Luxury Holiday Cottages Near Silverlake Dorset

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Your search returned 105 cottages.

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  • An outdoor patio with a glass table set with wine glasses cheese and fruit overlooking the sea at Ocean Wave in Greenhill
    19
    Greenhill, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.7★

      Outstanding

    • Dream Cottages rating

    Beautiful apartment, that welcomes one well behaved dog, located on the esplanade, perfect for discovering the delights of Weymouth. (Ref. 994451)

    • Wi-fi
    • Off-road parking
    • Dishwasher
    • Washing machine
    • Baby-friendly

    7 nights from £768

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
    Book now
  • A garden with flowers a wooden arch and a raised deck attached to a brick house at Little Retreat in Upwey
    21
    Upwey, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsNo

      5.0★

      Perfect

    • Dream Cottages rating

    Village pubs and tea rooms. (Ref. 994358)

    • Wi-fi
    • Off-road parking
    • Ground floor bedroom
    • Washing machine

    7 nights from £486

    Secure your holiday with a 30% deposit* Book now
  • A living room with a brown sectional sofa armchair and round coffee table near a sliding door at Waterston Cottage in West Lulworth
    42
    West Lulworth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.8★

      Outstanding

    • Dream Cottages rating

    This beautiful three-bedroom property resides in West Lulworth, Dorset. (Ref. 1126738)

    • Wi-fi
    • Off-road parking
    • Dishwasher
    • Washing machine

    7 nights from £781

    Secure your holiday with a 30% deposit* Book now
  • A glass table with sunglasses fruit bowl champagne bottle and glasses overlooking a beach and sea at 123 On The Sea in Weymouth
    33
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.5★

      Outstanding

    • Dream Cottages rating

    123 On The Sea is a lovely, two-bedroom apartment residing in Weymouth, Dorset. (Ref. 1133961)

    • Wi-fi
    • Off-road parking
    • Dishwasher
    • Baby-friendly

    7 nights from £515

    Secure your holiday with a 30% deposit*
    Last booked today
    Book now
  • A white cottage with a thatched roof and potted plants outside on a roadside at Amy Cottage in West Lulworth
    43
    West Lulworth, Dorset
    • Sleeps6
    • Bedrooms4
    • PetsYes

    • Dream Cottages rating

    Amy Cottage is a beautiful thatched cottage with a toasty gas fire and accepting pets, located in Dorset's West Lulworth on the Jurassic coastline. (Ref. 1166887)

    • Wi-fi
    • Off-road parking
    • Ground floor bedroom
    • Dishwasher
    • Washing machine

    7 nights from £858

    Secure your holiday with a 30% deposit* Book now
  • A street with parked cars stone wall and houses overlooking the sea at Bowleaze View in Weymouth
    Property has offers
    30
    Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.2★

      Good

    • Dream Cottages rating

    Situated in the beautiful Bowleaze Cove area of Weymouth, just seconds from a beach is this enchanting holiday home. (Ref. 994020)

    • Wi-fi
    • Off-road parking
    • Ground floor bedroom
    • Dishwasher
    • Washing machine
    • Baby-friendly

    • 10% off - Sat 12th Jul to 26th Jul 2025

    7 nights from £842

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
  • Exterior of a row of white buildings with balconies and doors including a restaurant named ENZO at Bliss On The Bay Weymouth
    24
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.7★

      Outstanding

    • Dream Cottages rating

    A stylish apartment resting on Weymouth's beautiful esplanade. (Ref. 1067722)

    • Wi-fi
    • Off-road parking
    • Washing machine
    • Baby-friendly

    7 nights from £614

    Secure your holiday with a 30% deposit*
    Last booked 7 hours ago
    Book now
  • Stone cottage with thatched roof behind a metal gate and garden at Lychgate Cottage Osmington
    42
    Osmington, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.3★

      Good

    • Dream Cottages rating

    Two bedroomed coastal village location. (Ref. 994364)

    • Wi-fi
    • Dishwasher
    • Washing machine
    • Baby-friendly

    7 nights from £625

    Secure your holiday with a 30% deposit* Book now
  • A wooden house with skylights and a small garden area surrounded by trees at Roman Lodge in Osmington
    30
    Osmington, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.5★

      Outstanding

    • Dream Cottages rating

    A bright and airy lodge resting in Osmington near Preston, Dorset. (Ref. 1093891)

    • Wi-fi
    • Off-road parking
    • Ground floor bedroom
    • Dishwasher
    • Washing machine

    7 nights from £669

    Secure your holiday with a 30% deposit* Book now
  • A balcony with a round table holding a bottle and two wine glasses with two chairs and a sea view at Sunbeach in Weymouth
    24
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.6★

      Outstanding

    • Dream Cottages rating

    A neat, first-floor apartment set overlooking the Pavillion on Weymouth seafront. (Ref. 1123724)

    • Wi-fi

    7 nights from £557

    Secure your holiday with a 30% deposit* Book now
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