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Dorset Holiday Cottages

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Your Dorset search returned 1,054 cottages

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Stone house exterior with green door and windows surrounded by plants and small trees at Fiddlesticks Cottage in Beaminster
25
Beaminster, Dorset, DT8
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

This detached, 19th century cottage rests in Beaminster, Devon. Close to amenities. Pet-friendly. In AONB. Bridport 6.4 miles; Crewkerne 7 miles; Lyme Regis 15.5 miles. (Ref. 1120154)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights £473

Last booked 3 hours ago
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Front of a red brick terraced house with white door and windows and plants in front at Rockpools in Weymouth
17
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

Sleeping four in Maltings area of Weymouth, pet friendly. Off road parking. WiFi. Garden. Close to harbour. (Ref. 994596)

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


for 7 nights £474

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A detached house with blue upper walls and red brick lower walls with large bay windows and a paved driveway at 20 Ulwell Road in Swanage
46
Swanage, Dorset, BH19
  • Sleeps14
  • Bedrooms7
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

This large detached Edwardian House. Seven bedrooms. Perfect for families and large groups. Woodburners. Three floors. Wareham 9.7 miles; Poole 20 miles. (Ref. 980319)

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


for 7 nights £1325

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The exterior of a brick house with a tiled roof a black door a paved path and plants at Badbury Lodge Brewers Quay Harbour
26
Brewers Quay Harbour, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6★

    Outstanding

  • Sykes rating

Victorian Semi located in Weymouth, Short walk to Brewers Quay and the Harbour. (Ref. 993971)

  • Wi-fi
  • Washing machine
  • Baby-friendly


for 7 nights £515

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A living room with a beige sofa a round black coffee table two blue armchairs and a dining table with grey chairs with large windows overlooking the sea at Penthouse Ocean Bay in Swanage
45
Swanage, Dorset, BH19
  • Sleeps6
  • Bedrooms3
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

A contemporary three-bedroom apartment resting in Swanage, Dorset. Near a beach. Sea views. Barbecue. Wareham 9.7 miles; Poole 19.6 miles. (Ref. 982989)

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


for 7 nights £1367

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The front entrance of a building with a dark door numbered 38 and a curved window with plants along the path at Flat 2 38 Preston Road Weymouth
29
Weymouth, Dorset, DT3
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

This spacious ground-floor apartment is nestled in the gorgeous seaside town of Weymouth in Dorset. Bike/kayak storage. En-suite. WiFi. Dorchester 6.3 miles; Isle of Portland 8.6 miles; West Lulworth 12.3 miles. (Ref. 1037083)

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


for 7 nights £478

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A stone house with tiled roof four windows and a door with flowerpots outside at Shires Rest in Puxey near Sturminster Newton
29
Puxey near Sturminster Newton, Dorset, DT10
  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

A stone-built barn conversion resting in the quiet hamlet of Puxey, Dorset. Open-plan. Hot tub. Views. Sturminster Newton 1.7 miles; Blandford Forum 10.3 miles. (Ref. 1066082)

  • Wi-fi
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine


for 7 nights £944

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A row of brick houses with white windows and a blue door at ODYSEA in Weymouth
49
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

With off road parking for 2 cars and just a short 3-minute walk to the old harbour, town centre and beach beyond, this fully modernised 1900 cottage with 3 bedrooms, more importantly 3 bathrooms with 2 receptions and a sunny south facing garden is a steal (Ref. 1099795)

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

  • 20% off - Sat 4th Oct to 25th Oct 2025


for 7 nights £727

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A cottage with a thatched roof and a garden at Happiness Cottage in Piddlehinton
35
Piddlehinton, Dorset, DT2
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

Happiness Cottage is a character cottage with a contemporary style, woodburning stove and enclosed garden resting in the village of Piddlehinton in Dorset. Dorchester 5.9 miles; Weymouth 14.1 miles. (Ref. 1175141)

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


for 7 nights £522

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A stone and blue wooden building with external staircases and balconies under a clear sky at Santiago House in Weymouth
45
Weymouth, Dorset, DT4
  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

This charming, four-bedroom holiday home rests in Weymouth, Dorset. Over three floors. Open plan. Off-road parking. Dorchester 8.5 miles; Bridport 19.2 miles. (Ref. 1043677)

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


for 7 nights £1173

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An outdoor garden area with a gravel path picnic table plastic chairs and trees at Riverhouse Lodge in Upwey
21
Upwey, Dorset, DT3
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6★

    Outstanding

  • Sykes rating

A pretty village lodge, close to the seaside town of Weymouth in Dorset. Traditional. Beautiful Mediterranean-style garden. WiFi. Dorset AONB. Dorchester 4.9 miles. (Ref. 1017591)

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


for 7 nights £448

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Exterior view of a brick building with multiple doors and windows and potted plants on gravel at The Apple Shed in Motcombe
23
Motcombe, Dorset, SP7
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A homely cottage situated near the village of Motcombe, Dorset. Opposite award-winning pub. Shaftesbury 2 miles; Salisbury 22 miles. (Ref. 957189)

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


for 7 nights £506

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A living room with striped sofas a bookshelf and a small TV near glass doors at 2 Buckfields Lyme Regis
16
Lyme Regis, Dorset, DT7
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

A ground-floor apartment situated in Lyme Regis, Dorset. Close to harbour. Close to beach. Walking distance to shops and pubs. Charmouth 3.1 miles; Seaton 7.7 miles; Devon 37 miles. (Ref. 1106012)

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


for 7 nights £619

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A stone thatched roof cottage with white framed windows and a porch along a quiet street at Cobblers Cottage in Langton Herring
44
Langton Herring, Dorset, DT3
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Cobblers Cottage is a traditional stone built thatched cottage in the quiet Dorset village of Langton Herring, close to the Jurassic coast. Abbotsbury 5 miles; Weymouth 5.5 miles; Portland 9.4 miles; Dorchester 9.9 miles. (Ref. 1171904)

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


for 7 nights £524

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A two-story house with large windows and a balcony with circular cutouts at No 2 26 Broad Street Lyme Regis
24
Lyme Regis, Dorset, DT7
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A well-presented apartment in the middle of Lyme Regis in Dorset. Great location. Spacious. Open-plan. WiFi. Lyme Regis 0.1 miles; Charmouth 3 miles; Seaton 7.9 miles; Sidmouth 16.2 miles. (Ref. 1106666)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights £639

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A living room with a sofa, table, and kitchen area at Royal Terrace Sunset in Weymouth
21
Weymouth, Dorset, DT4
  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

Royal Terrace Sunset is a contemporary apartment situated along the coast in the heart of Weymouth, Dorset, boasting a short walk to a pub and shop. Dorchester 7.7 miles; Bridport 18.9 miles. (Ref. 1173496)


    for 7 nights £463

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    A brick terraced house with a white front door gravel front garden and small plants at Home Waters in Wyke Regis
    23
    Wyke Regis, Dorset, DT4
    • Sleeps5
    • Bedrooms3
    • PetsYes

      4.8★

      Outstanding

    • Sykes rating

    Off road parking. Sleeping 6 close to Portland marina. Dog friendly. (Ref. 994270)

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


    for 7 nights £568

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    A living room with a dark blue sofa wooden dining table set with plates and glasses and a television near large windows at Moonbeam View in Lyme Regis
    27
    Lyme Regis, Dorset, DT7
    • Sleeps4
    • Bedrooms2
    • PetsYes

      5.0★

      Perfect

    • Sykes rating

    Moonbeam View is a wonderfully presented ground-floor apartment situated in Lyme Regis, Dorset near local amenities, the beach and with en-suites. Charmouth 3.3 miles; Axminster 5 miles; Bridport 10 miles; Sidmouth 15.5 miles. (Ref. 1119814)

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


    for 7 nights £459

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    A brick townhouse with multiple windows and green hedges in front at Plain Sailing in Weymouth
    42
    Weymouth, Dorset, DT4
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.8★

      Outstanding

    • Sykes rating

    Plain Sailing, a gorgeous holiday home located in the heart of the marvellous seaside town of Weymouth, Dorset. En-suite master. Lake view. Pet-friendly. Dorchester 7.8 miles; Bridport 18.6 miles. (Ref. 1153879)

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


    for 7 nights £612

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    The exterior of The Bakehouse with a sign and plants at Lyme Regis
    34
    Lyme Regis, Dorset, DT7
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.7★

      Outstanding

    • Sykes rating

    A superb Grade II listed cottage in the centre of Lyme Regis in Dorset. Traditional features. Great location. Attractive gardens. WiFi. Lyme Regis 0.1 miles; Charmouth 3.1 miles; Seaton 8 miles. (Ref. 1106462)

    • Wi-fi
    • Ground floor bedroom
    • Dishwasher
    • Washing machine


    for 7 nights £930

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