Popular Features
Sleeps
Sleeps
Destinations
Popular Cottages
- The Old Butchers
- Plumtree at The Victorian Barn
- Hillside Cottage
- Malabar House
- Speedwell Cottage
- New Boathouse
- Christopher Cottage
- Hilltop Barn
- East Cottage
- The Shooting Lodge
- Seaside House
- Waltham House
- Bower Cottage
- Arne Cottage
- Thornicks House
- Wyncott Cottage Corfe Castle
- Charmouth Lodge
- Dawn Cottage
- The Haybarn
- Milton Manor
- Northern Byre
- Mutiny House
- Court Farmhouse
- Driftwood House
- Park House
- Lyme Bay View
- Crows Nest Owermoigne
- New Inn Farmhouse
- Hove To
- The Pottery Arne
Shaftesbury Holiday Cottages
Our collection of Shaftesbury holiday cottages puts you right in the heart of North Dorset's stunning countryside. This historic hilltop town is famous for Gold Hill, that impossibly steep cobbled street featured in the Hovis advert! You'll discover independent shops along the High Street and fascinating exhibits at the Shaftesbury Abbey Museum and Garden.
Whether you're booking for groups, couples or families, our cottage and lodge rental options cater for everyone. Many properties feature a hot tub for ultimate relaxation after exploring. Visit nearby Wardour Castle, walk the Wessex Ridgeway or browse the excellent cafes and galleries throughout town. Shaftebury offers authentic Dorset experiences with easy access across the UK.
- Direct beach access
- Panoramic sea views
- Sleeps 8 guests
- Free summer beach hut
- Four en-suite bedrooms
View Cottage
[+] To Favourites
- 17th century thatched house
- Five bedrooms sleep ten
- Large garden with activities
- Five minute walk beach
- Multiple social spaces available
View Cottage
[+] To Favourites
- Sleeps 10 across five bedrooms
- Covered games and barbecue area
- Steps from Chesil Beach
- Spectacular Dorset countryside views
- Three covered parking spaces
View Cottage
[+] To Favourites
- Direct Chesil Beach access
- Sleeps 10 across 5 bedrooms
- Open plan group living space
- Four car parking spaces
- Enclosed courtyard with deck
View Cottage
[+] To Favourites
- 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
View Cottage
[+] To Favourites
- Victorian elegance sleeps 8
- Kitchen with Aga dining 9
- Parking for 4 cars
- Play area with toys
- Rural estate location
View Cottage
[+] To Favourites
- 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
View Cottage
[+] To Favourites
- Wood-fired hot tubs with views
- Three separate eco lodges
- Sleeps up to 16 guests
- Ground-floor accessible accommodation
- Peaceful North Dorset countryside
View Cottage
[+] To Favourites
- Two Palladian houses sleeping 19
- 8 bedrooms with 6 bathrooms
- Jurassic Coast 10 minutes drive
- Lift access and play area
- Came Estate countryside location
View Cottage
[+] To Favourites
- 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
View Cottage
[+] To Favourites
- 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
View Cottage
[+] To Favourites
- Spacious group accommodation
- Stunning countryside views
- Close to Jurassic Coast
- Well-equipped kitchen facilities
- Peaceful rural location
View Cottage
[+] To Favourites
- 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
View Cottage
[+] To Favourites
- Five wheelchair accessible cottages
- Shared courtyard garden space
- Wood burning stoves included
- Near Jurassic Coast attractions
- Electric car charging points
View Cottage
[+] To Favourites
- Sleeps eight guests comfortably
- Four bedrooms three bathrooms
- Wood burning stoves both lounges
- Extensive gardens stone terrace
- Dog friendly parking four cars
View Cottage
[+] To Favourites
- Sleeps eight guests comfortably
- Enclosed garden with countryside views
- Wood burning stove and snug
- Two en-suite king bedrooms
- Near Shaftesbury and Jurassic Coast
View Cottage
[+] To Favourites
- Sleeps 8 across 4 bedrooms
- Billiards room with open fire
- Dining table seats 10 guests
- Complete countryside seclusion access
- Parking for 5 cars available
View Cottage
[+] To Favourites
- Four bathrooms for groups
- Sleeps seven guests comfortably
- Half mile from Hive Beach
- Beautiful balcony stream views
- Perfect for family celebrations
View Cottage
[+] To Favourites
- Group-friendly cottage layout
- Weymouth Beach 2 miles
- Jurassic Coast location
- Well-equipped kitchen facilities
- Multiple bedrooms available
View Cottage
[+] To Favourites
- Two separate holiday cottages
- Log burning stoves included
- Dog-friendly garden areas
- Welcome hampers provided
- Rural Devon countryside location
View Cottage
[+] To Favourites
- Sleeps 10 across five bedrooms
- Large wrap-around garden space
- Multiple social areas for groups
- Three car off-road parking
- 25 minutes to beaches
View Cottage
[+] To Favourites
- 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
View Cottage
[+] To Favourites
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
View Cottage
[+] To Favourites
Visitor Rating
4.5
- Spacious group accommodation
- Multiple bedrooms available
- Near Jurassic Coast beaches
- Dorset countryside location
- Well-equipped kitchen facilities
View Cottage
[+] To Favourites
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
View Cottage
[+] To Favourites
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
View Cottage
[+] To Favourites
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
View Cottage
[+] To Favourites
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
View Cottage
[+] To Favourites
Visitor Rating
4.4
- Sea views from every room
- Rooftop terrace with furniture
- Two fully equipped kitchens
- Central Lyme Regis location
- Historic character features
View Cottage
[+] To Favourites
Visitor Rating
5
- Sleeps 8 guests comfortably
- 4 bedrooms across property
- Off-road parking multiple cars
- Near Jurassic Coast beaches
- Peaceful Dorset countryside location
View Cottage
[+] To Favourites
Explore more of Dorset
Popular towns and villages in and around Shaftesbury
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