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 | 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

£1,418
View
Lovely patio area for alfresco dinning | Badgers Sett Brook, Brook, near Brighstone

Brook, near Brighstone, Isle Of Wight

Badgers Sett Brook

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

4.6

out of 5

7 nights

From

£335
View
Exterior | Halcyon, Freshwater
Customers' Choice

Freshwater, Isle Of Wight

Halcyon

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

4.8

out of 5

7 nights

From

£389
View
Comfortable living area | Inglewood Retreat, Ventnor
Customers' Choice

Ventnor, Isle Of Wight

Inglewood Retreat

Wifi
Car parking on site
Pub within 1 mile
  • 7 Guests
  • 4 Bedrooms
  • 2 Bathrooms
  • 1 Pet

5

out of 5

7 nights

From

£707
View
Living area | Honey Bee Cottage, Calbourne
Customers' Choice

Calbourne, Isle Of Wight

Honey Bee Cottage

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

4.9

out of 5

7 nights

From

£731
View
View | Dicks View, Ventnor

Ventnor, Isle Of Wight

Dicks View

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

5

out of 5

7 nights

From

£379
View
Exterior | Gate House, Bembridge

Bembridge, Isle Of Wight

Gate House

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

5

out of 5

7 nights

From

£794
View
Exterior | Reef Apartments - Nemo, Sandown
Customers' Choice

Sandown, Isle Of Wight

Reef Apartments - Nemo

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

5

out of 5

7 nights

From

£479
View
Exterior | Muriel’s Lodge, Ryde
Customers' Choice

Ryde, Isle Of Wight

Muriel’s Lodge

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

5

out of 5

7 nights

From

£505
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

£409
View
Dining Area | Needles and Winds, Freshwater

Freshwater, Isle Of Wight

Needles and Winds

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

4

out of 5

7 nights

From

£329
View
Exterior | The Beach House, Ventnor

Ventnor, Isle Of Wight

The Beach House

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

5

out of 5

7 nights

From

£1,812
View

Dog Friendly Holiday Cottages Isle of Wight

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

£1,418
View
Living area | Esplanade Escape, Ventnor

Ventnor, Isle Of Wight

Esplanade Escape

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

7 nights

From

£833
View
Lovely patio area for alfresco dinning | Badgers Sett Brook, Brook, near Brighstone

Brook, near Brighstone, Isle Of Wight

Badgers Sett Brook

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

4.6

out of 5

7 nights

From

£335
View
Exterior | Trelawny Shores, Bembridge

Bembridge, Isle Of Wight

Trelawny Shores

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

7 nights

From

£879
View
Comfortable living area | Inglewood Retreat, Ventnor
Customers' Choice

Ventnor, Isle Of Wight

Inglewood Retreat

Wifi
Car parking on site
Pub within 1 mile
  • 7 Guests
  • 4 Bedrooms
  • 2 Bathrooms
  • 1 Pet

5

out of 5

7 nights

From

£707
View
Living area | Honey Bee Cottage, Calbourne
Customers' Choice

Calbourne, Isle Of Wight

Honey Bee Cottage

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

4.9

out of 5

7 nights

From

£731
View
Exterior | Gate House, Bembridge

Bembridge, Isle Of Wight

Gate House

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

5

out of 5

7 nights

From

£794
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
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
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

£395
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

View | 7 The Priory, Shanklin

Shanklin, Isle Of Wight

7 The Priory

Coastal
Car parking on site
Pub within 1 mile
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 0 Pets

4.6

out of 5

7 nights

From

£365
View
Living area | Esplanade Escape, Ventnor

Ventnor, Isle Of Wight

Esplanade Escape

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

7 nights

From

£833
View
Lovely patio area for alfresco dinning | Badgers Sett Brook, Brook, near Brighstone

Brook, near Brighstone, Isle Of Wight

Badgers Sett Brook

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

4.6

out of 5

7 nights

From

£335
View
Exterior | Trelawny Shores, Bembridge

Bembridge, Isle Of Wight

Trelawny Shores

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

7 nights

From

£879
View
Exterior | Halcyon, Freshwater
Customers' Choice

Freshwater, Isle Of Wight

Halcyon

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

4.8

out of 5

7 nights

From

£389
View
Living area | Honey Bee Cottage, Calbourne
Customers' Choice

Calbourne, Isle Of Wight

Honey Bee Cottage

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

4.9

out of 5

7 nights

From

£731
View
View | Dicks View, Ventnor

Ventnor, Isle Of Wight

Dicks View

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

5

out of 5

7 nights

From

£379
View
Exterior | Gate House, Bembridge

Bembridge, Isle Of Wight

Gate House

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

5

out of 5

7 nights

From

£794
View
Exterior | Reef Apartments - Nemo, Sandown
Customers' Choice

Sandown, Isle Of Wight

Reef Apartments - Nemo

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

5

out of 5

7 nights

From

£479
View
Exterior | Muriel’s Lodge, Ryde
Customers' Choice

Ryde, Isle Of Wight

Muriel’s Lodge

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

5

out of 5

7 nights

From

£505
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

£409
View
Dining Area | Needles and Winds, Freshwater

Freshwater, Isle Of Wight

Needles and Winds

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

4

out of 5

7 nights

From

£329
View

Luxury Holiday Cottages on the Isle of Wight

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
Beautifully styled barn conversion | The Barn, Brighstone
Customers' Choice

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
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
Living area | Waterside, Ventnor

Ventnor, Isle Of Wight

Waterside

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

5

out of 5

7 nights

From

£545
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
Balcony with wonderful sea views | Shoreside, Sandown
Customers' Choice

Sandown, Isle Of Wight

Shoreside

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

4.6

out of 5

7 nights

From

£419
View
Exterior | The Hideaway, Yarmouth

Yarmouth, Isle Of Wight

The Hideaway

Pets stay free
Coastal
Luxury
Wifi
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 1 Pet

5

out of 5

7 nights

From

£607
View
Lounge area | Solent Lawns, Cowes

Cowes, Isle Of Wight

Solent Lawns

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

4

out of 5

7 nights

From

£641
View
Exterior | Devonia - Devonia Holiday Homes, Newchurch, near Sandown

Newchurch, near Sandown, Isle Of Wight

Devonia Holiday Homes - Devonia

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

5

out of 5

7 nights

From

£701
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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