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 | Cormorant View, Weymouth

Weymouth, Dorset

Cormorant View

Coastal
Wifi
Car parking on site
  • 7 Guests
  • 4 Bedrooms
  • 2 Bathrooms
  • 0 Pets

4.3

out of 5

7 nights

From

£657
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

7 nights

From

£851
View
Charming 200 year old cottage  | Pebbles, Portland
Customers' Choice

Portland, Dorset

Pebbles

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

4.9

out of 5

7 nights

From

£477
View
Semi-detached holiday property  | Sparrows Nest, Preston, near Weymouth

Preston, near Weymouth, Dorset

Sparrows Nest

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

4.6

out of 5

7 nights

From

£581
View
Patio view | The Annex, Weymouth

Weymouth, Dorset

The Annex

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

4.5

out of 5

7 nights

From

£383
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
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 0 Pets

4.6

out of 5

7 nights

From

£641
View
Hot tub with fantastic sea views | Lloyds Cottage, Portland, near Weymouth
Customers' Choice

Portland, near Weymouth, Dorset

Lloyds Cottage

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

4.8

out of 5

7 nights

From

£892
View
Living room | Harbourhill, Chickerell, near Weymouth
Customers' Choice

Chickerell, near Weymouth, Dorset

Harbourhill

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

4.8

out of 5

7 nights

From

£641
View
Stylish open plan living space | Little Gem, Weymouth
Customers' Choice

Weymouth, Dorset

Little Gem

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

4.8

out of 5

7 nights

From

£337
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

4.7

out of 5

7 nights

From

£343
View
Exterior | Pilgrims Rest, Weymouth
Customers' Choice

Weymouth, Dorset

Pilgrims Rest

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

4.6

out of 5

7 nights

From

£1,286
View

Dog Friendly Cottages in Weymouth

Charming 200 year old cottage  | Pebbles, Portland
Customers' Choice

Portland, Dorset

Pebbles

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

4.9

out of 5

7 nights

From

£477
View
Semi-detached holiday property  | Sparrows Nest, Preston, near Weymouth

Preston, near Weymouth, Dorset

Sparrows Nest

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

4.6

out of 5

7 nights

From

£581
View
Exterior | Glenmore Gardens, Weymouth

Weymouth, Dorset

Glenmore Gardens

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

3.7

out of 5

7 nights

From

£523
View
Living area | Flat One, Weymouth

Weymouth, Dorset

Flat One

Coastal
Wifi
Pub within 1 mile
  • 6 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 1 Pet

7 nights

From

£707
View
Living room | Harbourhill, Chickerell, near Weymouth
Customers' Choice

Chickerell, near Weymouth, Dorset

Harbourhill

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

4.8

out of 5

7 nights

From

£641
View
Exterior | Pilgrims Rest, Weymouth
Customers' Choice

Weymouth, Dorset

Pilgrims Rest

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

4.6

out of 5

7 nights

From

£1,286
View
Exterior | Roselands, Dorchester

Dorchester, Dorset

Roselands

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

4.7

out of 5

7 nights

From

£671
View
Exterior | Nemo’s Lodge, Portland

Portland, Dorset

Nemo’s Lodge

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

2.9

out of 5

7 nights

From

£577
View
Comfortable living area | Elizabethan House, Portland

Portland, Dorset

Elizabethan House

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

3.8

out of 5

7 nights

From

£767
View
Exterior | Newstead Cottage, Weymouth

Weymouth, Dorset

Newstead Cottage

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

4.6

out of 5

7 nights

From

£557
View
Garden | The Pod, Weymouth
Customers' Choice

Weymouth, Dorset

The Pod

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

4.8

out of 5

7 nights

From

£543
View

Coastal Holiday Cottages in Weymouth

Living room | Cormorant View, Weymouth

Weymouth, Dorset

Cormorant View

Coastal
Wifi
Car parking on site
  • 7 Guests
  • 4 Bedrooms
  • 2 Bathrooms
  • 0 Pets

4.3

out of 5

7 nights

From

£657
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

7 nights

From

£851
View
Charming 200 year old cottage  | Pebbles, Portland
Customers' Choice

Portland, Dorset

Pebbles

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

4.9

out of 5

7 nights

From

£477
View
Living area | Admirals Rest, Weymouth

Weymouth, Dorset

Admirals Rest

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

3.7

out of 5

7 nights

From

£447
View
Semi-detached holiday property  | Sparrows Nest, Preston, near Weymouth

Preston, near Weymouth, Dorset

Sparrows Nest

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

4.6

out of 5

7 nights

From

£581
View
Patio view | The Annex, Weymouth

Weymouth, Dorset

The Annex

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

4.5

out of 5

7 nights

From

£383
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
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 0 Pets

4.6

out of 5

7 nights

From

£641
View
Exterior | Glenmore Gardens, Weymouth

Weymouth, Dorset

Glenmore Gardens

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

3.7

out of 5

7 nights

From

£523
View
Living room | The Warwick, Weymouth

Weymouth, Warwickshire

The Warwick

Coastal
Wifi
Car parking on site
  • 13 Guests
  • 7 Bedrooms
  • 6 Bathrooms
  • 0 Pets

7 nights

From

£1,656
View
Living area | Flat One, Weymouth

Weymouth, Dorset

Flat One

Coastal
Wifi
Pub within 1 mile
  • 6 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 1 Pet

7 nights

From

£707
View
Hot tub with fantastic sea views | Lloyds Cottage, Portland, near Weymouth
Customers' Choice

Portland, near Weymouth, Dorset

Lloyds Cottage

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

4.8

out of 5

7 nights

From

£892
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

7 nights

From

£473
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 on your next short break 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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