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Short Cottage Breaks in Dorset

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Your Dorset search returned 940 cottages

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A property's star rating is the average of the star ratings received from guests that wish for their review to be published
A house with stone and wooden exterior at Everdene Upwey near Weymouth
46
Upwey near Weymouth, Dorset, DT3
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.7★

    Outstanding

  • Sykes rating

A quality semi-detached holiday home, one of five in a courtyard location, close to Weymouth. En-suite, modern features. Shop and pub within walking distance. Weymouth 3.5 miles. (Ref. 932160)

  • Pets go free
  • Wi-fi
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 3 nights From $857

Last booked yesterday
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A street view of row houses with brick walls and bay windows with plants in front at Sandsfoot Rest in Weymouth
26
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.6★

    Outstanding

  • Sykes rating

An attractive, Edwardian terraced house situated in Weymouth, Dorset. Woodburner. WiFi. Pet-friendly. Dorchester 7 miles; Bridport 17 miles. (Ref. 1001484)

  • Pets go free
  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 3 nights From $654

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An outdoor patio area with a wooden picnic table and umbrella near a stone and wood building with a bench and potted plants at The Old School Room in East Chelborough near Beaminster
19
East Chelborough near Beaminster, Dorset, DT2
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    4.7★

    Outstanding

  • Sykes rating

Grade II listed cottage on working farm. Rural setting, walks from the door, access to National Cycle Way. Ideal touring base in an Area of Outstanding Natural Beauty. Beaminster 5 miles; Yeovil 7 miles. (Ref. 927196)

  • Wi-fi
  • Ground floor bedroom
  • Washing machine
  • Baby-friendly


for 3 nights From $384

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A stone cottage with a thatched roof near the coast with grass and gravel paths at Pitt Cottage Ringstead
30
Ringstead, Dorset, DT2
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.6★

    Outstanding

  • Sykes rating

Large kitchen diner. Beautiful rural location. Short walk to the sea. Wi-Fi. In the heart of the Jurassic coastline. Picture postcard thatched cottage. (Ref. 994553)

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


for 3 nights From $994

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An outdoor area with a picnic table and parasol at The Apple Shed, Motcombe
Offer
11
Motcombe, Dorset, SP7
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    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)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Ground floor bedroom

  • 10% off - Thu 25th Jun to 31st Aug 2026


for 3 nights From $601

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Exterior view of a stone and brick house with a thatched roof and gravel courtyard at Little Forge in West Lulworth
29
West Lulworth, Dorset, BH20
  • Sleeps5
  • Bedrooms2
  • Pet FriendlyNo

    4.5★

    Outstanding

  • Sykes rating

Modern, beautiful thatched cottage. Inglenook fireplace. Local activities only a short drive away. Nearby pubs and restaurants. Ensuite bedrooms. (Ref. 994342)

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


for 3 nights From $674

Last booked yesterday
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A backyard with a brick house a blue wooden shed a small fenced garden and plants at Sandpiper in Weymouth
41
Weymouth, Dorset, DT4
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    4.5★

    Outstanding

  • Sykes rating

A lovely one-bedroom holiday home resting in Weymouth, Dorset. Romantic. Off-road parking. Private garden. Near a beach. Dorchester 10.2 miles; Bridport 18.8 miles. (Ref. 1092449)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Dishwasher
  • Washing machine


for 3 nights From $658

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An outdoor wooden deck with seating and table in front of a pod-style building with string lights and trees at Maple in Wootton Fitzpaine near Charmouth
25
Wootton Fitzpaine near Charmouth, Dorset, DT6
  • Sleeps5
  • Bedrooms2
  • Pet FriendlyYes

    4.9★

    Outstanding

  • Sykes rating

Maple is a well-appointed, two-bedroom pod enjoying rural views in Wootton Fitzpaine near Charmouth, Dorset. Countryside views. Pet-friendly. Open-plan living. Lyme Regis 4.8 miles; Axminster 6.1 miles; Bridport 6.7 miles. (Ref. 1143104)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher


for 3 nights From $610

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Stone building exterior with arched entrance and black door at Coram Lodge in Lyme Regis
14
Lyme Regis, Dorset, DT7
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    4.7★

    Outstanding

  • Sykes rating

A Grade II listed apartment resting in Lyme Regis, Dorset. Couples’ getaway. Town centre location. Close to a beach. Charmouth 3.2 miles; Seaton 7.7 miles; Beer 9.5 miles. (Ref. 1105779)

  • Pet friendly (extra charges may apply)
  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine


for 3 nights From $672

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A living room with a gray sofa and wooden coffee table and a dining room with a table and chairs at Wolf Cottage in Weymouth
38
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.8★

    Outstanding

  • Sykes rating

A stylish and contemporary period home near Brewers Quay, Weymouth. Stylish. Close to beach. Courtyard with furniture. Close to local amenities. Dorchester 8.4 miles; Bridport 22.1 miles. (Ref. 1109892)

  • Pets go free
  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 3 nights From $790

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A small white house with a grey roof next to a narrow river and a wooden fence at The Bolthole in Lyme Regis
22
Lyme Regis, Dorset, DT7
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.8★

    Outstanding

  • Sykes rating

An attractive holiday cottage enjoying a riverside setting a short walk from Lyme Regis in Dorset. Woodburning stove. Great views. WiFi. Lyme Regis 0.4 miles; Axminster 5.4 miles; Seaton 8 miles; Weymouth 28.5 miles. (Ref. 1105899)

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


for 3 nights From $678

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A wooden cabin with solar panels on the roof and a fenced wooden deck outside at The Hideaway in Eype
25
Eype, Dorset, DT6
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.7★

    Outstanding

  • Sykes rating

The Hideaway is a charming, two-bedroom holiday lodge resting in Eype, Dorset. In the Dorset AONB. Close to beach. Close to amenities. Open plan. Bridport 2.1 miles; Lyme Regis 9.6 miles; Seaton 17.6 miles. (Ref. 1139899)

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


for 3 nights From $692

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A mobile home with a deck and steps at Foxglove 4 Ringwood
Offer New property
29
Oakdene Forest Park near Ferndown, Dorset, BH24
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    3.3★

  • Sykes rating

Foxglove 4, a agreeable caravan in Oakdene Forest Park near Ferndown, Dorset, has an open-plan layout and on-site facilities including a swimming pool. Bournemouth 11.7 miles; Poole 11.7 miles; Weymouth 37.3 miles. (Ref. 1205040)

  • Pets go free
  • Wi-fi
  • Ground floor bedroom

  • 25% off - Tue 28th Jul to 1st Nov 2026


for 3 nights From $639

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A row of attached houses with one blue house covered in climbing plants and flowers in front at Fenders Brewers Quay Harbour
30
Brewers Quay Harbour, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.5★

    Outstanding

  • Sykes rating

Delightful terraced cottage. Central Weymouth location. Close to Harbour and beach . sleeping 4. Enclosed garden. WiFi. Weymouth beach just 10 minutes away. (Ref. 998253)

  • Pets go free
  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 3 nights From $797

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A living room with two gray sofas a colorful rug a wooden coffee table and a wall-mounted television at Anchor Cottage in Brewers Quay Harbour
30
Brewers Quay Harbour, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.6★

    Outstanding

  • Sykes rating

A delightful 3 storey fishermans cottage that has been beautifully restored in the harbour area of Weymouth. (Ref. 993928)

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


for 3 nights From $1950

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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
  • Pet FriendlyYes

    4.8★

    Outstanding

  • Sykes rating

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

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


for 3 nights From $797

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A street view of brick terraced houses with windows and front doors under a blue sky at Victoria House in Weymouth
37
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

    4.6★

    Outstanding

  • Sykes rating

Victoria House is a pleasant holiday home resting in the coastal town of Weymouth in Dorset. Public car parking. Over three floors. Near amenities. Dorchester 8 miles; Bridport 20.2 miles. (Ref. 1148491)

  • Wi-fi


for 3 nights From $670

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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, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.6★

    Outstanding

  • Sykes rating

A neat, first-floor apartment set overlooking the Pavillion on Weymouth seafront. Excellent location. Smart TV. WiFi. Dorchester 7.4 miles; Bridport 18.8 miles. (Ref. 1123724)

  • Wi-fi


for 3 nights From $711

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Front of a white building with black door and window frames flowers in front at Harbour Reach Brewers Quay Harbour
36
Brewers Quay Harbour, Dorset, DT4
  • Sleeps5
  • Bedrooms3
  • Pet FriendlyYes

    4.6★

    Outstanding

  • Sykes rating

Stylish fisherman’s cottage just a few minutes’ walk from Old Harbour in Weymouth. Beach 1 mile. Harbour, shop and pub 5 min. Welcomes one dog. Poole 33 miles. (Ref. 1058438)

  • Pets go free
  • Wi-fi
  • Dishwasher
  • Washing machine


for 3 nights From $815

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The front door of Clematis House next to a pathway with flowers and a street lamp in Charlton Down near Dorchester
24
Charlton Down near Dorchester, Dorset, DT2
  • Sleeps5
  • Bedrooms3
  • Pet FriendlyNo

    4.7★

    Outstanding

  • Sykes rating

A charming semi-detached house resting in Charlton Down, Dorset. Enclosed garden. Private parking. WiFi. Open-plan. Family-friendly. Godmanstone 2.7 miles; Dorchester 3.9 miles; Weymouth 12.9 miles. (Ref. 1076739)

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


for 3 nights From $716

Last booked 2 days ago
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