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

Welcoming living area | Rodwell Trail Cottage, Weymouth

Weymouth, Dorset

Rodwell Trail Cottage

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

4

out of 5

7 nights

From

£690
View
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

£469
View
Reserve today for only £25
Hot tub with fantastic sea views | Lloyds Cottage, Portland, near Weymouth

Portland, near Weymouth, Dorset

Lloyds Cottage

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

4.9

out of 5

7 nights

From

£677
View
Living area | Admirals Rest, Weymouth

Weymouth, Dorset

Admirals Rest

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

4.2

out of 5

7 nights

From

£395
View
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

£289
View
Reserve today for only £25
Delightful open plan living space | 5 Park Mews, Weymouth

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 nights

From

£275
View
Exterior | Old Milking Parlour, Osmington, near Weymouth

Osmington, near Weymouth, Dorset

Old Milking Parlour

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

4.8

out of 5

7 nights

From

£617
View
Living room | Violet Bay, Weymouth

Weymouth, Dorset

Violet Bay

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

4

out of 5

7 nights

From

£499
View
Reserve today for only £25
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

£677
View
Reserve today for only £25
Comfortable living area | Elizabethan House, Portland

Portland, Dorset

Elizabethan House

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

4.2

out of 5

7 nights

From

£707
View
Reserve today for only £25
Semi-detached holiday property  | Sparrows Nest, Preston, near Weymouth

Preston, near Weymouth, Dorset

Sparrows Nest

Coastal
Car parking on site
Enclosed Garden / Patio
  • 5 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 3 Pets

4.3

out of 5

7 nights

From

£465
View
Reserve today for only £25
View | Harbourside Landing, Weymouth

Weymouth, Dorset

Harbourside Landing

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

4.5

out of 5

7 nights

From

£489
View
Reserve today for only £25

Dog Friendly Cottages in Weymouth

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

£469
View
Reserve today for only £25
Exterior | Old Milking Parlour, Osmington, near Weymouth

Osmington, near Weymouth, Dorset

Old Milking Parlour

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

4.8

out of 5

7 nights

From

£617
View
Exterior | Nemo’s Lodge, Portland

Portland, Dorset

Nemo’s Lodge

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

2

out of 5

7 nights

From

£449
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

out of 5

7 nights

From

£499
View
Reserve today for only £25
Comfortable living area | Elizabethan House, Portland

Portland, Dorset

Elizabethan House

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

4.2

out of 5

7 nights

From

£707
View
Reserve today for only £25
Semi-detached holiday property  | Sparrows Nest, Preston, near Weymouth

Preston, near Weymouth, Dorset

Sparrows Nest

Coastal
Car parking on site
Enclosed Garden / Patio
  • 5 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 3 Pets

4.3

out of 5

7 nights

From

£465
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

4.7

out of 5

7 nights

From

£419
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

4.8

out of 5

7 nights

From

£549
View
Living area | Hideaway House, Portland

Portland, Dorset

Hideaway House

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

5

out of 5

7 nights

From

£561
View
Reserve today for only £25
Exterior | September Cottage, Weymouth

Weymouth, Dorset

September Cottage

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

3.7

out of 5

7 nights

From

£379
View

Coastal Holiday Cottages in Weymouth

Welcoming living area | Rodwell Trail Cottage, Weymouth

Weymouth, Dorset

Rodwell Trail Cottage

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

4

out of 5

7 nights

From

£690
View
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

£469
View
Reserve today for only £25
Terrace | Bay View 34, Weymouth

Weymouth, Dorset

Bay View 34

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

7 nights

From

£485
View
Reserve today for only £25
Hot tub with fantastic sea views | Lloyds Cottage, Portland, near Weymouth

Portland, near Weymouth, Dorset

Lloyds Cottage

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

4.9

out of 5

7 nights

From

£677
View
Living area | Admirals Rest, Weymouth

Weymouth, Dorset

Admirals Rest

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

4.2

out of 5

7 nights

From

£395
View
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

£289
View
Reserve today for only £25
Delightful open plan living space | 5 Park Mews, Weymouth

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 nights

From

£275
View
Exterior | Old Milking Parlour, Osmington, near Weymouth

Osmington, near Weymouth, Dorset

Old Milking Parlour

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

4.8

out of 5

7 nights

From

£617
View
Exterior | Nemo’s Lodge, Portland

Portland, Dorset

Nemo’s Lodge

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

2

out of 5

7 nights

From

£449
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

out of 5

7 nights

From

£499
View
Reserve today for only £25
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

£677
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.

More Popular Holiday Destinations in Dorset

Lyme Regis cottages

Bridport cottages

Swanage cottages

Sherborne cottages

Shaftesbury cottages

Weymouth holiday cottages

Explore