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

Top-rated short breaks in Weymouth

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

20 Nov•3 nights

£453
£333
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

20 Nov•3 nights

£353
View
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

21 Nov•3 nights

£267
£203
View
Patio view | The Annex, Weymouth

Weymouth, Dorset

The Annex

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

5

out of 5

20 Nov•3 nights

£358
£327
View
Living area | Pebble Cottage, Weymouth

Weymouth, United Kingdon

Pebble Cottage

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

4.7

out of 5

20 Nov•3 nights

£433
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

4.8

out of 5

23 Nov•3 nights

£383
View
Living area | Ocean Breeze, Weymouth

Weymouth, Dorset

Ocean Breeze

Coastal
Wifi
Pub Within 1 Mile
  • 6 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 1 Pet

4

out of 5

20 Nov•3 nights

£567
View
Exterior | Bridge View, Weymouth

Weymouth, Dorset

Bridge View

Coastal
Luxury
Wifi
  • 8 Guests
  • 5 Bedrooms
  • 2 Bathrooms
  • 0 Pets

4.6

out of 5

20 Nov•3 nights

£741
View
Living room | The Warwick, Weymouth

Weymouth, Warwickshire

The Warwick

Coastal
Wifi
Pub Within 1 Mile
  • 13 Guests
  • 7 Bedrooms
  • 6 Bathrooms
  • 0 Pets

4

out of 5

20 Nov•3 nights

£1,352
View
Hot tub with fantastic sea views | Lloyds Cottage, Portland, near Weymouth
Customers' Choice

Portland, near Weymouth, Dorset

Lloyds Cottage

Coastal
Hot Tub
Wifi
  • 6 Guests
  • 3 Bedrooms
  • 3 Bathrooms
  • 0 Pets

4.7

out of 5

23 Nov•3 nights

£702
£637
View

3 nights for 2 short breaks in Weymouth

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

20 Feb•7 nights

£483
View
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

29 Oct•7 nights

£557
View
Living area | Seagulls Lookout, Weymouth

Weymouth, Dorset

Seagulls Lookout

Coastal
Wifi
Coast Within 1 Mile
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 0 Pets

4.6

out of 5

6 Feb•7 nights

£337
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

16 Nov•7 nights

£453
View
Stylish open plan living space | Little Gem, Weymouth
Customers' Choice

Weymouth, Dorset

Little Gem

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

4.9

out of 5

7 Jan•7 nights

£293
View
Exterior | Roselands, Dorchester

Dorchester, Dorset

Roselands

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

4.8

out of 5

15 Jan•7 nights

£691
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 Jan•7 nights

£333
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

4.1

out of 5

27 Nov•7 nights

£273
View
Living area | White Sands Cottage, Weymouth

Weymouth, Dorset

White Sands Cottage

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

4.7

out of 5

2 Dec•7 nights

£387
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

14 Nov•7 nights

£513
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.

More short breaks around the UK

Short breaks in Bournemouth

Short breaks in Cornwall

Short breaks in Devon

Short breaks in Somerset

See more cottages in Weymouth