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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
4.3
- 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
From £279 for 0 Nts
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- Lakeside house sleeping 11
- Private jetty and balcony views
- Heated outdoor pool on site
- Gym and sauna included
- Near the Jurassic Coast
From £279 for 3 Nts
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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
From £279 for 0 Nts
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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
From £279 for 0 Nts
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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
From £279 for 0 Nts
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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
From £279 for 0 Nts
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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
From £279 for 0 Nts
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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
From £279 for 0 Nts
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- Victorian elegance sleeps 8
- Kitchen with Aga dining 9
- Parking for 4 cars
- Play area with toys
- Rural estate location
From £279 for 0 Nts
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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
From £279 for 0 Nts
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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
From £279 for 0 Nts
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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
From £279 for 0 Nts
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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
From £279 for 0 Nts
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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
From £279 for 0 Nts
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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
From £279 for 0 Nts
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Visitor Rating
4.7
- Sleeps 8 with Lyme Bay views
- Half-acre south-facing landscaped grounds
- Glass-fronted garden room extension
- Four bedrooms with three bathrooms
- Four miles from Bridport beaches
From £279 for 0 Nts
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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
From £279 for 0 Nts
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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
From £279 for 0 Nts
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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
From £279 for 0 Nts
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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
From £279 for 0 Nts
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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
From £279 for 0 Nts
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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
From £279 for 0 Nts
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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
From £279 for 0 Nts
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Visitor Rating
4.9
- Sleeps 8 guests comfortably
- Four well-appointed bedrooms
- Open-plan social living space
- Private enclosed garden area
- Near Jurassic Coast attractions
From £279 for 0 Nts
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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
From £279 for 0 Nts
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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
From £279 for 0 Nts
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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
From £279 for 0 Nts
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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
From £279 for 0 Nts
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- Sleeps up to 14 guests
- Large farmhouse dining and living space
- Classic Dorset countryside setting
- Close to Jurassic Coast
- Near Blandford Forum town
From £279 for 0 Nts
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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