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 | 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

£369
View
Living area | St Marys Road, Cowes

Cowes, Isle Of Wight

St Marys Road

Coastal
Wifi
Coast within 1 mile
  • 6 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 0 Pets

5

out of 5

7 nights

From

£837
View
Wonderful sea views across the Solent towards Hurst Point | Solent Point - Solent View & Brambles Cottage, Freshwater
Customers' Choice

Freshwater, Isle Of Wight

Solent Point

Car parking on site
Garden / Patio
Sea View
  • 4 Guests
  • 2 Bedrooms
  • 3 Bathrooms
  • 0 Pets

4.7

out of 5

7 nights

From

£325
View
Living area | Piers End - The Adelaide, Shanklin
Customers' Choice

Shanklin, Isle Of Wight

Piers End

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

4.9

out of 5

7 nights

From

£379
View
Exterior | Serena, Ryde
Customers' Choice

Ryde, Isle Of Wight

Serena

Pets stay free
Coastal
Wifi
Car parking on site
  • 7 Guests
  • 3 Bedrooms
  • 3 Bathrooms
  • 4 Pets

5

out of 5

7 nights

From

£661
View
Delightful open plan living space | Copperfield Lodge, Sandown
Customers' Choice

Sandown, Isle Of Wight

Copperfield Lodge

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

4.5

out of 5

7 nights

From

£549
View
Delightful detached holiday home | Stonecot, Wootton Bridge, near Ryde

Wootton Bridge, near Ryde, Isle Of Wight

Stonecot

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

4.6

out of 5

7 nights

From

£647
View
Living room | Flat 1 Portman House, Shanklin
Customers' Choice

Shanklin, Isle Of Wight

Flat 1 Portman House

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

5

out of 5

7 nights

From

£545
View
Exterior | Coed Faen, St Helens, near Ryde
Customers' Choice

St Helens, near Ryde, Isle Of Wight

Coed Faen

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

4.6

out of 5

7 nights

From

£425
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

4.5

out of 5

7 nights

From

£1,406
View

Dog Friendly Holiday Cottages Isle of Wight

Living area | Overbeach, Yaverland, near Sandown

Yaverland, near Sandown, Isle Of Wight

Overbeach

Coastal
Car parking on site
Coast within 1 mile
  • 6 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet

3

out of 5

7 nights

From

£375
View
Exterior | Serena, Ryde
Customers' Choice

Ryde, Isle Of Wight

Serena

Pets stay free
Coastal
Wifi
Car parking on site
  • 7 Guests
  • 3 Bedrooms
  • 3 Bathrooms
  • 4 Pets

5

out of 5

7 nights

From

£661
View
Exterior | Kenmare Cottage, Shanklin

Shanklin, Isle Of Wight

Kenmare Cottage

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

7 nights

From

£1,140
View
Exterior | The Old Kitchens, TOTLAND BAY

TOTLAND BAY, Isle Of Wight

The Old Kitchens

Coastal
Luxury
Wifi
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

7 nights

From

£871
View
Exterior | Seaview Escape, Seaview

Seaview, Isle Of Wight

Seaview Escape

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

7 nights

From

£1,346
View
Living room | Flat 1 Portman House, Shanklin
Customers' Choice

Shanklin, Isle Of Wight

Flat 1 Portman House

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

5

out of 5

7 nights

From

£545
View
Exterior | Coed Faen, St Helens, near Ryde
Customers' Choice

St Helens, near Ryde, Isle Of Wight

Coed Faen

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

4.6

out of 5

7 nights

From

£425
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

4.9

out of 5

7 nights

From

£641
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

4.5

out of 5

7 nights

From

£1,406
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

£852
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

5

out of 5

7 nights

From

£691
View

Coastal Holiday Cottages on the Isle of Wight

Living area | Overbeach, Yaverland, near Sandown

Yaverland, near Sandown, Isle Of Wight

Overbeach

Coastal
Car parking on site
Coast within 1 mile
  • 6 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet

3

out of 5

7 nights

From

£375
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

£369
View
Living area | St Marys Road, Cowes

Cowes, Isle Of Wight

St Marys Road

Coastal
Wifi
Coast within 1 mile
  • 6 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 0 Pets

5

out of 5

7 nights

From

£837
View
Wonderful sea views across the Solent towards Hurst Point | Solent Point - Solent View & Brambles Cottage, Freshwater
Customers' Choice

Freshwater, Isle Of Wight

Solent Point

Car parking on site
Garden / Patio
Sea View
  • 4 Guests
  • 2 Bedrooms
  • 3 Bathrooms
  • 0 Pets

4.7

out of 5

7 nights

From

£325
View
Living area | Piers End - The Adelaide, Shanklin
Customers' Choice

Shanklin, Isle Of Wight

Piers End

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

4.9

out of 5

7 nights

From

£379
View
Exterior | Serena, Ryde
Customers' Choice

Ryde, Isle Of Wight

Serena

Pets stay free
Coastal
Wifi
Car parking on site
  • 7 Guests
  • 3 Bedrooms
  • 3 Bathrooms
  • 4 Pets

5

out of 5

7 nights

From

£661
View
Exterior | Kenmare Cottage, Shanklin

Shanklin, Isle Of Wight

Kenmare Cottage

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

7 nights

From

£1,140
View
Exterior | The Old Kitchens, TOTLAND BAY

TOTLAND BAY, Isle Of Wight

The Old Kitchens

Coastal
Luxury
Wifi
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

7 nights

From

£871
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
Delightful open plan living space | Copperfield Lodge, Sandown
Customers' Choice

Sandown, Isle Of Wight

Copperfield Lodge

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

4.5

out of 5

7 nights

From

£549
View
Delightful detached holiday home | Stonecot, Wootton Bridge, near Ryde

Wootton Bridge, near Ryde, Isle Of Wight

Stonecot

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

4.6

out of 5

7 nights

From

£647
View
Exterior | Seaview Escape, Seaview

Seaview, Isle Of Wight

Seaview Escape

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

7 nights

From

£1,346
View

Luxury Holiday Cottages on the Isle of Wight

Exterior | The Old Kitchens, TOTLAND BAY

TOTLAND BAY, Isle Of Wight

The Old Kitchens

Coastal
Luxury
Wifi
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

7 nights

From

£871
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

4.5

out of 5

7 nights

From

£1,406
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

5

out of 5

7 nights

From

£691
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

£529
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
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

4.7

out of 5

7 nights

From

£707
View
Exterior | Solent Cottage, Yarmouth

Yarmouth, Isle Of Wight

Solent Cottage

Coastal
Wifi
Enclosed Garden / Patio
  • 5 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 0 Pets

4.1

out of 5

7 nights

From

£415
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
Balcony | Hampton House, Freshwater

Freshwater, Isle Of Wight

Hampton House

Coastal
Luxury
Wifi
  • 12 Guests
  • 5 Bedrooms
  • 4 Bathrooms
  • 1 Pet

4.7

out of 5

7 nights

From

£2,156
View
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

£807
View
Exterior | Trees Annexe, Cowes
Customers' Choice

Cowes, Isle Of Wight

Trees Annexe

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

5

out of 5

7 nights

From

£1,092
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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