aug 2026 - 29 Aug 2026

    From £975.00 £792.60 booking fees included

The Stables  is a 2 bedroom, dog friendly self catering cottage near Brighstone, Isle of Wight.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £668 booking fees included

The Stables

4537

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


The heart of the property is an inviting open plan living space where the sitting, dining and kitchen areas are thoughtfully brought together. Soft natural light filters in through...

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

7 nights from £668

View
  • 20% off

    22 Aug 2026 - 29 Aug 2026

    From £979.00 £795.80 booking fees included

  • 20% off

    29 Aug 2026 - 5 Sep 2026

    From £818.00 £667.00 booking fees included

St Hubert's Lodge is a 3 bedroom, dog friendly self catering cottage near Yarmouth.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1521 booking fees included

St Hubert's Lodge

6057

3 bedroom, dog friendly self catering cottage near Yarmouth.


Surrounded by tranquil countryside on the edge of the Isle of Wight National Landscape and close to the charming seaside island towns of Yarmouth and Cowes, St Hubert's Lodge is a ...

  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1521

View
  • 20% off

    22 Aug 2026 - 29 Aug 2026

    From £2554.00 £2055.80 booking fees included

The Beach Retreat is a 2 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £462 booking fees included

The Beach Retreat

3665

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


Perfectly situated just a stone's throw away from Seaview beach, where you will discover beautiful views across the Solent, The Beach Retreat is located close to the village centre...

  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £462

View
  • 15% off

    28 Aug 2026 - 4 Sep 2026

    From £679.00 £586.60 booking fees included

7 Sandpipers is a 3 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £681 booking fees included

7 Sandpipers

3568

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


Perfectly situated in the heart of the popular sailing village of Seaview on the eastern side of the Isle of Wight, 7 Sandpipers is a well-equipped town house set across three floo...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £681

View
  • 25% off

    28 Aug 2026 - 4 Sep 2026

    From £886.00 £680.25 booking fees included

British Travel Awards 2025 - Best Company For UK Holiday Home Rentals Logo

British Travel Awards 2025
Best company for UK holiday home rentals

Load more