Dorchester Cottage Holidays

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Your Dorchester, Dorset search returned 674 cottages

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A street view of stone and brick houses with white doors and windows in Bell Cottage in Dorchester
39
Dorchester, Dorset, DT1
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.3★

    Good

  • Sykes rating

A pretty, Grade II listed cottage resting in Dorchester, Dorset. Open-fire. Close to amenities. Pet-friendly. Weymouth 9 miles. (Ref. 1089047)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £358

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A living room with two silver sofas a glass coffee table and two large windows at Royal Terrace View in Weymouth
23
Weymouth, Dorset, DT4
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

This seafront, second-floor apartment sits in Weymouth, Dorset. Pay and Display parking nearby. Romantic. Sea views. Open-plan. Pet-free. Dorchester 7.6 miles; Bridport 20.3 miles. (Ref. 1107825)

  • Wi-fi

7 nights from £512

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A small white house with a dark roof and black windows surrounded by potted plants and a gravel driveway with purple flowers in the foreground at Little England Cottage in Milborne St Andrew
Offer
19
Milborne St Andrew, Dorset, DT11
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8★

    Outstanding

  • Tourist Board rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

A well-presented property resting on the outskirts of Milborne St Andrew. Pet-friendly. WiFi. Pub and shop within 0.4 miles. (Ref. 1017554)

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

  • 20% off - Sat 2nd Aug to 9th Aug 2025

  • 15% off - Sat 9th Aug to 16th Aug 2025

  • 10% off - Sat 16th Aug to 23rd Aug 2025

7 nights from £430

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A white cottage with a thatched roof and potted plants outside on a roadside at Amy Cottage in West Lulworth
43
West Lulworth, Dorset, BH20
  • Sleeps6
  • Bedrooms4
  • PetsYes

  • Sykes 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. Wareham 8.7 miles; Weymouth 14.6 miles. (Ref. 1166887)

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

7 nights from £798

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

  • 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)

    7 nights from £537

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    The exterior of a building with blue shutters on windows and doors a gravel driveway a stone archway and green trees at Colly Cottage in Dottery
    52
    Dottery, Dorset, DT6
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.6★

      Outstanding

    • Sykes rating

    Charming, self-contained wing of a Grade II listed thatched farmhouse close to the rural West Dorset hamlet of Dottery. Two bedrooms with en-suite facilities. Bridport 1.5 miles. (Ref. 16387)

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

    7 nights from £450

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    A stone and brick cottage with a wooden door and windows behind a stone wall at The Sty in Bridport
    19
    Bridport, Dorset, DT6
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.7★

      Outstanding

    • Sykes rating

    A romantic cottage nestled on the outskirts of Bridport in the Dorset Area of Outstanding Natural Beauty. All-ground-floor. WiFi. Dog-friendly. West Bay 4.7 miles; Lyme Regis 13.8 miles. (Ref. 1102968)

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

    7 nights from £414

    Last booked yesterday
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    A stone cottage with a thatched roof and a wooden table and benches outside at Magnolia Cottage Osmington
    41
    Osmington, Dorset, DT3
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.3★

      Good

    • Sykes rating

    Magnolia cottage is situated in Osmington. Pretty, thatched and very well-equipped. High chair and cot. Wifi. Parking for two cars. Pub 5 min. Weymouth 4.5 miles. (Ref. 994367)

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

    7 nights from £566

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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

      4.7★

      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

    7 nights from £567

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    A window view of a harbor with sailboats and buildings in the background at The Ferryman in Weymouth
    16
    Weymouth, Dorset, DT4
    • Sleeps5
    • Bedrooms2
    • PetsNo

      4.7★

      Outstanding

    • Sykes rating

    A character-filled cottage located in the popular seaside town of Weymouth, Dorset. Fantastic views. Harbour. Ideal for families. Weymouth 0.9 miles; Isle of Portland 6 miles. (Ref. 1017295)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from £643

    Last booked 2 days ago
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    A red brick exterior of a house with a maroon front door and windows a wooden bench and flower pots outside at Poole Quay Cottage in Poole
    26
    Poole, Dorset, BH15
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.9★

      Outstanding

    • Sykes rating

    A welcoming, mid-terrace cottage rests in Poole, Dorset. private parking. Near the coast. Open-plan. Enclosed courtyard. Sandbanks 4.5 miles; Bournemouth 6.5 miles. (Ref. 1102863)

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

    7 nights from £582

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    A multi-story brick house with bay windows and greenery in front at The Lobster Pot in Weymouth
    28
    Weymouth, Dorset, DT4
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.2★

      Good

    • Sykes rating

    The Lobster Pot, a nicely-presented apartment rests in the gorgeous seaside town of Weymouth in Dorset. Open plan. En-suite. Close to beach and amenities. Dorchester 8.7 miles; Bridport 20.4 miles. (Ref. 1151706)

    • Wi-fi
    • Off-road parking
    • Dishwasher

    7 nights from £496

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    An outside view of a small brick building with a red door and a window with plants and a green utility box at Fountain Cottage in Weymouth
    16
    Weymouth, Dorset, DT4
    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.7★

      Outstanding

    • Sykes rating

    A cosy stone cottage for two this is the ideal place to spend quality time together, walking and exploring the local area. (Ref. 994208)

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

    7 nights from £499

    Last booked yesterday
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    A stone and brick cottage with a thatched roof surrounded by plants and flowers at Forge Cottage in West Lulworth
    30
    West Lulworth, Dorset, BH20
    • Sleeps5
    • Bedrooms3
    • PetsYes

      4.6★

      Outstanding

    • Sykes rating

    Short description: Ideal stay for walkers and ramblers to explore the Jurassic Coast. Local pubs and restaurants. Wifi. Off road parking. (Ref. 994203)

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

    7 nights from £711

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    A street with pastel colored houses and parked cars under a clear sky at Charleston Cottage in Charmouth
    41
    Charmouth, Dorset, DT6
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9★

      Outstanding

    • Sykes rating

    Charleston Cottage is a charming, pet-friendly cottage with parking, located in the coastal village of Charmouth, on the Jurassic Coast of Dorset. Lyme Regis 2.8 miles; Axminster 5.4 miles; Bridport 7.7 miles. (Ref. 1164311)

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

    7 nights from £558

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    A brick terraced house with bay windows and a front door numbered 7 with adjacent houses at Seahorse Cottage in Weymouth
    21
    Weymouth, Dorset, DT4
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.4★

      Good

    • Sykes rating

    Delightful stone terraced cottage close to Old Harbour in Weymouth, Dorset. Conservatory and garden. Pet-friendly. Beach 1 mile, shop and pub 0.3 miles. Dorchester 7 miles. (Ref. 1000703)

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

    7 nights from £594

    Last booked yesterday
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    A two-story house with yellow brick facade and bay window with bushes in front at Amaranta Brewers Quay Harbour
    33
    Brewers Quay Harbour, Dorset, DT4
    • Sleeps5
    • Bedrooms3
    • PetsYes

      4.2★

      Good

    • Sykes rating

    A wonderful, newly renovated three-bedroom house resting in Weymouth, Dorset. Pet-friendly. Near a beach. Family-friendly. Enclosed patio. Dorchester 8.8 miles; Bridport 20.9 miles. (Ref. 1094065)

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

    7 nights from £642

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    A grass lawn and a pathway leading to a thatched cottage with a wooden door and adjoining glass structure at Under Acre Cottage in Winterborne Whitechurch
    53
    Winterborne Whitechurch, Dorset, DT11
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.6★

      Outstanding

    • Sykes rating

    A 16th century, Grade II listed, thatched property situated within Winterborne Whitechurch village. Woodburning stoves. Ample off-road parking. WiFi. Milborne St Andrew 3.5 miles; Bere Regis 6.3 miles; West Lulworth 15.1 miles. (Ref. 1062552)

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

    7 nights from £1158

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    A row of terraced houses with flowers and bushes in front and a view of the sea at Langham Cottage in Portland
    35
    Portland, Dorset, DT5
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9★

      Outstanding

    • Sykes rating

    Situated in the Isle of Portland, Langham Cottage is very comfortable and spacious holiday home. Accepts one dog. Pub and shop 5 min. Beach 5 min. Bridport 23 miles. (Ref. 994321)

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

    7 nights from £453

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    Exterior of a stone cottage with a thatched roof white door and windows with plants around the entrance at Lilac Cottage in Burton Bradstock
    29
    Burton Bradstock, Dorset, DT6
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.6★

      Outstanding

    • Sykes rating

    Character cottage in the coastal village of Burton Bradstock, sleeping four. Two dogs. Local shop and pubs. Coastal walks. (Ref. 994332)

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

    7 nights from £630

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