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
Exterior | Reef Apartments - Nemo, Sandown
Customers' Choice

Sandown, Isle Of Wight

Reef Apartments - Nemo

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

5

out of 5

7 nights

From

£479
View
Exquisite holiday cottage façade | Bodwen Corner Cottage, Wootton Bridge
Customers' Choice

Wootton Bridge, Isle Of Wight

Bodwen Corner Cottage

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

5

out of 5

7 nights

From

£425
View
The lovely beaches of Sandown and Shanklin ar right on your doorstep | Little Lismoy, Sandown

Sandown, Isle Of Wight

Little Lismoy

Pets stay free
Coastal
Wifi
Enclosed Garden / Patio
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 1 Pet

4.3

out of 5

7 nights

From

£385
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 | 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 | Woodland View, Shanklin

Shanklin, Isle Of Wight

Woodland View

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

4.2

out of 5

7 nights

From

£435
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 | 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 | 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
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
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

Dog Friendly Holiday Cottages Isle of Wight

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

£1,109
View
Hill Mansion, Shanklin

Shanklin, Isle Of Wight

Hill Mansion

Coastal
Luxury
Wifi
  • 13 Guests
  • 6 Bedrooms
  • 3 Bathrooms
  • 1 Pet

7 nights

From

£4,638
View
The lovely beaches of Sandown and Shanklin ar right on your doorstep | Little Lismoy, Sandown

Sandown, Isle Of Wight

Little Lismoy

Pets stay free
Coastal
Wifi
Enclosed Garden / Patio
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 1 Pet

4.3

out of 5

7 nights

From

£385
View
Open plan living space | Gold Series - 1 - Fairway Holidays, Sandown

Sandown, Isle Of Wight

Gold Series - 1

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

7 nights

From

£627
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
Conservatory | Pondwell Viewpoint, Ryde

Ryde, Isle Of Wight

Pondwell Viewpoint

Coastal
Wifi
Pub within 1 mile
  • 6 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 2 Pets

7 nights

From

£1,236
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 | 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 | 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
Exterior | Undercliffe Rest, Ventnor

Ventnor, Isle Of Wight

Undercliffe Rest

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

7 nights

From

£1,476
View

Coastal 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
Exterior | Reef Apartments - Nemo, Sandown
Customers' Choice

Sandown, Isle Of Wight

Reef Apartments - Nemo

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

5

out of 5

7 nights

From

£479
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

£1,109
View
Exquisite holiday cottage façade | Bodwen Corner Cottage, Wootton Bridge
Customers' Choice

Wootton Bridge, Isle Of Wight

Bodwen Corner Cottage

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

5

out of 5

7 nights

From

£425
View
Exterior | Bonito, Ventnor

Ventnor, Isle Of Wight

Bonito

Coastal
Car parking on site
Coast within 1 mile
  • 3 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 0 Pets

3

out of 5

7 nights

From

£984
View
Hill Mansion, Shanklin

Shanklin, Isle Of Wight

Hill Mansion

Coastal
Luxury
Wifi
  • 13 Guests
  • 6 Bedrooms
  • 3 Bathrooms
  • 1 Pet

7 nights

From

£4,638
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

£971
View
The lovely beaches of Sandown and Shanklin ar right on your doorstep | Little Lismoy, Sandown

Sandown, Isle Of Wight

Little Lismoy

Pets stay free
Coastal
Wifi
Enclosed Garden / Patio
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 1 Pet

4.3

out of 5

7 nights

From

£385
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 | Chine Bluff, Shanklin
Customers' Choice

Shanklin, Isle Of Wight

Chine Bluff

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

5

out of 5

7 nights

From

£561
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

Luxury Holiday Cottages on the Isle of Wight

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

£1,109
View
Hill Mansion, Shanklin

Shanklin, Isle Of Wight

Hill Mansion

Coastal
Luxury
Wifi
  • 13 Guests
  • 6 Bedrooms
  • 3 Bathrooms
  • 1 Pet

7 nights

From

£4,638
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
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
Balcony | Hampton House, Freshwater

Freshwater, Isle Of Wight

Hampton House

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

5

out of 5

7 nights

From

£2,586
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

£439
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
Open plan living space with wooden floor | Orion - Rossiter’s Vineyard Barn, Wellow, near Yarmouth
Customers' Choice

Wellow, near Yarmouth, Isle Of Wight

Rossiter’s Vineyard Barn - Orion

Pets stay free
Coastal
Hot Tub
Luxury
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 1 Pet

5

out of 5

7 nights

From

£1,082
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
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

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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