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

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Little Worsley and The Shepherds Hut

Little Worsley And The Shepherds Hut

Wroxall, Isle of Wight

2

Settled in the peaceful village of Wroxall, a stone’s throw away from the rugged south coast of the Isle of Wight, rests this wonderful single-storey bolthole, Litltle Worsley and The Shepherds Hut. Framing magnificent countryside views toward Appuldurcombe House and enjoying…

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Weekly from £301
Hamilton's Studio

Hamilton's Studio

Ryde, Isle of Wight

3

Hamilton's Studio is an apartment situated in the seaside town of Ryde, Isle of Wight. The great Georgian building is Grade II listed and was built for Lady Hamilton with the building next to it for Lord Nelson in 1820, and is situated in a desirable location on the seafront.…

  • Pets Allowed
  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £292
2 Hope Cottages

2 Hope Cottages

St Helens, Isle of Wight

4

This welcoming former fisherman's cottage is located in the heart of the village of St Helens on the Isle of Wight, opposite the traditional village green. Tastefully appointed throughout and a real home-from-home, this Isle of Wight cottage provides traditional seaside…

  • Baby Friendly
  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £289
Dreytop

Dreytop

Ryde, Isle of Wight

2

A beautifully presented first-floor apartment settled within the largest town on the Isle of Wight, Dreytop provides an ideal base for a pair seeking an idyllic escape. Sitting within Ryde, you can find all you could need just a short stroll from the property including shops,…

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  • Pub Nearby
  • Coast Nearby
Weekly from £289
The Studio

The Studio

Ventnor, Isle of Wight

2

A character second floor coastal apartment in the central conservation area of the Victorian seaside resort of Ventnor on the Isle of Wight. Set in a great coastal location, this is a delightful apartment for couples looking for a romantic break to explore the wonders of the…

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  • Pub Nearby
  • Coast Nearby
Weekly from £287
Castle Cottage

Castle Cottage

Carisbrooke, Isle of Wight

2

Nestled into a historic row of Grade II listed cottages, with local amenities and attractions, Castle Cottage is a fantastic base for a couple looking for a romantic getaway to the Isle of Weight. Be welcomed by the lovely exterior of this historic cottage and enter into this…

  • Pets Allowed
  • Baby Friendly
  • Internet
  • Pub Nearby
Weekly from £283
Starboard

Starboard

Yarmouth, Isle of Wight

2

This delightful, ground floor, Yarmouth self-catering apartment provides light and airy studio accommodation, with an open plan living area, including sleeping area and separate shower room. This Yarmouth self-catering apartment boasts panoramic views across the sea and is ideal…

  • Pets Allowed
  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £279
Port Side

Port Side

Yarmouth, Isle of Wight

2

This charming ground floor apartment offers spacious studio accommodation with stunning panoramic views across the Solent. Light and airy throughout, this Yarmouth coastal self-catering apartment has open plan studio accommodation and large patio doors which open onto a shared…

  • Pets Allowed
  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £276
The Retreat

The Retreat

Freshwater, Isle of Wight

4

The Retreat is a charming house nestled on a corner plot in Freshwater, Isle of Wight, surrounded by trees and offering sea glimpses from the patio. Just a short stroll from the beach, with off-road parking available, it provides an ideal getaway for families or friends seeking…

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  • Coast Nearby
Weekly from £273
57 Cliff End

57 Cliff End

Freshwater, Isle of Wight

4

Nestled on the outskirts of the village of Freshwater, on the Isle of Wight, is this superb semi-detached chalet. Internally, the property has been renovated to provide a warm and welcoming base for friends, families or couples seeking an escape to the seaside. The property…

  • Baby Friendly
  • Pub Nearby
  • Coast Nearby
Weekly from £271
Westmount

Westmount

Ryde, Isle of Wight

2

A charming annexe cottage nestled on the outskirts of Ryde, Westmount offers a couple a lovely base for exploring the delights of the Isle of Wight. Just a mile from the sandy beach and close to shops and pubs, Westmount offers attractive, ground-floor and dog-friendly…

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  • Coast Nearby
Weekly from £259
Sail Loft Annexe

Sail Loft Annexe

Yarmouth, Isle of Wight

2

This delightful ground floor Yarmouth self-catering apartment provides cosy studio accommodation, with an open plan living area including sleeping area, and a separate shower room. This Yarmouth self-catering apartment is only seconds from the beach, coastal path, and a private…

  • Pets Allowed
  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £252
MANOR ON COAST WITH SEA VIEWS, TENNIS COURT, BIG GAMES ROOM + BAR, GARDENS

Manor On Coast with Sea Views, Tennis …

Ventnor, Isle of Wight

25

FANTASTIC EXCLUSIVE USE VICTORIAN MANOR IN AMAZING LOCATION FOR WEEKEND HOUSEPARTIES, CELEBRATIONS & HOLIDAYS. LOADS TO ENTERTAIN YOU - AMERICAN POOL, TABLE TENNIS, HUGE DINING ROOM, LOUNGE, GAMES ROOM & BAR, ENORMOUS TV WITH SKY+ MOVIES & SPORTS, WIFI. MASTER BEDROOM WITH…

  • Swimming Pool
  • Baby Friendly
  • Internet
  • Coast Nearby
Weekly from £10416
MANSION WITH SWIMMING POOL, GAMES ROOM, SEA VIEWS, SANDY BEACHES 2 MINS WALK

Mansion with Swimming Pool, Games Room, Sea …

Ryde, Isle of Wight

19

Exclusive detached Victorian mansion, all bedrooms ensuite, mature grounds by the fabulous long, sandy, family friendly beaches and parks of Appley at the eastern end of Ryde seafront. Relax on the secluded sun trap terrace, swim in your own private heated pool (May to Sept…

  • Swimming Pool
  • Baby Friendly
  • Internet
  • Coast Nearby
Weekly from £8463
The Hermitage - Ventnor - Sleeps 20

The Hermitage - Ventnor - Sleeps 20

Ventnor, Isle of Wight

20

The Hermitage is an impressive country house situated in an elevated rural position on top of St Catherine's Down on the South of the Isle of Wight. Ideal for family celebrations or large groups.Ground FloorEntrance Hall: An impressive and spacious entrance with a staircase with…

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Weekly from £6783
AQUANAUT, pet friendly, luxury holiday cottage in Gurnard

Aquanaut, Pet Friendly, Luxury Holiday Cottage in …

Cowes, Isle of Wight

8

This detached villa sits in the village of Gurnard, close to Cowes on the Isle of Wight and can sleep eight people in four bedrooms. Aquanaut is a detached villa resting in the village of Gurnard on the Isle of Wight. Hosting four bedrooms, including two king-size doubles with…

  • Pets Allowed
  • Hot Tub / Jacuzzi
  • Coast Nearby
  • EV Charging
Weekly from £5264
Stunning, very private 5-6 bedroom house with 2 bed Annex and hot tub.

Stunning, Very Private 5-6 Bedroom House with …

White British, Isle of Wight

16

Stunning spacious modern property with 5 - 6 bedrooms in Main House and a 2 bedroom garden Studio Annex. Set in very private woodland grounds its the perfect staycation retreat or professional let. A hot tub, treehouse & private drive with ample parking add to the fantastic…

  • Pets Allowed
  • Hot Tub / Jacuzzi
  • Internet
  • Coast Nearby
Weekly from £5250
Luxurious 8 bedroom Villa in the popular sailing village, Bembridge

Luxurious 8 Bedroom Villa in the Popular …

Bembridge, Isle of Wight

18

Set within captivating walled gardens just 5 minutes’ walkfrom the beach and harbour.A hidden treasure with influence from the renowned architect Sir EdwinLutyens, the White House was built as a summer villa before the FirstWorld War, at the height of Edwardian exuberance, by…

  • Internet
  • Open Fire
Weekly from £5131
Location! Lane End Road Bembridge Isle of Wight

Location! Lane End Road Bembridge Isle of …

Bembridge, Isle of Wight

8

In the ever popular Lane End area of Bembridge, Seacroft Cottage is a great holiday home with a good size well maintained garden that's ideal for families.A traditional Bembridge house decorated and well maintained by the current owners to enable memorable family holidays in…

  • Pets Allowed
  • Internet
  • Coast Nearby
Weekly from £4900
Ward House - Cowes - Sleeps 12 - Swim Spa - BBQ

Ward House - Cowes - Sleeps 12 …

Isle Of Wight

12

Ward House is a superb detached New England style house in Cowes with extensive parking, a large lawned garden, outdoor kitchen (including pizza oven and Napoleon gas BBQ) and 13ft swim spa. The house has direct garden access to Northwood Park with its lawn bar and is a short…

  • Hot Tub / Jacuzzi
  • Baby Friendly
  • Internet
  • Open Fire
Weekly from £4060

We've found 857 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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