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

Characterful holiday home | The Old Boat Store, Totland, near Freshwater
Customers' Choice

Totland, near Freshwater, Isle Of Wight

The Old Boat Store

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

5

out of 5

7 nights

From

£611
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

£545
View
Amazing private Jacuzzi hot tub for 6, with a covered roof and sea views | The Coach House, Wootton, near Ryde
Customers' Choice

Wootton, near Ryde, Isle Of Wight

The Coach House

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

5

out of 5

7 nights

From

£1,027
View
Exterior | Greenwood Cottage, Brading, near Sandown
Customers' Choice

Brading, near Sandown, Isle Of Wight

Greenwood Cottage

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

4.6

out of 5

7 nights

From

£535
View
Exterior | Rosemary - Buttercup Barn Retreats, Wootton Bridge
Customers' Choice

Wootton Bridge, Isle Of Wight

Rosemary

Coastal
Hot Tub
Wifi
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 1 Pet

4

out of 5

7 nights

From

£445
View
Exterior | Solent Charm, Ryde

Ryde, Isle Of Wight

Solent Charm

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

5

out of 5

7 nights

From

£425
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

£1,161
View
View | Dicks View, Ventnor

Ventnor, Isle Of Wight

Dicks View

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

5

out of 5

7 nights

From

£369
View
Exterior | Peacehaven, Shalfleet
Customers' Choice

Shalfleet, Isle Of Wight

Peacehaven

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

5

out of 5

7 nights

From

£495
View
View | On the Beach, Ventnor

Ventnor, Isle Of Wight

On the Beach

Coastal
Wifi
Coast within 1 mile
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 0 Pets

4.6

out of 5

7 nights

From

£425
View
Exterior | Villa Amanti, Ventnor

Ventnor, Isle Of Wight

Villa Amanti

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

5

out of 5

7 nights

From

£1,269
View
Exterior | Flip-Flop Lodge, Sandown

Sandown, Isle of Wight

Flip-Flop Lodge

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

4

out of 5

7 nights

From

£563
View

Dog Friendly Holiday Cottages Isle of Wight

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
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

7 nights

From

£1,050
View
Exterior | Greenwood Cottage, Brading, near Sandown
Customers' Choice

Brading, near Sandown, Isle Of Wight

Greenwood Cottage

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

4.6

out of 5

7 nights

From

£535
View
Exterior | Rosemary - Buttercup Barn Retreats, Wootton Bridge
Customers' Choice

Wootton Bridge, Isle Of Wight

Rosemary

Coastal
Hot Tub
Wifi
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 1 Pet

4

out of 5

7 nights

From

£445
View
Park Farm - Bridleway Barn

Nettlestone, Isle Of Wight

Park Farm - Bridleway Barn

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

7 nights

From

£737
View
Exterior | Boniface Bay View, Ventnor

Ventnor, Isle Of Wight

Boniface Bay View

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

7 nights

From

£2,910
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

£1,306
View
Exterior | Villa Amanti, Ventnor

Ventnor, Isle Of Wight

Villa Amanti

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

5

out of 5

7 nights

From

£1,269
View
Exterior | Flip-Flop Lodge, Sandown

Sandown, Isle of Wight

Flip-Flop Lodge

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

4

out of 5

7 nights

From

£563
View
Exterior | Daisy’s Cottage Annexe, Niton, nr. Ventnor
Customers' Choice

Niton, near Ventnor, Isle Of Wight

Daisy’s Cottage Annexe

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

4.2

out of 5

7 nights

From

£525
View

Coastal Holiday Cottages on the Isle of Wight

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
Characterful holiday home | The Old Boat Store, Totland, near Freshwater
Customers' Choice

Totland, near Freshwater, Isle Of Wight

The Old Boat Store

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

5

out of 5

7 nights

From

£611
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

7 nights

From

£1,050
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

£545
View
Amazing private Jacuzzi hot tub for 6, with a covered roof and sea views | The Coach House, Wootton, near Ryde
Customers' Choice

Wootton, near Ryde, Isle Of Wight

The Coach House

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

5

out of 5

7 nights

From

£1,027
View
Roof terrace | The Sanctuary, Sandown

Sandown, Isle Of Wight

The Sanctuary

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

7 nights

From

£1,296
View
Exterior | Greenwood Cottage, Brading, near Sandown
Customers' Choice

Brading, near Sandown, Isle Of Wight

Greenwood Cottage

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

4.6

out of 5

7 nights

From

£535
View
Exterior | Rosemary - Buttercup Barn Retreats, Wootton Bridge
Customers' Choice

Wootton Bridge, Isle Of Wight

Rosemary

Coastal
Hot Tub
Wifi
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 1 Pet

4

out of 5

7 nights

From

£445
View
Exterior | Sea Drift Retreat, Bembridge

Bembridge, Isle Of Wight

Sea Drift Retreat

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

7 nights

From

£843
View
Exterior | Solent Charm, Ryde

Ryde, Isle Of Wight

Solent Charm

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

5

out of 5

7 nights

From

£425
View

Luxury Holiday Cottages on the Isle of Wight

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
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

£545
View
Amazing private Jacuzzi hot tub for 6, with a covered roof and sea views | The Coach House, Wootton, near Ryde
Customers' Choice

Wootton, near Ryde, Isle Of Wight

The Coach House

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

5

out of 5

7 nights

From

£1,027
View
Exterior | Peacehaven, Shalfleet
Customers' Choice

Shalfleet, Isle Of Wight

Peacehaven

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

5

out of 5

7 nights

From

£495
View
Stunning barn conversion  | Gladices Barn, Ventnor
Customers' Choice

Ventnor, Isle Of Wight

Gladices Barn

Coastal
Hot Tub
Luxury
  • 14 Guests
  • 7 Bedrooms
  • 8 Bathrooms
  • 0 Pets

4.7

out of 5

7 nights

From

£2,502
View
Exterior | Solent Cottage, Yarmouth

Yarmouth, Isle Of Wight

Solent Cottage

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

4.2

out of 5

7 nights

From

£385
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

£2,216
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

4.9

out of 5

7 nights

From

£535
View
Exterior | Candlelight Cottage, Ventnor
Customers' Choice

Ventnor, Isle Of Wight

Candlelight Cottage

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

4.9

out of 5

7 nights

From

£861
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

£1,118
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

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 a charming 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.

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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