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 | Downs View, Sandown
Customers' Choice

Sandown, Isle Of Wight

Downs View

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

4.6

out of 5

7 nights

From

£907
View
Exterior | Winkle Cottage, Calbourne
Customers' Choice

Calbourne, Isle Of Wight

Winkle Cottage

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

4.8

out of 5

7 nights

From

£771
View
Exterior | Little Croxley, Wroxall, near Ventnor

Wroxall, near Ventnor, Isle Of Wight

Little Croxley

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

4.5

out of 5

7 nights

From

£335
View
Charming secluded detached holiday property | Woodside Cottage, Sandford, near Shanklin

Sandford, near Shanklin, Isle Of Wight

Woodside Cottage

Wifi
Car parking on site
Enclosed Garden / Patio
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 0 Pets

5

out of 5

7 nights

From

£1,161
View
Exterior | Loreto, Middleton, Freshwater
Customers' Choice

Middleton, Freshwater, Isle Of Wight

Loreto

Pets stay free
Coastal
Wifi
Car parking on site
  • 4 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 2 Pets

4.7

out of 5

7 nights

From

£591
View
Exterior | Villa Amanti, Ventnor

Ventnor, Isle Of Wight

Villa Amanti

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

5

out of 5

7 nights

From

£1,269
View
Living room | Flat 1 Portman House, Shanklin
Customers' Choice

Shanklin, Isle Of Wight

Flat 1 Portman House

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

4.5

out of 5

7 nights

From

£545
View
Exterior | Bakers Retreat, Freshwater

Freshwater, Isle Of Wight

Bakers Retreat

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

4.6

out of 5

7 nights

From

£415
View
Living area | The Apricot Tree, Carisbrooke, Near Newport
Customers' Choice

Carisbrooke, Near Newport, Isle Of Wight

The Apricot Tree

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

4.9

out of 5

7 nights

From

£455
View
Exterior | Candlelight Cottage, Ventnor
Customers' Choice

Ventnor, Isle Of Wight

Candlelight Cottage

Pets stay free
Coastal
Luxury
Wifi
  • 6 Guests
  • 3 Bedrooms
  • 3 Bathrooms
  • 2 Pets

4.9

out of 5

7 nights

From

£771
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
Exterior | The Haven, Shanklin

Shanklin, Isle Of Wight

The Haven

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

4.7

out of 5

7 nights

From

£355
View

Dog Friendly Holiday Cottages Isle of Wight

Exterior | Downs View, Sandown
Customers' Choice

Sandown, Isle Of Wight

Downs View

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

4.6

out of 5

7 nights

From

£907
View
Exterior | Winkle Cottage, Calbourne
Customers' Choice

Calbourne, Isle Of Wight

Winkle Cottage

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

4.8

out of 5

7 nights

From

£771
View
Exterior | Loreto, Middleton, Freshwater
Customers' Choice

Middleton, Freshwater, Isle Of Wight

Loreto

Pets stay free
Coastal
Wifi
Car parking on site
  • 4 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 2 Pets

4.7

out of 5

7 nights

From

£591
View
Exterior | Villa Amanti, Ventnor

Ventnor, Isle Of Wight

Villa Amanti

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

5

out of 5

7 nights

From

£1,269
View
Living room | Flat 1 Portman House, Shanklin
Customers' Choice

Shanklin, Isle Of Wight

Flat 1 Portman House

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

4.5

out of 5

7 nights

From

£545
View
Hill Mansion, Shanklin

Shanklin, Isle Of Wight

Hill Mansion

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

7 nights

From

£4,628
View
Exterior | Candlelight Cottage, Ventnor
Customers' Choice

Ventnor, Isle Of Wight

Candlelight Cottage

Pets stay free
Coastal
Luxury
Wifi
  • 6 Guests
  • 3 Bedrooms
  • 3 Bathrooms
  • 2 Pets

4.9

out of 5

7 nights

From

£771
View
Exterior | The Haven, Shanklin

Shanklin, Isle Of Wight

The Haven

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

4.7

out of 5

7 nights

From

£355
View
Exterior | Littlehaven, Ventnor

Ventnor, Isle Of Wight

Littlehaven

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

5

out of 5

7 nights

From

£389
View
Exterior | Pondside Lodge, Sandown

Sandown, Isle Of Wight

Pondside Lodge

Wifi
Car parking on site
Pub within 1 mile
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 1 Pet

7 nights

From

£1,271
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

£1,213
View
Kitchen/diner | Bembridge Quay, Bembridge

Bembridge, Isle Of Wight

Bembridge Quay

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

7 nights

From

£1,129
View

Coastal Holiday Cottages on the Isle of Wight

Exterior | Downs View, Sandown
Customers' Choice

Sandown, Isle Of Wight

Downs View

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

4.6

out of 5

7 nights

From

£907
View
Exterior | Winkle Cottage, Calbourne
Customers' Choice

Calbourne, Isle Of Wight

Winkle Cottage

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

4.8

out of 5

7 nights

From

£771
View
Exterior | Little Croxley, Wroxall, near Ventnor

Wroxall, near Ventnor, Isle Of Wight

Little Croxley

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

4.5

out of 5

7 nights

From

£335
View
Exterior | Loreto, Middleton, Freshwater
Customers' Choice

Middleton, Freshwater, Isle Of Wight

Loreto

Pets stay free
Coastal
Wifi
Car parking on site
  • 4 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 2 Pets

4.7

out of 5

7 nights

From

£591
View
Exterior | Villa Amanti, Ventnor

Ventnor, Isle Of Wight

Villa Amanti

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

5

out of 5

7 nights

From

£1,269
View
Living room | Flat 1 Portman House, Shanklin
Customers' Choice

Shanklin, Isle Of Wight

Flat 1 Portman House

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

4.5

out of 5

7 nights

From

£545
View
Exterior | Bakers Retreat, Freshwater

Freshwater, Isle Of Wight

Bakers Retreat

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

4.6

out of 5

7 nights

From

£415
View
Exterior | Tennyson Cottage, Freshwater

Freshwater, Isle Of Wight

Tennyson Cottage

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

7 nights

From

£585
View
Hill Mansion, Shanklin

Shanklin, Isle Of Wight

Hill Mansion

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

7 nights

From

£4,628
View
Living area | The Apricot Tree, Carisbrooke, Near Newport
Customers' Choice

Carisbrooke, Near Newport, Isle Of Wight

The Apricot Tree

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

4.9

out of 5

7 nights

From

£455
View
Exterior | Candlelight Cottage, Ventnor
Customers' Choice

Ventnor, Isle Of Wight

Candlelight Cottage

Pets stay free
Coastal
Luxury
Wifi
  • 6 Guests
  • 3 Bedrooms
  • 3 Bathrooms
  • 2 Pets

4.9

out of 5

7 nights

From

£771
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

Luxury Holiday Cottages on the Isle of Wight

Hill Mansion, Shanklin

Shanklin, Isle Of Wight

Hill Mansion

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

7 nights

From

£4,628
View
Exterior | Candlelight Cottage, Ventnor
Customers' Choice

Ventnor, Isle Of Wight

Candlelight Cottage

Pets stay free
Coastal
Luxury
Wifi
  • 6 Guests
  • 3 Bedrooms
  • 3 Bathrooms
  • 2 Pets

4.9

out of 5

7 nights

From

£771
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
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

4.7

out of 5

7 nights

From

£1,582
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
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
Cobble Vines, Cowes

Cowes, Isle Of Wight

Cobble Vines

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

7 nights

From

£7,182
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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