Popular Features
Sleeps
Sleeps
Destinations
Popular Cottages
- The Little Rose
- Santiago House
- The Beach Condo
- Stone House
- Albury House
- Seashell House Swanage
- Beachaven
- Belvedere in Wimborne
- St Edmunds House
- Jurassic Sea View
- Seaside House
- Deer Leap House
- Leys At Valley View Farm
- SubLyme
- Mermaid House
- Cornerways
- The Carriage House
- Seaview Cottage Worth Matravers
- The BoBo House
- Sundial House
- Wyncott Cottage Corfe Castle
- Downwood Vineyard
- Gervis Grange
- Low Tide
- Manor Lodge
- Weymouth Bay Apartment B
- 15 Hardwick Street
- The Beach House Swanage
- Court Close
- Treetops
Portland Holiday Cottages
Our collection of Portland holiday cottages offers spectacular stays on this limestone peninsula jutting into the English Channel. You'll discover dramatic coastal paths along the South West Coast Path and explore the towering Portland Bill Lighthouse! The island's quarries have supplied stone for St Paul's Cathedral and countless historic buildings across Britain.
Groups and families can enjoy cottage rental options perfect for exploring Chesil Beach's unique pebble formations. Couples seeking romantic escapes will find properties with hot tub facilities overlooking Portland Harbour. From glamping experiences to traditional lodge accommodation, your stay puts you within reach of the historic Portland Castle and fascinating quarry landscapes that define this remarkable Jurassic Coast location in Dorset.
- Direct beach access
- Panoramic sea views
- Sleeps 8 guests
- Free summer beach hut
- Four en-suite bedrooms
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- 17th century thatched house
- Five bedrooms sleep ten
- Large garden with activities
- Five minute walk beach
- Multiple social spaces available
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- Sleeps 10 across five bedrooms
- Covered games and barbecue area
- Steps from Chesil Beach
- Spectacular Dorset countryside views
- Three covered parking spaces
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- Direct Chesil Beach access
- Sleeps 10 across 5 bedrooms
- Open plan group living space
- Four car parking spaces
- Enclosed courtyard with deck
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- Four king-size bedrooms sleeping eight
- Games room with books and games
- Almost 2 acres with river frontage
- Parking for 6 cars easily
- AGA kitchen seats eight guests
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- Victorian elegance sleeps 8
- Kitchen with Aga dining 9
- Parking for 4 cars
- Play area with toys
- Rural estate location
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- Victorian elegance with modern comfort
- Four bedrooms sleeping eight guests
- Large courtyard with BBQ facilities
- Parking for four cars included
- Two miles from historic Dorchester
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- Wood-fired hot tubs with views
- Three separate eco lodges
- Sleeps up to 16 guests
- Ground-floor accessible accommodation
- Peaceful North Dorset countryside
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- Two Palladian houses sleeping 19
- 8 bedrooms with 6 bathrooms
- Jurassic Coast 10 minutes drive
- Lift access and play area
- Came Estate countryside location
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- Sleeps eight across four bedrooms
- Three bathrooms including en-suite facilities
- Open-plan kitchen seats eight guests
- Six-minute walk to Lulworth Cove
- Wood burning stove and garden terrace
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- Grade II listed 1665 farmhouse
- Sleeps 10 across five bedrooms
- Large garden with children's playground
- Two cosy inglenook fireplaces
- Parking for up to five cars
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- Spacious group accommodation
- Stunning countryside views
- Close to Jurassic Coast
- Well-equipped kitchen facilities
- Peaceful rural location
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- Four bedrooms sleep eight guests
- Open plan living with wood burner
- Enclosed garden with outdoor dining
- Four car parking spaces provided
- Twenty minutes walk three beaches
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- Five wheelchair accessible cottages
- Shared courtyard garden space
- Wood burning stoves included
- Near Jurassic Coast attractions
- Electric car charging points
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- Sleeps eight guests comfortably
- Four bedrooms three bathrooms
- Wood burning stoves both lounges
- Extensive gardens stone terrace
- Dog friendly parking four cars
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- Sleeps eight guests comfortably
- Enclosed garden with countryside views
- Wood burning stove and snug
- Two en-suite king bedrooms
- Near Shaftesbury and Jurassic Coast
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- Sleeps 8 across 4 bedrooms
- Billiards room with open fire
- Dining table seats 10 guests
- Complete countryside seclusion access
- Parking for 5 cars available
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- Four bathrooms for groups
- Sleeps seven guests comfortably
- Half mile from Hive Beach
- Beautiful balcony stream views
- Perfect for family celebrations
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- Group-friendly cottage layout
- Weymouth Beach 2 miles
- Jurassic Coast location
- Well-equipped kitchen facilities
- Multiple bedrooms available
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- Two separate holiday cottages
- Log burning stoves included
- Dog-friendly garden areas
- Welcome hampers provided
- Rural Devon countryside location
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- Sleeps 10 across five bedrooms
- Large wrap-around garden space
- Multiple social areas for groups
- Three car off-road parking
- 25 minutes to beaches
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- Four Victorian cottages sleeping eighteen
- Heated outdoor swimming pool available
- Extensive communal gardens and play
- Eight off-road parking spaces provided
- Walking distance to village pub
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Visitor Rating
4.8
- Beachfront location 0.1 miles
- Four bedrooms sleeps eight
- Ground floor accessible accommodation
- Table tennis garden entertainment
- Three car driveway parking
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Visitor Rating
4.5
- Spacious group accommodation
- Multiple bedrooms available
- Near Jurassic Coast beaches
- Dorset countryside location
- Well-equipped kitchen facilities
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Visitor Rating
4.8
- Sleeps nine across four bedrooms
- Three bathrooms including ground floor
- Enclosed garden with patio furniture
- Off-road parking for two cars
- Walking distance to Weymouth Beach
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Visitor Rating
4.5
- Sleeps 12 across six bedrooms
- Multi-level garden with play area
- Near Weymouth beach and attractions
- Jacuzzi bath and spacious interiors
- Off-road parking for two cars
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Visitor Rating
4.9
- Sleeps 8 in 4 bedrooms
- Gated parking for 2 cars
- Walk to harbour in minutes
- Open-plan living and dining
- Close to Weymouth Beach
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Visitor Rating
4.6
- Stunning sea views across bay
- Ground floor bedroom accommodation
- Open-plan group living spaces
- Beach just 0.2 miles away
- Coastal path from garden gate
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Visitor Rating
4.4
- Sea views from every room
- Rooftop terrace with furniture
- Two fully equipped kitchens
- Central Lyme Regis location
- Historic character features
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Visitor Rating
5
- Sleeps 8 guests comfortably
- 4 bedrooms across property
- Off-road parking multiple cars
- Near Jurassic Coast beaches
- Peaceful Dorset countryside location
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Explore more of Dorset
Popular towns and villages in and around Portland
Abbotsbury Arne Askerswell Beaminster Bere Regis Blandford Forum Bournemouth Bridport Burton Bradstock Cerne Abbas Charmouth Chetnole Chideock Christchurch Corfe Castle Crossways Dewlish Dorchester East Chaldon Eype Farnham Fleet Hengistbury Head Hilton Holwell Kimmeridge Langton Herring Langton Matravers Lilliput Lyme Regis Maiden Newton Mapperton Milton Abbas Mudeford Netherbury Northport Nottington Osmington Overcombe Piddletrenthide Poole Powerstock Purbeck Sandbanks Seatown Shaftesbury Sherborne Shipton Gorge Southwell Studland Sturminster Newton Swanage Symondsbury Tolpuddle Trent Upwey Wareham West Bay West Lulworth Weymouth Whitchurch Canonicorum Wootton Fitzpaine Worth Matravers Wyke Regis