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

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

12 Oct•3 nights

£503
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

10 Oct•3 nights

£603
£437
View
Living room | Cormorant View, Weymouth

Weymouth, Dorset

Cormorant View

Coastal
Wifi
Car Parking On Site
  • 7 Guests
  • 4 Bedrooms
  • 2 Bathrooms
  • 0 Pets

4

out of 5

6 Oct•3 nights

£615
£547
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

4.6

out of 5

9 Oct•3 nights

£557
£407
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

6 Oct•3 nights

£937
£851
View
Terrace | Bay View 34, Weymouth

Weymouth, Dorset

Bay View 34

Coastal
Luxury
Swimming Pool
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 0 Pets

5

out of 5

9 Oct•3 nights

£751
£717
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

10 Oct•3 nights

£887
£721
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

9 Oct•3 nights

£567
View
Living room | Cornerstone, Portland

Portland, Dorset

Cornerstone

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

4.3

out of 5

12 Oct•3 nights

£433
£397
View
View | Chesil Vista, Fortuneswell, Portland

Fortuneswell, Portland, Dorset

Chesil Vista

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

5

out of 5

12 Oct•3 nights

£463
£383
View
Living area | Beach Gem, Weymouth

Weymouth, Dorset

Beach Gem

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

5

out of 5

8 Oct•3 nights

£485
£397
View

3 nights for 2 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 Nov•7 nights

£263
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 Oct•7 nights

£473
View
Exterior | Roselands, Dorchester

Dorchester, Dorset

Roselands

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

4.8

out of 5

14 Dec•7 nights

£671
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

9 Nov•7 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

7 Nov•7 nights

£513
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

23 Nov•7 nights

£617
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

29 Jan•7 nights

£353
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

5 Nov•7 nights

£333
View
Spacious house in the prestigious Admirals Quarter | Nothe View - Admirals Quarter, Weymouth
Customers' Choice

Weymouth, Dorset

Nothe View

Luxury
Wifi
Car Parking On Site
  • 8 Guests
  • 4 Bedrooms
  • 3 Bathrooms
  • 0 Pets

4.9

out of 5

14 Jan•7 nights

£667
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•7 nights

£2,527
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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