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

Living area | Oak Barn - Fernhill Farms, Ryde
Customers' Choice

Ryde, Isle Of Wight

Oak Barn

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

5

out of 5

7 nights

From

£661
View
Kitchen | Priory Barn, Freshwater, near Totland
Customers' Choice

Freshwater, near Totland, Isle Of Wight

Priory Barn

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

4.9

out of 5

7 nights

From

£447
View
Hot tub | Olive - Buttercup Barn Retreats, Wootton Bridge
Customers' Choice

Wootton Bridge, Isle Of Wight

Olive

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

5

out of 5

7 nights

From

£627
View
Outdoor area | Shiloh Cottage, Wootton Bridge
Customers' Choice

Wootton Bridge, Isle Of Wight

Shiloh Cottage

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

5

out of 5

7 nights

From

£607
View
Exterior | Old Coastguard Cottage, Freshwater

Freshwater, Isle Of Wight

Old Coastguard Cottage

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

5

out of 5

7 nights

From

£641
View
Exterior | Little Fishes, Ryde

Ryde, Isle Of Wight

Little Fishes

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

£331
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

£577
View
Exterior | Green Poplars, Gurnard

Gurnard, Isle Of Wight

Green Poplars

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

4.2

out of 5

7 nights

From

£511
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

4.8

out of 5

7 nights

From

£377
View
Exterior | Seaport Cottage, Ventnor
Customers' Choice

Ventnor, Isle Of Wight

Seaport Cottage

Pets stay free
Coastal
Wifi
Coast within 1 mile
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet

5

out of 5

7 nights

From

£631
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

4.9

out of 5

7 nights

From

£587
View

Dog Friendly Holiday Cottages Isle of Wight

Living area | Oak Barn - Fernhill Farms, Ryde
Customers' Choice

Ryde, Isle Of Wight

Oak Barn

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

5

out of 5

7 nights

From

£661
View
Kitchen | Priory Barn, Freshwater, near Totland
Customers' Choice

Freshwater, near Totland, Isle Of Wight

Priory Barn

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

4.9

out of 5

7 nights

From

£447
View
Hot tub | Olive - Buttercup Barn Retreats, Wootton Bridge
Customers' Choice

Wootton Bridge, Isle Of Wight

Olive

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

5

out of 5

7 nights

From

£627
View
Exterior | Old Coastguard Cottage, Freshwater

Freshwater, Isle Of Wight

Old Coastguard Cottage

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

5

out of 5

7 nights

From

£641
View
Exterior | Cherry - Chilton Farm, Brighstone

Brighstone, Isle Of Wight

Chilton Farm - Cherry

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

3

out of 5

7 nights

From

£471
View
Exterior | Little Fishes, Ryde

Ryde, Isle Of Wight

Little Fishes

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

£331
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

4.8

out of 5

7 nights

From

£377
View
Exterior | Seaport Cottage, Ventnor
Customers' Choice

Ventnor, Isle Of Wight

Seaport Cottage

Pets stay free
Coastal
Wifi
Coast within 1 mile
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet

5

out of 5

7 nights

From

£631
View
Living room | Clarendon House, Shanklin

Shanklin, Isle Of Wight

Clarendon House

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

4.6

out of 5

7 nights

From

£901
View

Coastal Holiday Cottages on the Isle of Wight

Living area | Oak Barn - Fernhill Farms, Ryde
Customers' Choice

Ryde, Isle Of Wight

Oak Barn

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

5

out of 5

7 nights

From

£661
View
Living room | The Willows, Newport

Newport, Isle Of Wight

The Willows

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

7 nights

From

£788
View
Kitchen | Priory Barn, Freshwater, near Totland
Customers' Choice

Freshwater, near Totland, Isle Of Wight

Priory Barn

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

4.9

out of 5

7 nights

From

£447
View
Hot tub | Olive - Buttercup Barn Retreats, Wootton Bridge
Customers' Choice

Wootton Bridge, Isle Of Wight

Olive

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

5

out of 5

7 nights

From

£627
View
Outdoor area | Shiloh Cottage, Wootton Bridge
Customers' Choice

Wootton Bridge, Isle Of Wight

Shiloh Cottage

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

5

out of 5

7 nights

From

£607
View
Exterior | Old Coastguard Cottage, Freshwater

Freshwater, Isle Of Wight

Old Coastguard Cottage

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

5

out of 5

7 nights

From

£641
View
Exterior | Cherry - Chilton Farm, Brighstone

Brighstone, Isle Of Wight

Chilton Farm - Cherry

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

3

out of 5

7 nights

From

£471
View
Exterior | Little Fishes, Ryde

Ryde, Isle Of Wight

Little Fishes

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

£331
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

£577
View

Luxury Holiday Cottages on the Isle of Wight

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

£577
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

4.9

out of 5

7 nights

From

£587
View
Stylish living room | Moonbeam House, Freshwater Bay
Customers' Choice

Freshwater Bay, Isle Of Wight

Moonbeam House

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

5

out of 5

7 nights

From

£707
View
Exterior | Property 3 - Rew Farm Barns, Ventnor
Customers' Choice

Ventnor, Isle Of Wight

Property 3

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

5

out of 5

7 nights

From

£777
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

£511
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 | 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

£2,482
View
Exterior | Peacehaven, Shalfleet
Customers' Choice

Shalfleet, Isle Of Wight

Peacehaven

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

4.8

out of 5

7 nights

From

£561
View
Exterior | Brixton Barn, Brighstone, near Yarmouth
Customers' Choice

Brighstone, near Yarmouth, Isle Of Wight

Brixton Barn

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

4.8

out of 5

7 nights

From

£561
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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