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 | 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
Comfortable living area | Inglewood Retreat, Ventnor
Customers' Choice

Ventnor, Isle Of Wight

Inglewood Retreat

Wifi
Car parking on site
Pub within 1 mile
  • 7 Guests
  • 4 Bedrooms
  • 2 Bathrooms
  • 1 Pet

5

out of 5

7 nights

From

£741
View
Exterior | Sunnyside Lodge, Sandown

Sandown, Isle Of Wight

Sunnyside Lodge

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

4

out of 5

7 nights

From

£567
View
Exterior | Sandrock, Brighstone
Customers' Choice

Brighstone, Isle Of Wight

Sandrock

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

4.6

out of 5

7 nights

From

£435
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
Exterior | 2 Seabreeze Cottages, Brightstone
Customers' Choice

Brightstone, Isle Of Wight

2 Seabreeze Cottages

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

4.8

out of 5

7 nights

From

£455
View
Exterior | Littlehaven, Ventnor

Ventnor, Isle Of Wight

Littlehaven

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

5

out of 5

7 nights

From

£385
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
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

4.5

out of 5

7 nights

From

£545
View
Exterior | Pillango, Cowes

Cowes, Isle Of Wight

Pillango

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

4.1

out of 5

7 nights

From

£519
View
Exterior | The Boathouse, East Cowes
Customers' Choice

East Cowes, Isle Of Wight

The Boathouse

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

4.8

out of 5

7 nights

From

£549
View
Exterior | Southview Cottage, Wellow, nr. Yarmouth

Wellow, near Yarmouth, Isle Of Wight

Southview Cottage

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

4.6

out of 5

7 nights

From

£359
View

Dog Friendly Holiday Cottages Isle of Wight

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
Comfortable living area | Inglewood Retreat, Ventnor
Customers' Choice

Ventnor, Isle Of Wight

Inglewood Retreat

Wifi
Car parking on site
Pub within 1 mile
  • 7 Guests
  • 4 Bedrooms
  • 2 Bathrooms
  • 1 Pet

5

out of 5

7 nights

From

£741
View
Exterior | Sunnyside Lodge, Sandown

Sandown, Isle Of Wight

Sunnyside Lodge

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

4

out of 5

7 nights

From

£567
View
Exterior | Sandrock, Brighstone
Customers' Choice

Brighstone, Isle Of Wight

Sandrock

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

4.6

out of 5

7 nights

From

£435
View
Exterior | Driftwood House, Bembridge

Bembridge, Isle Of Wight

Driftwood House

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

7 nights

From

£1,181
View
Exterior | Littlehaven, Ventnor

Ventnor, Isle Of Wight

Littlehaven

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

5

out of 5

7 nights

From

£385
View
Living area | Swains Corner, Bembridge

Bembridge, Isle Of Wight

Swains Corner

Wifi
Car parking on site
Detached
  • 10 Guests
  • 5 Bedrooms
  • 3 Bathrooms
  • 1 Pet

7 nights

From

£2,531
View
Exterior | Niton Nook - Aqua Getaways, Ventnor

Shanklin, Isle Of Wight

Aqua Getaways - Niton Nook

Pets stay free
Wifi
Pub within 1 mile
Coast within 1 mile
  • 9 Guests
  • 4 Bedrooms
  • 2 Bathrooms
  • 2 Pets

7 nights

From

£1,302
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

4.5

out of 5

7 nights

From

£545
View
Exterior | The Boathouse, East Cowes
Customers' Choice

East Cowes, Isle Of Wight

The Boathouse

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

4.8

out of 5

7 nights

From

£549
View
Exterior | Skipper’s Rest, East Cowes

East Cowes, Isle Of Wight

Skipper’s Rest

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

4.3

out of 5

7 nights

From

£385
View
Living room/dining room | Steyne Four - The Steyne, Bembridge

Bembridge, Isle Of Wight

The Steyne - Steyne Four

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

7 nights

From

£953
View

Coastal Holiday Cottages on the Isle of Wight

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
Exterior | Sunnyside Lodge, Sandown

Sandown, Isle Of Wight

Sunnyside Lodge

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

4

out of 5

7 nights

From

£567
View
Exterior | Sandrock, Brighstone
Customers' Choice

Brighstone, Isle Of Wight

Sandrock

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

4.6

out of 5

7 nights

From

£435
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
Exterior | Driftwood House, Bembridge

Bembridge, Isle Of Wight

Driftwood House

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

7 nights

From

£1,181
View
Exterior | 2 Seabreeze Cottages, Brightstone
Customers' Choice

Brightstone, Isle Of Wight

2 Seabreeze Cottages

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

4.8

out of 5

7 nights

From

£455
View
Exterior | Littlehaven, Ventnor

Ventnor, Isle Of Wight

Littlehaven

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

5

out of 5

7 nights

From

£385
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

£1,275
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 | Niton Nook - Aqua Getaways, Ventnor

Shanklin, Isle Of Wight

Aqua Getaways - Niton Nook

Pets stay free
Wifi
Pub within 1 mile
Coast within 1 mile
  • 9 Guests
  • 4 Bedrooms
  • 2 Bathrooms
  • 2 Pets

7 nights

From

£1,302
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

4.5

out of 5

7 nights

From

£545
View
Fantastic panoramic sea views from decking area | Priory Apartment, Shanklin

Shanklin, Isle Of Wight

Priory Apartment

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

7 nights

From

£732
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

£567
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

£771
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
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
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
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 | 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

£791
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
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

£781
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

£997
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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