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

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
Wonderful single storey historic conversion | The Blacksmith Shop, Shorwell
Customers' Choice

Shorwell, Isle Of Wight

The Blacksmith Shop

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

4.6

out of 5

7 nights

From

£335
View
Living room | Property 4 - Rew Farm Barns, Ventnor
Customers' Choice

Ventnor, Isle Of Wight

Property 4

Pets stay free
Coastal
Luxury
Wifi
  • 8 Guests
  • 4 Bedrooms
  • 3 Bathrooms
  • 1 Pet

5

out of 5

7 nights

From

£801
View
Exterior | Green Poplars, Gurnard

Gurnard, Isle Of Wight

Green Poplars

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

4.4

out of 5

7 nights

From

£519
View
Open plan living space | Maltings Cottage, Yarmouth

Yarmouth, Isle Of Wight

Maltings Cottage

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

4.3

out of 5

7 nights

From

£400
View
Exterior | Beech Cottage, St Lawrence, nr. Ventnor

St Lawrence, near Ventnor, Isle Of Wight

Beech Cottage

Pets stay free
Coastal
Wifi
Enclosed Garden / Patio
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

4.6

out of 5

7 nights

From

£345
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

£2,476
View
Exterior | Bayside, Thorness, near Cowes

Thorness, near Cowes, Isle of Wight

Bayside

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

4.8

out of 5

7 nights

From

£345
View

Dog Friendly Holiday Cottages 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
Living area | The Lodge - The Lodge, Ventnor Downs, Ventnor
Customers' Choice

Ventnor, Isle Of Wight

The Lodge

Hot Tub
Wifi
Car parking on site
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

4.8

out of 5

7 nights

From

£641
View
View | Napier Sands, Shanklin

Shanklin, Isle Of Wight

Napier Sands

Coastal
Wifi
Pub within 1 mile
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet

7 nights

From

£933
View
Wonderful single storey historic conversion | The Blacksmith Shop, Shorwell
Customers' Choice

Shorwell, Isle Of Wight

The Blacksmith Shop

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

4.6

out of 5

7 nights

From

£335
View
Open plan living space | Gold Series - 1 - Fairway Holidays, Sandown

Sandown, Isle Of Wight

Gold Series - 1

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

7 nights

From

£549
View
Living room | Property 4 - Rew Farm Barns, Ventnor
Customers' Choice

Ventnor, Isle Of Wight

Property 4

Pets stay free
Coastal
Luxury
Wifi
  • 8 Guests
  • 4 Bedrooms
  • 3 Bathrooms
  • 1 Pet

5

out of 5

7 nights

From

£801
View
Exterior | Beech Cottage, St Lawrence, nr. Ventnor

St Lawrence, near Ventnor, Isle Of Wight

Beech Cottage

Pets stay free
Coastal
Wifi
Enclosed Garden / Patio
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

4.6

out of 5

7 nights

From

£345
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 | 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

£2,476
View
Exterior | Rofford Lodge, Yarmouth

Yarmouth, Isle Of Wight

Rofford Lodge

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

7 nights

From

£1,212
View
Outdoor | Whitwell Hideout, Ventnor

Ventnor, Isle Of Wight

Whitwell Hideout

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

7 nights

From

£1,240
View

Coastal Holiday Cottages on the Isle of Wight

Exterior | Dickens, Wootton Bridge

Wootton Bridge, Isle Of Wight

Dickens

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

7 nights

From

£885
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
Living area | The Lodge - The Lodge, Ventnor Downs, Ventnor
Customers' Choice

Ventnor, Isle Of Wight

The Lodge

Hot Tub
Wifi
Car parking on site
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

4.8

out of 5

7 nights

From

£641
View
View | Napier Sands, Shanklin

Shanklin, Isle Of Wight

Napier Sands

Coastal
Wifi
Pub within 1 mile
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet

7 nights

From

£933
View
Wonderful single storey historic conversion | The Blacksmith Shop, Shorwell
Customers' Choice

Shorwell, Isle Of Wight

The Blacksmith Shop

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

4.6

out of 5

7 nights

From

£335
View
Living room | Property 4 - Rew Farm Barns, Ventnor
Customers' Choice

Ventnor, Isle Of Wight

Property 4

Pets stay free
Coastal
Luxury
Wifi
  • 8 Guests
  • 4 Bedrooms
  • 3 Bathrooms
  • 1 Pet

5

out of 5

7 nights

From

£801
View
Exterior | Willow Haven House, Sandown

Sandown, Isle Of Wight

Willow Haven House

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

7 nights

From

£909
View
Exterior | Green Poplars, Gurnard

Gurnard, Isle Of Wight

Green Poplars

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

4.4

out of 5

7 nights

From

£519
View
Open plan living space | Maltings Cottage, Yarmouth

Yarmouth, Isle Of Wight

Maltings Cottage

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

4.3

out of 5

7 nights

From

£400
View
Exterior | Whitestones, Limerstone, near Brightstone

Limerstone, near Brightstone, Isle Of Wight

Whitestones

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

7 nights

From

£718
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
Living room | Property 4 - Rew Farm Barns, Ventnor
Customers' Choice

Ventnor, Isle Of Wight

Property 4

Pets stay free
Coastal
Luxury
Wifi
  • 8 Guests
  • 4 Bedrooms
  • 3 Bathrooms
  • 1 Pet

5

out of 5

7 nights

From

£801
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

£2,476
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
Stone Manor, Ventnor

Ventnor, Isle Of Wight

Stone Manor

Hot Tub
Luxury
Wifi
  • 7 Guests
  • 4 Bedrooms
  • 3 Bathrooms
  • 1 Pet

7 nights

From

£1,958
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

£7,192
View
Exterior | Solent Cottage, Yarmouth

Yarmouth, Isle Of Wight

Solent Cottage

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

4.1

out of 5

7 nights

From

£415
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
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
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

4.7

out of 5

7 nights

From

£419
View
Exterior | The Tap Room, Freshwater
Customers' Choice

Freshwater, Isle Of Wight

The Tap Room

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

4.8

out of 5

7 nights

From

£807
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

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