Weymouth Holiday Cottages

This coastal gem on the south coast with its picture-perfect beaches stretching along the bay, invites you to bask in the sun or even to take a stroll along the promenade. The bustling harbour, adorned with colourful boats, sets the scene for seafood feasts at waterfront eateries. Weymouth's Georgian architecture adds a touch of elegance to the town, while the lively esplanade teems with amusements, ice cream parlors, and the joyful sound of laughter. From the iconic Jurassic Coast to family-friendly attractions like Sandworld and the Sea Life Adventure Park, Weymouth offers a delightful mix of relaxation and adventure. Whether you're savouring fish and chips by the sea, exploring historic Nothe Fort, or simply unwinding with a sunset view, Weymouth promises an unforgettable coastal escape. Search our collection of hand-picked Weymouth holiday cottages for a classic British seaside escapade.

Weymouth harbour

Popular Holiday Cottages in Weymouth

Spacious house in the prestigious Admirals Quarter | Nothe View - Admirals Quarter, Weymouth

Weymouth, Dorset

Nothe View

Luxury
Wifi
Car parking on site
  • 8 Guests
  • 4 Bedrooms
  • 3 Bathrooms
  • 0 Pets

4.9

out of 5

7 nights

From

£655
View
Reserve today for only £25
Living area | Seagulls Lookout, Weymouth

Weymouth, Dorset

Seagulls Lookout

Coastal
Wifi
Coast within 1 mile
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 0 Pets

4.7

out of 5

7 nights

From

£327
View
Reserve today for only £25
Living room with doors to the courtyard | Whitestones, Weymouth

Weymouth, Dorset

Whitestones

Coastal
Wifi
Enclosed Garden / Patio
  • 7 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 0 Pets

4.4

out of 5

7 nights

From

£477
View
Reserve today for only £25
Living room | Violet Bay, Weymouth

Weymouth, Dorset

Violet Bay

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

4.1

out of 5

7 nights

From

£497
View
Reserve today for only £25
View | Chesil Vista, Fortuneswell, Portland

Fortuneswell, Portland, Dorset

Chesil Vista

Coastal
Wifi
Coast within 1 mile
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet

4.5

out of 5

7 nights

From

£417
View
Reserve today for only £25
Patio view | The Annex, Weymouth

Weymouth, Dorset

The Annex

Coastal
Wifi
Pub within 1 mile
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 0 Pets

4.7

out of 5

7 nights

From

£327
View
Garden | The Pod, Weymouth

Weymouth, Dorset

The Pod

Coastal
Wifi
Car parking on site
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 1 Pet

4.7

out of 5

7 nights

From

£513
View
Reserve today for only £25
Lovely single-storey barn conversion | Fossils’ End, Chickerell, near Weymouth

Chickerell, near Weymouth, Dorset

Fossils’ End

Coastal
Wifi
Car parking on site
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

5

out of 5

7 nights

From

£477
View
Reserve today for only £25
Dining Area | Coastal Gem, Weymouth

Weymouth, Dorset

Coastal Gem

Coastal
Wifi
Pub within 1 mile
  • 4 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 0 Pets

4.9

out of 5

7 nights

From

£327
View
Reserve today for only £25
Charming 200 year old cottage  | Pebbles, Portland

Portland, Dorset

Pebbles

Coastal
Wifi
Car parking on site
  • 6 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 1 Pet

4.8

out of 5

7 nights

From

£467
View
Reserve today for only £25
Living area | Pebble Cottage, Weymouth

Weymouth, United Kingdon

Pebble Cottage

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

5

out of 5

7 nights

From

£367
View
Reserve today for only £25
Stylish open plan living space | Little Gem, Weymouth

Weymouth, Dorset

Little Gem

Coastal
Wifi
Pub within 1 mile
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 0 Pets

4.9

out of 5

7 nights

From

£287
View
Reserve today for only £25

Dog Friendly Cottages in Weymouth

Living room | Violet Bay, Weymouth

Weymouth, Dorset

Violet Bay

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

4.1

out of 5

7 nights

From

£497
View
Reserve today for only £25
View | Chesil Vista, Fortuneswell, Portland

Fortuneswell, Portland, Dorset

Chesil Vista

Coastal
Wifi
Coast within 1 mile
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet

4.5

out of 5

7 nights

From

£417
View
Reserve today for only £25
Garden | The Pod, Weymouth

Weymouth, Dorset

The Pod

Coastal
Wifi
Car parking on site
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 1 Pet

4.7

out of 5

7 nights

From

£513
View
Reserve today for only £25
Lovely single-storey barn conversion | Fossils’ End, Chickerell, near Weymouth

Chickerell, near Weymouth, Dorset

Fossils’ End

Coastal
Wifi
Car parking on site
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

5

out of 5

7 nights

From

£477
View
Reserve today for only £25
Charming 200 year old cottage  | Pebbles, Portland

Portland, Dorset

Pebbles

Coastal
Wifi
Car parking on site
  • 6 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 1 Pet

4.8

out of 5

7 nights

From

£467
View
Reserve today for only £25
Exterior | Trevina, Portland, nr. Weymouth

Portland, near Weymouth, Dorset

Trevina

Coastal
Wifi
Car parking on site
  • 5 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 3 Pets

4.4

out of 5

7 nights

From

£277
View
Reserve today for only £25
Living room | Harbourhill, Chickerell, near Weymouth

Chickerell, near Weymouth, Dorset

Harbourhill

Coastal
Wifi
Car parking on site
  • 6 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 2 Pets

4.9

out of 5

7 nights

From

£609
View
Exterior | Glenmore Gardens, Weymouth

Weymouth, Dorset

Glenmore Gardens

Coastal
Wifi
Car parking on site
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 2 Pets

7 nights

From

£423
View
Reserve today for only £25
Garden | Jasmine Cottage, Osmington

Osmington, Dorset

Jasmine Cottage

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

4.5

out of 5

7 nights

From

£839
View
Reserve today for only £25
Exterior | Pilgrims Rest, Weymouth

Weymouth, Dorset

Pilgrims Rest

Coastal
Wifi
Car parking on site
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 3 Pets

4.6

out of 5

7 nights

From

£845
View
Reserve today for only £25

Coastal Holiday Cottages in Weymouth

Spacious house in the prestigious Admirals Quarter | Nothe View - Admirals Quarter, Weymouth

Weymouth, Dorset

Nothe View

Luxury
Wifi
Car parking on site
  • 8 Guests
  • 4 Bedrooms
  • 3 Bathrooms
  • 0 Pets

4.9

out of 5

7 nights

From

£655
View
Reserve today for only £25
Living area | Seagulls Lookout, Weymouth

Weymouth, Dorset

Seagulls Lookout

Coastal
Wifi
Coast within 1 mile
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 0 Pets

4.7

out of 5

7 nights

From

£327
View
Reserve today for only £25
Living room with doors to the courtyard | Whitestones, Weymouth

Weymouth, Dorset

Whitestones

Coastal
Wifi
Enclosed Garden / Patio
  • 7 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 0 Pets

4.4

out of 5

7 nights

From

£477
View
Reserve today for only £25
Living room | Violet Bay, Weymouth

Weymouth, Dorset

Violet Bay

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

4.1

out of 5

7 nights

From

£497
View
Reserve today for only £25
View | Chesil Vista, Fortuneswell, Portland

Fortuneswell, Portland, Dorset

Chesil Vista

Coastal
Wifi
Coast within 1 mile
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet

4.5

out of 5

7 nights

From

£417
View
Reserve today for only £25
Patio view | The Annex, Weymouth

Weymouth, Dorset

The Annex

Coastal
Wifi
Pub within 1 mile
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 0 Pets

4.7

out of 5

7 nights

From

£327
View
Garden | The Pod, Weymouth

Weymouth, Dorset

The Pod

Coastal
Wifi
Car parking on site
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 1 Pet

4.7

out of 5

7 nights

From

£513
View
Reserve today for only £25
Lovely single-storey barn conversion | Fossils’ End, Chickerell, near Weymouth

Chickerell, near Weymouth, Dorset

Fossils’ End

Coastal
Wifi
Car parking on site
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

5

out of 5

7 nights

From

£477
View
Reserve today for only £25
Dining Area | Coastal Gem, Weymouth

Weymouth, Dorset

Coastal Gem

Coastal
Wifi
Pub within 1 mile
  • 4 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 0 Pets

4.9

out of 5

7 nights

From

£327
View
Reserve today for only £25
Charming 200 year old cottage  | Pebbles, Portland

Portland, Dorset

Pebbles

Coastal
Wifi
Car parking on site
  • 6 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 1 Pet

4.8

out of 5

7 nights

From

£467
View
Reserve today for only £25
Living area | Pebble Cottage, Weymouth

Weymouth, United Kingdon

Pebble Cottage

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

5

out of 5

7 nights

From

£367
View
Reserve today for only £25
Stylish open plan living space | Little Gem, Weymouth

Weymouth, Dorset

Little Gem

Coastal
Wifi
Pub within 1 mile
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 0 Pets

4.9

out of 5

7 nights

From

£287
View
Reserve today for only £25

Inspiration of things to see and do in our cottages in Weymouth

Stretching for three miles along the coast, Weymouth Beach is a stunning sandy expanse with crystal-clear waters. Enjoy sunbathing, sandcastle building, and swimming, or take a stroll along the promenade.With, a wide selection of holiday cottages in Dorset we have the ideal holiday home for you.

Here are the top 5 things to see and do from our cottages in Weymouth:

Sand Sculptures at Sandworld

Immerse yourself in the world of sand art at Sandworld, where talented sculptors craft intricate sculptures from the golden grains. Marvel at the creativity displayed in this unique and ever-changing exhibition.

Swannery in Abbotsbury

Take a short trip to Abbotsbury Swannery, where you can witness a spectacle of hundreds of mute swans. Stroll through this historic site and enjoy the charming presence of these elegant birds in a natural setting.

Nothe Fort Ghost Tours

Embark on a spine-tingling adventure with the Nothe Fort Ghost Tours. Explore the historic fort after dark, hearing tales of paranormal activity and mysterious occurrences in this atmospheric and unconventional tour.

Greenhill Gardens Miniature Railway

All aboard the Greenhill Gardens Miniature Railway! Experience a journey through beautifully landscaped gardens on a miniature steam train, offering a delightful and nostalgic escape for visitors of all ages.

Weymouth Old Harbour Underwater Sculpture Trail

Dive into a unique experience with the Weymouth Old Harbour Underwater Sculpture Trail. Snorkel or scuba dive to discover a series of underwater sculptures, adding an unconventional and artistic twist to exploring the marine environment off Weymouth's coast.

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