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Popular Cottages
- Weymouth Seaside House
- Coral House
- The White House
- Mermaid House
- Churn House
- Red House
- Wight View
- The Cheesehouse
- Cornflower Cottage
- Gabrianne
- Shearwater
- St Edmunds House
- The Beach House Swanage
- Lightkeepers Cottage
- Hardys View Lodge
- George's House
- Melstock
- Sandy Toes
- The Grain Store
- Palm Gate
- Seaside House
- Piddle Inn
- Deepcombe House
- Hove To
- Grasmere
- Weymouth Bay Apartment B
- Marles Farmhouse
- Rosedale House
- Worth Cottage
- Hillside Cottage
Crossways Holiday Cottages
Our curated collection of Crossways 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 Crossways holiday home today.
Visitor Rating
4.2
- Sleeps 15 across seven bedrooms
- Heated outdoor swimming pool available
- Games room with pool table
- Tennis court with equipment provided
- Beautiful grounds with roaming deer
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Visitor Rating
4.9
- Lakeside home with private jetty
- Swimming pool and gym access
- Sleeps 8 in four bedrooms
- Open-plan living for groups
- Peaceful Dorset estate location
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Visitor Rating
4
- Sleeps 10 with games room
- Four en-suite bedrooms available
- Large enclosed garden for dogs
- Four miles from Lulworth Cove
- Three car parking spaces included
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- Sleeps 14 in seven bedrooms
- Five-acre enclosed garden with games
- Parking for 7+ vehicles
- Library with snooker and piano
- Nine miles from Jurassic Coast
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Visitor Rating
4
- Sleeps 11 in four bedrooms
- Half-acre private garden space
- Indoor games room with PlayStation
- Three miles from Lulworth Cove
- Two bathrooms including en-suite
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Visitor Rating
5
- Five bedrooms sleeping nine guests
- Games room with entertainment facilities
- Wood-fired pizza oven and outdoor kitchen
- Enclosed garden with children's play area
- Five miles from Durdle Door
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Visitor Rating
4
- Four bedrooms sleeping six guests
- Wood burner and cosy lounge
- Garden room with tuned piano
- Four miles from Lulworth Cove
- Enclosed garden with barbecue patio
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- Historic Thomas Hardy schoolhouse setting
- Sleeps eight in four bedrooms
- Parking for four cars included
- Three miles from Dorchester attractions
- Eight miles to Jurassic Coast
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- Multiple bedroom group accommodation
- Spacious social living areas
- Dorset countryside location
- Near Weymouth Beach access
- Off-road parking available
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- Grade II-listed thatched cottage
- Sleeps eight across four bedrooms
- Enclosed garden with summer house
- Traditional AGA in equipped kitchen
- Two miles from coastal paths
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Visitor Rating
4.8
- Indoor swimming pool facility
- Games room with entertainment
- Five en-suite bedrooms available
- Enclosed garden with BBQ
- Near Jurassic Coast beaches
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Visitor Rating
4.2
- Pool table for group fun
- Stunning sea and countryside views
- Two minutes from Smugglers Inn
- Large garden with fruit trees
- Direct coastal path access
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Visitor Rating
4.2
- Sleeps 8 in 4 bedrooms
- Enclosed garden for children and dogs
- Near Jurassic Coast beaches
- Tank Museum 2.5 miles away
- Village amenities within walking distance
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Visitor Rating
5
- Sleeps 12 guests comfortably
- Six well-appointed bedrooms
- Multiple vehicle parking spaces
- Large group kitchen facilities
- Central Dorset countryside location
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Visitor Rating
4.8
- Four bedrooms sleeping seven
- Enclosed garden with patio
- Off-road parking two cars
- Walking distance Bowleaze Cove
- Fully-fitted kitchen facilities
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- Sleeps eight across four bedrooms
- Two bathrooms for group comfort
- Separate dining room seats eight
- Private garden with patio area
- Three miles from Dorchester town
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Visitor Rating
3.9
- Quirky thatched cottage sleeping nine
- Circular rooms with original features
- One mile from Lulworth Cove beach
- Separate annexe and garage accommodation
- Beautiful countryside and coastal views
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Visitor Rating
4
- Sleeps 8 in 4 bedrooms
- Historic 1870 Purbeck stone vicarage
- 10 minutes walk to Lulworth Cove
- Enclosed garden with fire pit
- Newly refurbished kitchen and orangery
- Welcomes up to 2 dogs
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Visitor Rating
4
- Sleeps 9 in five bedrooms
- Semi-annexe layout for groups
- Half mile to Lulworth Cove
- Two terraced gardens with views
- Grade II listed 400-year-old house
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Visitor Rating
4.8
- Sleeps 8 guests comfortably
- Four well-appointed bedrooms
- Open-plan social living space
- Private enclosed garden area
- Near Jurassic Coast attractions
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Visitor Rating
4
- Walking distance to Lulworth Cove
- On-site parking for two cars
- Sleeps eight across four bedrooms
- Open-plan living with countryside views
- Close to Jurassic Coast attractions
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Visitor Rating
4
- Sleeps 8 with 4 en-suites
- Wood burner and original features
- 1 mile walk to Lulworth Cove
- Large terraced garden with views
- Village pub just 325 metres away
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Visitor Rating
4
- Sleeps 10 in five bedrooms
- Walking distance to Lulworth Cove
- Enclosed terraced hillside garden
- Wood burner and Smart TV
- Welcomes up to two dogs
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- Sleeps 10 with roof terrace
- 500 metres to Lulworth Cove beach
- Five bedrooms and four bathrooms
- Parking for five cars included
- Dog-friendly with garden space
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Visitor Rating
4
- Sleeps 12 across six bedrooms
- Huge kitchen-diner seats 12 guests
- Four bathrooms including two en-suites
- Enclosed garden with BBQ and fire pit
- Walking distance to village pub and shop
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Visitor Rating
4.8
- Sleeps 12 guests comfortably
- Multiple bathrooms available
- Open plan living areas
- Rural Dorset countryside location
- Near Weymouth coastal attractions
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Visitor Rating
4.7
- Swimming pool for groups
- Games room entertainment
- Eight en-suite bedrooms
- Peaceful village location
- Period barn conversion
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- Sleeps six across four bedrooms
- Two dogs welcome with enclosed garden
- Private parking for two cars
- Village location near Dorset attractions
- Recently renovated with modern kitchen
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Visitor Rating
4.6
- Sleeps seven guests comfortably
- Four bedrooms two bathrooms
- Enclosed private rear garden
- Off-road parking two cars
- Ten minutes to Weymouth centre
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Visitor Rating
4.8
- Sleeps seven across four bedrooms
- Two living rooms with Smart TVs
- Open fire for cosy evenings
- Safe enclosed courtyard garden
- Walking distance to village pub
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Explore more of Dorset
Popular towns and villages in and around Crossways
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