Popular Features
Sleeps
Sleeps
Destinations
Popular Cottages
- Willow
- Dorset Thatch
- Honeycombe Treehouse in Blandford Forum
- Stags Retreat Saxon Maybank
- Victoria Albert
- Beech
- Barnyard in Chetnole
- The Bothy At Minterne House
- Buckland Lodge
- The Farmhouse in Wimborne
- Jasmine at The Victorian Barn
- Birchcroft Hideaway
- The Lodge
- Frankham Farm
- Hazel Cottage
- Oaks
- The Victorian Manor
- Little Coombe at Bookham Court
- Lloyds Cottage in Portland
- Gallinae
- Copperbeech in Blandford Forum
- Coomb Barton in Higher Bockhampton
- Pine
- Leopold at The Victorian Barn
- Japanese Pagoda
- Waterside Lodge Dorset
- The Parlour
- Stargazer Copse Gate
- Helena at The Victorian Barn
- Lynwood Lodge The Garden Room
Osmington Holiday Cottages
Our curated collection of Osmington cottages has something for everyone... Whether you're idea of a great holiday is a modern glamping pod, or a rustic thatched cottage that's a hundred years old, we've got you covered! Each of our rentals features a private hot tub and everything you need for your next family holiday, romantic retreat or that getaway with a group of friends. Discover find your perfect Osmington holiday home today.
Visitor Rating
4.9
- Private hot tub with views
- Immaculately clean throughout
- Huge comfortable king bed
- Dog-friendly enclosed garden
- Perfect couples' retreat
View Cottage
[+] To Favourites
Visitor Rating
4.9
- Private hot tub with sea views
- Exceptionally comfortable king-size bed
- Dog-friendly with enclosed garden
- Close to Jurassic Coast attractions
- Thoughtful welcome extras included
View Cottage
[+] To Favourites
Visitor Rating
4.9
- Private hot tub with sea views
- Dog-friendly with enclosed garden
- Contemporary first-floor apartment
- Perfect location for coastal exploration
- Spotlessly clean with thoughtful touches
View Cottage
[+] To Favourites
Visitor Rating
4.9
- Private hot tub with views
- Hillside location near coast
- Studio with clever layout
- Dog friendly accommodation
- Close to Dorset attractions
View Cottage
[+] To Favourites
Visitor Rating
5
- Private hot tub
- Stylish modern interiors
- Dog-friendly accommodation
- Close to Jurassic Coast
- Peaceful countryside location
View Cottage
[+] To Favourites
Visitor Rating
4.9
- Luxury 5-star accommodation
- Private hot tub
- Working farm location
- Excellent walking from doorstep
- Close to Jurassic Coast
View Cottage
[+] To Favourites
- Shared hot tub access
- Tennis courts available
- Thomas Hardy heritage location
- Games room facilities
- Peaceful countryside setting
View Cottage
[+] To Favourites
Visitor Rating
5
- Private hot tub included
- Tennis court access
- Thomas Hardy heritage
- Seven acre grounds
- Coast six miles away
View Cottage
[+] To Favourites
Visitor Rating
5
- Private hot tub relaxation
- Tennis court and games room
- Sleeps 12 across four bedrooms
- Seven acres of peaceful grounds
- Gold Award winning accommodation
View Cottage
[+] To Favourites
- Private hot tub relaxation
- Tennis courts and games room
- Pick your own fruit orchard
- Thomas Hardy historical connections
- Dorset countryside and coast access
View Cottage
[+] To Favourites
- Private hot tub woodland views
- Ground floor wheelchair accessible accommodation
- Tennis courts and games room
- Thomas Hardy countryside location
- Sleeps 8 across 4 bedrooms
View Cottage
[+] To Favourites
Visitor Rating
4.9
- Wood-fired hot tub for four
- Sleeps 10 across five bedrooms
- Private parking for five cars
- Open-plan vaulted living areas
- Pet-friendly garden with patio
View Cottage
[+] To Favourites
Visitor Rating
4.3
- Private hot tub with sea views
- Spectacular Portland Bill lighthouse views
- Detached coastal cottage for privacy
- Walking distance to pub restaurant
- Perfect base for water activities
View Cottage
[+] To Favourites
Visitor Rating
5
- Private hot tub for six
- Spectacular Portland Bill views
- Ground floor three bedrooms
- Sky TV complete package
- Historic World War cottage
View Cottage
[+] To Favourites
Visitor Rating
4.9
- Private hot tub for six
- Luxury recently refurbished interior
- Jurassic Coast twenty minutes away
- Private garden with stream
- Modern kitchen with dishwasher
View Cottage
[+] To Favourites
Visitor Rating
5
- Luxury hot tub garden retreat
- Two king-size bedroom barn conversion
- Upside-down living maximises countryside views
- Woodburner and open-plan living space
- Private parking and landscaped gardens
View Cottage
[+] To Favourites
Visitor Rating
4.8
- Hot tub with countryside views
- Wheelchair accessible ground floor
- Working horse farm location
- Close to Jurassic Coast
- Cozy wood burner for evenings
View Cottage
[+] To Favourites
Visitor Rating
5
- Spacious rural retreat with stunning views
- Private hot tub overlooking countryside
- Perfect base for Jurassic Coast exploration
- High-quality furnishings and comfortable beds
- Peaceful location with wildlife spotting
View Cottage
[+] To Favourites
Visitor Rating
4.5
- Private hot tub with views
- Luxury single-storey lodge
- Countryside location near coast
- Modern kitchen and facilities
- Pet-friendly with garden space
View Cottage
[+] To Favourites
Visitor Rating
5
- Private hot tub with views
- Luxury ground floor lodge
- Wood burning fire included
- Stream in peaceful grounds
- Near Jurassic Coast beaches
View Cottage
[+] To Favourites
Visitor Rating
4.5
- Private hot tub for six
- Three ensuite bedrooms available
- Countryside views from decking
- Woodburner in living area
- Luxury Norwegian-inspired furnishings
View Cottage
[+] To Favourites
Visitor Rating
4.9
- Historic 18th century farmhouse
- Private hot tub in garden
- Games room with entertainment
- Sleeps 18 across 7 bedrooms
- 650 acres farmland access
View Cottage
[+] To Favourites
- Private hot tub relaxation
- On-site fishing included
- Games room access
- Level access throughout
- Beautiful landscaped grounds
View Cottage
[+] To Favourites
- Chemical-free hot tub freshly filled
- Japanese gardens with traditional tea hut
- Peaceful Dorset countryside meadows location
- Bean-to-cup coffee machine included
- One dog welcome on lead
View Cottage
[+] To Favourites
Visitor Rating
4.9
- Private hot tub
- Access to heated pool
- Eight spacious bedrooms
- Beautiful countryside location
- Well-equipped for large groups
View Cottage
[+] To Favourites
Visitor Rating
4
- Private hot tub
- Daily exclusive pool access
- Tennis court with equipment
- Free Minterne Gardens entry
- Three en-suite bedrooms
View Cottage
[+] To Favourites
Visitor Rating
4.9
- Private hot tub
- Heated outdoor pool
- Tennis court access
- Multi-generation friendly
- Beautiful gardens on doorstep
View Cottage
[+] To Favourites
Visitor Rating
5
- Private hot tub for five
- Four bedrooms sleeping eight
- Wood burner living room
- Private parking four cars
- Enclosed garden with patio
View Cottage
[+] To Favourites
Visitor Rating
4.3
- Hot tub with countryside views
- Historic chapel with character
- Direct access to walking trails
- Dog-friendly with enclosed garden
- Cosy wood burner for winter stays
View Cottage
[+] To Favourites
Visitor Rating
5
- Private hot tub with countryside views
- Immaculately clean traditional stone cottage
- Four well-appointed bedrooms sleeping eight
- Close to Jurassic Coast World Heritage
- Attentive owner providing excellent service
View Cottage
[+] To Favourites
Explore more of Dorset
Popular towns and villages in and around Osmington
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