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Dorset Holiday Cottages

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Your Dorset search returned 1,029 cottages

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A row of attached houses with brick and beige facades on a street with sidewalks at Globe Cottage in Weymouth
27
Weymouth, Dorset, DT4
  • Sleeps7
  • Bedrooms3
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

Three bedroom terraced property in central Weymouth. Open plan living area. (Ref. 1095056)

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


for 7 nights £779

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A living room with a beige sectional sofa and colorful cushions a wicker coffee table a small round white table with baked goods a lamp a chair with a pillow a dining area with wooden chairs and a table at Winkle Cottage in Weymouth
38
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

Winkle Cottage is a wonderful holiday home, set over three floors, situated in the popular coastal town of Weymouth in Dorset by the historic harbour. Dorchester 8.5 miles; Bridport 19.3 miles. (Ref. 1140944)

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


for 7 nights £647

Last booked yesterday
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A stone house with diamond lattice windows and a green door surrounded by trees at Warmwell Lodge in Warmwell
28
Warmwell, Dorset, DT2
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

Lovely early Victorian style Grade II listed cottage set in Warmwell village. Sleeps four guests. Garden. Welcomes two small dogs. Pub 3 miles. Shop 2 miles. Dorchester 6 miles. (Ref. 994760)

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


for 7 nights £587

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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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A brick terraced house with a blue door and blue metal fence in front at Melanies Cottage Brewers Quay Harbour
27
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


for 7 nights £723

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Front view of a brick house with decorated windows and a black door with red steps and a driveway at Gone Fishing in Brewers Quay Harbour
32
Brewers Quay Harbour, Dorset, DT4
  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.5★

    Outstanding

  • Sykes rating

Four bedroom semi-detached property in Weymouth. WiFi. Off road parking two cars. Large patio. (Ref. 994226)

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


for 7 nights £966

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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 £625

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An exterior view of a two-story house with a gray front door and white walls surrounded by plants and shrubs at Whiteleaf Cottage in Lyme Regis
21
Lyme Regis, Dorset, DT7
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.5★

    Outstanding

  • Sykes rating

Whiteleaf Cottage is a charming, two-bedroom dwelling residing in Lyme Regis, Dorset. Open-plan. Close to amenities and a beach. In an AONB. Charmouth 3 miles; Axminster 5.4 miles; Bridport 9.7 miles; Sidmouth 15.8 miles. (Ref. 1133296)

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


for 7 nights £578

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An outdoor area with a round hot tub surrounded by potted plants and a seating area with chairs and an umbrella at Kingeswic Cottage in Weymouth
21
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

This homely holiday cottage rests in Wyke Regis in Weymouth in Dorset. Pet-friendly. Nearby beach. Ideal for families. Isle of Portland 4.7 miles; Dorchester 9.4 miles; Bridport 18 miles. (Ref. 1050977)

  • Wi-fi
  • Hot Tub
  • Dishwasher
  • Baby-friendly


for 7 nights £698

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A large stone manor house with bay windows and ivy on the walls with a garden and small pond in front at Milton Manor in Milton On Stour
82
Milton On Stour, Dorset, SP8
  • Sleeps33
  • Bedrooms14
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

This stunning historic manor nestles in the heart of Milton on Stour, Dorset. Woodburner. Enclosed garden. Hot tub. Pet-friendly. Shaftesbury 7.5 miles. (Ref. 1026929)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room

  • 5% off - Fri 7th Mar 2025 to 30th Apr 2026


for 7 nights £5622

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An outdoor patio area with a white metal table and chairs set with plates and glasses next to a stone house with flowering bushes at High Trees in Lyme Regis
39
Lyme Regis, Dorset, DT7
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

A semi-detached bungalow resting in Lyme Regis, Dorset. Sea view. Close to a beach. Close to the town centre. Pet-friendly. Charmouth 2.7 miles; Seaton 8 miles; Beer 9.8 miles. (Ref. 1106040)

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


for 7 nights £645

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A stone cottage with a wooden door and white framed windows with a stone wall and gate in front at Blueberry Cottage in Sutton Poyntz
28
Sutton Poyntz, Dorset, DT3
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

An enchanting refurbished cottage in the centre of the lovely village of Sutton Poyntz. Fully furnished and comfortable. Sunny patio garden. WiFi. Weymouth 4 miles. (Ref. 994009)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights £458

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A wooden house with skylights and a small garden area surrounded by trees at Roman Lodge in Osmington
31
Osmington, Dorset, DT3
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.5★

    Outstanding

  • Sykes rating

A bright and airy lodge resting in Osmington near Preston, Dorset. Open-plan. Close to beach. Pet-friendly. Weymouth 5.4 miles; Poole 23.4 miles; Bournemouth 29.1 miles. (Ref. 1093891)

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


for 7 nights £720

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An outdoor view of a brick building with windows and a door at Mutiny House, Brewers Quay Harbour
31
Brewers Quay Harbour, Dorset, DT4
  • Sleeps7
  • Bedrooms4
  • PetsNo

    4.3★

    Good

  • Sykes rating

Mutiny House is situated in a harbourside location in Weymouth. Perfect for a family or group of friends. WiFi. Pub and shop 5 min. Beach 1 mile. Dorchester 8.5 miles. (Ref. 994414)

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


for 7 nights £776

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A garden with a shed and a bench overlooking a body of water at Harbour View Mudeford in Christchurch
26
Christchurch, Dorset, BH23
  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

Luxury coastal ground floor property, located on Fishermans Bank, Mudeford. Amazing views of Christchurch Harbour. En-suite master room. Pet-friendly. Shop 0.9 miles, pub 0.3 miles. (Ref. 1006623)

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

  • £400 off - Tue 30th Dec 2025 to 7th Jan 2026


for 7 nights £810

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A white semi detached house with blue doors and a blue fence under a clear sky at Ashwood Brewers Quay Harbour
22
Brewers Quay Harbour, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.4★

    Good

  • Sykes rating

Modern 3 Storey house. Close to the Harbour, Newton’s Cove and Brewers Quay. WIFI. Parking for one car. 5 minutes to local shop. 15 minute walk to town centre. (Ref. 993939)

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


for 7 nights £786

Last booked yesterday
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A street view of stone and white painted houses with multiple windows and doors at 24 Mill Green in Lyme Regis
14
Lyme Regis, Dorset, DT7
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.5★

    Outstanding

  • Sykes rating

A seaside cottage resting in Lyme Regis, Dorset. Woodburning stove. Beach within walking distance. Town centre location. Charmouth 3 miles; Seaton 8.1 miles; Devon 37.4 miles. (Ref. 1106142)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights £851

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A stone cottage with a glass conservatory and a garden with flowers and trees at Grazeland Cottage in Bridport
28
Bridport, Dorset, DT6
  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

Perfect cottage to base yourself surrounded by the beautiful Dorset countryside. Ideal for elderly and families as all on one level. Off road parking and wifi (Ref. 994231)

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


for 7 nights £564

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The exterior of a modern building with two doors numbered 6 and 7 and a balcony with glass panels above Apartment 7 in West Bay
24
West Bay, Dorset, DT6
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

A charming ground-floor apartment settled in the quaint harbour settlement of West Bay, Dorset. Open-plan. Off-road parking. Close to the beach. Washing machine. Bridport 1.9 miles; Lyme Regis 11.3 miles. (Ref. 1002685)

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


for 7 nights £828

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A kitchen with yellow stools and blinds with wooden floor and countertop at Seashore in Lyme Regis
17
Lyme Regis, Dorset, DT7
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A quaint apartment over three floors within a short walk of Lyme Regis in Dorset. Great location. Stylish. Romantic. WiFI. Lyme Regis 0.1 miles; Axminster 5.6 miles; Seaton 7.9 miles; Bridport 9.8 miles; Abbotsbury 19 miles. (Ref. 1106571)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights £469

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