Cheap Cottages in Weymouth

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Your Weymouth, Dorset search returned 284 cottages

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A property's star rating is the average of the star ratings received from guests that wish for their review to be published

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.6

    Outstanding

  • Sykes rating

The Lobster Pot, a nicely-presented apartment rests in the gorgeous seaside town of Weymouth in Dorset. Open plan. En-suite. Close to beach and amenities. Dorchester 8.7 miles; Bridport 20.4 miles. (Ref. 1151706)

  • Wi-fi
  • Off-road parking
  • Dishwasher

Sat 17th Oct
for 7 nights From $593

  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.6

    Outstanding

  • Sykes rating

Bayview is a lovely first-floor apartment in Overcombe, near Preston, in Dorset, welcoming a pet and boasting stunning beach views from a balcony. Weymouth 2.1 miles. (Ref. 1159732)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine

Fri 28th Aug
for 7 nights From $1409

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.8

    Outstanding

  • Sykes rating

The Elbow is a charming house with period features and a garden, within the picturesque Dorset National Landscape in the village of Frampton in Dorset. Stratton 2 miles; Dorchester 5.3 miles; Bridport 12.8 miles; Weymouth 13.7 miles. (Ref. 1151302)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 5% off - Wed 1st Jul to 31st Jul 2026

Sat 10th Oct
for 7 nights From $736

Last booked 2 days ago
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  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.4

    Good

  • Sykes rating

74 Reap Lane is a lovely home resting near the village of Weston, on the Isle of Portland in Dorset. Near beach and pub. Pet-friendly. Off-road parking. Fortuneswell 2.2 miles; Weymouth 7.8 miles; Dorchester 14.8 miles. (Ref. 1158199)

  • Pets go free
  • Wi-fi
  • Dishwasher
  • Washing machine

Fri 9th Oct
for 7 nights From $621

Last booked today
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  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.2

    Good

  • Sykes rating

26 High West is a beautifully-presented townhouse located near the harbour in the lovely town of Weymouth, Dorset. Pet-friendly. Near beach. Electric fire. Dorchester 8.2 miles; Bridport 18.9 miles. (Ref. 1135362)

  • Pets go free
  • Wi-fi
  • Dishwasher

Fri 9th Oct
for 7 nights From $622

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.3

    Good

  • Sykes rating

Stunning semi-detached holiday cottage in courtyard setting, on the edge of Upwey, near Weymouth. Very high standard of accommodation with en-suite facilities and vaulted ceiling. Dog-friendly, plenty to see and do in the area. Weymouth 3.5 miles. (Ref. 932158)

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

Fri 25th Sep
for 7 nights From $820

Last booked 8 hours ago
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  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.4

    Good

  • Sykes rating

Fisherman's Cottage, King Street, is a charming cottage resting in Fortuneswell, Dorset. Close to a shop and a pub. Close to a beach. Woodburning stove. Weymouth 5.4 miles; Dorchester 12.4 miles. (Ref. 1152166)

  • Pets go free
  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly

Fri 16th Oct
for 7 nights From $630

  • Sleeps6
  • Bedrooms4
  • Pet FriendlyYes

    4.7

    Outstanding

  • Sykes rating

Amy Cottage is a beautiful thatched cottage with a toasty gas fire and accepting pets, located in Dorset's West Lulworth on the Jurassic coastline. Wareham 8.7 miles; Weymouth 14.6 miles. (Ref. 1166887)

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

Fri 2nd Oct
for 7 nights From $1079

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.6

    Outstanding

  • Sykes rating

Modern and spacious cottage for couples or family in the Isle of Portland. Enclosed garden. Welcomes one dog. Pub and shop 10 min. Beach 5 min. Weymouth 5 miles. (Ref. 994497)

  • Pets go free
  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly

Sat 19th Sep
for 7 nights From $837

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.9

    Outstanding

  • Sykes rating

Tithe Barn Cottage is a beautifully presented, dog-friendly 2-bedroom detached cottage at Litton Cheney, a village in the heart of the Dorset countryside. Bridport 6.5 miles; Dorchester 13.1 miles; Weymouth 16.4 miles; Yeovil 21.4 miles (Ref. 1174942)

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

Fri 30th Oct
for 7 nights From $807

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.8

    Outstanding

  • Tourist Board 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
  • Baby-friendly

Fri 4th Dec
for 7 nights From $813

Last booked 2 days ago
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  • Sleeps8
  • Bedrooms5
  • Pet FriendlyYes

    4.7

    Outstanding

  • Sykes rating

Victorian Town House is a large, coastal property resting in the seaside town of Weymouth, Dorset. Close to a shop, a pub, and a beach. Large property. Dorchester 7.5 miles; West Bay 17.5 miles. (Ref. 1035186)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine

Fri 9th Oct
for 7 nights From $857

  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.5

    Outstanding

  • Sykes rating

Dairy Cottage is a delightful, three-bedroom thatched cottage resting on a working farm on the outskirts of Abbotsbury, Dorset. Rural views. Pet-friendly. Stylish. Woodburning stove. Weymouth 12.3 miles. (Ref. 1123043)

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

Fri 20th Nov
for 7 nights From $795

Last booked yesterday
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  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.6

    Outstanding

  • Sykes rating

Lovely thatched Grade II listed cottage for a family or friends. Welcomes two dogs. Original beams. Beach 1 mile. Pub 5 min. Seasonal shop 10 min. (Ref. 994302)

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

Sat 3rd Oct
for 7 nights From $1006

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.8

    Outstanding

  • Tourist Board rating

Delightful, single-storey, Grade II listed cottage linked to Old Higher Lighthouse at Portland Bill on Dorset's Jurassic Coast. Amazing views. Shared access to lighthouse observatory. Shared use of seasonal outdoor heated pool and Jacuzzi. (Ref. 12494)

  • Wi-fi
  • Off-road parking
  • Swimming pool
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 10% off - Fri 7th Aug to 4th Sep 2026

Fri 27th Nov
for 7 nights From $845

  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.4

    Good

  • Sykes rating

A well-presented, mid-terrace property resting within the village of Wyke Regis. Sea views. Pet-friendly. WiFi. Weymouth 2 miles; Dorchester 9 miles. (Ref. 1006910)

  • Pets go free
  • Wi-fi
  • Dishwasher
  • Washing machine

Fri 25th Sep
for 7 nights From $889

Last booked yesterday
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  • Sleeps10
  • Bedrooms4
  • Pet FriendlyNo

    4.4

    Good

  • Sykes rating

Electronically gated property. Gated parking for three cars. Sleeps 10. Two min walk to harbour and amenities. (Ref. 994443)

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

Fri 30th Oct
for 7 nights From $1818

Last booked 2 days ago
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