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 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
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

5

out of 5

7 nights

From

£1,050
View
Well appointed kitchen area | Rondo - Rossiter’s Vineyard Barn, Wellow, near Yarmouth
Customers' Choice

Wellow, near Yarmouth, Isle Of Wight

Rossiter’s Vineyard Barn - Rondo

Pets stay free
Coastal
Hot Tub
Luxury
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

4.7

out of 5

7 nights

From

£971
View
Holiday home in a stunning location | Culver Chalet, Bembridge, near Sandown
Customers' Choice

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 | 28 Anchorage Way, East Cowes

East Cowes, Isle Of Wight

28 Anchorage Way

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

5

out of 5

7 nights

From

£1,011
View
Charming secluded detached holiday property | Woodside Cottage, Sandford, near Shanklin

Sandford, near Shanklin, Isle Of Wight

Woodside Cottage

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

5

out of 5

7 nights

From

£1,207
View
Garden | The Dairy - Cooks Castle Farm, Wroxall, near Ventnor
Customers' Choice

Wroxall, near Ventnor, Isle Of Wight

Cooks Castle Farm - The Dairy

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

5

out of 5

7 nights

From

£529
View
Exterior and grounds | High Tide, Binfield, near Newport

Binfield, near Newport, Isle Of Wight

High Tide

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

5

out of 5

7 nights

From

£319
View
Totland (Centre Property) | Totland, Wootton Bridge

Wootton Bridge, Isle Of Wight

Totland

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

4.6

out of 5

7 nights

From

£355
View
Victorian former manor house | Highlands Apartment 4, Highlands Apartment 3, Highlands Apartment 5 - The Highlands, Shanklin

Shanklin, Isle Of Wight

Highlands Apartment 5

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

5

out of 5

7 nights

From

£732
View
Exterior | The Farriers - Cooks Castle Farm, Wroxall, near Ventnor
Customers' Choice

Wroxall, near Ventnor, Isle Of Wight

Cooks Castle Farm - The Farriers

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

4.7

out of 5

7 nights

From

£465
View

Dog Friendly Holiday Cottages Isle of Wight

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
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

5

out of 5

7 nights

From

£1,050
View
Well appointed kitchen area | Rondo - Rossiter’s Vineyard Barn, Wellow, near Yarmouth
Customers' Choice

Wellow, near Yarmouth, Isle Of Wight

Rossiter’s Vineyard Barn - Rondo

Pets stay free
Coastal
Hot Tub
Luxury
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

4.7

out of 5

7 nights

From

£971
View
Exterior | 28 Anchorage Way, East Cowes

East Cowes, Isle Of Wight

28 Anchorage Way

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

5

out of 5

7 nights

From

£1,011
View
Garden | The Dairy - Cooks Castle Farm, Wroxall, near Ventnor
Customers' Choice

Wroxall, near Ventnor, Isle Of Wight

Cooks Castle Farm - The Dairy

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

5

out of 5

7 nights

From

£529
View
Totland (Centre Property) | Totland, Wootton Bridge

Wootton Bridge, Isle Of Wight

Totland

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

4.6

out of 5

7 nights

From

£355
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

7 nights

From

£876
View
Exterior | The Farriers - Cooks Castle Farm, Wroxall, near Ventnor
Customers' Choice

Wroxall, near Ventnor, Isle Of Wight

Cooks Castle Farm - The Farriers

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

4.7

out of 5

7 nights

From

£465
View
Exterior | The Grain Store - Cooks Castle Farm, Wroxall, near Ventnor
Customers' Choice

Wroxall, near Ventnor, Isle Of Wight

Cooks Castle Farm - The Grain Store

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

4.9

out of 5

7 nights

From

£529
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

4.8

out of 5

7 nights

From

£631
View

Coastal Holiday Cottages on the Isle of Wight

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
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

5

out of 5

7 nights

From

£1,050
View
Well appointed kitchen area | Rondo - Rossiter’s Vineyard Barn, Wellow, near Yarmouth
Customers' Choice

Wellow, near Yarmouth, Isle Of Wight

Rossiter’s Vineyard Barn - Rondo

Pets stay free
Coastal
Hot Tub
Luxury
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

4.7

out of 5

7 nights

From

£971
View
Holiday home in a stunning location | Culver Chalet, Bembridge, near Sandown
Customers' Choice

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 | 28 Anchorage Way, East Cowes

East Cowes, Isle Of Wight

28 Anchorage Way

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

5

out of 5

7 nights

From

£1,011
View
Exterior | Baltija, St Lawrence

St Lawrence, Isle Of Wight

Baltija

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

7 nights

From

£878
View
Garden | The Dairy - Cooks Castle Farm, Wroxall, near Ventnor
Customers' Choice

Wroxall, near Ventnor, Isle Of Wight

Cooks Castle Farm - The Dairy

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

5

out of 5

7 nights

From

£529
View
Exterior and grounds | High Tide, Binfield, near Newport

Binfield, near Newport, Isle Of Wight

High Tide

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

5

out of 5

7 nights

From

£319
View
Totland (Centre Property) | Totland, Wootton Bridge

Wootton Bridge, Isle Of Wight

Totland

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

4.6

out of 5

7 nights

From

£355
View

Luxury Holiday Cottages on the Isle of Wight

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
Well appointed kitchen area | Rondo - Rossiter’s Vineyard Barn, Wellow, near Yarmouth
Customers' Choice

Wellow, near Yarmouth, Isle Of Wight

Rossiter’s Vineyard Barn - Rondo

Pets stay free
Coastal
Hot Tub
Luxury
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

4.7

out of 5

7 nights

From

£971
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
Living area | Solent View Apartment, Cowes
Customers' Choice

Cowes, Isle Of Wight

Solent View Apartment

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

4.8

out of 5

7 nights

From

£681
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

£567
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

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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