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

Delightful holiday home | Shoreline Cottage, Sandown
Customers' Choice

Sandown, Isle Of Wight

Shoreline Cottage

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

5

out of 5

7 nights

From

£741
View
Balcony with wonderful sea views | Shoreside, Sandown
Customers' Choice

Sandown, Isle Of Wight

Shoreside

Coastal
Luxury
Wifi
  • 4 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 0 Pets

4.6

out of 5

7 nights

From

£525
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

£485
View
Exterior | West Barns - Fernhill Farms, Ryde

Ryde, Isle Of Wight

West Barns

Coastal
Wifi
Car parking on site
  • 10 Guests
  • 5 Bedrooms
  • 5 Bathrooms
  • 4 Pets

5

out of 5

7 nights

From

£1,416
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

£637
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

£419
View
Balcony | Lower Chine Apartment - The Adelaide, Shanklin
Customers' Choice

Shanklin, Isle Of Wight

Lower Chine Apartment

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

4.4

out of 5

7 nights

From

£495
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

£917
View

Dog Friendly Holiday Cottages Isle of Wight

Exterior | Rofford Lodge, Yarmouth

Yarmouth, Isle Of Wight

Rofford Lodge

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

7 nights

From

£1,212
View
Delightful holiday home | Shoreline Cottage, Sandown
Customers' Choice

Sandown, Isle Of Wight

Shoreline Cottage

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

5

out of 5

7 nights

From

£741
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

£1,260
View
Exterior | West Barns - Fernhill Farms, Ryde

Ryde, Isle Of Wight

West Barns

Coastal
Wifi
Car parking on site
  • 10 Guests
  • 5 Bedrooms
  • 5 Bathrooms
  • 4 Pets

5

out of 5

7 nights

From

£1,416
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
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

£637
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

£917
View
Exterior | Fisher - Fair Isle Holiday Cottages, Near Newport
Customers' Choice

Near Newport, Isle Of Wight

Fair Isle Holiday Cottages - Fisher

Pets stay free
Wifi
Car parking on site
Pub within 1 mile
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 2 Pets

4.8

out of 5

7 nights

From

£637
View
Stylish accommodation is set in a peaceful area  | Marina View, East Cowes

East Cowes, Isle Of Wight

Marina View

Wifi
Car parking on site
Enclosed Garden / Patio
  • 6 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 3 Pets

4.5

out of 5

7 nights

From

£581
View

Coastal Holiday Cottages on the Isle of Wight

Exterior | Rofford Lodge, Yarmouth

Yarmouth, Isle Of Wight

Rofford Lodge

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

7 nights

From

£1,212
View
Delightful holiday home | Shoreline Cottage, Sandown
Customers' Choice

Sandown, Isle Of Wight

Shoreline Cottage

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

5

out of 5

7 nights

From

£741
View
Balcony with wonderful sea views | Shoreside, Sandown
Customers' Choice

Sandown, Isle Of Wight

Shoreside

Coastal
Luxury
Wifi
  • 4 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 0 Pets

4.6

out of 5

7 nights

From

£525
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

£485
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

£1,260
View
Exterior | West Barns - Fernhill Farms, Ryde

Ryde, Isle Of Wight

West Barns

Coastal
Wifi
Car parking on site
  • 10 Guests
  • 5 Bedrooms
  • 5 Bathrooms
  • 4 Pets

5

out of 5

7 nights

From

£1,416
View
Victorian former manor house | Highlands Apartment 4, Highlands Apartment 3, Highlands Apartment 5 - The Highlands, Shanklin

Shanklin, Isle Of Wight

Highlands Apartment 3

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

7 nights

From

£732
View
Exterior | Bonchurch Hideaway, Ventnor

Ventnor, Isle Of Wight

Bonchurch Hideaway

Coastal
Wifi
Garden / Patio
  • 6 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 0 Pets

7 nights

From

£1,248
View

Luxury Holiday Cottages on the Isle of Wight

Balcony with wonderful sea views | Shoreside, Sandown
Customers' Choice

Sandown, Isle Of Wight

Shoreside

Coastal
Luxury
Wifi
  • 4 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 0 Pets

4.6

out of 5

7 nights

From

£525
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

£917
View
Exterior | Property 3 - Rew Farm Barns, Ventnor
Customers' Choice

Ventnor, Isle Of Wight

Property 3

Pets stay free
Coastal
Luxury
Wifi
  • 8 Guests
  • 4 Bedrooms
  • 3 Bathrooms
  • 1 Pet

5

out of 5

7 nights

From

£931
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

£539
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 | 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

£767
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 | 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
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

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