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

Dining Area | Coastal Gem, Weymouth

Weymouth, Dorset

Coastal Gem

Coastal
Wifi
Car parking on site
  • Sleeps up to 4
  • 1 bedroom
  • 1 bathroom
  • Up to 0 pets allowed

4.9

out of 5

7 nights

From

£355
View
Inviting living area | Apartment 3 Catherine House, Weymouth
Coastal
Wifi
Pub within 1 mile
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 0 pets allowed

4.3

out of 5

7 nights

From

£345
View
Living area | Seagulls Lookout, Weymouth

Weymouth, Dorset

Seagulls Lookout

Coastal
Wifi
Coast within 1 mile
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 0 pets allowed

5

out of 5

7 nights

From

£405
View
Hot tub with fantastic sea views | Lloyds Cottage, Portland, near Weymouth

Portland, near Weymouth, Dorset

Lloyds Cottage

Coastal
Hot Tub
Wifi
  • Sleeps up to 6
  • 3 bedrooms
  • 3 bathrooms
  • Up to 0 pets allowed

5

out of 5

7 nights

From

£835
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
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

£575
View
Welcoming living area | Rodwell Trail Cottage, Weymouth

Weymouth, Dorset

Rodwell Trail Cottage

Coastal
Wifi
Car parking on site
  • Sleeps up to 6
  • 3 bedrooms
  • 2 bathrooms
  • Up to 0 pets allowed

5

out of 5

7 nights

From

£709
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

£695
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

4.9

out of 5

7 nights

From

£309
View
Garden | The Pod, Weymouth

Weymouth, Dorset

The Pod

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

4.5

out of 5

7 nights

From

£505
View
Charming holiday cottage close to Bincombe Down | Carpenters Cottage - Upwey Cottages, Weymouth
Coastal
Wifi
Car parking on site
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 1 pet allowed

4.9

out of 5

7 nights

From

£329
View
Cosy cottage with gravelled area to the front | Magnolia - St Anne’s Cottages, Chickerell, near Weymouth

Chickerell, near Weymouth, Dorset

St Anne’s Cottages - Magnolia

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

5

out of 5

7 nights

From

£539
View

Dog Friendly Cottages in Weymouth

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

£695
View
Garden | The Pod, Weymouth

Weymouth, Dorset

The Pod

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

4.5

out of 5

7 nights

From

£505
View
Charming holiday cottage close to Bincombe Down | Carpenters Cottage - Upwey Cottages, Weymouth
Coastal
Wifi
Car parking on site
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 1 pet allowed

4.9

out of 5

7 nights

From

£329
View
Cosy cottage with gravelled area to the front | Magnolia - St Anne’s Cottages, Chickerell, near Weymouth

Chickerell, near Weymouth, Dorset

St Anne’s Cottages - Magnolia

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

5

out of 5

7 nights

From

£539
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

£865
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
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

4.2

out of 5

7 nights

From

£339
View
Delightful cottage near to the sea | Sunset Cottage - St Anne’s Cottages, Chickerell, near Weymouth

Chickerell, near Weymouth, Dorset

St Anne’s Cottages - Sunset Cottage

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

5

out of 5

7 nights

From

£575
View
Exterior | Jurassic House, Weymouth

Weymouth, Dorset

Jurassic House

Coastal
Wifi
Car parking on site
  • Sleeps up to 10
  • 5 bedrooms
  • 3 bathrooms
  • Up to 2 pets allowed

7 nights

From

£1,675
View
Semi-detached holiday property  | Sparrows Nest, Preston, near Weymouth

Preston, near Weymouth, Dorset

Sparrows Nest

Coastal
Car parking on site
Enclosed Garden / Patio
  • Sleeps up to 5
  • 3 bedrooms
  • 1 bathroom
  • Up to 3 pets allowed

4.3

out of 5

7 nights

From

£485
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

£535
View

Coastal Holiday Cottages in Weymouth

Dining Area | Coastal Gem, Weymouth

Weymouth, Dorset

Coastal Gem

Coastal
Wifi
Car parking on site
  • Sleeps up to 4
  • 1 bedroom
  • 1 bathroom
  • Up to 0 pets allowed

4.9

out of 5

7 nights

From

£355
View
Inviting living area | Apartment 3 Catherine House, Weymouth
Coastal
Wifi
Pub within 1 mile
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 0 pets allowed

4.3

out of 5

7 nights

From

£345
View
Living area | Seagulls Lookout, Weymouth

Weymouth, Dorset

Seagulls Lookout

Coastal
Wifi
Coast within 1 mile
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 0 pets allowed

5

out of 5

7 nights

From

£405
View
Hot tub with fantastic sea views | Lloyds Cottage, Portland, near Weymouth

Portland, near Weymouth, Dorset

Lloyds Cottage

Coastal
Hot Tub
Wifi
  • Sleeps up to 6
  • 3 bedrooms
  • 3 bathrooms
  • Up to 0 pets allowed

5

out of 5

7 nights

From

£835
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
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

£575
View
Welcoming living area | Rodwell Trail Cottage, Weymouth

Weymouth, Dorset

Rodwell Trail Cottage

Coastal
Wifi
Car parking on site
  • Sleeps up to 6
  • 3 bedrooms
  • 2 bathrooms
  • Up to 0 pets allowed

5

out of 5

7 nights

From

£709
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

£695
View
Living area | Pebble Cottage, Weymouth

Weymouth, Dorset

Pebble Cottage

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

7 nights

From

£855
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

4.9

out of 5

7 nights

From

£309
View
Garden | The Pod, Weymouth

Weymouth, Dorset

The Pod

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

4.5

out of 5

7 nights

From

£505
View
Charming holiday cottage close to Bincombe Down | Carpenters Cottage - Upwey Cottages, Weymouth
Coastal
Wifi
Car parking on site
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 1 pet allowed

4.9

out of 5

7 nights

From

£329
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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