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

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HILL FARM COTTAGE, pet friendly, with a garden in Freshwater

Hill Farm Cottage, Pet Friendly, with a …

Freshwater, Isle of Wight

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

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…

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  • 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

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

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…

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

The Cottage, Shalfleet House …

Shalfleet, Isle of Wight

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
Lovely Cottage With Magnificent Sea Views, Minutes From Beaches & Coastal Path

Lovely Cottage with Magnificent Sea Views, Minutes …

St Lawrence, Ventnor, Isle of Wight

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…

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  • 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

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…

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  • 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

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

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

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
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
Old Church Lodge

Old Church Lodge

Isle Of Wight

4

This delightful two-bedroom Victorian stone cottage is perfect for a stay close to the beach. The living room is centred towards an open fire and the newly refurbished kitchen offers a bright space for cooking. It sits within its own walled garden with a shady patio area to…

Weekly from £799
Newtown Cabin

Newtown Cabin

Newtown, Isle Of Wight

4

Birdwatchers and walkers alike will adore this tranquil two-bedroom cabin retreat, where nature-spotting opportunities abound. Originally built in the 1930s for processing the oyster catch, today you’ll find a snug little bolthole with estuary views, and glorious walks…

Weekly from £799
Pretty Victorian cottage (1860) in a charming setting, 15 min walk from seafront

Pretty Victorian Cottage (1860) in a Charming …

Portsmouth, Isle of Wight

4

Really sweet cottage, modernized in recent years, situated in a conservation area. Decorated to a high standard throughout. Ideal for romantic getaways, fun-filled holidays for small families by the sea, discovering Portsmouth, Hampshire & the South coast and business trips. You…

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Weekly from £798
9 BREAKWATER WAY, family friendly, with a garden in Sandown

9 Breakwater Way, Family Friendly, with a …

Sandown, Isle of Wight

6

This mid-terrace cottage rests in Sandown, on the Isle of Wight, and can sleep six people in three bedrooms.9 Breakwater Way is a contemporary mid-terrace holiday home resting in Sandown, on the Isle of Wight. Hosting three bedrooms, including a super-king-size with an en-suite…

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  • Internet
  • Coast Nearby
Weekly from £798
Benamara a superb little hideaway

Benamara a Superb Little Hideaway

Ryde, Isle of Wight

4

Roebeck Country Park is a family owned and operated park and set within beautiful rural countryside with views of the Ashey Valley. The park offers a secluded and tranquil location with a private fishing lake stocked with carp and tench (licence is required) and ancient…

  • Pets Allowed
  • Internet
Weekly from £791
2 bedroom accommodation in Sandown

2 Bedroom Accommodation in Sandown

Sandown, Isle of Wight

4

The Isle of Wight is home to some of the UK’s best kept secrets and you are sure to be blown away by the stunning scenery. . Step to entrance. All on the ground floor. Open plan living space. Living area: With 40" Freeview TV and DVD player. Dining area. Kitchen area: With electric…

  • Pets Allowed
  • Baby Friendly
  • Internet
  • Coast Nearby
Weekly from £791
Two Bedroom/Two Bathroom. Tranquil and Conveniently Situated.

Two Bedroom/two Bathroom. Tranquil and Conveniently Situated.

Wootton Bridge, Isle of Wight

4

An Immaculate holiday home with stunning views out towards Wootton Creek. Creek View is a stunning two bed contemporary coastal holiday home, nestled on the edge of Creek Gardens, sitting on the banks of Wootton Creek, on the North-East coast of The Isle of Wight. This immaculate…

  • Pets Allowed
  • Internet
  • Coast Nearby
Weekly from £791
Seagrove Cabin -  a bungalow that sleeps 4 guests  in 2 bedrooms

Seagrove Cabin - a Bungalow That …

Seaview, Isle of Wight

2

Seagrove cabin is nestled in the idyllic Bay of Seagrove, surrounded by Victorian homes the landscape remains relatively unchanged from 100 years ago with the addition of some Grande designs which now boarder the coastline. Seagrove Bay is a hidden gem with a wonderful remote…

Weekly from £791
Spacious, well equipped, Victorian Cottage in Ventnor

Spacious, Well Equipped, Victorian Cottage in Ventnor

Ventnor, Isle of Wight

8

Bentinck is a beautiful Victorian cottage, which is refurbished to a high standard with modern bathrooms, kitchen and other facilities including new stylish furniture throughout. We have tried to retain some wonderful original features of the house where possible, whilst also…

  • Internet
  • Coast Nearby
  • Open Fire
Weekly from £791

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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