UM4

Isle of Wight 5 Star and 5-Star Gold Award Cottages

Medham Farm Cottage (IC084)
Medham Farm Cottage (IC084)
Medham Farm Cottage (IC084)
Medham Farm Cottage (IC084)
Medham Farm Cottage (IC084)
Medham Farm Cottage (IC084)

Medham Farm Cottage

Cowes, Isle of Wight

people 2
hotel 1
2
pets 1
VE 5 star

Set on a 35 acre farm rich in wildlife and with access to the farm’s meadow, lake and woodland, this pretty cottage has lovely views across rolling lawns and fields to the valley of the River Medina.

7 nights from £417
The Hayloft Cottage - Godshill (IC149)
The Hayloft Cottage - Godshill (IC149)
The Hayloft Cottage - Godshill (IC149)
The Hayloft Cottage - Godshill (IC149)
The Hayloft Cottage - Godshill (IC149)
The Hayloft Cottage - Godshill (IC149)
The Hayloft Cottage - Godshill (IC149)
The Hayloft Cottage - Godshill (IC149)
The Hayloft Cottage - Godshill (IC149)
The Hayloft Cottage - Godshill (IC149)
The Hayloft Cottage - Godshill (IC149)
The Hayloft Cottage - Godshill (IC149)

The Hayloft Cottage - Godshill

Godshill, Isle of Wight

people 3
hotel 2
1
pets 2
VE 5 star

Converted from an 18th century milking parlour and nestling on the outskirts of a picturesque village, this lovely stone cottage offers a charming holiday home in the heart of the Isle of Wight.

7 nights from £388
Dairymaid Cottage (IC038)
Dairymaid Cottage (IC038)
Dairymaid Cottage (IC038)
Dairymaid Cottage (IC038)
Dairymaid Cottage (IC038)
Dairymaid Cottage (IC038)
Dairymaid Cottage (IC038)
Dairymaid Cottage (IC038)
Dairymaid Cottage (IC038)

Dairymaid Cottage

Shanklin, Isle of Wight

people 4
hotel 2
1
pets 3
VE 5 star Gold

Thoughtfully maintained Grade II listed cottage sleeping four guests with attractive period features and a pretty, enclosed garden.

7 nights from £472
Groom Cottage - Shanklin (IC055)
Groom Cottage - Shanklin (IC055)
Groom Cottage - Shanklin (IC055)
Groom Cottage - Shanklin (IC055)
Groom Cottage - Shanklin (IC055)
Groom Cottage - Shanklin (IC055)
Groom Cottage - Shanklin (IC055)
Groom Cottage - Shanklin (IC055)
Groom Cottage - Shanklin (IC055)
Groom Cottage - Shanklin (IC055)
Groom Cottage - Shanklin (IC055)

Groom Cottage - Shanklin

Shanklin, Isle of Wight

people 4
hotel 2
1
pets 1
VE 5 star Gold

Handsome Grade II listed stone cottage, offering spacious five-star accommodation for four guests, located in a quiet hamlet situated 1.5 miles outside the pretty seaside village of Shanklin.

7 nights from £477
Byre Cottage - Shanklin (IC024)
Byre Cottage - Shanklin (IC024)
Byre Cottage - Shanklin (IC024)
Byre Cottage - Shanklin (IC024)
Byre Cottage - Shanklin (IC024)
Byre Cottage - Shanklin (IC024)
Byre Cottage - Shanklin (IC024)

Byre Cottage - Shanklin

Shanklin, Isle of Wight

people 6
hotel 3
2
pets 2
VE 5 star

Attractive barn conversion property offering comfortable accommodation for up to six guests, in a rural hamlet within one and half miles of the centre of Shanklin where there is a pretty Old Village and a lovely sandy beach.

7 nights from £502

Sea Shells By The Beach Cottage (IC112)
Sea Shells By The Beach Cottage (IC112)
Sea Shells By The Beach Cottage (IC112)
Sea Shells By The Beach Cottage (IC112)
Sea Shells By The Beach Cottage (IC112)
Sea Shells By The Beach Cottage (IC112)
Sea Shells By The Beach Cottage (IC112)
Sea Shells By The Beach Cottage (IC112)
Sea Shells By The Beach Cottage (IC112)
Sea Shells By The Beach Cottage (IC112)

Sea Shells By The Beach Cottage

Bonchurch, Isle of Wight

people 6
hotel 3
2
pets 2
VE 5 star Gold

This stylish seaside cottage is wonderfully located a few steps from Bonchurch beach. With a short walk to the coastal path or into the village centre, it’s the perfect retreat.

7 nights from £1058
Chine Cottage (IC032)
Chine Cottage (IC032)
Chine Cottage (IC032)
Chine Cottage (IC032)
Chine Cottage (IC032)
Chine Cottage (IC032)
Chine Cottage (IC032)
Chine Cottage (IC032)
Chine Cottage (IC032)
Chine Cottage (IC032)
Chine Cottage (IC032)
Chine Cottage (IC032)
Chine Cottage (IC032)
Chine Cottage (IC032)
Chine Cottage (IC032)
Chine Cottage (IC032)
Chine Cottage (IC032)

Chine Cottage

Totland Bay, Isle of Wight

people 6
hotel 4
1
pets 2
VE 5 star Gold

Elegant five-star property offering stylish accommodation for six guests, situated in Totland Bay on the west coast of the Isle of Wight, within a few minutes’ walk of the local beach.

7 nights from £642
High Rising Cottage (IC061)
High Rising Cottage (IC061)
High Rising Cottage (IC061)
High Rising Cottage (IC061)
High Rising Cottage (IC061)
High Rising Cottage (IC061)
High Rising Cottage (IC061)
High Rising Cottage (IC061)
High Rising Cottage (IC061)
High Rising Cottage (IC061)

High Rising Cottage

Gurnard, Isle of Wight

people 6
hotel 3
3
VE 5 star Gold

With sea views from many rooms, this lovely cottage, located a few minutes walk from the sea at Gurnard, is ideal for a great family holiday and for visiting the famous sailing centre of Cowes.

7 nights from £655
Spring Cottage - Bonchurch (IC123)
Spring Cottage - Bonchurch (IC123)
Spring Cottage - Bonchurch (IC123)
Spring Cottage - Bonchurch (IC123)
Spring Cottage - Bonchurch (IC123)
Spring Cottage - Bonchurch (IC123)
Spring Cottage - Bonchurch (IC123)
Spring Cottage - Bonchurch (IC123)
Spring Cottage - Bonchurch (IC123)
Spring Cottage - Bonchurch (IC123)
Spring Cottage - Bonchurch (IC123)
Spring Cottage - Bonchurch (IC123)
Spring Cottage - Bonchurch (IC123)
Spring Cottage - Bonchurch (IC123)
Spring Cottage - Bonchurch (IC123)
Spring Cottage - Bonchurch (IC123)
Spring Cottage - Bonchurch (IC123)
Spring Cottage - Bonchurch (IC123)
Spring Cottage - Bonchurch (IC123)
Spring Cottage - Bonchurch (IC123)
Spring Cottage - Bonchurch (IC123)

Spring Cottage - Bonchurch

Bonchurch, Isle of Wight

people 8
hotel 4
4
VE 5 star

Nestling in an idyllic rural location close to a lovely sandy beach in the picturesque seaside village of Bonchurch, this superb cottage makes a tranquil, spacious and relaxing holiday home.

7 nights from £1066
Chine Side Cottage (IC033)
Chine Side Cottage (IC033)
Chine Side Cottage (IC033)
Chine Side Cottage (IC033)
Chine Side Cottage (IC033)
Chine Side Cottage (IC033)
Chine Side Cottage (IC033)
Chine Side Cottage (IC033)
Chine Side Cottage (IC033)
Chine Side Cottage (IC033)
Chine Side Cottage (IC033)
Chine Side Cottage (IC033)
Chine Side Cottage (IC033)
Chine Side Cottage (IC033)
Chine Side Cottage (IC033)
Chine Side Cottage (IC033)
Chine Side Cottage (IC033)
Chine Side Cottage (IC033)
Chine Side Cottage (IC033)
Chine Side Cottage (IC033)

Chine Side Cottage

Shanklin, Isle of Wight

people 8
hotel 4
3
VE 5 star Gold

Stunning five-star property, offering elegant accommodation for eight guests, situated in the pretty Isle of Wight village of Shanklin, just a short walk from the village’s popular sandy beach.

7 nights from £857
Greenside Cottage (IC054)
Greenside Cottage (IC054)
Greenside Cottage (IC054)
Greenside Cottage (IC054)
Greenside Cottage (IC054)
Greenside Cottage (IC054)
Greenside Cottage (IC054)
Greenside Cottage (IC054)
Greenside Cottage (IC054)
Greenside Cottage (IC054)
Greenside Cottage (IC054)
Greenside Cottage (IC054)
Greenside Cottage (IC054)
Greenside Cottage (IC054)
Greenside Cottage (IC054)
Greenside Cottage (IC054)
Greenside Cottage (IC054)
Greenside Cottage (IC054)
Greenside Cottage (IC054)
Greenside Cottage (IC054)
Greenside Cottage (IC054)

Greenside Cottage

Cowes, Isle of Wight

people 8
hotel 4
3
VE 5 star Gold

Stunning five-star architecturally designed property, offering stylish accommodation for eight guests, situated in a sought-after residential area in the waterside town of Cowes.

7 nights from £961
Stanwell Barn Cottage (IC130)
Stanwell Barn Cottage (IC130)
Stanwell Barn Cottage (IC130)
Stanwell Barn Cottage (IC130)
Stanwell Barn Cottage (IC130)
Stanwell Barn Cottage (IC130)
Stanwell Barn Cottage (IC130)
Stanwell Barn Cottage (IC130)
Stanwell Barn Cottage (IC130)
Stanwell Barn Cottage (IC130)
Stanwell Barn Cottage (IC130)
Stanwell Barn Cottage (IC130)
Stanwell Barn Cottage (IC130)

Stanwell Barn Cottage

Bembridge, Isle of Wight

people 8
hotel 4
3
pets 2
VE 5 star Gold

Artfully converted barn with plenty of natural light and original features, this is a stunning venue for celebrating special occasions with family and friends.

7 nights from £822

Isle of Wight self-catering accommodation with 5-Star & 5-Star Gold Awards

Whether you have a special occasion coming up or just want to treat yourself, our collection of 5 star and 5-Star Gold Award properties offer a truly gold standard experience. In the words of VisitEngland who give the awards, ‘Gold Awards are given in recognition of exceptional quality within a property’s star rating, or for outperforming a star rating’.

We are proud to have a number of Gold Award cottages on the Isle of Wight and some extremely prestigious 5 Star Gold Award properties on our books. With picture-perfect locations and exquisite interiors designed to make your stay extra special, these luxury holiday cottages will not disappoint those with a taste for the finer things in life.

Read more
Search
nights
+ / - days
guests
bedrooms
dogs
Search
Filters

Location

  • Waterside views
  • Pub within 1 mile
  • Shop within 1 mile
  • Fishing onsite/nearby
  • Beach within 5 miles

Facilities

  • Four poster bed
  • Hot tub
  • Games / Play facilities
  • Internet access
  • Enclosed garden / patio
  • Sky TV
  • Swimming pool
  • Open fire / woodburner
  • Tennis court

Property

  • Downstairs bedroom
  • Family friendly
  • Thatched
  • Apartment
  • Luxury
  • Romantic
  • Downstairs bathroom
  • Working farm
  • Does not allow pets
Clear all
Search
The Travel Chapter Limited, trading as holidaycottages.co.uk | The Travel Chapter Limited is registered in England and Wales. | Registered office Travel Chapter House Gammaton Road Bideford EX39 4DF Company No. 02431506 | VAT reg: 143053210