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

Holiday home in a stunning location | Culver Chalet, Bembridge, near Sandown

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 | 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
Exterior | Loreto, Middleton, Freshwater

Middleton, Freshwater, Isle Of Wight

Loreto

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

4.7

out of 5

7 nights

From

£741
View
Open plan living space | Willow Barn - Fernhill Farms, Ryde

Ryde, Isle Of Wight

Willow Barn

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

5

out of 5

7 nights

From

£857
View
Exterior | The Officers Mess, Freshwater

Freshwater, Isle Of Wight

The Officers Mess

Coastal
Luxury
Wifi
  • 10 Guests
  • 5 Bedrooms
  • 4 Bathrooms
  • 0 Pets

5

out of 5

7 nights

From

£1,106
View
Exquisite holiday cottage façade | Bodwen Corner Cottage, Wootton Bridge

Wootton Bridge, Isle Of Wight

Bodwen Corner Cottage

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

5

out of 5

7 nights

From

£425
View
Exterior | Little Fishes, Ryde

Ryde, Isle Of Wight

Little Fishes

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

4.4

out of 5

7 nights

From

£309
View
Exterior | Sunnyside Lodge, Sandown

Sandown, Isle Of Wight

Sunnyside Lodge

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

4

out of 5

7 nights

From

£425
View
Garden area  | The Shieling, Freshwater, near Yarmouth

Freshwater, near Yarmouth, Isle Of Wight

The Shieling

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

5

out of 5

7 nights

From

£661
View
Stunning barn conversion  | Gladices Barn, Ventnor

Ventnor, Isle Of Wight

Gladices Barn

Coastal
Hot Tub
Luxury
  • 14 Guests
  • 7 Bedrooms
  • 8 Bathrooms
  • 0 Pets

4.7

out of 5

7 nights

From

£2,552
View

Dog Friendly Holiday Cottages Isle of Wight

Living area | St Helens Vine Lodge, Bembridge

Bembridge, Isle Of Wight

St Helens Vine Lodge

Coastal
Wifi
Garden / Patio
  • 6 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 2 Pets

7 nights

From

£1,050
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
Exterior | Loreto, Middleton, Freshwater

Middleton, Freshwater, Isle Of Wight

Loreto

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

4.7

out of 5

7 nights

From

£741
View
Open plan living space | Willow Barn - Fernhill Farms, Ryde

Ryde, Isle Of Wight

Willow Barn

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

5

out of 5

7 nights

From

£857
View
Exterior | Creekside Cottage, Ryde

Ryde, Isle Of Wight

Creekside Cottage

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

7 nights

From

£838
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

£931
View
Exterior | Little Fishes, Ryde

Ryde, Isle Of Wight

Little Fishes

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

4.4

out of 5

7 nights

From

£309
View
Exterior | Sunnyside Lodge, Sandown

Sandown, Isle Of Wight

Sunnyside Lodge

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

4

out of 5

7 nights

From

£425
View
The Galley | The Galley, Apse Heath, nr. Shanklin

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
Garden area  | The Shieling, Freshwater, near Yarmouth

Freshwater, near Yarmouth, Isle Of Wight

The Shieling

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

5

out of 5

7 nights

From

£661
View

Coastal Holiday Cottages on the Isle of Wight

Living area | St Helens Vine Lodge, Bembridge

Bembridge, Isle Of Wight

St Helens Vine Lodge

Coastal
Wifi
Garden / Patio
  • 6 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 2 Pets

7 nights

From

£1,050
View
Holiday home in a stunning location | Culver Chalet, Bembridge, near Sandown

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 | 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
Exterior | Loreto, Middleton, Freshwater

Middleton, Freshwater, Isle Of Wight

Loreto

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

4.7

out of 5

7 nights

From

£741
View
Open plan living space | Forest Nook, Sandown

Sandown, Isle Of Wight

Forest Nook

Wifi
Car parking on site
Enclosed Garden / Patio
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 0 Pets

7 nights

From

£1,056
View
Open plan living space | Willow Barn - Fernhill Farms, Ryde

Ryde, Isle Of Wight

Willow Barn

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

5

out of 5

7 nights

From

£857
View
Exterior | The Officers Mess, Freshwater

Freshwater, Isle Of Wight

The Officers Mess

Coastal
Luxury
Wifi
  • 10 Guests
  • 5 Bedrooms
  • 4 Bathrooms
  • 0 Pets

5

out of 5

7 nights

From

£1,106
View
Exquisite holiday cottage façade | Bodwen Corner Cottage, Wootton Bridge

Wootton Bridge, Isle Of Wight

Bodwen Corner Cottage

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

5

out of 5

7 nights

From

£425
View
Exterior | Creekside Cottage, Ryde

Ryde, Isle Of Wight

Creekside Cottage

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

7 nights

From

£838
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

£931
View
Exterior | Little Fishes, Ryde

Ryde, Isle Of Wight

Little Fishes

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

4.4

out of 5

7 nights

From

£309
View

Luxury Holiday Cottages on the Isle of Wight

Exterior | The Officers Mess, Freshwater

Freshwater, Isle Of Wight

The Officers Mess

Coastal
Luxury
Wifi
  • 10 Guests
  • 5 Bedrooms
  • 4 Bathrooms
  • 0 Pets

5

out of 5

7 nights

From

£1,106
View
Stunning barn conversion  | Gladices Barn, Ventnor

Ventnor, Isle Of Wight

Gladices Barn

Coastal
Hot Tub
Luxury
  • 14 Guests
  • 7 Bedrooms
  • 8 Bathrooms
  • 0 Pets

4.7

out of 5

7 nights

From

£2,552
View
Cobble Vines, Cowes

Cowes, Isle Of Wight

Cobble Vines

Luxury
  • 6 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 2 Pets

7 nights

From

£7,182
View
Exterior | Candlelight Cottage, Ventnor

Ventnor, Isle Of Wight

Candlelight Cottage

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

4.9

out of 5

7 nights

From

£771
View
Beautifully styled barn conversion | The Barn, Brighstone

Brighstone, Isle Of Wight

The Barn

Coastal
Luxury
Wifi
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 0 Pets

5

out of 5

7 nights

From

£557
View
Exterior | Monument House, Totland

Totland, Isle Of Wight

Monument House

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

4.9

out of 5

7 nights

From

£1,996
View
Exterior | Peacehaven, Shalfleet

Shalfleet, Isle Of Wight

Peacehaven

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

5

out of 5

7 nights

From

£561
View
Kitchen/diner | Greenridge, Totland Bay

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

£465
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

Isle of Wight cottages

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