Short Breaks in Weymouth

Discover short breaks in Weymouth with cottages.com, where seaside charm meets relaxing escapes. Enjoy sandy beaches, a bustling harbour, and scenic coastal walks. Choose from cosy cottages perfect for weekend getaways, family holidays, or peaceful retreats by the beautiful Dorset coast.

Portland Bill Lighthouse

4 Night Short Breaks in Weymouth

Delightful open plan living space | 5 Park Mews, Weymouth
Customers' Choice

Weymouth, Dorset

5 Park Mews

Coastal
Wifi
Pub Within 1 Mile
  • 4 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 0 Pets

4.9

out of 5

7 Nov7 nights

£293
View
Exterior | Trevina, Portland, nr. Weymouth

Portland, near Weymouth, Dorset

Trevina

Coastal
Wifi
Car Parking On Site
  • 5 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 3 Pets

4.2

out of 5

15 Jan7 nights

£333
View
Exterior | Old Milking Parlour, Osmington, near Weymouth
Customers' Choice

Osmington, near Weymouth, Dorset

Old Milking Parlour

Coastal
Wifi
Car Parking On Site
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 2 Pets

4.9

out of 5

16 Nov7 nights

£617
View
Exterior | Newstead Cottage, Weymouth

Weymouth, Dorset

Newstead Cottage

Coastal
Wifi
Car Parking On Site
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

4.7

out of 5

30 Oct7 nights

£447
View
Charming 200 year old cottage  | Pebbles, Portland
Customers' Choice

Portland, Dorset

Pebbles

Coastal
Wifi
Car Parking On Site
  • 6 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 1 Pet

4.8

out of 5

30 Oct7 nights

£473
View
Living area | Admirals Rest, Weymouth

Weymouth, Dorset

Admirals Rest

Coastal
Luxury
Wifi
  • 6 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 0 Pets

3.8

out of 5

30 Oct7 nights

£433
View
Dining Area | Coastal Gem, Weymouth
Customers' Choice

Weymouth, Dorset

Coastal Gem

Coastal
Wifi
Car Parking On Site
  • 4 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 0 Pets

4.6

out of 5

7 Jan7 nights

£347
View
Exterior | Roselands, Dorchester

Dorchester, Dorset

Roselands

Coastal
Luxury
Wifi
  • 4 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • 2 Pets

4.8

out of 5

8 Jan7 nights

£691
View
Coastal property in a stunning coastal location | The Old Boathouse, Portland, near Weymouth

Portland, near Weymouth, Dorset

The Old Boathouse

Coastal
Hot Tub
Wifi
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 0 Pets

4.8

out of 5

9 Jan7 nights

£641
View

3 Night Short Breaks in Weymouth

View | Harbourside Landing, Weymouth
Customers' Choice

Weymouth, Dorset

Harbourside Landing

Coastal
Luxury
Wifi
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 0 Pets

4.9

out of 5

13 Dec7 nights

£597
View
Stylish 1st floor apartment | Cove View - Admirals Quarter, Weymouth
Customers' Choice

Weymouth, Dorset

Cove View

Coastal
Wifi
Car Parking On Site
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 0 Pets

4.7

out of 5

9 Jan7 nights

£543
View
Exterior | Newstead Cottage, Weymouth

Weymouth, Dorset

Newstead Cottage

Coastal
Wifi
Car Parking On Site
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

4.7

out of 5

30 Oct7 nights

£447
View
Living area | Admirals Rest, Weymouth

Weymouth, Dorset

Admirals Rest

Coastal
Luxury
Wifi
  • 6 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 0 Pets

3.8

out of 5

30 Oct7 nights

£433
View
Dining Area | Coastal Gem, Weymouth
Customers' Choice

Weymouth, Dorset

Coastal Gem

Coastal
Wifi
Car Parking On Site
  • 4 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 0 Pets

4.6

out of 5

7 Jan7 nights

£347
View
Living area | Pebble Cottage, Weymouth

Weymouth, United Kingdon

Pebble Cottage

Coastal
Luxury
Wifi
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 0 Pets

4.8

out of 5

29 Oct7 nights

£383
View
Wonderful holiday cottage with sea views | Mallams, Portland, near Weymouth

Portland, near Weymouth, Dorset

Mallams

Coastal
Wifi
Car Parking On Site
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 0 Pets

5

out of 5

20 Nov7 nights

£367
View
Open plan living space | Painters Cottage, Sutton Poyntz
Customers' Choice

Sutton Poyntz, Dorset

Painters Cottage

Wifi
Car Parking On Site
Pub Within 1 Mile
  • 4 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • 0 Pets

4.6

out of 5

26 Sept7 nights

£721
View
Living room | Violet Bay, Weymouth
Customers' Choice

Weymouth, Dorset

Violet Bay

Coastal
Wifi
Enclosed Garden / Patio
  • 5 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

4

out of 5

18 Jan7 nights

£513
View
Living area | Hideaway House, Portland
Customers' Choice

Portland, Dorset

Hideaway House

Coastal
Wifi
Car Parking On Site
  • 5 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 2 Pets

5 Feb7 nights

£601
View
Garden | The Pod, Weymouth
Customers' Choice

Weymouth, Dorset

The Pod

Coastal
Wifi
Car Parking On Site
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 1 Pet

4.8

out of 5

31 Oct7 nights

£493
View

Book a Short or Weekend Break in Weymouth

Book a short or weekend break in Weymouth with cottages.com and enjoy a classic British seaside escape packed with seaside escapades, stunning scenery, and plenty to do for all the family. Located on Dorset’s stunning Jurassic Coast, Weymouth is a favourite for couples, families, and friends looking to unwind by the sea while exploring one of the UK’s most beautiful regions.

Weymouth Beach is at the heart of the town, offering golden sands and shallow waters that are perfect for relaxing days by the coast. The lively promenade is lined with cafés, restaurants, and traditional attractions, while the picturesque harbour provides a great spot to watch boats come and go or enjoy fresh seafood. Whether you’re after a laid-back break or something more active, Weymouth delivers the perfect balance.

For those keen to explore, the surrounding area is rich in natural beauty and history. Take a walk along the Jurassic Coast, a UNESCO World Heritage Site, and discover dramatic cliffs, hidden coves, and fossil-filled beaches. Nearby attractions such as Durdle Door and Lulworth Cove make for unforgettable day trips, while nature lovers can enjoy birdwatching at RSPB Radipole Lake.

Booking your Weymouth short break with cottages.com means you can find the perfect place to stay with ease. Choose from a wide range of holiday cottages, from cosy boltholes for two to spacious family-friendly homes. Many properties are within walking distance of the beach or offer stunning sea views, giving you the ideal base to make the most of your time away.

A short or weekend break in Weymouth is a wonderful way to recharge, whether you’re seeking seaside relaxation, coastal adventures, or quality time with loved ones. With so much to see and do, you can pack plenty into a few days while still enjoying a slower pace. Book your Weymouth getaway with cottages.com today and start looking forward to your next coastal escape.

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