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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
IOW Cottages, Countryside Getaways, Dog Friendly, Family Holidays | 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
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
The Gallops courtyard gardens
IOW Cottages, Countryside Getaways, Family Holidays | Newport

Shergar at The Gallops

Bed Icon
Sleeps up to 6 people
Children Welcome icon
Children welcome
Car Parking icon
Car parking
Borthwood Cottages exterior
IOW Cottages, Accessible Breaks, Countryside Getaways, Dog Friendly | Sandown

Borthwood Cottages

Bed Icon
Sleeps up to 6 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
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
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
IOW Cottages, Dog Friendly, Family Holidays, Group Stays | Seaview

Seaview Holidays

Bed Icon
Sleeps up to 8 people
Children Welcome icon
Children welcome
Dog Friendly icon
Dog friendly
Berrylands Bungalow kitchen and dining area
IOW Cottages, Dog Friendly, Family Holidays | 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
Solent Cottage master bedroom
By The Sea, Family Holidays, IOW Cottages | Yarmouth

Solent Cottage

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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

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Sleeps up to 8 people
Children Welcome icon
Children welcome
Dog Friendly icon
Dog friendly
Sea View Cottage master bedroom
By The Sea, Family Holidays, IOW Cottages | Yarmouth

Sea View Cottage

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Sleeps up to 4 people
Children Welcome icon
Children welcome
Car Parking icon
Car parking
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
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
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
Pebble Beach kitchen with breakfast bar
IOW Cottages, Dog Friendly, Family Holidays | Bembridge

Pebble Beach

Bed Icon
Sleeps up to 5 people
Children Welcome icon
Children welcome
Dog Friendly icon
Dog friendly
Green Leaves exterior
IOW Cottages, Dog Friendly, Family Holidays, Group Stays | Bembridge

Green Leaves

Bed Icon
Sleeps up to 8 people
Children Welcome icon
Children welcome
Dog Friendly icon
Dog friendly
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
IOW Cottages, By The Sea, Dog Friendly, Family Holidays | Yarmouth

Wight Cottage

Bed Icon
Sleeps up to 4 people
Children Welcome icon
Children welcome
Dog Friendly icon
Dog friendly
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
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
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
IOW Cottages, Dog Friendly, Family Holidays | 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
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
IOW Cottages, Dog Friendly, Family Holidays, Hot Tubs & Pools | Ventnor

Haviland Cottage

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