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846 Holiday Cottages in the Isle of Wight, the South of England

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Cottage in Whitwell, Isle of Wight

Cottage In Whitwell, Isle Of Wight

Whitwell, Isle Of Wight

5

This Grade II listed thatched cottage dates back to the 17th century. It s situated close to the small village of Whitwell, on the south east of the island, and is famous for having the oldest pub on the island where you can enjoy homemade fare and real ales. This whole region…

  • Pub Nearby
  • Coast Nearby
Weekly from £437
Penda Cottage

Penda Cottage

Ventnor, Isle of Wight

5

In association with Trinity House, Dorset Hideaways are pleased to present St Catherine's Lighthouse in Niton, on the Isle of Wight. St Catherine's Lighthouse is situated just outside the hamlet of Niton, approximately 10 minutes' drive from the popular coastal…

Weekly from £436
Freemantle Lodge

Freemantle Lodge

Godshill, Isle of Wight

4

Freemantle Lodge is tucked away into a secluded location of a working farm, wrapped in beautiful views of the countryside. On the grounds of a 300-acre estate, amongst The English Heritage site of Appuldurcombe House with its Capability Brown Gardens, this is a place worth…

  • Pets Allowed
  • Baby Friendly
  • Internet
  • Pub Nearby
Weekly from £435
31 Crosswinds

31 Crosswinds

Bembridge, Isle of Wight

4

Bembridge 1.2 miles. Situated on the Whitecliff Bay Holiday Park near Bembridge, Isle of Wight, is the delightful 31 Crosswinds. This well-presented, single-storey holiday lodge offers on-site facilities, off-road parking, and a charming decking area with views of the bay. Upon…

  • Swimming Pool
  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £435
Cottage in Brighstone, Isle of Wight

Cottage In Brighstone, Isle Of Wight

Brighstone, Isle Of Wight

4

This charming property is set in the heart of the pretty village of Brighstone, which is home to many characterful properties and is surrounded by picturesque countryside. Enjoy a stroll to the local pub, pick up your essentials in the shop, or why not explore the history of the…

  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £431
83 Gills Cliff Road

83 Gills Cliff Road

Ventnor, Isle of Wight

5

83 Gills Cliff Road is a pet friendly property and a sun worshippers paradise, it is located in upper Ventnor and offers spectacular sea views across Ventnor Haven and the English Channel from a number of rooms at the front of the property as well as the top deck of the terraced…

  • Pets Allowed
  • Baby Friendly
  • Pub Nearby
Weekly from £431
Cottage in Totland Bay, Isle of Wight

Cottage In Totland Bay, Isle Of Wight

Totland Bay, Isle Of Wight

4

This semi detached property is on the west side of the island and if guests fancy a day by the seaside Colwell Bay can be reached within a ten minute stroll and is complete with opportunities for fishing and boating. Wonderful walking routes in the area offer sea views to admire…

  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £429
Gurnard Cottage

Gurnard Cottage

Ventor, Isle of Wight

5

In association with Trinity House, Dorset Hideaways are pleased to present St Catherine's Lighthouse in Niton, the Isle of Wight. Gurndard Cottage is the end cottage to the east on the St Catherine’s Lighthouse site and offers accommodation for five guests. It…

Weekly from £427
4 The Old Smithy

4 The Old Smithy

Freshwater, Isle of Wight

5

This is a marvellous semi-detached eco-house in the village of Freshwater on the Isle of Wight. Partly powered by solar panels, it has refreshing decor and is located right in the heart of Freshwater, making this an ideal spot for a family holiday. Step through the splendid…

  • Baby Friendly
  • Internet
  • Pub Nearby
  • Coast Nearby
  • Eco-Friendly
Weekly from £425
Cottage in Freshwater, Isle of Wight

Cottage In Freshwater, Isle Of Wight

Freshwater, Isle Of Wight

2

Situated in an Area of Outstanding Natural Beauty, this apartment enjoys close proximity to the swimming, paddling, fishing and boating on offer at Freshwater Bay. The apartment is situated on the well known and scenic Military Road and lies next to a small hotel, in a wing of…

  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £424
Cottage in Shanklin, Isle of Wight

Cottage In Shanklin, Isle Of Wight

Shanklin, Isle Of Wight

4

This character cottage is situated in a peaceful hamlet within a courtyard of similar style cottages and is surrounded by beautiful open farmland with some nearby woodland. This is a good walking area and visitors can follow footpaths onto the downs where there are wonderful…

  • Internet
  • Coast Nearby
Weekly from £424
The Coach House

The Coach House

Brighstone, Isle of Wight

4

Enjoying a rural position in Brighstone, a lovely village upon the Isle of Wight is The Coach House, a stunning, two-bedroom stable conversion. Mixing both character and style, The Coach House offers a homely and spacious abode for a self-catered stay, just a short distance from…

  • Pets Allowed
  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £424
1 Tulse Hill Cottages

1 Tulse Hill Cottages

Ventnor, Isle of Wight

4

Positioned in the centre of Ventnor, a beautiful Victorian, coastal town in the Isle of Wight is 1 Tulse Hill Cottages, a delightful, two-bedroom dwelling. Just paces away from a whole host of eateries, the beach, shops, and great transport links, whilst enjoying a country-style…

  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £424
Seagull’s Perch

Seagull’s Perch

Cowes, Isle of Wight

4

Resting at the heart of the bustling seaside town of Cowes, Isle of Wight, lies this delightful, two-bedroom holiday home, Seagull's Perch. Perfect for families, this charming property enjoys fantastic positioning to nearby amenities, well-presented living areas, providing…

  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £424
Landward Cottage

Landward Cottage

Ventnor, Isle of Wight

4

In association with Trinity House, Dorset Hideaways are pleased to present St Catherine's Lighthouse in Niton, the Isle of Wight. This is the middle cottage on the St Catherine’s Lighthouse site and offers accommodation for four guests. It features entrance hall,…

Weekly from £421
5A Castle Street

5A Castle Street

Ryde, Isle of Wight

6

5A Castle Street, a lovely, terrace abode situated in the charming seaside town of Ryde on the Isle of Wight. With an enclosed courtyard, this property is perfect for enjoying al fresco dining or simply relaxing in the fresh sea air. This delightful retreat provides a wonderful…

  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £420
Marina View

Marina View

Cowes, Isle of Wight

4

Marina View, a charming ground-floor apartment is nestled near the sea in Cowes, Isle of Wight. With tranquil harbour views, a spacious open-plan layout, ground-floor living, and being conveniently located to nearby amenities, this stylish abode welcomes families and small…

  • Internet
  • Pub Nearby
  • Coast Nearby
  • Sky TV
Weekly from £420
Cottage in Freshwater Bay, Isle of Wight

Cottage In Freshwater Bay, Isle Of Wight

Freshwater Bay, Isle Of Wight

4

Situated in a quiet residential street on the south west side of the Isle of Wight, this property is close to Freshwater Bay and Tennyson Down. Set out on foot to follow the coastal path westwards to The Needles or eastwards to Blackgang Chine and St Catherine s Lighthouse, both…

  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £419
Cottage in Wootton, Isle of Wight

Cottage In Wootton, Isle Of Wight

Wootton, Isle Of Wight

2

One of two traditional cottages, this property is surrounded by beautiful island countryside with views across fields to the coast. Set out on foot or bike to follow the many footpaths and tracks that extend in a variety of directions including to the coast at Wootton Creek, the…

  • Internet
  • Pub Nearby
  • Coast Nearby
  • Open Fire
Weekly from £418
Cottage in Godshill, Isle of Wight

Cottage In Godshill, Isle Of Wight

Godshill, Isle Of Wight

5

Originally an ancient forge dating back to the 1600s, the cottage is in the grounds of an old manor house in bucolic countryside close to the chocolate box village of Godshill. The property is surrounded by enchanting gardens that include extensive lawned areas and an attractive…

  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £418

We've found 846 properties

Explore the South of England

Diverse and beautiful, the Isle of Wight is great for walking, cycling, sailing and days on the beach. An ideal place for family holidays. Visit Osborne House, Queen Victoria's summer residence, and Carisbrooke Castle, or hunt out dinosaur fossils.

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