Weekend Breaks in Weymouth

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Your Weymouth, Dorset search returned 310 cottages

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A corner with two purple chairs and a round glass table by windows with shutters overlooking the beach at High Tide in Weymouth
31
Weymouth, Dorset, DT4
  • Sleeps10
  • Bedrooms5
  • PetsNo

    3.7★

    Good

  • Sykes rating

Beautiful, Georgian seafront house, nestled in the lively town of Weymouth. Sea views. En-suite bedrooms. WiFi. Beach less than 50 metres away. (Ref. 1006583)

  • Wi-fi
  • Dishwasher
  • Baby-friendly


for 3 nights $2099

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A restaurant building with outdoor seating at The Beach Condo in Weymouth
46
Weymouth, Dorset, DT4
  • Sleeps8
  • Bedrooms3
  • PetsNo

  • Sykes rating

The Beach Condo, a quaint duplex apartment over three floors, in the heart of Weymouth in Dorset features stunning sea vistas, and a nearby beach and pub. Dorchester 7.8 miles; Bridport 19.1 miles. (Ref. 1176421)

  • Wi-fi
  • Dishwasher


for 3 nights $1281

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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
  • PetsYes

    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


for 3 nights $1097

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A white two-story building with a blue door and black framed windows labeled Neptune Cottage in Fortuneswell
20
Fortuneswell, Dorset, DT5
  • Sleeps5
  • Bedrooms3
  • PetsYes

    3.8★

    Good

  • Sykes rating

Neptune cottage situated in the Isle of Portland is very cosy and comfortable. Perfect for dog walks. Beach 2 min. Welcomes two dogs. Pub 5 min, shop 10 min. Weymouth 5 miles. (Ref. 994425)

  • Dishwasher
  • Washing machine
  • Baby-friendly


for 3 nights $825

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A living room with a fireplace and kitchen visible at Fisherman’s Cottage
27
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

  • Sykes rating

Fisherman’s Cottage, a pleasant house nestled in Weymouth, Dorset, with an open-plan design, an enclosed courtyard and proximity to the beach and amenities. Dorchester 8.4 miles; Bridport 19 miles. (Ref. 1172825)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 3 nights $591

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A living room with a sofa and dining area at Betty's Buoy Weymouth
29
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

  • Sykes rating

Betty’s Buoy is a stylish first-floor apartment in Weymouth, Dorset, with open-plan living and easy access to the beach. Dorchester 7.5 miles; Bridport 18.8 miles. (Ref. 1168986)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 3 nights $582

Last booked 2 days ago
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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

    3.7★

    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


for 3 nights $519

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A bungalow with a front yard at 7 Cedar Drive Preston
36
Preston, Dorset, DT3
  • Sleeps4
  • Bedrooms2
  • PetsNo

  • Sykes rating

Cedar Drive is a charming house in Preston, Dorset, boasting ground-floor living, close proximity to local amenities and the coast for great days out. Weymouth 3.6 miles (Ref. 1173784)

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


for 3 nights $707

Last booked yesterday
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A stone house with wooden doors and windows along a road with slow painted on the street at Wren in Upwey
36
Upwey, Dorset, DT3
  • Sleeps4
  • Bedrooms2
  • PetsNo

  • Sykes rating

Wren, a stylish, two-bedroom home rests in Upwey, Dorset. Near AONB. Close to amenities. Near the beach and attractions. Enclosed garden. Contemporary. Weymouth 4.2 miles; Dorchester 4.4 miles. (Ref. 1138702)

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


for 3 nights $708

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The Old Post Office - 1127439 - photo 1
33
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsYes

  • Sykes rating

The Old Post Office, a stylish pet-friendly house nestled in the town Weymouth, Dorset, features a Smart TV, proximity to the beach and marina. Dorchester 8.5 miles; Bridport 20.5 miles. (Ref. 1127439)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 3 nights $714

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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


for 3 nights $842

Last booked yesterday
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a holiday home with a deck and outdoor furniture at Chesil Beach Holiday Park - Holiday Accommodation 16933, Weymouth
15

Holiday Park

Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms2
  • PetsNo

  • Tourist Board rating

2x Bedroom Holiday Home at Chesil Beach Holiday Park with Veranda and Sea Views over the Beautiful Jurassic Coast in Dorset. (Ref. 1186144)

  • Wi-fi
  • Swimming pool


for 3 nights $465

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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


for 3 nights $875

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A living room with a television on a cabinet at Arum in Portland Bill
32
Easton, Portland, Dorset, DT5
  • Sleeps4
  • Bedrooms2
  • PetsYes

  • Sykes rating

Arum is a single-storey bungalow resting in Wakeham, Portland, with off-road parking, Smart TV, and a small patio. Portland 0.3 miles; Weymouth 6.9 miles; Dorchester 14.1 miles. (Ref. 1183330)

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


for 3 nights $656

Last booked 7 hours ago
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A view of fields houses cars and the sea through a large window at Lighthouse View in Portland
26
Portland, Dorset, DT5
  • Sleeps2
  • Bedrooms1
  • PetsNo

    3.9★

    Good

  • Sykes rating

A lovely, second-floor apartment resting in Portland. Sea views. Pet free. Studio-style. Fortuneswell 2.7 miles; Weymouth 7.7 miles; Dorchester 15.3 miles; West Bay 22.9 miles. (Ref. 1099649)

  • Wi-fi
  • Off-road parking


for 3 nights $386

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Two small wooden cabins in a grassy area with trees and outdoor wooden table and chairs with red flowers at Fallow in Warmwell
22
Warmwell, Dorset, DT2
  • Sleeps2
  • Bedrooms1
  • PetsNo

  • Sykes rating

Fallow is a superb hut near Broadmayne, Dorset, boasting impressive countryside views to admire with the fire pit in the garden and a woodburning stove. Dorchester 5.8 miles; Weymouth 8.2 miles; Bridport 20.6 miles; Swanage 21 miles. (Ref. 1174455)

  • Off-road parking
  • Ground floor bedroom


for 3 nights $473

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A cottage with a patio and chairs at Bubbs Cottage
39
Winfrith Newburgh, Dorset, DT2
  • Sleeps4
  • Bedrooms2
  • PetsYes

  • Sykes rating

Bubbs Cottage is a charming thatched cottage near Winfrith Newburgh, Dorset, boasting proximity to the Jurassic Coast, WiFi, a garden and allows pets. Dorchester 9 miles; Wareham 8 miles. (Ref. 1183195)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 3 nights $715

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A stone house with large windows surrounded by grass and trees at Eweleaze in West Bexington
47
West Bexington, Dorset, DT2
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.1★

    Good

  • Sykes rating

This tasteful, two-bedroom holiday stay rests in West Bexington, Dorset. Open-plan. Ground-floor living. Sea views. Woodburning stove. Abbotsbury 4.8 miles; Bridport 6.8 miles. (Ref. 1131774)

  • Wi-fi
  • Ground floor bedroom
  • Washing machine


for 3 nights $606

Last booked 2 days ago
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A living room with a staircase and a sofa at Harbourside in Weymouth
34
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsYes

  • Sykes rating

Harbourside is a charming, dog-friendly, Grade II listed house in Weymouth, Dorset, set over three stories, with open-plan living and a private courtyard. Dorchester 8.8 miles; Bridport 18.9 miles. (Ref. 1172365)

  • Wi-fi
  • Washing machine


for 3 nights $513

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A street with colorful buildings and lampposts at Apartment 1 Brewers Quay in Weymouth
5
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms1
  • PetsNo

  • Tourist Board rating

Apartment 1 Brewers Quay is a stylish property in Weymouth’s historic Quayside, boasting modern interiors and allocated parking. Dorchester 8.6 miles; Bridport 19.3 miles. (Ref. 1166031)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 3 nights $582

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