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

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Orchard Leigh Grange

Orchard Leigh Grange

Ventnor, Isle of Wight

8

Built in 1860, this elegant Victorian holiday house is well positioned within the popular and pretty village of Bonchurch which is located in the South of the Isle of Wight, within an area known for its micro-climate, natural beauty and abundant flora and fauna. The spacious…

Weekly from £728
Little Duxmore Barn

Little Duxmore Barn

Ryde, Isle of Wight

4
8

Little Duxmore Barn has been beautifully converted to provide a heart-warming getaway amidst the lush countryside of the Isle of Wight. Bring friends, family and couples together to this wonderfully secluded cottage for a relaxing break or an adventure-filled holiday. Spend many…

  • Baby Friendly
  • Internet
Weekly from £717
House in East Cowes, Isle of Wight

House In East Cowes, Isle Of Wight

East Cowes, Isle Of Wight

8

This property sits in the calm surroundings of a beautiful harbour where water flows in from the River Medina. This home from home provides guests with easy access to some of the island's most popular attractions; it is close to the historic Osborne House (3.5 miles) where you…

  • Hot Tub / Jacuzzi
  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £709
House in Bembridge, Isle of Wight

House In Bembridge, Isle Of Wight

Bembridge, Isle Of Wight

6

This beautiful holiday home has been recently renovated in 2022, giving it a beautifully stylish and fresh feel. This cottage is set in the famous harbour town of Bembridge which offers local shops, pubs and a lovely beaches all within a mile. For outdoor lovers, there are…

  • Internet
  • Pub Nearby
  • Coast Nearby
  • Open Fire
Weekly from £700
Cottage in Sandown, Isle of Wight

Cottage In Sandown, Isle Of Wight

Sandown, Isle Of Wight

4

This stylish apartment boasting panoramic sea views is perfectly situated on the cliff top with the beach and the town centre close enough allowing you to either take a stroll down to the esplanade where the kids will be in their element with arcades and attractions or head to…

  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £670
The Wash House

The Wash House

Bembridge, Isle of Wight

3
6

A picture perfect detached cottage resting in the popular and highly-regarded village of Bembridge on the Isle of Wight, The Wash House is a wonderful retreat for six guests. Offering comforts including a woodburning stove and ground-floor living, The Wash House is perfect for a…

  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £664
Bay Cottage

Bay Cottage

Brook, Isle of Wight

6

Centrally located on the South Wight Jurassic Coastline lies the small hamlet of Brook, home to Brook Farmhouse Cottages. Beautiful Bay Cottage, part of a former stable block, has been sensitively renovated, superbly designed and furnished to an impeccable standard to create a…

Weekly from £655
Bishops Retreat

Bishops Retreat

Ventnor, Isle of Wight

2
5

Nestled in the charming seaside town of Ventnor, boasting a beach and spectacular scenery to explore, is this beautiful ground-floor 1860’s church-conversion, Bishops Retreat. Enjoying a central location within the Victorian town and impeccable interior design, perfectly…

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  • Pub Nearby
  • Coast Nearby
Weekly from £652
Chantries

Chantries

Bembridge, Isle of Wight

3
6

Chantries is an inviting, detached cottage tucked away in the picturesque village of Bembridge, Isle of Wight. There is space to park two cars in the driveway, with additional space outside the property, adjacent to the front garden wall. With a lovely spot just shy of the coast…

  • Baby Friendly
  • Internet
  • Pub Nearby
  • Coast Nearby
  • Open Fire
Weekly from £652
Cottage in Ventnor, Isle of Wight

Cottage In Ventnor, Isle Of Wight

Ventnor, Isle Of Wight

8

This property is located in one of the Isle of Wight s most beautiful hidden gems: the pretty seaside hamlet of Steephill Cove, just over a mile outside the popular town of Ventnor. The nearby beach at Steephill Cove is accessible only on foot, and therefore offers a tranquil…

  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £650
House in Freshwater Bay, Isle of Wight

House In Freshwater Bay, Isle Of Wight

Freshwater Bay, Isle Of Wight

6

Lovingly renovated by the current owner, it s a wonderful base for all the family to stay and enjoy what there is to do on the island, even your four legged friends will love it here. From the historic and scenic Tennyson downs to the water sports at Freshwater Bay, there is…

  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £643
Amarone

Amarone

Seaview, Isle of Wight

3
5

Amarone is a picturesque, three-bedroom eco lodge in Pondwell, on the outskirts of Seaview, Isle of Wight. With easy access to idyllic beaches and overlooking the popular Mermaid Gin Distillery vineyard, Amarone is ideal for couples or families looking to explore the Isle of…

  • Internet
  • Pub Nearby
  • Coast Nearby
  • Eco-Friendly
Weekly from £642
Champagne

Champagne

Seaview, Isle of Wight

3
5

Nestled in Pondwell, on the outskirts of Seaview, Isle of Wight, is this beautifully appointed, three-bedroom eco lodge, Champagne. Enjoying a fabulous location just moments away from the coast and breath-taking views looking out over the popular Mermaid Gin Distillery vineyard,…

  • Hot Tub / Jacuzzi
  • Internet
  • Pub Nearby
  • Coast Nearby
  • Eco-Friendly
Weekly from £642
5 The Mall

5 The Mall

Sandown, Isle of Wight

4
8

Set in an enviable position on the outskirts of Sandown seaside resort on the Isle of Wight is this delightful detached house. Ideal for families or groups of friends of all ages, this charming property offers spectacular views from a beautifully furnished house. This property…

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  • Pub Nearby
  • Coast Nearby
Weekly from £634
The Coach House

The Coach House

Newport, Isle of Wight

3
5

This one-of-a-kind characterful coach house rests close to Carisbrooke Castle and the main house is where JMW Turner is believed to have painted a landscape of the notable building. The charming exterior sets a scene for the cottage upon arrival and this continues as you wander…

  • Hot Tub / Jacuzzi
  • Internet
  • Pub Nearby
Weekly from £628
The Old Kitchens

The Old Kitchens

Totland Bay, Isle of Wight

2
4

Situated on the outskirts of the pretty village of Totland Bay, on the coast of the Isle of Wight, is this stunning stone cottage. The Old Kitchens has been extensively renovated to provide families and friends alike the perfect base for exploring all this picturesque…

  • Pets Allowed
  • Baby Friendly
  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £626
Crosswinds 67

Crosswinds 67

Bembridge, Isle of Wight

2
6

Equipped with modern facilities, Crosswinds 67 has everything you could want for. Park up on the conveniently placed private parking area and climb the few steps onto the wrap around veranda. Pass the welcoming hot tub and enter the stylish property. The open plan kitchen,…

  • Pets Allowed
  • Swimming Pool
  • Internet
  • Pub Nearby
Weekly from £626
Cottage in Cowes, Isle of Wight

Cottage In Cowes, Isle Of Wight

Cowes, Isle Of Wight

4

This stunning conversion of a former coach house is beautifully situated by the waterside near Cowes the Solent is literally at the end of the garden. Sit back and appreciate the idyllic sea views of sailing boats, liners and smaller craft. Within walking distance is the centre…

  • Internet
  • Pub Nearby
  • Coast Nearby
  • Open Fire
Weekly from £620
House in Cowes, Isle of Wight

House In Cowes, Isle Of Wight

Cowes, Isle Of Wight

4

This gorgeous cottage is set in the centre of the famous sailing town of Cowes. Cowes boasts a quaint, cobbled high street with a wide selection of local shops, cafes and restaurants. Just beyond the high street is a long stretch of seafront ideal for strolling along the beach…

  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £620
Station Avenue

Station Avenue

Sandown, Isle of Wight

4
8

Station Avenue is a stylish Victorian home situated in the coastal town of Sandown on the Isle of Wight. This pet-friendly abode welcomes friends, couples, and up to 2 dogs, and is just a short stroll from a golden stretch of beach and amenities. With high ceilings, beams, and…

  • Hot Tub / Jacuzzi
  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £615

We've found 833 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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