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1,172 Holiday Cottages in the Isle of Wight, the South of England

Accommodation sleeping any number of people

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Cosy Cottage by the Sea (1x BIG Master Double Bedroom)

Cosy Cottage by the Sea (1x Big …

Cowes, Isle of Wight

1
4

Cosy cottage right by Cowes Beach (ten seconds walk) with traditional English country cottage garden with sea view1 very large master double bedroom available & the possibility of renting my office too since has 2 singles, perfect for children (just get in contact with me to…

  • Hot Tub / Jacuzzi
  • Internet
  • Coast Nearby
  • Open Fire
Weekly from £833
Rowan a welcoming countryside lodge

Rowan a Welcoming Countryside Lodge

Ryde, Isle of Wight

2
4

A superb Willerby Clearview lodge offering light and spacious thoughtfully equipped contemporary accommodation. 2 bed, 2 bathroom, 2 walk in wardrobes and spacious open-plan living. Sleeps up to 4 adults comfortably and is set within the grounds of Roebeck Country Park in Ashey,…

  • Internet
Weekly from £833
Pembroke Villa, Shanklin -  a house that sleeps 8 guests  in 4 bedrooms

Pembroke Villa, Shanklin - a House …

Shanklin, Isle of Wight

4
8

Throughout the house, there are additional items to make your stay as easy as possible, such as the inclusion of a high chair for small children, iron and ironing board, large TV, DVD player and Wifi. The Kitchen is fully equipped and includes a washing machine, dryer,…

  • Baby Friendly
  • Internet
Weekly from £833
Country Setting, 10 min walk to beach, Family Friendly, sleeps 6,

Country Setting, 10 Min Walk to Beach …

Shanklin, Isle of Wight

3
6

Clematis Cottage is a 3 bedroom cottage providing self-catering accommodation for up to six guests. Downstairs the kitchen dining area and lounge are open plan, the lounge has patio doors opening out onto a decked patio area, with outdoor furniture, and looks out over the…

  • Baby Friendly
  • Internet
  • Coast Nearby
  • Open Fire
Weekly from £833
Vrbo Property

Vrbo Property

Southsea, Isle of Wight

2
6

Lovely pet friendly holiday home ideal for friends and family looking for a seaside escape on the beautiful south coast.. Step to entrance. Ground Floor:Living/dining room: With Smart TV and double sofa bed. Kitchen: With breakfast bar, electric oven, induction hob, microwave and…

  • Pets Allowed
  • Internet
  • Coast Nearby
Weekly from £833
Folly View -  First floor apartment that sleeps 4 guests  in 2 bedrooms

Folly View - First Floor Apartment …

Binfield, Isle of Wight

2
4

Folly View is a first floor apartment that sleeps 4 guests in two bedrooms. Located in Island Harbour Marina on the banks of the river Medina, in the hamlet of Binfield, halfway between the County Town of Newport and Cowes. This modern riverside accommodation benefits from two…

  • Coast Nearby
Weekly from £826
HILL FARM COTTAGE, pet friendly, with a garden in Freshwater

Hill Farm Cottage, Pet Friendly, with a …

Freshwater, Isle of Wight

4
6

This property is an annexe to a thatched cottage and sleeps seven people. Hill Farm Cottage is attached to a 400 year old thatched property. With four bedrooms it sleeps seven people comfortably. There is also a ground floor bathroom, a farmhouse kitchen with dining area and a…

  • Pets Allowed
  • Baby Friendly
  • Internet
  • Coast Nearby
Weekly from £826
Pass the Keys | Homely 2bed sleeps 4 Short walk to Southsea

Pass the Keys Homely 2bed Sleeps …

Portsmouth, Isle of Wight

2
4

About this spaceVictory House is a warm and welcoming two bedroom house with character and comfort with all the amenities for a comfortable stay. A great location for easy access to the bars and restaurants on Albert Road, one of Southsea's most vibrant areas full of independent…

  • Baby Friendly
  • Internet
Weekly from £826
Beautifully converted stone cottage in the heart of the Isle of Wight 773

Beautifully Converted Stone Cottage in the Heart …

Calbourne, Isle of Wight

2
4

5 miles from beautiful Yarmouth harbour, 6 miles from central Newport and 9 miles from the renowned yachting hub of Cowes, Elm Place is located off the main road in rolling farmland, with distant sea views. Set in beautiful grounds, Elm Place offers ample living space and can be…

  • Pets Allowed
  • Baby Friendly
  • Internet
  • Coast Nearby
  • Open Fire
Weekly from £826
Character Stone Cottage, Heart of the Old Village,10 mins walk to the beach!

Character Stone Cottage, Heart of the Old …

Shanklin, Isle of Wight

3
6

Refurbished. Safer Stays - Specialised Anti Viral cleaning before check in - Contactless check in and check out. DISCOUNTED ferry rates available upon booking. Stoneydowns is a beautiful stone cottage in the heart of the charming Old Village in Shanklin. Dating back to 1824 the…

  • Baby Friendly
  • Internet
  • Coast Nearby
  • Open Fire
Weekly from £819
Kipper Cottage

Kipper Cottage

Wootton Bridge, Isle of Wight

4

Perfect for a romantic escape, this lovely cottage even has its own summer house overlooking Wootton Creek.. All on the ground floor. Vaulted beamed ceilings throughout. Open plan living space: With wooden floor. Living area: With electric wood burner, Freeview TV, CD player and…

  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £819
The Cottage, Shalfleet House  -  a bungalow that sleeps 4 guests  in 2 bedrooms

The Cottage, Shalfleet House …

Shalfleet, Isle of Wight

2
4

New for the Summer Season of 2023, this pretty holiday cottage, is situated in the peaceful village of Shalfleet, and can be found within the northern end of the grounds of the owners own family residence Shalfleet House. Located within an Area of Outstanding Natural Beauty and a…

  • Pets Allowed
  • Internet
Weekly from £819
Seagulls

Seagulls

Sandown, Isle of Wight

8

A beautifully restored house overlooking Sandown Bay with uninterrupted sea views, with the beach is just across the road!. Ground Floor:Open plan living space: With wooden floors. Living area: With gas fire, 40" Freeview TV, DVD player and iPod dock. Dining area: With French…

  • Baby Friendly
  • Pub Nearby
  • Coast Nearby
Weekly from £814
Lovely Cottage With Magnificent Sea Views, Minutes From Beaches & Coastal Path

Lovely Cottage with Magnificent Sea Views, Minutes …

St Lawrence, Ventnor, Isle of Wight

2
4

Mole End is a delightful two-bedroom holiday cottage in the peaceful village of St. Lawrence near Ventnor on the South coast of the Isle of Wight, offering superior holiday accommodation for up to four people. From its origins as a 19th century village inn, Mole End has been…

  • Baby Friendly
  • Internet
  • Coast Nearby
  • Open Fire
Weekly from £812
CHINEFIELDS, family friendly, with a garden in Freshwater

Chinefields, Family Friendly, with a Garden in …

Freshwater, Isle of Wight

3
6

This semi-detached cottage rests in the popular village of Freshwater on the Isle of Wight and can sleep eight people in three bedrooms. Chinefields is a wonderfully presented, semi-detached cottage located in the village of Freshwater, on the beautiful Isle of Wight. It plays…

  • Baby Friendly
  • Internet
  • Coast Nearby
Weekly from £812
Lovely Two Bedroom Bungalow In Bembridge Isle of Wight Close To Village, Beaches

Lovely Two Bedroom Bungalow in Bembridge Isle …

Bembridge, Isle of Wight

2
4

Starboard is a lovely two bedroom holiday bungalow located in a prime location, ideal for exploring the Isle of Wight’s beautiful eastern coast and countryside - less than half a mile from the village's beaches. Local amenities include a flat approximate 5 minute walk to the…

  • Pets Allowed
  • Internet
Weekly from £812
2 bedroom accommodation in Freshwater, near Totland

2 Bedroom Accommodation in Freshwater, near Totland

Freshwater, Near Totland, Isle of Wight

2
5

This stylish property has open plan accommodation on the first floor and is just a mile from the sea and stunning Freshwater Bay.. Step to entrance. Ground Floor:Bedroom 1: With double bed and Freeview TV. Bedroom 2: With double bed, single bed and Freeview TV. Separate…

  • Pets Allowed
  • Baby Friendly
  • Internet
  • Coast Nearby
Weekly from £805
THE DECKINGS, pet friendly, country holiday cottage in Ryde

The Deckings, Pet Friendly, Country Holiday Cottage …

Ryde, Isle of Wight

3
4

The Deckings is a pet-friendly, end-terrace cottage resting in the Oakfield suburb of Ryde on the Isle of Wight, and can sleep five people in three bedrooms. The living areas in the property include a kitchen equipped with an electric oven, gas hob, microwave, fridge and freezer,…

  • Pets Allowed
  • Internet
  • Coast Nearby
Weekly from £805
East Barns - Fernhill Farm

East Barns - Fernhill Farm

Ryde, Isle of Wight

8

Two stylish and modern barn conversions located on Fernhill Farm next to Wootton Bridge.. Lacewood Barn:Step to entrance. All on the ground floor.2 steps to...Open plan living space: With beams. Living area: With wood burner, 32" Freesat TV, DVD player and French doors leading to…

  • Baby Friendly
  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £804
Chert

Chert

Ventnor, Isle Of Wight

4

This sleek south island stay will leave you feeling 70s cool. It’s symmetrically sophisticated with laid-back interiors and large glass windows that stream in light from the open seascape. High on a wooded cliff in the quiet residential area of St Lawrence, it’s hard…

Weekly from £799

We've found 1,172 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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