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Dorset Holiday Cottages

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Your Dorset search returned 1,031 cottages

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Front entrance of Bay View Hotel with brick buildings and ivy on walls in Weymouth
49
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

One @ No36 is a delightful duplex apartment with the beach on your doorstep, with the convenience of off-road parking, in Weymouth, Dorset. Dorchester 7.8 miles; Bridport 19.1 miles. (Ref. 1162201)

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


for 7 nights £771

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A brick house with a tiled roof and white doors and windows surrounded by a garden with plants and shrubs at Thorncroft in West Bay
29
West Bay, Dorset, DT6
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

A charming chalet-style bungalow resting within the town of West Bay. WiFi. Off-road parking. Weymouth 17.8 miles. (Ref. 1013337)

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


for 7 nights £740

Last booked yesterday
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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

    4.6★

    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 £1355

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A stone and brick cottage with a tiled roof and a small garden beside a road at Way's Forge in Piddlehinton
24
Piddlehinton, Dorset, DT2
  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

Located in countryside village of Piddlehinton, Way’s Forge is a lovely cosy holiday retreat. Sleeps 3 people. Garden. Welcomes 2 dogs. Shop 2-3 miles. Pub 2 min. Dorchester 6 miles. (Ref. 994768)

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


for 7 nights £508

Last booked 2 days ago
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An outdoor area with seating and plants at Melanie's Cottage in Brewers Quay Harbour
24
Brewers Quay Harbour, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

Melanie's Cottage is a lovely mews-style holiday home located in Brewers Quay Harbour, Weymouth. Allocated parking. WiFi. Close to beach and amenities. Dorchester 8.5 miles; West Lulworth 17.4 miles. (Ref. 1146011)

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

  • £130 off - Sat 28th Mar to 4th Apr 2026


for 7 nights £703

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A rocky shoreline with a small beach a stone wall and garden plants at Weymouth Bay Apartment A in Weymouth
49
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

A lovely two-bedroom, ground-floor apartment resting in Weymouth, Dorset. Near a beach. Close to amenities. Romantic. Ground-floor. Dorchester 7.5 miles; Bridport 20.5 miles. (Ref. 1083146)

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


for 7 nights £654

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Three modern two story houses with green window frames and stone wall facades with a paved driveway and some plants at Pebbles Reach in Fortuneswell
42
Fortuneswell, Dorset, DT5
  • Sleeps7
  • Bedrooms3
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

An attractive, terraced, three-storey house near Chesil Beach in Fortuneswell, Dorset. Off-road parking. Dog-friendly. Enclosed terrace. Smart TV. Bedroom with en-suite. Weymouth 4.6 miles. (Ref. 1091335)

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


for 7 nights £703

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A pink two-story house with multiple windows a white door and a wooden gate in front at Seagull Cottage in Lyme Regis
23
Lyme Regis, Dorset, DT7
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

An idyllic cottage nestled in Lyme Regis, Dorset. Woodburning stove. Private parking. Rear patio with furniture. Close to beach. Pet-friendly. Axminster 5.7 miles; Bridport 9.4 miles; Sidmouth 15.7 miles. (Ref. 1111112)

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


for 7 nights £977

Last booked yesterday
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A white house with solar panels on the roof a lawn and a gravel garden at The White House in Weymouth
35
Weymouth, Dorset, DT3
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

This fabulous three-bedroom abode resides in Weymouth, Dorset. Sea glimpses. Smart TV. Open-plan. Near an AONB. Dorchester 7 miles; Bridport 19.5 miles. (Ref. 1125198)

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


for 7 nights £624

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Boats docked in a harbor in front of buildings including Old Coastguard Apartment 2 in Weymouth
30
Weymouth, Dorset, DT4
  • Sleeps8
  • Bedrooms3
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

On Weymouth Harbourside this is an extraordinarily spacious apartment, sleeps 8, tastefully renovated, Large en-suite showers to all rooms, harbour views, WiFi. (Ref. 994463)

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


for 7 nights £1043

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A blue two-story building with bay windows and white doors on a brick street at Tradewinds Brewers Quay Harbour
17
Brewers Quay Harbour, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

Situated in front of the Old Harbour in Weymouth, Tradewinds is perfect base for couples. Walking distance to town centre. Pub, shop 5 min. Beach 10 min. Dorchester 8.3 miles. (Ref. 994737)

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


for 7 nights £734

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An outdoor patio area with tables, chairs, and flower beds outside cream walls with blue doors and windows at The Compass in Swanage
24
Swanage, Dorset, BH19
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

Lovely apartment nestled in the thriving Dorest town of Swanage. Open-plan. WiFi. Designated parking space. Shop and pub 2 mins walk. Jurassic Coast. (Ref. 979371)

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


for 7 nights £398

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A backyard with potted plants gravel ground and a wooden house with solar panels on the roof at The Dairy in Bridport
32
Bridport, Dorset, DT6
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A sympathetically converted barn on the outskirts of Uploders near Bridport in Devon. Open-plan. Stylish. Woodburning stove. Uploders 0.9 miles; Bridport 2.8 miles; West Bay 4.2 miles Lyme Regis 13.3 miles. (Ref. 1106581)

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


for 7 nights £597

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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
  • PetsYes

    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)

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


for 7 nights £599

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A row of modern brick and beige townhouses with balconies and large windows behind a green hedge at Kiama in Weymouth
30
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A well-positioned, three-storey property resting in Weymouth, Dorset. Sea views. Close to amenities and the beach. Enclosed garden. Elevated position. Dorchester 8.9 miles; Bridport 20.6 miles. (Ref. 1118939)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights £677

Last booked yesterday
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A balcony with a table and chairs overlooking a garden and sea at The View in Weymouth
46
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

The View is a charming, three-storey house resting near the beach in Weymouth, Dorset, boasting stunning sea views, a balcony, and off-road parking. Dorchester 8.9 miles; Bridport 19.2 miles. (Ref. 1173086)

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


for 7 nights £681

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A living room with leather sofas glass coffee table and large windows overlooking a marina at Harbourside Haven Penthouse 1 in Weymouth
16
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.4★

    Good

  • Sykes rating

An immaculate penthouse apartment resting in the centre of Weymouth, Dorset. WiFi. Views over the marina. Off-road parking. Dorchester 8.4 miles; Bridport 20.5 miles. (Ref. 1059266)

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


for 7 nights £609

Last booked yesterday
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Stone cottages with gravel courtyard and greenery at Coombe Orchard in Swanage
17
Swanage, Dorset, BH19
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Perfect cottage for 2, close to Swanage, Open plan living area for two people, dog friendly. Excellent location for local coastal walks. (Ref. 994113)

  • Off-road parking
  • Ground floor bedroom
  • Baby-friendly


for 7 nights £439

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A dining room with a table set for six near large windows overlooking a marina and the sea at Halyards La Casa Lyme Regis
19
Lyme Regis, Dorset, DT7
  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

A delightful top floor flat in Lyme Regis, Dorset. Sea view. Close to a beach. Close to the town centre. Charmouth 3.5 miles; Seaton 8 miles; Beer 9.8 miles. (Ref. 1106135)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights £663

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A living room with sofas and a fireplace at Otter Cottage in Weymouth
23
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

A boutique, period home moments from Weymouth's iconic harbour. Dorchester 8.3 miles; Bridport 18.9 miles (Ref. 1177943)

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


for 7 nights £692

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