Weekend Breaks in Weymouth

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British Travel Award Winners!

We are delighted to announce that we have been awarded 'Best UK Holiday Cottage/Self Catering Booking Company' at the British Travel Awards.

Weekend Breaks in Weymouth

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Your Weymouth, Dorset search returned 312 cottages

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Map View
A window looking out onto a harbor with fishing boats and buildings at Embassy Brewers Quay Harbour
42
Brewers Quay Harbour, Dorset, DT4
  • 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
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A living room with a gray sofa and wooden coffee table and a dining room with a table and chairs at Wolf Cottage in Weymouth
38
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A stylish and contemporary period home near Brewers Quay, Weymouth. Stylish. Close to beach. Courtyard with furniture. Close to local amenities. Dorchester 8.4 miles; Bridport 22.1 miles. (Ref. 1109892)

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

3 nights from £590

Last booked 9 hours ago
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A row of brick terraced houses with bay windows and plants in front on a street at Seaside House in Weymouth
46
Weymouth, Dorset, DT4
  • Sleeps12
  • Bedrooms6
  • PetsNo

    4.8★

    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 £1250

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A dining table with flowers butter croissants orange juice and jam by windows overlooking a beach at Grandview in Weymouth
47
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

Easter Weekend open to book! A characterful first-floor apartment set on the Dorset coast, within the town of Weymouth. Outstanding sea views. Central location. Family-friendly. Isle of Portland 7 miles; Dorchester 7.2 miles; West Bay 18.1 miles. (Ref. 1049890)

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

3 nights from £840

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A stone cottage with a white door and windows a wooden gate and gravel driveway at Little Brook in Nottington near Weymouth
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 £524

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A living room with a grey sofa with colorful cushions a glass coffee table and a fireplace at Ocean Retreat in Weymouth
14
Weymouth, Dorset, DT4
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A stylish and contemporary apartment set in the town of Weymouth, Dorset. Seaside setting. Fantastic views. Off-road parking. Fortuneswell 5.8 miles; Dorchester 7.2 miles; Bridport 20.9 miles. (Ref. 1072234)

  • Wi-fi
  • Dishwasher
  • Washing machine

3 nights from £631

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A street corner with rows of attached houses and a blue building in the background at Shrimp Cottage in Brewers Quay Harbour
Offer
49
Brewers Quay Harbour, Dorset, DT4
  • 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

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Two armchairs with striped cushions by bay windows overlooking a beach at Three @ No36 in Weymouth
34
Weymouth, Dorset, DT4
  • 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

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A corner seating area with two black armchairs near bay windows and a side table with a lamp at Two @ No36 in Weymouth
31
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

Two @ No36, a wonderful, first-floor apartment situated in the heart of Weymouth in Dorset, with the beach on your doorstep. Dorchester 7.8 miles; Bridport 19.1 miles. (Ref. 1162203)

  • Wi-fi
  • Off-road parking
  • Dishwasher

3 nights from £499

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A brick and white building facade with multiple windows on Trinity Road
34
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A Grade II listed, maisonette apartment in the Dorset town of Weymouth. WiFi. One dog welcome. Pub and shop within 0.1 miles. (Ref. 1011525)

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

3 nights from £747

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Stone buildings covered with greenery along a street with a white gate at Market House in Abbotsbury
43
Abbotsbury, Dorset, DT3
  • 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

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An outdoor patio with a table and chairs overlooking a garden and sea at Blue Yonder in Weymouth
37
Weymouth, Dorset, DT4
  • Sleeps5
  • Bedrooms2
  • PetsNo

    4.6★

    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 £506

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A living room with a brown sectional sofa and decorative pillows a wooden coffee table with cups and a teapot two large windows with white shutters and a blue bean bag at Sunrise Apartment in Weymouth
36
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A contemporary first-floor apartment overlooking the coast in Weymouth, Dorset. Open-plan. Sea views. WiFi. Close to amenities. Dorchester 7.4 miles; Bridport 20.2 miles. (Ref. 1097676)

  • Wi-fi

3 nights from £421

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A two-story house with stone and brick exterior a paved driveway and flowering bushes at The Brewery in Brewers Quay Harbour
24
Brewers Quay Harbour, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.5★

    Outstanding

  • Sykes rating

A beautifully presented property just moments from Weymouth harbour and Netwon's Cove in Dorset. Near amenities. WiFi. Off-road parking. En-suite. Isle of Portland 6.1 miles; Dorchester 8.8 miles; Bridport 19.6 miles. (Ref. 1056258)

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

3 nights from £552

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Front exterior of a brick house with white-framed windows and door and garden shrubs with black chairs and table outside at Splash in Weymouth
22
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0★

    Perfect

  • 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

3 nights from £637

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A row of attached houses with one blue house covered in climbing plants and flowers in front at Fenders Brewers Quay Harbour
Offer
30
Brewers Quay Harbour, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.5★

    Outstanding

  • Sykes rating

Delightful terraced cottage. Central Weymouth location. Close to Harbour and beach . sleeping 4. Enclosed garden. WiFi. Weymouth beach just 10 minutes away. (Ref. 998253)

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

  • 10% off - Sat 26th Jul to 2nd Aug 2025

3 nights from £566

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A row of beige townhouses with black doors and green framed windows at Kimberlin in Chiswell On Portland
52
Chiswell On Portland, Dorset, DT5
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A contemporary townhouse situated just a stone’s throw from Chesil Beach. Pet-friendly. Three floors. Beach views. Weymouth 4.5 miles. (Ref. 1084822)

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

3 nights from £535

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A garden with red roses and a metal chair beside a brick house at The Corner House in Weymouth
39
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

The Corner House is a delightful terrace home resting in the popular seaside town of Weymouth, Dorset. Close to amenities. Near beach. Enclosed courtyard. Dorchester 7.1 miles; Bridport 19.1 miles. (Ref. 1129331)

  • Wi-fi
  • Dishwasher
  • Washing machine

3 nights from £566

Last booked 2 days ago
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Three modern two story houses with green window frames and stone wall facades with a paved driveway and some plants at Pebbles Reach in Fortuneswell
42
Fortuneswell, Dorset, DT5
  • Sleeps7
  • Bedrooms3
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

An attractive, terraced, three-storey house near Chesil Beach in Fortuneswell, Dorset. Off-road parking. Dog-friendly. Enclosed terrace. Smart TV. Bedroom with en-suite. Weymouth 4.6 miles. (Ref. 1091335)

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

3 nights from £642

Last booked 2 days ago
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A living room with two grey sofas and a wooden boat-shaped shelf with books at Chesil Retreat Weymouth
32
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A stylish property resting in the resort of Weymouth, Dorset. Enclosed garden. Pet free. Beach nearby. Dorchester 10.1 miles; Bridport 18.8 miles. (Ref. 1100742)

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

3 nights from £475

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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.