Chiswell On Portland Holiday Cottages

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Your Portland, Dorset search returned 340 cottages

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A sitting area with two chairs a footstool and plantation shutters by a bay window overlooking a waterfront at Low Tide Weymouth
40
Weymouth, Dorset, DT4
  • Sleeps10
  • Bedrooms5
  • PetsNo

    3.9★

    Good

  • Sykes rating

Sleeps 10, fully renovated 5 storey Georgian sea front house, Large TV, sea views, 3 en-suite bedrooms, less than 50m to the beach. WiFi. (Ref. 1001820)

  • Wi-fi
  • Dishwasher
  • Baby-friendly

7 nights from £1488

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Row of three connected houses with two having painted facades and one with pebble dash exterior
19
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsNo

    3.3★

  • Sykes rating

Ocean Swell is a lovely cottage for families or friends in Weymouth. Close to the town centre. WiFi. Shop and pub 5 min. Beach 1 mile. Dorchester 8.5 miles. (Ref. 994710)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £631

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A mobile home with a deck and stairs at The Hideaway in Portesham
37
Portesham, Dorset, DT3
  • Sleeps4
  • Bedrooms3
  • PetsNo

    4.5★

    Outstanding

  • Sykes rating

A wonderful holiday home resting on the outskirts of Portesham, Dorset. Countryside views. Open-plan living. Barbecue. Decking. Weymouth 8 miles; Dorchester 8 miles. (Ref. 1127855)

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

7 nights from £399

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An outdoor area with a table, bottle and glasses at Sea Spray in Bowleaze
22
Bowleaze, Dorset, DT3
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.0★

    Good

  • Sykes rating

Sea Spray is a pleasant, open-plan holiday home perched on the edge of Bowleaze, Dorset, enjoying sea views and a short walk to a beach and a pub. Weymouth 2.1 miles; Dorchester 6.8 miles; Yeovil 27.5 miles. (Ref. 1174075)

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

7 nights from £556

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A brick residential building with white front doors and windows surrounded by shrubs at 2 Bathsheba Terrace in Dorchester
28
Dorchester, Dorset, DT1
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

A charming two-bedroom holiday home settled in Dorchester, Dorset. Washing machine. Enclosed garden. Gas fire. Close to amenities. Weymouth 8.9 miles; West Bay 17.3 miles. (Ref. 1096658)

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

7 nights from £429

Last booked 2 days ago
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A pedestrian street with terraced houses featuring bay windows and doors with plants in pots along the pavement at Picardy Cottage in Weymouth
43
Weymouth, Dorset, DT4
  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.5★

    Outstanding

  • Sykes rating

A contemporary three-storey holiday home settled in the heart of Weymouth, Dorset. Enclosed courtyard. Close to the beach. Pet-free. Dorchester 7.9 miles; Bridport 20.1 miles. (Ref. 1088903)

  • Wi-fi
  • Dishwasher

7 nights from £734

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A red brick building with blue doors and white framed windows at Old Malthouse Apartment in Weymouth
18
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsYes

  • Sykes rating

Old Malthouse Apartment, a practical apartment in the town of Weymouth, Dorset, with a Smart TV and is a short stroll to the beach, harbour, pub and shop. Dorchester 8.1 miles; Bridport 19.3 miles. (Ref. 1175711)

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

7 nights from £722

Last booked yesterday
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An outdoor hot tub next to a blue house with glass doors and a garden with grass and bushes at Fisherman's Cottage in Southwell
25
Southwell, Dorset, DT5
  • Sleeps6
  • Bedrooms3
  • PetsNo

  • Sykes rating

A historic, 18th-century cottage resting in Portland, Dorset. Sea views. Character features. Hot tub. Near a pub. Easton 1.5 miles; Chiswell 3 miles; Weymouth 8 miles. (Ref. 1122551)

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

7 nights from £766

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A patio area with a yellow barbecue grill a dining table with chairs and a wooden fence at Mellstock in Nottington near Weymouth
40
Nottington near Weymouth, Dorset, DT3
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.0★

    Good

  • Sykes rating

Mellstock is a charming property resting in Nottington near Weymouth, Dorset. Dog-friendly. Off-road parking. Shared garden. Barbecue. Family-friendly. Weymouth 3.4 miles; Dorchester 6.4 miles; Fortuneswell 7.1 miles. (Ref. 1105443)

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

7 nights from £522

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A brick semi detached house with a driveway garage and stairs leading to a gate at Dotties Retreat in Weymouth
46
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.0★

    Good

  • Sykes rating

Dotties Retreat, a lovely, three-storey abode located in the seaside town of Weymouth, Dorset. Near beach. Off-road parking. Enclosed garden. Pet-friendly. Dorchester 8.7 miles; Bridport 18.8 miles. (Ref. 1157026)

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

7 nights from £792

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Exterior view of a row of houses with bay windows a blue door and a plant in a pot at The Shambles in Fortuneswell
25
Fortuneswell, Dorset, DT5
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.4★

    Good

  • Sykes rating

A well-presented two-bedroom cottage resting in Fortuneswell in Dorset. Near a beach. Close to amenities. Woodburning stove. Wakeham 1.9 miles; Weymouth 5.2 miles; Abbotsbury 11.9 miles. (Ref. 1082838)

  • Wi-fi
  • Dishwasher

7 nights from £607

Last booked 2 days ago
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View of residential buildings a tree and a driveway seen through a window with a black railing at Crows Nest in Fortuneswell
19
Fortuneswell, Dorset, DT5
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.0★

    Good

  • Sykes rating

Crows Nest is a charming, reverse-level cottage in the seaside village of Fortuneswell, Dorset on the Jurassic Coast and close to amenities and a beach. Weymouth 5.7 miles; Dorchester 12.7 miles; West Bay 20.3 miles. (Ref. 1162358)

  • Wi-fi
  • Ground floor bedroom

7 nights from £621

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A building with windows and a door at Lily's Pad in Weston, Portland
25
Weston, Portland, Dorset, DT5
  • Sleeps5
  • Bedrooms2
  • PetsYes

  • Sykes rating

Lily's Pad is an intimate apartment in Weston, Dorset, with ground-floor living and is close to the picturesque coastline, alongside several amenities. Fortuneswell 1.7 miles; Weymouth 6.6 miles; Dorchester 14.5 miles; West Bay 22 miles. (Ref. 1173596)

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

7 nights from £361

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Exterior view of a multi-story building with beige brick walls and blue glass balconies at Nautica in Weymouth
15
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    3.6★

    Good

  • Sykes rating

A contemporary second-floor apartment set within the town of Weymouth, Dorset. Close to the close. Balcony with views. Dorchester 8.4 miles; Bridport 19.2 miles; Bournemouth 37.1 miles. (Ref. 1052595)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £494

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A row of terraced houses with colorful doors and windows along a street with railings and street lamps at Belvedere Cottage in Weymouth
43
Weymouth, Dorset, DT4
  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.0★

    Good

  • Sykes rating

Belvedere Cottage is a delightful holiday home nestled in the town of Weymouth, Dorset. Enclosed garden. En-suite. Close to beach. Near amenities. Dorchester 8.2 miles; Bridport 20.3 miles. (Ref. 1147966)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £782

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A row of cottages with wooden fences and outdoor furniture at Emminster in Nottington near Weymouth
33
Nottington near Weymouth, Dorset, DT3
  • Sleeps4
  • Bedrooms2
  • PetsYes

  • Sykes rating

Emminster is a lovely abode resting in Nottington near Weymouth, Dorset. Dog-friendly. Off-road parking. Shared garden. Barbecue. Family-friendly. Weymouth 3.4 miles; Dorchester 6.4 miles; Fortuneswell 7.1 miles. (Ref. 1105445)

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

7 nights from £570

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An outdoor hot tub with water and jets next to a wall with ivy and a door at Pebble Reef in Easton Portland
36
Easton, Portland, Dorset, DT5
  • Sleeps6
  • Bedrooms3
  • PetsNo

    3.6★

    Good

  • Sykes rating

A lovely three-bedroom cottage perched in Easton, Dorset. Smart TV. Near a beach. Electric fire. Close to amenities. Enclosed garden. Weymouth 7 miles. (Ref. 1122341)

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

7 nights from £664

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A street view of two attached brick houses with windows and a trimmed hedge at 18 Chamberlaine Road in Weymouth
31
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsYes

    2.8★

  • Sykes rating

18 Chamberlaine Road is a lovely and welcoming abode, near a beach, situated in the heart of Weymouth, Dorset, only a short walk to a local shop and pub. Dorchester 9.3 miles; Bridport 17.8 miles. (Ref. 1161457)

  • Wi-fi
  • Washing machine

7 nights from £401

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A garden with leafless trees and a small fence next to a stone and white brick building with solar panels on the roof at Carnotze in Owermoigne
18
Owermoigne, Dorset, DT2
  • Sleeps2
  • Bedrooms1
  • PetsYes

    3.6★

    Good

  • Sykes rating

This rustic, single-storey holiday cottage rests in Owermoigne near Broadmayne, Dorset. Private parking. Pet-friendly. Romantic. Dorchester 6.8 miles; Weymouth 9 miles; Swanage 20.2 miles; Bridport 21.6 miles. (Ref. 1126079)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Ground floor bedroom

7 nights from £367

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The front door of a blue and white house with two blue pots containing plants and a blue wooden planter in front at Cove Cottage Hideaway in Chiswell On Portland
36
Chiswell On Portland, Dorset, DT5
  • Sleeps2
  • Bedrooms1
  • PetsNo

    3.3★

  • Sykes rating

Cove Cottage Hideaway is a romantic, terrace abode near the coast in Chiswell on Portland, Dorset. Close to amenities and beach. Sea Views. Romantic. Weymouth 5.2 miles. (Ref. 1150238)

  • Wi-fi

7 nights from £614

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