Weekend Breaks in Weymouth

REFINE SEARCH

Your Weymouth, Dorset search returned 309 cottages

Relevance (AI)
  • Distance to Location
  • Relevance (AI)
  • Price (lowest first)
  • Price (highest first)
  • Sleeps (lowest first)
  • Sleeps (highest first)
  • Tick Rating (lowest first)
  • Tick Rating (highest first)
20
  • 10
  • 20
  • 50
  • 100
  • 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 £1001

  • 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 £502

Last booked 1 hour ago
See more details
  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Perfect

  • Sykes rating

A delightful, one-bedroom holiday home resting in Weymouth, Dorset. Contemporary. Private garden. Romantic. Close to amenities and beach. Near AONB. Open-plan. Dorchester 7 miles; Bridport 20.8 miles. (Ref. 1133982)

  • Wi-fi
  • Off-road parking

3 nights from £480

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A delightful harbourside apartment in Weymouth, sleeps 6, tastefully renovated, Large en-suite showers to all rooms, harbour views, WiFi. (Ref. 994465)

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

3 nights from £765

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • 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 £486

  • 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 £641

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.5

    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

3 nights from £507

Last booked yesterday
See more details
  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • Sykes rating

A boutique, two-bedroom property situated in Brewers Quay Harbour, Weymouth, Dorset. Quality finish. Sea and harbour views. Enclosed garden. Raised elevation. Dorchester 8.5 miles; West Lulworth 15.5 miles. (Ref. 1096352)

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

3 nights from £903

  • Sleeps6
  • Bedrooms3
  • PetsNo

    5.0

    Perfect

  • Sykes rating

This wonderful renovated cottage is situated in the village of Abbotsbury, near the coastal town of Weymouth, Dorset. Rustic, cosy interior. stove, Weymouth 8.8 miles. (Ref. 992021)

  • Wi-fi
  • Dishwasher
  • Washing machine

3 nights from £558

  • Sleeps8
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • 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

3 nights from £978

  • 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 £480

Last booked 2 days ago
See more details
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A beautiful, second-floor apartment overlooking the harbour in Weymouth, Dorset. Romantic. Sea views. Close to beach. Close to local amenities. Dorchester 8.3 miles; Bridport 19.1 miles. (Ref. 1107011)

  • Wi-fi
  • Dishwasher
  • Washing machine

3 nights from £436

Last booked yesterday
See more details
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A contemporary, three-storey property resting by the harbour in Weymouth, Dorset. Gas Fire in Lounge, WiFi. Close to beach and amenities. Weymouth 1 mile; Dorchester 8.6 miles. (Ref. 1058500)

  • Wi-fi
  • Dishwasher
  • Washing machine

3 nights from £627

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

Generous second floor apartment with spectacular sea views. Two bedrooms; one twin and on double. WiFi. 10-minute walk to the town centre. Beach 1 minute away. (Ref. 993990)

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

3 nights from £627

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A beautiful terraced fisherman’s cottage resting in the coastal town of Weymouth, Dorset. Close to a beach. Close to a pub. TV. Dorchester 8.4 miles; West Bay 18.1 miles, Lyme Regis 32.6 miles. (Ref. 1133009)

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

3 nights from £492

Last booked yesterday
See more details
  • 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 £871

Last booked yesterday
See more details
  • 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 £493

Last booked 2 days ago
See more details
  • 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 £524

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.6

    Outstanding

  • 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

3 nights from £1036

  • Sleeps6
  • Bedrooms3
  • PetsYes

    5.0

    Perfect

  • Sykes rating

Shrimp Cottage is a tasteful house in Brewers Quay Harbour, Dorset, this pet-friendly abode boasts Smart TVs and is near the beach and other amenities. Dorchester 9 miles; West Lulworth 15.9 miles (Ref. 1173548)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • 15% off - Fri 25th Jul to 22nd Aug 2025

3 nights from £565

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.