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

Living room | Lapwing, Yarmouth
Customers' Choice

Yarmouth, Isle Of Wight

Lapwing

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

5

out of 5

7 nights

From

£499
View
Spacious Victorian villa set in a 9 acre estate | Bodwen, Wootton Bridge, near Ryde
Customers' Choice

Wootton Bridge, near Ryde, Isle Of Wight

Bodwen

Coastal
Hot Tub
Wifi
  • 14 Guests
  • 7 Bedrooms
  • 3 Bathrooms
  • 0 Pets

5

out of 5

7 nights

From

£1,792
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

£2,216
View
Exterior | The Camber, Cowes
Customers' Choice

Cowes, Isle Of Wight

The Camber

Pets stay free
Coastal
Wifi
Enclosed Garden / Patio
  • 10 Guests
  • 5 Bedrooms
  • 3 Bathrooms
  • 2 Pets

5

out of 5

7 nights

From

£951
View
Far reaching sea views from the dining area | Brambles Kip, Freshwater
Customers' Choice

Freshwater, Isle Of Wight

Brambles Kip

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

4.3

out of 5

7 nights

From

£365
View
Well-presented one bedroom, first floor apartment | The Meadow Flat, Shanklin

Shanklin, Isle Of Wight

The Meadow Flat

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

5

out of 5

7 nights

From

£647
View
Open plan living space | Red Squirrel Cottage, Whitwell, near Ventnor
Customers' Choice

Whitwell, near Ventnor, Isle Of Wight

Red Squirrel Cottage

Coastal
Hot Tub
Luxury
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 0 Pets

5

out of 5

7 nights

From

£1,082
View
Exterior | Hill Croft Cottage, Niton Undercliff, near Ventnor
Customers' Choice

Niton Undercliff, near Ventnor, Isle Of Wight

Hill Croft Cottage

Pets stay free
Coastal
Wifi
Car parking on site
  • 6 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 2 Pets

5

out of 5

7 nights

From

£821
View
Exterior | Solent Charm, Ryde

Ryde, Isle Of Wight

Solent Charm

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

5

out of 5

7 nights

From

£425
View
Exterior | Lavender Cottage, Arreton

Arreton, Isle Of Wight

Lavender Cottage

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

4.5

out of 5

7 nights

From

£943
View
Wonderful sea views across the Solent towards Hurst Point | Solent Point - Solent View & Brambles Cottage, Freshwater
Customers' Choice

Freshwater, Isle Of Wight

Solent Point

Car parking on site
Garden / Patio
Sea View
  • 4 Guests
  • 2 Bedrooms
  • 3 Bathrooms
  • 0 Pets

4.4

out of 5

7 nights

From

£359
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

£2,216
View
Exterior | The Camber, Cowes
Customers' Choice

Cowes, Isle Of Wight

The Camber

Pets stay free
Coastal
Wifi
Enclosed Garden / Patio
  • 10 Guests
  • 5 Bedrooms
  • 3 Bathrooms
  • 2 Pets

5

out of 5

7 nights

From

£951
View
Exterior | Hill Croft Cottage, Niton Undercliff, near Ventnor
Customers' Choice

Niton Undercliff, near Ventnor, Isle Of Wight

Hill Croft Cottage

Pets stay free
Coastal
Wifi
Car parking on site
  • 6 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 2 Pets

5

out of 5

7 nights

From

£821
View
Exterior | Beach Side, Bembridge
Customers' Choice

Bembridge, Isle Of Wight

Beach Side

Coastal
Wifi
Car parking on site
  • 8 Guests
  • 4 Bedrooms
  • 3 Bathrooms
  • 1 Pet

7 nights

From

£2,272
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

£545
View
Exterior | Lavender Cottage, Arreton

Arreton, Isle Of Wight

Lavender Cottage

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

4.5

out of 5

7 nights

From

£943
View
Living area | Trinity Bee, Ventnor

Ventnor, Isle Of Wight

Trinity Bee

Coastal
Wifi
Coast within 1 mile
  • 3 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

7 nights

From

£449
View
Luxurious holiday home | Rosedene, Colwell Bay, near Yarmouth
Customers' Choice

Colwell Bay, near Yarmouth, Isle Of Wight

Rosedene

Coastal
Luxury
Wifi
  • 10 Guests
  • 5 Bedrooms
  • 3 Bathrooms
  • 1 Pet

4.6

out of 5

7 nights

From

£1,051
View
Conservatory | Pondwell Viewpoint, Ryde

Ryde, Isle Of Wight

Pondwell Viewpoint

Coastal
Wifi
Pub within 1 mile
  • 6 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 2 Pets

7 nights

From

£1,603
View
Exterior | Downedge, Brading, near Sandown

Brading, near Sandown, Isle Of Wight

Downedge

Car parking on site
Pub within 1 mile
Detached
  • 13 Guests
  • 6 Bedrooms
  • 4 Bathrooms
  • 3 Pets

4

out of 5

7 nights

From

£1,410
View
Exterior | Sandrock, Brighstone
Customers' Choice

Brighstone, Isle Of Wight

Sandrock

Pets stay free
Coastal
Wifi
Car parking on site
  • 6 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 2 Pets

4.6

out of 5

7 nights

From

£539
View

Coastal Holiday Cottages on the Isle of Wight

Exterior | Dunroamin, Sandown

Sandown, Isle Of Wight

Dunroamin

Coastal
Swimming pool
Car parking on site
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 0 Pets

7 nights

From

£535
View
Living room | Lapwing, Yarmouth
Customers' Choice

Yarmouth, Isle Of Wight

Lapwing

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

5

out of 5

7 nights

From

£499
View
Patio | Hope House, East Cowes

East Cowes, Isle Of Wight

Hope House

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

7 nights

From

£705
View
Spacious Victorian villa set in a 9 acre estate | Bodwen, Wootton Bridge, near Ryde
Customers' Choice

Wootton Bridge, near Ryde, Isle Of Wight

Bodwen

Coastal
Hot Tub
Wifi
  • 14 Guests
  • 7 Bedrooms
  • 3 Bathrooms
  • 0 Pets

5

out of 5

7 nights

From

£1,792
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

£2,216
View
Exterior | The Camber, Cowes
Customers' Choice

Cowes, Isle Of Wight

The Camber

Pets stay free
Coastal
Wifi
Enclosed Garden / Patio
  • 10 Guests
  • 5 Bedrooms
  • 3 Bathrooms
  • 2 Pets

5

out of 5

7 nights

From

£951
View
Far reaching sea views from the dining area | Brambles Kip, Freshwater
Customers' Choice

Freshwater, Isle Of Wight

Brambles Kip

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

4.3

out of 5

7 nights

From

£365
View
Well-presented one bedroom, first floor apartment | The Meadow Flat, Shanklin

Shanklin, Isle Of Wight

The Meadow Flat

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

5

out of 5

7 nights

From

£647
View
Open plan living space | Red Squirrel Cottage, Whitwell, near Ventnor
Customers' Choice

Whitwell, near Ventnor, Isle Of Wight

Red Squirrel Cottage

Coastal
Hot Tub
Luxury
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 0 Pets

5

out of 5

7 nights

From

£1,082
View
Exterior | Sea Drift Retreat, Bembridge

Bembridge, Isle Of Wight

Sea Drift Retreat

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

7 nights

From

£837
View
Exterior | Hill Croft Cottage, Niton Undercliff, near Ventnor
Customers' Choice

Niton Undercliff, near Ventnor, Isle Of Wight

Hill Croft Cottage

Pets stay free
Coastal
Wifi
Car parking on site
  • 6 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 2 Pets

5

out of 5

7 nights

From

£821
View

Luxury Holiday Cottages on the 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

£2,216
View
Open plan living space | Red Squirrel Cottage, Whitwell, near Ventnor
Customers' Choice

Whitwell, near Ventnor, Isle Of Wight

Red Squirrel Cottage

Coastal
Hot Tub
Luxury
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 0 Pets

5

out of 5

7 nights

From

£1,082
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

£545
View
Luxurious holiday home | Rosedene, Colwell Bay, near Yarmouth
Customers' Choice

Colwell Bay, near Yarmouth, Isle Of Wight

Rosedene

Coastal
Luxury
Wifi
  • 10 Guests
  • 5 Bedrooms
  • 3 Bathrooms
  • 1 Pet

4.6

out of 5

7 nights

From

£1,051
View
Stylish living room | Moonbeam House, Freshwater Bay
Customers' Choice

Freshwater Bay, Isle Of Wight

Moonbeam House

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

5

out of 5

7 nights

From

£707
View
Living room | Seabreeze Cottage, Cowes

Cowes, Isle Of Wight

Seabreeze Cottage

Coastal
Luxury
Wifi
  • 6 Guests
  • 3 Bedrooms
  • 3 Bathrooms
  • 1 Pet

7 nights

From

£1,109
View
Amazing private Jacuzzi hot tub for 6, with a covered roof and sea views | The Coach House, Wootton, near Ryde
Customers' Choice

Wootton, near Ryde, Isle Of Wight

The Coach House

Coastal
Hot Tub
Luxury
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 0 Pets

5

out of 5

7 nights

From

£1,027
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
Swimming pool | Hampton House, Bembridge

Bembridge, Isle Of Wight

Hampton House

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

7 nights

From

£7,659
View
Kitchen/diner | Greenridge, Totland Bay
Customers' Choice

Totland Bay, Isle Of Wight

Greenridge

Coastal
Luxury
Wifi
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 0 Pets

4.6

out of 5

7 nights

From

£479
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 a charming 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.

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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