Preston Holiday Cottages

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Your Preston, Dorset search returned 376 cottages

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A lighthouse and white buildings with a stone wall and grassy area at Old Higher Lighthouse Branscombe Lodge Portland Bill
40
Portland Bill, Dorset, DT5
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

Charming detached Grade II listed lighthouse cottage at Portland Bill on Dorset's Jurassic Coast. Upside down accommodation with sensational sea views. Shared access to Lighthouse observatory. Shared use of heated pool and Jacuzzi. (Ref. 12497)

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


for 7 nights $808

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An outdoor patio with wooden table and chairs in a grassy area beside a brick building at Woodlands Cottage in Ringstead
29
Ringstead, Dorset, DT2
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.1★

    Good

  • Sykes rating

Three bedroomed bungalow located just half a mile from Ringstead Beach. A large garden, welcomes 2 dogs, a good base for walking the coast path. (Ref. 994807)

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


for 7 nights $711

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A harbor with boats docked next to a row of buildings by the water at Monarch in Brewers Quay Harbour
39
Brewers Quay Harbour, Dorset, DT4
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A delightful, romantic bolthole in the third-floor in Weymouth, Dorset. Balconies. Romantic. Sea views. Close to beach. Close to local amenities. Dorchester 8.3 miles; Bridport 19.1 miles. (Ref. 1078324)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights $707

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Stone cottage house with white door and windows surrounded by bushes at The Old Reading Room in Langton Herring
40
Langton Herring, Dorset, DT3
  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.1★

    Good

  • Sykes rating

A charming semi-detached cottage in Dorset Village of Langton Herring, close to the Jurassic coast Upside down living, WiFi. Welcomes 1 well behaved dog. (Ref. 994488)

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


for 7 nights $946

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A rocky jetty and small sandy beach by the sea with a garden and gated walkway in the foreground at Weymouth Bay Apartment B in Greenhill
32
Greenhill, Dorset, DT4
  • Sleeps7
  • Bedrooms3
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

First floor comfortable apartment sleeping up to 7 people close to the beach in Weymouth. Welcomes two dogs. Shared garden. Beach 2 min. Shop 10 min. Pub 5 min. Dorchester 7.6 miles. (Ref. 994772)

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


for 7 nights $788

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A dining area with a glass table set with plates wine glasses bread and flowers overlooking a living room with black sofas and large window at Harbourside Haven Penthouse 2 in Weymouth
16
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

A marvellous third-floor penthouse situated overlooking the harbour in Weymouth, Dorset. Underfloor heating. Smart TV. Allocated Off road parking. Dorchester 8.4 miles; Bridport 20.5 miles. (Ref. 1059267)

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


for 7 nights $858

Last booked yesterday
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A house with plants in the front at Farthings in Weymouth
23
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsNo

  • Sykes rating

Farthings is a homely, semi-detached holiday cottage located along the coast in Weymouth, Dorset, with off-road parking and a short walk to a beach. Dorchester 7.6 miles; Bridport 19.7 miles. (Ref. 1174458)

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


for 7 nights $962

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A brick house with a black front door and three windows with gravel and plants in the front garden at The Pines in Weymouth
28
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

Tucked in a quiet location in Weymouth, The Pines is a modern holiday home for families or couples. Welcomes two dogs. Pub and shop 10 mins. Beach 1 mile. Dorchester 9 miles. (Ref. 994549)

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


for 7 nights $830

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A waterfront with boats and buildings including Buccaneer Cottage at Brewers Quay Harbour
23
Brewers Quay Harbour, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.4★

    Good

  • Sykes rating

Pretty cottage in the heart of Weymouth. Harbour views. Near to local amenities and town centre. Close to Weymouth Beach. WiFi. Pets welcome. Dorchester 8.5 miles. (Ref. 994047)

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


for 7 nights $950

Last booked 2 days ago
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A modern residential area with brick and stone buildings a driveway and a streetlamp at Sea Gem in Castletown Portland
43
Castletown, Portland, Dorset, DT5
  • Sleeps7
  • Bedrooms4
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

A spacious, three-storey house settled in Castletown, Portland, Dorset. Private parking. Bedrooms with en-suite. Smart TVs. Enclosed courtyard. Close to amenities and beach. Pet-free. Weymouth 4.8 miles; Dorchester 12.4 miles. (Ref. 1107230)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher


for 7 nights $1210

Last booked 8 hours ago
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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

    4.5★

    Outstanding

  • 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 $865

Last booked yesterday
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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 $784

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An aerial view of a building with a gravel driveway a parked car a fenced garden area and pathways surrounded by trees at Casterbridge Upwey near Weymouth
33
Upwey near Weymouth, Dorset, DT3
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

Superb, modern semi-detached holiday cottage, one of five on-site, on the edge of the Dorset village of Upwey, near Weymouth. Tastefully furnished. En-suite, Smart TVs. Dog-friendly. Short drive to Weymouth beach. Weymouth 3.5 miles. (Ref. 932161)

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


for 7 nights $907

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Exterior of a single story cottage with two windows and a wooden door with plants in pots outside at Toll Lodge in Frampton
23
Frampton, Dorset, DT2
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

A wonderful cosy 2-bedroom ground floor annex, welcomes 1 dog, Wifi, Wood burner, Close to Country walks, 4 miles to Dorchester, 9 Miles to Weymouth. (Ref. 994729)

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


for 7 nights $627

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A living room with sofas a patterned rug a TV and a fireplace at Brewers House in Weymouth
38
Weymouth, Dorset, DT4
  • Sleeps7
  • Bedrooms4
  • PetsNo

    4.4★

    Good

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

A tasteful, three-storey Victorian terrace cottage in the popular Dorset resort of Weymouth. Central location. WiFi. Near Dorset AONB. (Ref. 1002126)

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


for 7 nights $1082

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A living room with a TV on a white stand and a black sofa with animal print cushions at Sunny Days in Weymouth
24
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

Modern refurbished terraced cottage in Weymouth, sleeping 4, short walk to the beach and town, WiFi, Off road parking for 1 car. (Ref. 994696)

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


for 7 nights $678

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A living room with teal sofas a wooden coffee table a television on a corner stand and a dining area with wooden chairs at Louisa Cottage Brewers Quay Harbour
23
Brewers Quay Harbour, Dorset, DT4
  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.4★

    Good

  • Sykes rating

Beautiful and spacious cottage over three floors in Weymouth. Next to the Old Harbour and close to town centre. Beach 1 mile. Pub and shop 5 min. Beach 1 mile. Dorchester 8.5 miles. (Ref. 994354)

  • Wi-fi
  • Washing machine
  • Baby-friendly


for 7 nights $746

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A brick house with a brown door and windows a driveway wooden benches and a garage at Chickerell House Weymouth
32
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

Chickerell House is a pleasant, detached holiday home resting in the seaside town of Weymouth, Dorset. Ground-floor living. Near to shop and pub. En-suite. Dorchester 8.5 miles; Bridport 17.5 miles. (Ref. 1152691)

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


for 7 nights $833

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A living room with sofas and cushions near glass doors with curtains and a rug at Admirals Retreat in Weymouth
25
Weymouth, Dorset, DT4
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.4★

    Good

  • Sykes rating

Perfect couples retreat with WIFI. Located in The Nothe in Weymouth, surrounded by beauitful walks and moments from the harbour. (Ref. 993912)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights $661

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Stone cottage with thatched roof behind a metal gate and garden at Lychgate Cottage Osmington
42
Osmington, Dorset, DT3
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.3★

    Good

  • Sykes rating

Two bedroomed coastal village location. Accepts two dogs. Lawned garden. Beamed ceilings. (Ref. 994364)

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


for 7 nights $814

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