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Weymouth Holiday Cottages

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Your Weymouth, Dorset search returned 252 cottages

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  • 5 Guests
  • 3 Bedrooms
  • Pets No

    4.8

    Sykes Rating

2-minute walk to Sandsfoot beach and the South West Coast path. Uninterrupted sea views to Portland and beyond, sleep 5, parking. (Ref. 994582)

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

7 nights from £712

  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.5

    Sykes Rating

A homely, mid-terrace cottage based in Weymouth. Enclosed decking. Smart TV. Beach nearby. Dorchester 8.5 miles; Bridport 19 miles. (Ref. 1094925)

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

7 nights from £567

Last booked 4 hours ago
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  • 6 Guests
  • 3 Bedrooms
  • Pets Yes

    4.5

    Sykes Rating

A wonderful three-storey holiday cottage settled in the seaside resort of Weymouth in Dorset. Washing machine. Enclosed garden. Close to the beach. Dorchester 7.7 miles; Bridport 19.9 miles. (Ref. 1096129)

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

7 nights from £659

  • 18 Guests
  • 9 Bedrooms
  • Pets No

    5.0

    Sykes Rating

The Esplanade is a stunning, nine-bedroom holiday dwelling residing in Weymouth, Dorset. Sea views. En-suite bedrooms. Close to amenities and a beach. Parking. Dorchester 7.2 miles; Bridport 18.7 miles. (Ref. 1123341)

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

7 nights from £2688

  • 8 Guests
  • 3 Bedrooms
  • Pets No

    4.9

    Sykes Rating

On Weymouth Harbourside this is an extraordinarily spacious apartment, sleeps 8, tastefully renovated, Large en-suite showers to all rooms, harbour views, WiFi. (Ref. 994463)

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

7 nights from £1043

  • 6 Guests
  • 3 Bedrooms
  • Pets Yes

    4.8

    Sykes Rating

Wonderfully positioned townhouse just moments from Sandsfoot beach and the South West Coast path. Sea views. Sleeps 6. Off road parking (Ref. 1059103)

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

7 nights from £818

  • 6 Guests
  • 3 Bedrooms
  • Pets Yes

    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 £776

  • 2 Guests
  • 1 Bedroom
  • Pets No

    4.9

    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

7 nights from £473

  • 10 Guests
  • 5 Bedrooms
  • Pets Yes

    Sykes Rating

26 Esplanade, a delightful coastal holiday home nestled in the town of Weymouth in Dorset. Smart TV. Pet-friendly. Sea views. Close to amenities. Dorchester 7.9 miles; Bridport 20.6 miles. (Ref. 1118900)

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

7 nights from £1230

Last booked 2 hours ago
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  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.8

    Sykes Rating

A beautiful terraced holiday home, one of five set around a courtyard, on the edge of Upwey, near Weymouth. Attractive, well-appointed and modern holiday cottage. Many attractions and activities within reach. Weymouth 3.5 miles. (Ref. 932159)

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

7 nights from £621

Last booked yesterday
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  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.7

    Sykes Rating

Stylish semi-detached holiday cottage, one of five on-site, in Dorset's River Wey Valley, on the edge of Upwey near Weymouth. Open plan living, en-suite facilities, private patio. Furnished and equipped to a very high standard. Weymouth 3.5 miles. (Ref. 932157)

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

7 nights from £621

  • 5 Guests
  • 3 Bedrooms
  • Pets No

    4.0

    Sykes Rating

Modern, detached cottage resting on the edges of Weymouth in Dorset. Off-road parking. Garden. WiFi. Close to harbour, shops, restaurants and pubs. (Ref. 1001584)

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

7 nights from £641

  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.5

    Sykes Rating

A lovely two-bedroom bungalow resting in Preston, Dorset. Dog-friendly. Off-road parking. Private garden. Close to amenities. Weymouth 3.4 mile. (Ref. 1106680)

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

7 nights from £574

  • 6 Guests
  • 3 Bedrooms
  • Pets Yes

    4.7

    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

7 nights from £684

Last booked today
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  • 4 Guests
  • 2 Bedrooms
  • Pets No

    4.7

    Sykes Rating

This delightful, two-bedroom bungalow rests in Preston, Dorset. Ground-floor living. Enclosed garden. Near an AONB. Weymouth 3.5 miles. (Ref. 1126160)

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

7 nights from £609

Last booked 2 days ago
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  • 5 Guests
  • 3 Bedrooms
  • Pets No

    Sykes Rating

Fairways is a delightful house situated less than 2 mins walk to Smallmouth beach in Wyke Regis, Dorset, boasting an enclosed garden, Smart TV, and private driveway parking. Weymouth 2.5 miles; Dorchester 10.2 miles; Poole 34.1 miles. (Ref. 1047698)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • 5% off - Sat 12th Apr to 30th May 2025

7 nights from £505

  • 6 Guests
  • 3 Bedrooms
  • Pets No

    4.6

    Sykes Rating

Excellent period apartment in Weymouth close to the esplanade. Two en-suite shower rooms and three bedrooms. WiFi. Enclosed patio area. Beach 1 min away. (Ref. 993988)

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

7 nights from £1043

  • 4 Guests
  • 2 Bedrooms
  • Pets No

    4.9

    Sykes Rating

Splash, a lovely, terrace cottage lies in the heart of Weymouth, a seaside town in Dorset. Near beach and pub. Smart TV. Near harbour. Dishwasher. Dorchester 8.6 miles; Bridport 19.4 miles. (Ref. 1154894)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from £655

  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.6

    Sykes Rating

A well-positioned, two-bedroom home resting in Weymouth, Dorset. Close to amenities, attractions and beach. Pet-friendly. Near AONB. Enclosed small courtyard. Dorchester 7.5 miles; Bridport 19.2 miles. (Ref. 1132007)

  • Wi-fi
  • Washing machine
  • Baby-friendly

7 nights from £418

Last booked 9 hours ago
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  • 5 Guests
  • 3 Bedrooms
  • Pets Yes

    4.5

    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

7 nights from £573

Last booked 2 days ago
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