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Bay view

Isle of Wight Cottages

Cottages are synonymous with the English countryside. On the Isle of Wight, rolling green hills are interspersed with quaint villages and pockets of adventure…and of course, plenty of cosy, well-equipped cottages to serve as a comfortable home base as you explore the island. Choose from charming boltholes ideal for a romantic escape to prime location, luxury cottages with plenty of spaces for the entire family to stretch out and relax. Unique offerings, such as a converted former train station, provide one-of-a-kind holiday havens, while other cottages are equipped with hot tubs – the ultimate in rest and relaxation. Many of our cottages are dog-friendly, too, so you can bring your furry family members along on holiday. 

Haviland Cottage outdoor hot tub
IOW Cottages | Ventnor

Haviland Cottage

Bed Icon
Sleeps up to 7 people
Children Welcome icon
Children welcome
Dog Friendly icon
Dog friendly
Little Pidford Farm front exterior
IOW Cottages | Rookley

Little Pidford Farm

Bed Icon
Sleeps up to 4 people
Children Welcome icon
Children welcome
Dog Friendly icon
Dog friendly
2 The Granary exterior
IOW Cottages | Brighstone

2 The Granary

Bed Icon
Sleeps up to 4 people
Children Welcome icon
Children welcome
Car Parking icon
Car parking
Whitwell Station exterior
IOW Cottages | Whitwell

Bluebell and Primrose Cottages at Whitwell Station

Bed Icon
Sleeps up to 4 people
Children Welcome icon
Children welcome
Dog Friendly icon
Dog friendly
Berryl Farm Cottages The Bake House double bedroom
IOW Cottages | Whitwell

Berryl Farm Cottages

Bed Icon
Sleeps up to 2 people
Adults Only
Adults only
Dog Friendly icon
Dog friendly
New Bay deck
IOW Cottages | St Lawrence

Bay View

Bed Icon
Sleeps up to 8 people
Children Welcome icon
Children welcome
Car Parking icon
Car parking
Save up to 10%
Coach House spacious living area with large dining table
IOW Cottages | Cowes

Coach House

Bed Icon
Sleeps up to 8 people
Children Welcome icon
Children welcome
Close to Beach icon
Close to beach
Three Gables front elevation
IOW Cottages | Near Yarmouth

Three Gables

Bed Icon
Sleeps up to 10 people
Children Welcome icon
Children welcome
Dog Friendly icon
Dog friendly
Borthwood Cottages exterior
IOW Cottages | Sandown

Borthwood Cottages

Bed Icon
Sleeps up to 6 people
Children Welcome icon
Children welcome
Dog Friendly icon
Dog friendly
Auction House front exterior
IOW Cottages | Ryde

Auction House

Bed Icon
Sleeps up to 4 people
Children Welcome icon
Children welcome
Car Parking icon
Car parking
The Barn front exterior
IOW Cottages | Merstone

The Barn

Bed Icon
Sleeps up to 6 people
Children Welcome icon
Children welcome
Car Parking icon
Car parking
Copperfield lounge
IOW Cottages | Shanklin

Copperfield

Bed Icon
Sleeps up to 6 people
Children Welcome icon
Children welcome
Dog Friendly icon
Dog friendly
Chale Bay Farm view from a hay field
IOW Cottages | Chale

Chale Bay Farm

Bed Icon
Sleeps up to 4 people
Children Welcome icon
Children welcome
Car Parking icon
Car parking
Save up to 10%
Regatta Cottage treble bedroom with a double and single bed
IOW Cottages | Cowes

Regatta Cottage

Bed Icon
Sleeps up to 7 people
Children Welcome icon
Children welcome
Close to town
Close to town
Southlands dining area
IOW Cottages | Bembridge

Southlands

Bed Icon
Sleeps up to 6 people
Children Welcome icon
Children welcome
Dog Friendly icon
Dog friendly
Starboard lounge
IOW Cottages | Bembridge

Starboard

Bed Icon
Sleeps up to 4 people
Children Welcome icon
Children welcome
Dog Friendly icon
Dog friendly
Sixty Six kitchen
IOW Cottages | Cowes

Sixty Six

Bed Icon
Sleeps up to 8 people
Children Welcome icon
Children welcome
Dog Friendly icon
Dog friendly
The Watch House roof terrace with sea views
IOW Cottages | Cowes

The Watch House

Bed Icon
Sleeps up to 10 people
Children Welcome icon
Children welcome
Sea View icon
Sea view
Bermuda House double bedroom
IOW Cottages | Ventnor

Bermuda House

Bed Icon
Sleeps up to 10 people
Children Welcome icon
Children welcome
Close to Beach icon
Close to beach
Seaview Holidays exterior view of properties
IOW Cottages | Seaview

Seaview Holidays

Bed Icon
Sleeps up to 8 people
Children Welcome icon
Children welcome
Dog Friendly icon
Dog friendly
Save up to 10%
Westhill king-size bedroom
IOW Cottages | Cowes

Westhill

Bed Icon
Sleeps up to 10 people
Children Welcome icon
Children welcome
Dog Friendly icon
Dog friendly
Save up to 10%
Rotherwood lounge area
IOW Cottages | Cowes

Rotherwood

Bed Icon
Sleeps up to 8 people
Children Welcome icon
Children welcome
Dog Friendly icon
Dog friendly
Save up to 10%
Seabreeze dining area with bi-fold doors leading to the decking
IOW Cottages | Cowes

Seabreeze

Bed Icon
Sleeps up to 6 people
Children Welcome icon
Children welcome
Dog Friendly icon
Dog friendly
Solent Cottage master bedroom
IOW Cottages | Yarmouth

Solent Cottage

Bed Icon
Sleeps up to 5 people
Children Welcome icon
Children welcome
Close to Beach icon
Close to beach
Seacroft Cottage dining area with view to the garden
IOW Cottages | Bembridge

Seacroft Cottage

Bed Icon
Sleeps up to 8 people
Car Parking icon
Car parking
Children Welcome icon
Children welcome
Windward Cottage double bedroom
IOW Cottages | Cowes

Windward Cottage

Bed Icon
Sleeps up to 5 people
Children Welcome icon
Children welcome
Dog Friendly icon
Dog friendly
Save up to 10%
Firefly House double bedroom
IOW Cottages | Cowes

Firefly House

Bed Icon
Sleeps up to 8 people
Children Welcome icon
Children welcome
Dog Friendly icon
Dog friendly
Seawood Cottage kitchen
IOW Cottages | Bembridge

Seawood Cottage

Bed Icon
Sleeps up to 6 people
Children Welcome icon
Children welcome
Dog Friendly icon
Dog friendly
Save up to 10%
Anchor Cottage lounge
IOW Cottages | Cowes

Anchor Cottage

Bed Icon
Sleeps up to 4 people
Children Welcome icon
Children welcome
Close to town
Close to town
Spinnaker House kitchen
IOW Cottages | Cowes

Spinnaker House

Bed Icon
Sleeps up to 6 people
Children Welcome icon
Children welcome
Car Parking icon
Car parking
Sea View Cottage master bedroom
IOW Cottages | Yarmouth

Sea View Cottage

Bed Icon
Sleeps up to 4 people
Children Welcome icon
Children welcome
Car Parking icon
Car parking
Save up to 10%
1 Bars Hill Cottage double bedroom
IOW Cottages | Cowes

1 Bars Hill Cottage

Bed Icon
Sleeps up to 5 people
Children Welcome icon
Children welcome
Close to town
Close to town
Save up to 10%
Crews Nest twin bedroom
IOW Cottages | Cowes

Crews Nest

Bed Icon
Sleeps up to 8 people
Children Welcome icon
Children welcome
Close to town
Close to town
Save up to 10%
Pebble Cottage kitchen and dining area
IOW Cottages | Cowes

Pebble Cottage

Bed Icon
Sleeps up to 4 people
Children Welcome icon
Children welcome
Dog Friendly icon
Dog friendly
Save up to 10%
Riggers Rest dining area
IOW Cottages | Cowes

Riggers Rest

Bed Icon
Sleeps up to 6 people
Children Welcome icon
Children welcome
Close to town
Close to town
Save up to 10%
Harbour View dining area
IOW Cottages | Cowes

Harbour View

Bed Icon
Sleeps up to 5 people
Children Welcome icon
Children welcome
Close to town
Close to town
Spinnakers kitchen
IOW Cottages | Yarmouth

Spinnakers

Bed Icon
Sleeps up to 4 people
Children Welcome icon
Children welcome
Car Parking icon
Car parking
Save up to 10%
Crossjack Cottage dining table and kitchen
IOW Cottages | Cowes

Crossjack Cottage

Bed Icon
Sleeps up to 8 people
Children Welcome icon
Children welcome
Close to town
Close to town
Save up to 10%
Wheatsheaf House lounge
IOW Cottages | Cowes

Wheatsheaf House

Bed Icon
Sleeps up to 6 people
Children Welcome icon
Children welcome
Dog Friendly icon
Dog friendly
Sailor's Cottage master bedroom
IOW Cottages | Yarmouth

Sailor's Cottage

Bed Icon
Sleeps up to 4 people
Children Welcome icon
Children welcome
Car Parking icon
Car parking
Wight Cottage sea view from the lounge window
IOW Cottages | Yarmouth

Wight Cottage

Bed Icon
Sleeps up to 4 people
Children Welcome icon
Children welcome
Dog Friendly icon
Dog friendly
Windy Ridge view of the exterior from the driveway
IOW Cottages | Bembridge

Windy Ridge

Bed Icon
Sleeps up to 14 people
Children Welcome icon
Children welcome
Car Parking icon
Car parking
Save up to 10%
Beken House kitchen
IOW Cottages | Cowes

Beken House

Bed Icon
Sleeps up to 10 people
Children Welcome icon
Children welcome
Bed Linen Included
Bed linen included
Save up to 10%
Lily Cottage lounge
IOW Cottages | Cowes

Lily Cottage

Bed Icon
Sleeps up to 4 people
Children Welcome icon
Children welcome
Dog Friendly icon
Dog friendly
Pebble Beach kitchen with breakfast bar
IOW Cottages | Bembridge

Pebble Beach

Bed Icon
Sleeps up to 5 people
Children Welcome icon
Children welcome
Dog Friendly icon
Dog friendly
Save up to 10%
Castle View House balcony with a view of The Solent
IOW Cottages | Cowes

Castle View House

Bed Icon
Sleeps up to 6 people
Children Welcome icon
Children welcome
Car Parking icon
Car parking
Save up to 10%
The Retreat kitchen and dining area
IOW Cottages | Cowes

The Retreat

Bed Icon
Sleeps up to 7 people
Children Welcome icon
Children welcome
Car Parking icon
Car parking
Save up to 10%
Wistaria Cottage double bedroom
IOW Cottages | Cowes

Wistaria Cottage

Bed Icon
Sleeps up to 4 people
Children Welcome icon
Children welcome
Close to town
Close to town
Save up to 10%
High Tide House lounge
IOW Cottages | Cowes

High Tide House

Bed Icon
Sleeps up to 6 people
Children Welcome icon
Children welcome
Dog Friendly icon
Dog friendly
Spring Hill exterior
IOW Cottages | Freshwater

Spring Hill

Bed Icon
Sleeps up to 6 people
Children Welcome icon
Children welcome
Car Parking icon
Car parking
Save up to 10%
Fitzroy garden looking towards the house
IOW Cottages | Cowes

Fitzroy

Bed Icon
Sleeps up to 5 people
Children Welcome icon
Children welcome
Dog Friendly icon
Dog friendly
The Moorings lounge looking towards the balcony
IOW Cottages | St Helens

The Moorings Bembridge

Bed Icon
Sleeps up to 6 people
Children Welcome icon
Children welcome
Dog Friendly icon
Dog friendly
Save up to 10%
Sun Hill Cottage living area
IOW Cottages | Cowes

Sun Hill Cottage

Bed Icon
Sleeps up to 6 people
Children Welcome icon
Children welcome
Car Parking icon
Car parking
Save up to 10%
Greenwood dining area
IOW Cottages | Cowes

Greenwood

Bed Icon
Sleeps up to 6 people
Children Welcome icon
Children welcome
Dog Friendly icon
Dog friendly
Shepherds Cottage lounge area
IOW Cottages | Totland

Shepherds Cottage

Bed Icon
Sleeps up to 4 people
Children Welcome icon
Children welcome
Dog Friendly icon
Dog friendly
Red Squirrel Lodge exterior
IOW Cottages | Wootton

Grange Farm Cottages

Bed Icon
Sleeps up to 6 people
Wheelchair friendly icon
Wheelchair friendly
Dog Friendly icon
Dog friendly
Save up to 10%
Honeybee Cottage lounge
IOW Cottages | Cowes

Honeybee Cottage

Bed Icon
Sleeps up to 6 people
Children Welcome icon
Children welcome
Close to town
Close to town