Isle of Wight Cottages

This island gem offers an exciting blend of natural beauty, history, and coastal charm. From the iconic Needles with their dramatic chalk stacks to lush gardens like Ventnor Botanic Garden, the Isle of Wight is full of diverse landscapes. Delve into royal history amid stunning Italianate architecture at Queen Victoria’s beloved Osborne House. The Isle of Wight’s coastline is a playground for water enthusiasts, with sailing, kayaking, and beach combing. Quaint villages like Godshill and Shanklin transport you back in time, with thatched cottages and cosy tearooms. Our Isle of Wight cottages provide a sanctuary to return to after each day’s adventure. Whether you’re after outdoor adventure or peaceful relaxation, this island delivers an unforgettable holiday amidst natural beauty and coastal charm.

Freshwater Bay and Tennyson Down on the Isle of Wight

Popular Holiday Cottages on the Isle of Wight

Exterior | Peacehaven, Shalfleet
Customers' Choice

Shalfleet, Isle Of Wight

Peacehaven

Coastal
Luxury
Wifi
  • 6 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 0 Pets

5

out of 5

7 nights

From

£495
View
Living room | Yaverland Beach House, Sandown

Sandown, Isle Of Wight

Yaverland Beach House

Coastal
Wifi
Car parking on site
  • 5 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 0 Pets

4

out of 5

7 nights

From

£861
View
Exterior | Monument House, Totland
Customers' Choice

Totland, Isle Of Wight

Monument House

Pets stay free
Coastal
Hot Tub
Luxury
  • 10 Guests
  • 5 Bedrooms
  • 5 Bathrooms
  • 2 Pets

4.9

out of 5

7 nights

From

£2,476
View
Exterior | Helms House, Ryde

Ryde, Isle Of Wight

Helms House

Wifi
Car parking on site
Pub within 1 mile
  • 8 Guests
  • 4 Bedrooms
  • 3 Bathrooms
  • 0 Pets

5

out of 5

7 nights

From

£1,424
View
Wonderful single storey historic conversion | The Blacksmith Shop, Shorwell
Customers' Choice

Shorwell, Isle Of Wight

The Blacksmith Shop

Coastal
Wifi
Car parking on site
  • 5 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 3 Pets

4.7

out of 5

7 nights

From

£355
View
Exterior | Flip-Flop Lodge, Sandown

Sandown, Isle of Wight

Flip-Flop Lodge

Pets stay free
Coastal
Swimming pool
Car parking on site
  • 6 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet

4

out of 5

7 nights

From

£577
View
Holiday home in a stunning location | Culver Chalet, Bembridge, near Sandown
Customers' Choice

Bembridge, near Sandown, Isle Of Wight

Culver Chalet

Coastal
Hot Tub
Wifi
  • 6 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 0 Pets

4.8

out of 5

7 nights

From

£627
View
Exterior | Skipper’s Rest, East Cowes

East Cowes, Isle Of Wight

Skipper’s Rest

Pets stay free
Coastal
Wifi
Coast within 1 mile
  • 4 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • 2 Pets

4.3

out of 5

7 nights

From

£385
View
Hot tub | Olive - Buttercup Barn Retreats, Wootton Bridge
Customers' Choice

Wootton Bridge, Isle Of Wight

Olive

Hot Tub
Wifi
Car parking on site
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 1 Pet

5

out of 5

7 nights

From

£627
View
Living area | Piers End - The Adelaide, Shanklin
Customers' Choice

Shanklin, Isle Of Wight

Piers End

Coastal
Wifi
Pub within 1 mile
  • 4 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • 0 Pets

4.8

out of 5

7 nights

From

£345
View

Dog Friendly Holiday Cottages Isle of Wight

Exterior | Monument House, Totland
Customers' Choice

Totland, Isle Of Wight

Monument House

Pets stay free
Coastal
Hot Tub
Luxury
  • 10 Guests
  • 5 Bedrooms
  • 5 Bathrooms
  • 2 Pets

4.9

out of 5

7 nights

From

£2,476
View
The Galley | The Galley, Apse Heath, nr. Shanklin
Customers' Choice

Apse Heath, near Shanklin, Isle Of Wight

The Galley

Coastal
Wifi
Car parking on site
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 2 Pets

4.8

out of 5

7 nights

From

£459
View
Wonderful single storey historic conversion | The Blacksmith Shop, Shorwell
Customers' Choice

Shorwell, Isle Of Wight

The Blacksmith Shop

Coastal
Wifi
Car parking on site
  • 5 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 3 Pets

4.7

out of 5

7 nights

From

£355
View
Exterior | Flip-Flop Lodge, Sandown

Sandown, Isle of Wight

Flip-Flop Lodge

Pets stay free
Coastal
Swimming pool
Car parking on site
  • 6 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet

4

out of 5

7 nights

From

£577
View
Exterior | Skipper’s Rest, East Cowes

East Cowes, Isle Of Wight

Skipper’s Rest

Pets stay free
Coastal
Wifi
Coast within 1 mile
  • 4 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • 2 Pets

4.3

out of 5

7 nights

From

£385
View
Hot tub | Olive - Buttercup Barn Retreats, Wootton Bridge
Customers' Choice

Wootton Bridge, Isle Of Wight

Olive

Hot Tub
Wifi
Car parking on site
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 1 Pet

5

out of 5

7 nights

From

£627
View
Open plan living space | Gold Series - 1 - Fairway Holidays, Sandown

Sandown, Isle Of Wight

Gold Series - 1

Pets stay free
Wifi
Swimming pool
Car parking on site
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet

7 nights

From

£627
View
Exterior | Little Dover Cottage, Ryde
Customers' Choice

Ryde, Isle Of Wight

Little Dover Cottage

Coastal
Wifi
Car parking on site
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

4.4

out of 5

7 nights

From

£549
View
Exterior | Property 3 - Rew Farm Barns, Ventnor
Customers' Choice

Ventnor, Isle Of Wight

Property 3

Pets stay free
Coastal
Luxury
Wifi
  • 8 Guests
  • 4 Bedrooms
  • 3 Bathrooms
  • 1 Pet

5

out of 5

7 nights

From

£817
View
Lovely semi-detached holiday property  | Sea Breezes, Totland
Customers' Choice

Totland, Isle Of Wight

Sea Breezes

Coastal
Wifi
Car parking on site
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 2 Pets

4.4

out of 5

7 nights

From

£567
View

Coastal Holiday Cottages on the Isle of Wight

Exterior | Peacehaven, Shalfleet
Customers' Choice

Shalfleet, Isle Of Wight

Peacehaven

Coastal
Luxury
Wifi
  • 6 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 0 Pets

5

out of 5

7 nights

From

£495
View
Living room | Yaverland Beach House, Sandown

Sandown, Isle Of Wight

Yaverland Beach House

Coastal
Wifi
Car parking on site
  • 5 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 0 Pets

4

out of 5

7 nights

From

£861
View
Exterior | Monument House, Totland
Customers' Choice

Totland, Isle Of Wight

Monument House

Pets stay free
Coastal
Hot Tub
Luxury
  • 10 Guests
  • 5 Bedrooms
  • 5 Bathrooms
  • 2 Pets

4.9

out of 5

7 nights

From

£2,476
View
The Galley | The Galley, Apse Heath, nr. Shanklin
Customers' Choice

Apse Heath, near Shanklin, Isle Of Wight

The Galley

Coastal
Wifi
Car parking on site
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 2 Pets

4.8

out of 5

7 nights

From

£459
View
Cosy living room | Admirals Cottage, Yarmouth

Yarmouth, Isle Of Wight

Admirals Cottage

Coastal
Wifi
Enclosed Garden / Patio
  • 4 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • 0 Pets

3

out of 5

7 nights

From

£898
View
Wonderful single storey historic conversion | The Blacksmith Shop, Shorwell
Customers' Choice

Shorwell, Isle Of Wight

The Blacksmith Shop

Coastal
Wifi
Car parking on site
  • 5 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 3 Pets

4.7

out of 5

7 nights

From

£355
View
Exterior | Aqua Compton Retreat, Shanklin

Shanklin, Isle Of Wight

Aqua Compton Retreat

Wifi
Pub within 1 mile
Coast within 1 mile
  • 6 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 0 Pets

7 nights

From

£1,662
View
Exterior | Flip-Flop Lodge, Sandown

Sandown, Isle of Wight

Flip-Flop Lodge

Pets stay free
Coastal
Swimming pool
Car parking on site
  • 6 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet

4

out of 5

7 nights

From

£577
View
Holiday home in a stunning location | Culver Chalet, Bembridge, near Sandown
Customers' Choice

Bembridge, near Sandown, Isle Of Wight

Culver Chalet

Coastal
Hot Tub
Wifi
  • 6 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 0 Pets

4.8

out of 5

7 nights

From

£627
View
Exterior | Skipper’s Rest, East Cowes

East Cowes, Isle Of Wight

Skipper’s Rest

Pets stay free
Coastal
Wifi
Coast within 1 mile
  • 4 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • 2 Pets

4.3

out of 5

7 nights

From

£385
View

Luxury Holiday Cottages on the Isle of Wight

Exterior | Peacehaven, Shalfleet
Customers' Choice

Shalfleet, Isle Of Wight

Peacehaven

Coastal
Luxury
Wifi
  • 6 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 0 Pets

5

out of 5

7 nights

From

£495
View
Exterior | Monument House, Totland
Customers' Choice

Totland, Isle Of Wight

Monument House

Pets stay free
Coastal
Hot Tub
Luxury
  • 10 Guests
  • 5 Bedrooms
  • 5 Bathrooms
  • 2 Pets

4.9

out of 5

7 nights

From

£2,476
View
Exterior | Property 3 - Rew Farm Barns, Ventnor
Customers' Choice

Ventnor, Isle Of Wight

Property 3

Pets stay free
Coastal
Luxury
Wifi
  • 8 Guests
  • 4 Bedrooms
  • 3 Bathrooms
  • 1 Pet

5

out of 5

7 nights

From

£817
View
Exterior | The Old Cowshed, Thorness
Customers' Choice

Thorness, Isle Of Wight

The Old Cowshed

Pets stay free
Coastal
Hot Tub
Luxury
  • 4 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • 2 Pets

5

out of 5

7 nights

From

£781
View
View | Mulberry Lodge, Totland Bay

Totland Bay, Isle Of Wight

Mulberry Lodge

Pets stay free
Coastal
Luxury
Wifi
  • 5 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 3 Pets

4.5

out of 5

7 nights

From

£489
View
Exterior | Greystone Cottage, Whitwell, near Ventnor
Customers' Choice

Whitwell, near Ventnor, Isle Of Wight

Greystone Cottage

Coastal
Luxury
Wifi
  • 4 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • 0 Pets

5

out of 5

7 nights

From

£567
View
Garden | Longford Cottage, Havenstreet
Customers' Choice

Havenstreet, Isle Of Wight

Longford Cottage

Pets stay free
Coastal
Luxury
Wifi
  • 5 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

4.7

out of 5

7 nights

From

£409
View
Stone Manor, Ventnor

Ventnor, Isle Of Wight

Stone Manor

Hot Tub
Luxury
Wifi
  • 7 Guests
  • 4 Bedrooms
  • 3 Bathrooms
  • 1 Pet

7 nights

From

£1,958
View
Exterior | Sandstones, Niton
Customers' Choice

Niton, Isle Of Wight

Sandstones

Pets stay free
Coastal
Hot Tub
Luxury
  • 8 Guests
  • 4 Bedrooms
  • 4 Bathrooms
  • 2 Pets

5

out of 5

7 nights

From

£1,582
View
Open plan living space | The Sergeants Quarters - Golden Hill Fort, Freshwater
Customers' Choice

Freshwater, Isle Of Wight

The Sergeants Quarters

Coastal
Luxury
Wifi
  • 7 Guests
  • 3 Bedrooms
  • 4 Bathrooms
  • 2 Pets

4.4

out of 5

7 nights

From

£515
View
Exterior | Trees Annexe, Cowes
Customers' Choice

Cowes, Isle Of Wight

Trees Annexe

Coastal
Luxury
Wifi
  • 4 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • 0 Pets

5

out of 5

7 nights

From

£997
View

Inspiration of things to see and do in our holiday cottages on the Isle of Wight

The Isle of Wight, situated off the south coast of England, is an island with a wealth of attractions and natural beauty to explore. If you want a little more opulence then why not treat yourself to one of our Isle of Wight luxury cottages? If you're looking for a place where the whole gang can meet and chill, then check out our large group cottages on the Isle of Wight. Whether for a short break on the Isle of Wight or longer, this is a perfect destination to get away from it all.

Here are some of the main places to visit on the Isle of Wight:

Osborne House

The former summer residence of Queen Victoria and Prince Albert, Osborne House is a magnificent palace set in stunning grounds. Explore the opulent staterooms, stroll through the picturesque gardens, and learn about the royal history of the island.

The Needles

One of the most iconic landmarks on the Isle of Wight, the Needles are a series of three chalk stacks rising out of the sea. Take a scenic boat trip to see them up close or enjoy the panoramic views from the vantage point at the Needles Battery.

Carisbrooke Castle

A historic fortress with over 800 years of history, Carisbrooke Castle offers a glimpse into the island's past. Explore the well-preserved castle rooms, walk along the medieval walls, and even meet the resident donkeys who power the traditional well.

Shanklin Chine

A natural gorge and botanical garden, Shanklin Chine is a tranquil and picturesque spot. Wander through the lush vegetation, cross the cascading waterfalls, and enjoy the peaceful atmosphere of this enchanting place.

Blackgang Chine

One of the oldest amusement parks in the UK, Blackgang Chine offers a mix of thrilling rides, play areas, and themed gardens. From dinosaurs to fairies, pirates to cowboys, this park provides entertainment for visitors of all ages.

More Popular Holiday Cottages Around the Isle of Wight

Newport Cottages

Shanklin Cottages

Yarmouth Cottages

Ventnor Cottages

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