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 | 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

£907
View
Exterior | Driftwood House, Bembridge

Bembridge, Isle Of Wight

Driftwood House

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

5

out of 5

7 nights

From

£1,181
View
Attractive holiday home | Property 1 - Rew Farm Barns, Ventnor
Customers' Choice

Ventnor, Isle Of Wight

Rew Farm Barns - Property 1

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

4.9

out of 5

7 nights

From

£701
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

£697
View
Living area | Sunny South Lodge, Sandown
Customers' Choice

Sandown, Isle Of Wight

Sunny South Lodge

Coastal
Wifi
Enclosed Garden / Patio
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 2 Pets

4.7

out of 5

7 nights

From

£469
View
Appealing holiday property | Property 2 - Rew Farm Barns, Ventnor
Customers' Choice

Ventnor, Isle Of Wight

Rew Farm Barns - Property 2

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

5

out of 5

7 nights

From

£697
View
Exterior | Apple Tree Cottage, Sandown

Sandown, Isle Of Wight

Apple Tree Cottage

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

4.3

out of 5

7 nights

From

£355
View
Living room | Hydan Cottage, Wootton Bridge
Customers' Choice

Wootton Bridge, Isle Of Wight

Hydan Cottage

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

4.8

out of 5

7 nights

From

£409
View
Spacious garden with fabulous views beyond | Moles Leap, Brading
Customers' Choice

Brading, Isle Of Wight

Moles Leap

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

4.9

out of 5

7 nights

From

£325
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

£667
View
Mill within a few minutes walk  | Mill Reach, Yarmouth
Customers' Choice

Yarmouth, Isle Of Wight

Mill Reach

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

4.9

out of 5

7 nights

From

£590
View

Dog Friendly Holiday Cottages Isle of Wight

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

£907
View
Exterior | Driftwood House, Bembridge

Bembridge, Isle Of Wight

Driftwood House

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

5

out of 5

7 nights

From

£1,181
View
Attractive holiday home | Property 1 - Rew Farm Barns, Ventnor
Customers' Choice

Ventnor, Isle Of Wight

Rew Farm Barns - Property 1

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

4.9

out of 5

7 nights

From

£701
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

£697
View
Living area | Sunny South Lodge, Sandown
Customers' Choice

Sandown, Isle Of Wight

Sunny South Lodge

Coastal
Wifi
Enclosed Garden / Patio
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 2 Pets

4.7

out of 5

7 nights

From

£469
View
Appealing holiday property | Property 2 - Rew Farm Barns, Ventnor
Customers' Choice

Ventnor, Isle Of Wight

Rew Farm Barns - Property 2

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

5

out of 5

7 nights

From

£697
View
Exterior | Apple Tree Cottage, Sandown

Sandown, Isle Of Wight

Apple Tree Cottage

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

4.3

out of 5

7 nights

From

£355
View
Living room | Hydan Cottage, Wootton Bridge
Customers' Choice

Wootton Bridge, Isle Of Wight

Hydan Cottage

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

4.8

out of 5

7 nights

From

£409
View
Spacious garden with fabulous views beyond | Moles Leap, Brading
Customers' Choice

Brading, Isle Of Wight

Moles Leap

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

4.9

out of 5

7 nights

From

£325
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

£667
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

4.5

out of 5

7 nights

From

£539
View

Coastal Holiday Cottages on the Isle of Wight

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

£907
View
Exterior | Driftwood House, Bembridge

Bembridge, Isle Of Wight

Driftwood House

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

5

out of 5

7 nights

From

£1,181
View
Attractive holiday home | Property 1 - Rew Farm Barns, Ventnor
Customers' Choice

Ventnor, Isle Of Wight

Rew Farm Barns - Property 1

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

4.9

out of 5

7 nights

From

£701
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

£697
View
Living area | Sunny South Lodge, Sandown
Customers' Choice

Sandown, Isle Of Wight

Sunny South Lodge

Coastal
Wifi
Enclosed Garden / Patio
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 2 Pets

4.7

out of 5

7 nights

From

£469
View
Appealing holiday property | Property 2 - Rew Farm Barns, Ventnor
Customers' Choice

Ventnor, Isle Of Wight

Rew Farm Barns - Property 2

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

5

out of 5

7 nights

From

£697
View
Exterior | Apple Tree Cottage, Sandown

Sandown, Isle Of Wight

Apple Tree Cottage

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

4.3

out of 5

7 nights

From

£355
View
Living room | Hydan Cottage, Wootton Bridge
Customers' Choice

Wootton Bridge, Isle Of Wight

Hydan Cottage

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

4.8

out of 5

7 nights

From

£409
View
Spacious garden with fabulous views beyond | Moles Leap, Brading
Customers' Choice

Brading, Isle Of Wight

Moles Leap

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

4.9

out of 5

7 nights

From

£325
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

£667
View

Luxury Holiday Cottages on the Isle of Wight

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

£907
View
Attractive holiday home | Property 1 - Rew Farm Barns, Ventnor
Customers' Choice

Ventnor, Isle Of Wight

Rew Farm Barns - Property 1

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

4.9

out of 5

7 nights

From

£701
View
Appealing holiday property | Property 2 - Rew Farm Barns, Ventnor
Customers' Choice

Ventnor, Isle Of Wight

Rew Farm Barns - Property 2

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

5

out of 5

7 nights

From

£697
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

£667
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

£1,416
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

£767
View
Hill Mansion, Shanklin

Shanklin, Isle Of Wight

Hill Mansion

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

7 nights

From

£4,727
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

4.4

out of 5

7 nights

From

£617
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

£1,186
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

4.3

out of 5

7 nights

From

£495
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

£627
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