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

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

£487
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

4.5

out of 5

7 nights

From

£477
View
Living room | Freshwater Bay View, Portland

Portland, Dorset

Freshwater Bay View

Coastal
Wifi
Car parking on site
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 0 Pets

5

out of 5

7 nights

From

£689
View
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

4.8

out of 5

7 nights

From

£243
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

£433
View
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

£659
View
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
Patio view | The Annex, Weymouth

Weymouth, Dorset

The Annex

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

4.8

out of 5

7 nights

From

£327
View
Stylish 1st floor apartment | Cove View - Admirals Quarter, Weymouth

Weymouth, Dorset

Cove View

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

4.8

out of 5

7 nights

From

£513
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

4.4

out of 5

7 nights

From

£497
View

Dog Friendly Cottages in Weymouth

Living room | Gwens House, Weymouth

Weymouth, Dorset

Gwens House

Coastal
Wifi
Pub within 1 mile
  • 6 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

7 nights

From

£413
View
Living room | Violet Bay, Weymouth

Weymouth, Dorset

Violet Bay

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

4.4

out of 5

7 nights

From

£497
View
Exterior | Trevina, Portland, nr. Weymouth

Portland, near Weymouth, Dorset

Trevina

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

4.2

out of 5

7 nights

From

£277
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
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

3.9

out of 5

7 nights

From

£493
View
Living area | Hideaway House, Portland

Portland, Dorset

Hideaway House

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

4.8

out of 5

7 nights

From

£565
View
Comfortable living area | Elizabethan House, Portland

Portland, Dorset

Elizabethan House

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

4.3

out of 5

7 nights

From

£875
View
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 | September Cottage, Weymouth

Weymouth, Dorset

September Cottage

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

7 nights

From

£427
View
Exterior | Newstead Cottage, Weymouth

Weymouth, Dorset

Newstead Cottage

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

4.7

out of 5

7 nights

From

£559
View

Coastal Holiday Cottages in Weymouth

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

£487
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

4.5

out of 5

7 nights

From

£477
View
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

£507
View
Living room | Freshwater Bay View, Portland

Portland, Dorset

Freshwater Bay View

Coastal
Wifi
Car parking on site
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 0 Pets

5

out of 5

7 nights

From

£689
View
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

4.8

out of 5

7 nights

From

£243
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

£433
View
Exterior | Bridge View, Weymouth

Weymouth, Dorset

Bridge View

Coastal
Luxury
Wifi
  • 8 Guests
  • 5 Bedrooms
  • 2 Bathrooms
  • 0 Pets

3.9

out of 5

7 nights

From

£895
View
Living room | Gwens House, Weymouth

Weymouth, Dorset

Gwens House

Coastal
Wifi
Pub within 1 mile
  • 6 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

7 nights

From

£413
View
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

£659
View
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

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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