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

Living room | The Gannets, Weymouth

Weymouth, Dorset

The Gannets

Coastal
Wifi
Car parking on site
  • Sleeps up to 6
  • 4 bedrooms
  • 2 bathrooms
  • Up to 2 pets allowed

4.4

out of 5

7 nights

From

£669
View
Stylish open plan living space | Little Gem, Weymouth

Weymouth, Dorset

Little Gem

Coastal
Wifi
Pub within 1 mile
  • Sleeps up to 2
  • 1 bedroom
  • 1 bathroom
  • Up to 0 pets allowed

4.8

out of 5

7 nights

From

£305
View
Lovely single-storey barn conversion | Fossils’ End, Chickerell, near Weymouth

Chickerell, near Weymouth, Dorset

Fossils’ End

Coastal
Wifi
Car parking on site
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 2 pets allowed

5

out of 5

7 nights

From

£445
View
Garden | The Pod, Weymouth

Weymouth, Dorset

The Pod

Coastal
Wifi
Enclosed Garden / Patio
  • Sleeps up to 6
  • 3 bedrooms
  • 2 bathrooms
  • Up to 1 pet allowed

4.5

out of 5

7 nights

From

£539
View
Exterior | Old Milking Parlour, Osmington, near Weymouth

Osmington, near Weymouth, Dorset

Old Milking Parlour

Coastal
Wifi
Car parking on site
  • Sleeps up to 6
  • 3 bedrooms
  • 2 bathrooms
  • Up to 2 pets allowed

4.8

out of 5

7 nights

From

£615
View
Living room | Freshwater Bay View, Portland

Portland, Dorset

Freshwater Bay View

Coastal
Wifi
Car parking on site
  • Sleeps up to 2
  • 1 bedroom
  • 1 bathroom
  • Up to 0 pets allowed

5

out of 5

7 nights

From

£579
View
View | Harbourside Landing, Weymouth

Weymouth, Dorset

Harbourside Landing

Coastal
Luxury
Wifi
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 0 pets allowed

4.8

out of 5

7 nights

From

£515
View
Garden | Jasmine Cottage, Osmington

Osmington, Dorset

Jasmine Cottage

Coastal
Luxury
Wifi
  • Sleeps up to 8
  • 4 bedrooms
  • 3 bathrooms
  • Up to 2 pets allowed

4.5

out of 5

7 nights

From

£895
View
Living room | Harbourhill, Chickerell, near Weymouth

Chickerell, near Weymouth, Dorset

Harbourhill

Coastal
Wifi
Car parking on site
  • Sleeps up to 6
  • 3 bedrooms
  • 1 bathroom
  • Up to 2 pets allowed

4.7

out of 5

7 nights

From

£465
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
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 0 pets allowed

4.6

out of 5

7 nights

From

£565
View

Dog Friendly Cottages in Weymouth

Living room | The Gannets, Weymouth

Weymouth, Dorset

The Gannets

Coastal
Wifi
Car parking on site
  • Sleeps up to 6
  • 4 bedrooms
  • 2 bathrooms
  • Up to 2 pets allowed

4.4

out of 5

7 nights

From

£669
View
Lovely single-storey barn conversion | Fossils’ End, Chickerell, near Weymouth

Chickerell, near Weymouth, Dorset

Fossils’ End

Coastal
Wifi
Car parking on site
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 2 pets allowed

5

out of 5

7 nights

From

£445
View
Garden | The Pod, Weymouth

Weymouth, Dorset

The Pod

Coastal
Wifi
Enclosed Garden / Patio
  • Sleeps up to 6
  • 3 bedrooms
  • 2 bathrooms
  • Up to 1 pet allowed

4.5

out of 5

7 nights

From

£539
View
Exterior | Old Milking Parlour, Osmington, near Weymouth

Osmington, near Weymouth, Dorset

Old Milking Parlour

Coastal
Wifi
Car parking on site
  • Sleeps up to 6
  • 3 bedrooms
  • 2 bathrooms
  • Up to 2 pets allowed

4.8

out of 5

7 nights

From

£615
View
Garden | Jasmine Cottage, Osmington

Osmington, Dorset

Jasmine Cottage

Coastal
Luxury
Wifi
  • Sleeps up to 8
  • 4 bedrooms
  • 3 bathrooms
  • Up to 2 pets allowed

4.5

out of 5

7 nights

From

£895
View
Living room | Harbourhill, Chickerell, near Weymouth

Chickerell, near Weymouth, Dorset

Harbourhill

Coastal
Wifi
Car parking on site
  • Sleeps up to 6
  • 3 bedrooms
  • 1 bathroom
  • Up to 2 pets allowed

4.7

out of 5

7 nights

From

£465
View
Exterior | Pilgrims Rest, Weymouth

Weymouth, Dorset

Pilgrims Rest

Coastal
Wifi
Car parking on site
  • Sleeps up to 6
  • 3 bedrooms
  • 2 bathrooms
  • Up to 3 pets allowed

4.5

out of 5

7 nights

From

£679
View
Exterior | Newstead Cottage, Weymouth

Weymouth, Dorset

Newstead Cottage

Coastal
Wifi
Car parking on site
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 2 pets allowed

4.7

out of 5

7 nights

From

£595
View
Charming 200 year old cottage  | Pebbles, Portland

Portland, Dorset

Pebbles

Coastal
Wifi
Car parking on site
  • Sleeps up to 6
  • 3 bedrooms
  • 1 bathroom
  • Up to 1 pet allowed

5

out of 5

7 nights

From

£379
View
Exterior | Trevina, Portland, nr. Weymouth

Portland, near Weymouth, Dorset

Trevina

Coastal
Wifi
Car parking on site
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 3 pets allowed

4.3

out of 5

7 nights

From

£375
View

Coastal Holiday Cottages in Weymouth

Living room | The Gannets, Weymouth

Weymouth, Dorset

The Gannets

Coastal
Wifi
Car parking on site
  • Sleeps up to 6
  • 4 bedrooms
  • 2 bathrooms
  • Up to 2 pets allowed

4.4

out of 5

7 nights

From

£669
View
Living room | Cormorant View, Weymouth

Weymouth, Dorset

Cormorant View

Coastal
Wifi
Car parking on site
  • Sleeps up to 7
  • 4 bedrooms
  • 2 bathrooms
  • Up to 0 pets allowed

3.8

out of 5

7 nights

From

£495
View
Stylish open plan living space | Little Gem, Weymouth

Weymouth, Dorset

Little Gem

Coastal
Wifi
Pub within 1 mile
  • Sleeps up to 2
  • 1 bedroom
  • 1 bathroom
  • Up to 0 pets allowed

4.8

out of 5

7 nights

From

£305
View
Lovely single-storey barn conversion | Fossils’ End, Chickerell, near Weymouth

Chickerell, near Weymouth, Dorset

Fossils’ End

Coastal
Wifi
Car parking on site
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 2 pets allowed

5

out of 5

7 nights

From

£445
View
Garden | The Pod, Weymouth

Weymouth, Dorset

The Pod

Coastal
Wifi
Enclosed Garden / Patio
  • Sleeps up to 6
  • 3 bedrooms
  • 2 bathrooms
  • Up to 1 pet allowed

4.5

out of 5

7 nights

From

£539
View
Living room with doors to the courtyard | Whitestones, Weymouth

Weymouth, Dorset

Whitestones

Coastal
Wifi
Enclosed Garden / Patio
  • Sleeps up to 7
  • 3 bedrooms
  • 2 bathrooms
  • Up to 0 pets allowed

3.8

out of 5

7 nights

From

£469
View
Exterior | Old Milking Parlour, Osmington, near Weymouth

Osmington, near Weymouth, Dorset

Old Milking Parlour

Coastal
Wifi
Car parking on site
  • Sleeps up to 6
  • 3 bedrooms
  • 2 bathrooms
  • Up to 2 pets allowed

4.8

out of 5

7 nights

From

£615
View
Living room | Freshwater Bay View, Portland

Portland, Dorset

Freshwater Bay View

Coastal
Wifi
Car parking on site
  • Sleeps up to 2
  • 1 bedroom
  • 1 bathroom
  • Up to 0 pets allowed

5

out of 5

7 nights

From

£579
View
View | Harbourside Landing, Weymouth

Weymouth, Dorset

Harbourside Landing

Coastal
Luxury
Wifi
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 0 pets allowed

4.8

out of 5

7 nights

From

£515
View
Garden | Jasmine Cottage, Osmington

Osmington, Dorset

Jasmine Cottage

Coastal
Luxury
Wifi
  • Sleeps up to 8
  • 4 bedrooms
  • 3 bathrooms
  • Up to 2 pets allowed

4.5

out of 5

7 nights

From

£895
View
Living room | Harbourhill, Chickerell, near Weymouth

Chickerell, near Weymouth, Dorset

Harbourhill

Coastal
Wifi
Car parking on site
  • Sleeps up to 6
  • 3 bedrooms
  • 1 bathroom
  • Up to 2 pets allowed

4.7

out of 5

7 nights

From

£465
View

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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