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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. 

Little Pidford Farm front exterior
IOW Cottages, Countryside Getaways, Dog Friendly | Rookley

Little Pidford

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

2 The Granary

Bed Icon
Sleeps up to 4 people
Children Welcome icon
Children welcome
Car Parking icon
Car parking
Whitwell Station exterior
Countryside Getaways, Dog Friendly, Family Holidays, 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
Countryside Getaways, Dog Friendly, Romantic Retreats, 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, By The Sea, Group Stays, Hot Tubs & Pools | 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
Family Holidays, Group Stays, IOW Cottages | Cowes

Coach House

Bed Icon
Sleeps up to 8 people
Children Welcome icon
Children welcome
Close to Beach icon
Close to beach
Save up to 10%
The View Point roof terrace
By The Sea, Dog Friendly, Group Stays, IOW Cottages | Cowes

The View Point

Bed Icon
Sleeps up to 8 people
Children Welcome icon
Children welcome
Dog Friendly icon
Dog friendly
Three Gables front elevation
Countryside Getaways, Dog Friendly, Group Stays, IOW Cottages | Near Yarmouth

Three Gables

Bed Icon
Sleeps up to 10 people
Children Welcome icon
Children welcome
Dog Friendly icon
Dog friendly
Auction House front exterior
By The Sea, Family Holidays, 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
Countryside Getaways, Family Holidays, IOW Cottages | Merstone

The Barn

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

Copperfield

Bed Icon
Sleeps up to 6 people
Children Welcome icon
Children welcome
Dog Friendly icon
Dog friendly
Save up to 10%
Regatta Cottage treble bedroom with a double and single bed
Family Holidays, Group Stays, 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
Dog Friendly, Family Holidays, Luxury Stays, IOW Cottages | Bembridge

Southlands

Bed Icon
Sleeps up to 6 people
Children Welcome icon
Children welcome
Dog Friendly icon
Dog friendly
The Gallops courtyard gardens
IOW Cottages, Countryside Getaways, Family Holidays | Newport

Warrior at The Gallops

Bed Icon
Sleeps up to 6 people
Children Welcome icon
Children welcome
Car Parking icon
Car parking
The Watch House roof terrace with sea views
By The Sea, Family Holidays, Group Stays, 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, By The Sea, Family Holidays, Group Stays | 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
Dog Friendly, Family Holidays, Group Stays, 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
By The Sea, Dog Friendly, Group Stays, IOW Cottages | Cowes

Westhill

Bed Icon
Sleeps up to 10 people
Children Welcome icon
Children welcome
Dog Friendly icon
Dog friendly
Berrylands Bungalow kitchen and dining area
Dog Friendly, Family Holidays, IOW Cottages | Bembridge

Berrylands Bungalow

Bed Icon
Sleeps up to 6 people
Children Welcome icon
Children welcome
Dog Friendly icon
Dog friendly
The Gallops courtyard gardens
IOW Cottages, Countryside Getaways, Family Holidays | Newport

Sefton at The Gallops

Bed Icon
Sleeps up to 6 people
Children Welcome icon
Children welcome
Car Parking icon
Car parking
Save up to 10%
Rotherwood lounge area
By The Sea, Dog Friendly, Group Stays, 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
Dog Friendly, Family Holidays, 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
By The Sea, Family Holidays, 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, Dog Friendly, Family Holidays, Group Stays | Bembridge

Seacroft Cottage

Bed Icon
Sleeps up to 8 people
Children Welcome icon
Children welcome
Dog Friendly icon
Dog friendly
Windward Cottage double bedroom
Dog Friendly, Family Holidays, 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
Dog Friendly, Family Holidays, Group Stays, IOW Cottages | Cowes

Firefly House

Bed Icon
Sleeps up to 8 people
Children Welcome icon
Children welcome
Dog Friendly icon
Dog friendly
Save up to 10%
Anchor Cottage lounge
By The Sea, Family Holidays, Romantic Retreats, 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
By The Sea, Family Holidays, 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
By The Sea, Family Holidays, 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
Family Holidays, Group Stays, 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
By The Sea, Dog Friendly, Family Holidays, 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
By The Sea, Family Holidays, IOW Cottages | Cowes

Riggers Rest

Bed Icon
Sleeps up to 6 people
Children Welcome icon
Children welcome
Close to town
Close to town
Seabiscuit living area
IOW Cottages, Accessible Breaks, Countryside Getaways, Family Holidays | Newport

Seabiscuit at The Gallops

Bed Icon
Sleeps up to 7 people
Wheelchair friendly icon
Wheelchair friendly
Children Welcome icon
Children welcome
Save up to 10%
Harbour View dining area
By The Sea, Family Holidays, 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
By The Sea, Family Holidays, 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
By The Sea, Family Holidays, Group Stays, 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%
Fellows House kitchen
Family Holidays, Group Stays, Luxury Stays, IOW Cottages | Cowes

Fellows House

Bed Icon
Sleeps up to 8 people
Children Welcome icon
Children welcome
Car Parking icon
Car parking
Save up to 10%
Wheatsheaf House lounge
Dog Friendly, Family Holidays, IOW Cottages | Cowes

Wheatsheaf House

Bed Icon
Sleeps up to 6 people
Children Welcome icon
Children welcome
Dog Friendly icon
Dog friendly
Frankel master bedroom
IOW Cottages, Countryside Getaways, Dog Friendly, Family Holidays | Newport

Frankel at The Gallops

Bed Icon
Sleeps up to 4 people
Children Welcome icon
Children welcome
Dog Friendly icon
Dog friendly
Sailor's Cottage master bedroom
By The Sea, Family Holidays, IOW Cottages | Yarmouth

Sailor's Cottage

Bed Icon
Sleeps up to 4 people
Children Welcome icon
Children welcome
Car Parking icon
Car parking
Pegasus open plan living area
IOW Cottages, Accessible Breaks, Countryside Getaways, Dog Friendly | Newport

Pegasus at The Gallops

Bed Icon
Sleeps up to 8 people
Wheelchair friendly icon
Wheelchair friendly
Dog Friendly icon
Dog friendly
Wight Cottage sea view from the lounge window
By The Sea, Dog Friendly, Family Holidays, IOW Cottages | Yarmouth

Wight Cottage

Bed Icon
Sleeps up to 4 people
Children Welcome icon
Children welcome
Dog Friendly icon
Dog friendly
Save up to 10%
Beken House kitchen
By The Sea, Family Holidays, Group Stays, IOW Cottages | Cowes

Beken House

Bed Icon
Sleeps up to 10 people
Children Welcome icon
Children welcome
Bed Linen Included
Bed linen included
Red Rum at The Gallops rear garden
IOW Cottages, Countryside Getaways, Dog Friendly, Family Holidays | Newport

Red Rum at The Gallops

Bed Icon
Sleeps up to 4 people
Children Welcome icon
Children welcome
Dog Friendly icon
Dog friendly
Save up to 10%
Lily Cottage lounge
By The Sea, Dog Friendly, Family Holidays, IOW Cottages | Cowes

Lily Cottage

Bed Icon
Sleeps up to 4 people
Children Welcome icon
Children welcome
Dog Friendly icon
Dog friendly
Save up to 10%
The Retreat kitchen and dining area
By The Sea, Family Holidays, Group Stays, 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
Family Holidays, IOW Cottages | Cowes

Wistaria Cottage

Bed Icon
Sleeps up to 4 people
Children Welcome icon
Children welcome
Close to town
Close to town
Spring Hill exterior
By The Sea, Family Holidays, IOW Cottages | Freshwater

Spring Hill

Bed Icon
Sleeps up to 6 people
Children Welcome icon
Children welcome
Car Parking icon
Car parking
The Gallops courtyard gardens
IOW Cottages, Countryside Getaways, Dog Friendly, Family Holidays | Newport

Valegro at The Gallops

Bed Icon
Sleeps up to 6 people
Children Welcome icon
Children welcome
Dog Friendly icon
Dog friendly
Save up to 10%
Fitzroy garden looking towards the house
Dog Friendly, Family Holidays, 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
By The Sea, Dog Friendly, Family Holidays, IOW Cottages | St Helens

The Moorings Bembridge

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

Woodclose

Bed Icon
Sleeps up to 6 people
Children Welcome icon
Children welcome
Car Parking icon
Car parking
Shepherds Cottage lounge area
Dog Friendly, Family Holidays, 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, Accessible Breaks, Countryside Getaways, Dog Friendly | 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
By The Sea, Family Holidays, IOW Cottages | Cowes

Honeybee Cottage

Bed Icon
Sleeps up to 6 people
Children Welcome icon
Children welcome
Close to town
Close to town
Seaview Beach Cottage double bedroom
IOW Cottages | Seaview

Seaview Beach Cottage

Bed Icon
Sleeps up to 5 people
Children Welcome icon
Children welcome
Dog Friendly icon
Dog friendly
Princessa Cottage double bedroom
IOW Cottages | Bembridge

Princessa Cottage

Bed Icon
Sleeps up to 4 people
Children Welcome icon
Children welcome
Dog Friendly icon
Dog friendly
Windward Bembridge living area
By The Sea, Family Holidays, IOW Cottages | Bembridge

Windward Bembridge

Bed Icon
Sleeps up to 4 people
Children Welcome icon
Children welcome
Car Parking icon
Car parking
Aerial view of The Gallops
IOW Cottages, Accessible Breaks, Countryside Getaways, Family Holidays | Newport

Marengo at The Gallops

Bed Icon
Sleeps up to 6 people
Wheelchair friendly icon
Wheelchair friendly
Children Welcome icon
Children welcome
Big Bucks at The Gallops
IOW Cottages, Countryside Getaways, Dog Friendly, Family Holidays | Newport

Big Bucks at The Gallops

Bed Icon
Sleeps up to 4 people
Children Welcome icon
Children welcome
Dog Friendly icon
Dog friendly
The Orchard at Island Riding Centre living area
IOW Cottages, Countryside Getaways, Family Holidays, Group Stays | Newport

The Orchard at Island Riding Centre

Bed Icon
Sleeps up to 10 people
Children Welcome icon
Children welcome
Car Parking icon
Car parking
Haviland Cottage outdoor hot tub
Dog Friendly, Family Holidays, Hot Tubs & Pools, IOW Cottages | Ventnor

Haviland Cottage

Bed Icon
Sleeps up to 7 people
Children Welcome icon
Children welcome
Dog Friendly icon
Dog friendly