Weekend Breaks in Weymouth

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Weekend Breaks in Weymouth

REFINE SEARCH

Your Weymouth, Dorset search returned 329 cottages

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Map View
Outlook Lodge - 994500 - photo 1
28
Bowleaze, Dorset, DT3
  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

A lodge sleeping four people, Bowleaze area of Weymouth. Dog friendly. Large garden. Parking for two cars. (Ref. 994500)

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

3 nights from €744

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Seaside House - 1071940 - photo 1
46
Weymouth, Dorset, DT4
  • Sleeps12
  • Bedrooms6
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

Elegant end of terrace Georgian Townhouse located in Weymouth. Close to amenities. Off-road parking. Pet-free. Courtyard with furniture. Dorchester 7.2 miles; Bridport 20.5 miles. (Ref. 1071940)

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

3 nights from €1474

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Portland Pebble - 1097679 - photo 1
43
Wyke Regis, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

An enticing, semi-detached house sitting in Wyke Regis, Dorset. Sea views. Near the beach and coast. Balcony. Weymouth 3.3 miles; Isle of Portland 3.8 miles; Dorchester 10.3 miles. (Ref. 1097679)

  • Wi-fi
  • Off-road parking

3 nights from €1047

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Safe Harbour - 994606 - photo 1
33
Brewers Quay harbour, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

Cosy, comfortable and luxurious three storey house in Weymouth. Perfect for families. WiFi. Courtyard. One dog welcome. Pub and shop 5 min. Beach 10 min. Dorchester 8 miles. (Ref. 994606)

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

3 nights from €1107

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Waterside - 994763 - photo 1
28
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Stylish renovated ground floor apartment in Weymouth. Town centre a short walk away. WiFi. Welcomes one dog. Pub and shop 5 min. Beach 10 min. Dorchester 8.3 miles. (Ref. 994763)

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

3 nights from €719

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The Nightingale - 1133998 - photo 1
33
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

The Nightingale is a stylish, semi-detached holiday home resting in Weymouth, Dorset. Designated parking. Close to a beach and amenities. Enclosed garden. Dorchester 8.8 miles; Bridport 19.6 miles. (Ref. 1133998)

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

3 nights from €592

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Upsidedown House - 994746 - photo 1
25
Brewers Quay Harbour, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

Located in a quiet location in Weymouth, Upsidedown House is a unique and beautiful holiday home. Pub and shop 2 min. Beach 10 min. Dorchester 8.4 miles. (Ref. 994746)

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

3 nights from €1017

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Goliath - 1096825 - photo 1
24
Brewers Quay Harbour, Dorset, DT4
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Beautiful 1 bedroom stable conversion in the heart of the harbour area in Weymouth. WIFI, Close to town centre and beach. Parking for one car. (Ref. 1096825)

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

3 nights from €566

Last booked yesterday
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One @ No36 - 1162201 - photo 1
49
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

  • Sykes rating

One @ No36 is a delightful duplex apartment with the beach on your doorstep, with the convenience of off-road parking, in Weymouth, Dorset. Dorchester 7.8 miles; Bridport 19.1 miles. (Ref. 1162201)

  • Wi-fi
  • Off-road parking
  • Dishwasher

3 nights from €652

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Admiral's Quarter Apartment 5 - 1126298 - photo 1
11
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6★

    Outstanding

  • Sykes rating

A well-presented, ground-floor apartment in Weymouth, Dorset. Open-plan. Close to beach. Near an AONB. Ground-floor living. Dorchester 8.8 miles; Bridport 19.6 miles. (Ref. 1126298)

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

3 nights from €417

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Willowbrook Cottage - 1021813 - photo 1
28
Litton Cheney, Dorset, DT2
  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

This beautifully-presented cottage rests in the village of Litton Cheney in Dorset. Near to village pub. Countryside views. Off-road parking. Dorchester 10.2 miles; Yeovil 21.1 miles. (Ref. 1021813)

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

3 nights from €759

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Blue Yonder - 1144628 - photo 1
37
Weymouth, Dorset, DT4
  • Sleeps5
  • Bedrooms2
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

Blue Yonder is a cheerful, terrace holiday home resting by the sea in Weymouth, Dorset. Sea views. Ground-floor living. Near beach. Close to pub. Dorchester 7.5 miles; Bridport 20.9 miles. (Ref. 1144628)

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

3 nights from €597

Last booked yesterday
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Three @ No36 - 1162204 - photo 1
34
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

Three @ No36, a delightful, second-floor apartment situated in the town of Weymouth in Dorset, enjoying sea views with the beach on your doorstep. Smart TV. Dorchester 7.8 miles; Bridport 19.1 miles. (Ref. 1162204)

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

3 nights from €573

Last booked yesterday
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Middle Farm Annex - 998739 - photo 1
40
Long Bredy, Dorset, DT2
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A detached barn conversion set within the village of Long Bredy. Woodburning fire. WiFi. Weymouth 12 miles; Yeovil 20 miles. (Ref. 998739)

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

3 nights from €581

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Little Brook - 1061544 - photo 1
26
Nottington near Weymouth, Dorset, DT3
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A quaint stone-built cottage resting on the outskirts of Weymouth. Open-plan living. Off-road parking. WiFi. Dorchester 6.4 miles; Fortuneswell 8.2 miles. (Ref. 1061544)

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

3 nights from €618

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Fossil Barn - 994207 - photo 1
18
Weymouth, Dorset, DT3
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

Contemporary barn conversion, close to the Dorset coast. Secluded garden. Solid oak flooring. Five minute drive to Weymouth. (Ref. 994207)

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

3 nights from €738

Last booked 2 days ago
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Rainbow's End - 994582 - photo 1
27
Cove Castle, Dorset, DT4
  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.7★

    Outstanding

  • 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

3 nights from €812

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Seasides - 1056791 - photo 1
55
Weymouth, Dorset, DT4
  • Sleeps13
  • Bedrooms6
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

Lovingly renovated Seasides offers, beach, sea and harbour views, suitable for large family gatherings close to shops and amenities. (Ref. 1056791)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room
  • Sky TV

3 nights from €1838

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Baytree Lodge - 993982 - photo 1
59
Osmington, Dorset, DT3
  • 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

3 nights from €3444

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Standby Generator Bunker - 1137374 - photo 1
67
Ringstead near Weymouth, Dorset, DT2
  • Sleeps6
  • Bedrooms3
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

Standby Generator Bunker, an impressive abode, rests in rural Ringstead in Dorset, enjoying sea views, a pet-friendly policy, and a woodburning stove. Dorchester 8.3 miles; Bridport 23.1 miles. (Ref. 1137374)

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

3 nights from €1180

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Map View

A weekend break in Weymouth is the perfect idea! Look forward to strolling along the iconic Esplanade, enjoying fresh seafood by the harbour and visiting the beautiful Weymouth Harbour with its colourful boats.  

A short break in Weymouth promises relaxation, adventure, and lasting memories; book today! 

Why a Weymouth Short Break? 

Weymouth makes for an ideal destination for a short break, thanks to the picturesque town’s beautiful sandy beaches, where you can enjoy a relaxing day by the sea and soak up the sun.  

The town also boasts a lively waterfront with charming cafés, restaurants, and pubs, where you can enjoy some fresh local seafood and stunning views.  

A little out of town, you can head along the Jurassic Coast, a UNESCO World Heritage site that showcases stunning views, several great walking trails, and even opportunities for fossil hunting.  

A short break in Weymouth is the perfect place to escape for a refreshing getaway by the coast. For other things to do, take a look at our Dorset travel guide. 

Places to Visit Near Short Breaks in Weymouth 

Short breaks in Weymouth allow you the option to explore several nearby destinations that are well worth a visit during your getaway.  

Just a short distance from Weymouth, the Isle of Portland is a must-visit, known for its rugged coastline and stunning views as well as the historic Portland Castle. The island also offers the beautiful Portland Cove, which is an ideal spot for birdwatching. 

A visit to Lulworth Cove and Durdle Door is a must during your weekend break in Weymouth. Marvel at the iconic limestone arch and take in some of the most picturesque coastal views in the UK. 

With these nearby gems close by, your Weymouth short break can easily turn into an exploration of the wider Dorset coast. 

Unveil more top spots for your Weymouth short break: 

Bournemouth 

Corfe Castle 

Dorchester 

Poole 

Swanage 

West Bay 

Types of Weymouth Holidays 

Secure your break to the coast today with a short break in Weymouth! 

If you want to take your dog with you, then head along to one of these dog-friendly cottages in Weymouth. Or, if you are looking for a quick getaway, head along on a last-minute break in Weymouth. To find the right property at the best price, see cheap cottages in Weymouth.  

If you still haven’t found what you’re looking for, view the full collection of Weymouth cottages or these other short breaks in Dorset.