Weekend Breaks in Weymouth

Your Weymouth, Dorset search returned 327 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

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

Stylish fisherman’s cottage just a few minutes’ walk from Old Harbour in Weymouth. Beach 1 mile. Harbour, shop and pub 5 min. Welcomes one dog. Poole 33 miles. (Ref. 1058438)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 3 nights £621

Last booked yesterday
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  • Sleeps12
  • Bedrooms5
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Luxurious 5 star contemporary property. Games room. Indoor swimming pool. WiFi. Stunning views. Five en-suite bedrooms, one family bathroom. Large sitting room and generous sitting/dining room/kitchen. (Ref. 993982)

  • Wi-fi
  • Off-road parking
  • Swimming pool
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room
  • £312 off - Sat 6th Jun to 13th Jun 2026

  • £367 off - Sat 13th Jun to 20th Jun 2026


for 3 nights £3550

Last booked yesterday
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  • Sleeps15
  • Bedrooms6
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

Anchor House is a stunning, pet-friendly townhouse with a private hot tub in the heart of Weymouth, Dorset, close to local amenities and the beach. Dorchester 7.8 miles; Bridport 19.9 miles. (Ref. 1105510)

  • Wi-fi
  • Off-road parking
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room


for 3 nights £1339

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

A lovely one-bedroom holiday home resting in Weymouth, Dorset. Romantic. Off-road parking. Private garden. Near a beach. Dorchester 10.2 miles; Bridport 18.8 miles. (Ref. 1092449)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Dishwasher
  • Washing machine


for 3 nights £493

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.5

    Outstanding

  • Sykes rating

A well-positioned, fourth-floor apartment resting in Castletown, Dorset. Sea views. Close to amenities and the beach. Contemporary. Designated parking. Private balcony. Portland 1.9 miles; Weymouth 5.2 miles; Dorchester 12.6 miles. (Ref. 1119638)

  • Wi-fi
  • Swimming pool
  • Dishwasher
  • Washing machine


for 3 nights £561

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6

    Outstanding

  • 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


for 3 nights £708

  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Perfect

  • Sykes rating

Royal Terrace Sunset is a contemporary apartment situated along the coast in the heart of Weymouth, Dorset, boasting a short walk to a pub and shop. Dorchester 7.7 miles; Bridport 18.9 miles. (Ref. 1173496)


    for 3 nights £482

    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.7

      Outstanding

    • Sykes rating

    Harbourside Apartment is a waterfront retreat in Weymouth, Dorset, offering views of the town bridge and harbour with convenient access to amenities. Dorchester 8.4 miles; Bridport 20.4 miles. (Ref. 1189387)

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


    for 3 nights £644

    • Sleeps6
    • Bedrooms3
    • PetsYes

      5.0

      Perfect

    • Sykes rating

    A boutique, period home moments from Weymouth's iconic harbour. Dorchester 8.3 miles; Bridport 18.9 miles (Ref. 1177943)

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


    for 3 nights £534

    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.8

      Outstanding

    • Sykes rating

    This spacious ground-floor apartment is nestled in the gorgeous seaside town of Weymouth in Dorset. Bike/kayak storage. En-suite. WiFi. Dorchester 6.3 miles; Isle of Portland 8.6 miles; West Lulworth 12.3 miles. (Ref. 1037083)

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


    for 3 nights £491

    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.7

      Outstanding

    • Sykes rating

    Situated in front of the Old Harbour in Weymouth, Tradewinds is perfect base for couples. Walking distance to town centre. Pub, shop 5 min. Beach 10 min. Dorchester 8.3 miles. (Ref. 994737)

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


    for 3 nights £733

    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.5

      Outstanding

    • 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


    for 3 nights £570

    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.6

      Outstanding

    • Sykes rating

    Beautifully appointed cottage, resting in the quaint village of Sutton Poyntz in Dorset. Pet-friendly. WiFi. Enclosed garden. (Ref. 1008404)

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


    for 3 nights £530

    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.7

      Outstanding

    • Sykes rating

    Old Harbour Townhouse, a delightful, three-storey abode set in the seaside town of Weymouth in Dorset. Near coast. Woodburning stove. Open-plan. Near pub. Dorchester 8.7 miles; Bridport 19.4 miles. (Ref. 1159836)

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


    for 3 nights £624

    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.6

      Outstanding

    • Sykes rating

    A neat, first-floor apartment set overlooking the Pavillion on Weymouth seafront. Excellent location. Smart TV. WiFi. Dorchester 7.4 miles; Bridport 18.8 miles. (Ref. 1123724)

    • Wi-fi


    for 3 nights £533

    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.5

      Outstanding

    • Sykes rating

    A bright and airy lodge resting in Osmington near Preston, Dorset. Open-plan. Close to beach. Pet-friendly. Weymouth 5.4 miles; Poole 23.4 miles; Bournemouth 29.1 miles. (Ref. 1093891)

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


    for 3 nights £720

    • Sleeps7
    • Bedrooms4
    • PetsYes

      4.7

      Outstanding

    • Sykes rating

    A detached property sitting in a country location on the outskirts of Weymouth. Off-road parking. Open fire. Smart TV. Dorchester 4.4 miles; Bridport 15.3 miles; Poole 28.3 miles. (Ref. 1108920)

    • Wi-fi
    • Washing machine
    • Baby-friendly


    for 3 nights £726

    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.7

      Outstanding

    • Sykes rating

    A quaint, white-washed cottage resting in Weymouth, Dorset. Off-road parking. Smart TV. Open-plan living. Xbox. Close to beach. Dorchester 5.2 miles; Bridport 17 miles; Lyme Regis 26.3 miles. (Ref. 1113457)

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


    for 3 nights £570

    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.6

      Outstanding

    • Sykes rating

    An attractive, Edwardian terraced house situated in Weymouth, Dorset. Woodburner. WiFi. Pet-friendly. Dorchester 7 miles; Bridport 17 miles. (Ref. 1001484)

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


    for 3 nights £489

    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.5

      Outstanding

    • Sykes rating

    Traditional Portland Cottage. Beautiful scenery walks. Close to pubs. (Ref. 993922)

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


    for 3 nights £529

    Last booked 2 days ago
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