Weymouth holiday cottages

Located on the stunning Jurassic Coast of Dorset, Weymouth promises an unforgettable experience for all. With its pristine sandy beaches, rich history, and vibrant atmosphere, this destination has something for everyone. The highlight is undoubtedly its breathtaking beaches, with golden sands stretching for miles, providing the perfect setting for sunbathing, sandcastle building, and leisurely strolls along the promenade. The clear waters of Weymouth Bay also offer fantastic opportunities for swimming, kayaking, and other water sports. If you're looking for a Weymouth holiday cottage our wide selection offers you a perfect blend of coast or country locations. Our dog-friendly cottages include our pets go free collection. So what are you waiting for? Grab your loved ones and head off for a relaxing seaside break.

View all Weymouth holiday cottages
Weymouth holiday cottages

Popular cottages in Weymouth

Spacious apartment in the prestigious Admirals Quarter | Nothe View - Admirals Quarter, Weymouth
Customers' Choice

Weymouth, Dorset

Nothe View

Luxury
Wifi
Car parking on site
  • Sleeps up to 8
  • 4 bedrooms
  • 3 bathrooms
  • Up to 0 pets allowed

4.9

out of 5

8 nights

From

£649
View
Living room | Harbourhill, Chickerell, near Weymouth

Chickerell, near Weymouth, Dorset

Harbourhill

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

4.9

out of 5

6 nights

From

£409
View
Outdoor area | Coastal Gem, Weymouth
Customers' Choice

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

4 nights

From

£339
View
Exterior | Old Milking Parlour, Osmington, near Weymouth
Customers' Choice

Osmington, near Weymouth, Dorset

Old Milking Parlour

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

4.9

out of 5

6 nights

From

£565
View
Delightful open plan living space | 5 Park Mews, Weymouth

Weymouth, Dorset

5 Park Mews

Coastal
Wifi
Pub within 1 mile
  • Sleeps up to 4
  • 1 bedroom
  • 1 bathroom
  • Up to 0 pets allowed

4.7

out of 5

4 nights

From

£259
View
Ground floor, spacious and modern, open plan apartment | Ship Shape, Weymouth
Customers' Choice

Weymouth, Dorset

Ship Shape

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

4.7

out of 5

4 nights

From

£385
View
Delightful cottage near to the sea | Sunset Cottage - St Anne’s Cottages, Chickerell, near Weymouth
Customers' Choice

Chickerell, near Weymouth, Dorset

St Anne’s Cottages - Sunset Cottage

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

4.8

out of 5

4 nights

From

£429
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

4.4

out of 5

7 nights

From

£429
View
Exterior | Trevina, Portland, nr. Weymouth

Portland, near Weymouth, Dorset

Trevina

Pets stay free
Coastal
Car parking on site
Enclosed Garden / Patio
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 3 pets allowed

4.3

out of 5

4 nights

From

£289
View
Fabulous private balcony | Petty Officer’s Suite - Crabbers’ Wharf, Portland
Coastal
Wifi
Car parking on site
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 0 pets allowed

4

out of 5

4 nights

From

£965
View
Living area | The Tides, Weymouth

Weymouth, Dorset

The Tides

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

4.8

out of 5

4 nights

From

£809
View

Dog friendly cottages in Weymouth

Living room | Harbourhill, Chickerell, near Weymouth

Chickerell, near Weymouth, Dorset

Harbourhill

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

4.9

out of 5

6 nights

From

£409
View
Exterior | Old Milking Parlour, Osmington, near Weymouth
Customers' Choice

Osmington, near Weymouth, Dorset

Old Milking Parlour

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

4.9

out of 5

6 nights

From

£565
View
Delightful cottage near to the sea | Sunset Cottage - St Anne’s Cottages, Chickerell, near Weymouth
Customers' Choice

Chickerell, near Weymouth, Dorset

St Anne’s Cottages - Sunset Cottage

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

4.8

out of 5

4 nights

From

£429
View
Exterior | Trevina, Portland, nr. Weymouth

Portland, near Weymouth, Dorset

Trevina

Pets stay free
Coastal
Car parking on site
Enclosed Garden / Patio
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 3 pets allowed

4.3

out of 5

4 nights

From

£289
View
Garden | The Pod, Weymouth
Customers' Choice

Weymouth, Dorset

The Pod

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

4.7

out of 5

6 nights

From

£449
View
Exterior | Markham House, Weymouth
Customers' Choice

Weymouth, Dorset

Markham House

Coastal
Wifi
Car parking on site
  • Sleeps up to 5
  • 3 bedrooms
  • 2 bathrooms
  • Up to 1 pet allowed

5

out of 5

5 nights

From

£475
View
Exterior | Alpen Rose Cottage, Easton, nr. Weymouth

Easton, near Weymouth, Dorset

Alpen Rose Cottage

Pets stay free
Coastal
Wifi
Car parking on site
  • Sleeps up to 5
  • 3 bedrooms
  • 1 bathroom
  • Up to 2 pets allowed

For price, add a start date

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
  • Sleeps up to 5
  • 3 bedrooms
  • 1 bathroom
  • Up to 3 pets allowed

4.2

out of 5

5 nights

From

£505
View
Living room | The Gannets, Weymouth
Customers' Choice

Weymouth, Dorset

The Gannets

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

4.8

out of 5

6 nights

From

£625
View
Cosy living room | Wyke School Yard, Wyke Regis, near Weymouth

Wyke Regis, near Weymouth, Dorset

Wyke School Yard

Pets stay free
Coastal
Wifi
Pub within 1 mile
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 1 pet allowed

4.2

out of 5

4 nights

From

£315
View
Lovely single-storey barn conversion | Fossils’ End, Chickerell, near Weymouth
Customers' Choice

Chickerell, near Weymouth, Dorset

Fossils’ End

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

5

out of 5

4 nights

From

£405
View

Coastal cottages in Weymouth

Lovely semi-detached, stone holiday cottage  | Anchor Cottage, Portland

Portland, Dorset

Anchor Cottage

Coastal
Wifi
Car parking on site
  • Sleeps up to 5
  • 3 bedrooms
  • 1 bathroom
  • Up to 0 pets allowed

For price, add a start date

View
Living room | Harbourhill, Chickerell, near Weymouth

Chickerell, near Weymouth, Dorset

Harbourhill

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

4.9

out of 5

6 nights

From

£409
View
Outdoor area | Coastal Gem, Weymouth
Customers' Choice

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

4 nights

From

£339
View
Exterior | Old Milking Parlour, Osmington, near Weymouth
Customers' Choice

Osmington, near Weymouth, Dorset

Old Milking Parlour

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

4.9

out of 5

6 nights

From

£565
View
Delightful open plan living space | 5 Park Mews, Weymouth

Weymouth, Dorset

5 Park Mews

Coastal
Wifi
Pub within 1 mile
  • Sleeps up to 4
  • 1 bedroom
  • 1 bathroom
  • Up to 0 pets allowed

4.7

out of 5

4 nights

From

£259
View
Ground floor, spacious and modern, open plan apartment | Ship Shape, Weymouth
Customers' Choice

Weymouth, Dorset

Ship Shape

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

4.7

out of 5

4 nights

From

£385
View
Delightful cottage near to the sea | Sunset Cottage - St Anne’s Cottages, Chickerell, near Weymouth
Customers' Choice

Chickerell, near Weymouth, Dorset

St Anne’s Cottages - Sunset Cottage

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

4.8

out of 5

4 nights

From

£429
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

4.4

out of 5

7 nights

From

£429
View
Bedroom | Green Cottage, Weymouth

Weymouth, Dorset

Green Cottage

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

For price, add a start date

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

3.9

out of 5

7 nights

From

£459
View
Exterior | Trevina, Portland, nr. Weymouth

Portland, near Weymouth, Dorset

Trevina

Pets stay free
Coastal
Car parking on site
Enclosed Garden / Patio
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 3 pets allowed

4.3

out of 5

4 nights

From

£289
View
Dining Area | Sea-esta, Weymouth

Weymouth, Dorset

Sea-esta

Coastal
Luxury
Wifi
  • Sleeps up to 12
  • 6 bedrooms
  • 6 bathrooms
  • Up to 0 pets allowed

12 nights

From

£1,309
View

Cottages within 1 mile of a pub in Weymouth

Lovely semi-detached, stone holiday cottage  | Anchor Cottage, Portland

Portland, Dorset

Anchor Cottage

Coastal
Wifi
Car parking on site
  • Sleeps up to 5
  • 3 bedrooms
  • 1 bathroom
  • Up to 0 pets allowed

For price, add a start date

View
Living room | Harbourhill, Chickerell, near Weymouth

Chickerell, near Weymouth, Dorset

Harbourhill

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

4.9

out of 5

6 nights

From

£409
View
Outdoor area | Coastal Gem, Weymouth
Customers' Choice

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

4 nights

From

£339
View
Exterior | Old Milking Parlour, Osmington, near Weymouth
Customers' Choice

Osmington, near Weymouth, Dorset

Old Milking Parlour

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

4.9

out of 5

6 nights

From

£565
View
Delightful open plan living space | 5 Park Mews, Weymouth

Weymouth, Dorset

5 Park Mews

Coastal
Wifi
Pub within 1 mile
  • Sleeps up to 4
  • 1 bedroom
  • 1 bathroom
  • Up to 0 pets allowed

4.7

out of 5

4 nights

From

£259
View
Ground floor, spacious and modern, open plan apartment | Ship Shape, Weymouth
Customers' Choice

Weymouth, Dorset

Ship Shape

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

4.7

out of 5

4 nights

From

£385
View
Delightful cottage near to the sea | Sunset Cottage - St Anne’s Cottages, Chickerell, near Weymouth
Customers' Choice

Chickerell, near Weymouth, Dorset

St Anne’s Cottages - Sunset Cottage

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

4.8

out of 5

4 nights

From

£429
View
Exterior | Trevina, Portland, nr. Weymouth

Portland, near Weymouth, Dorset

Trevina

Pets stay free
Coastal
Car parking on site
Enclosed Garden / Patio
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 3 pets allowed

4.3

out of 5

4 nights

From

£289
View
Fabulous private balcony | Petty Officer’s Suite - Crabbers’ Wharf, Portland
Coastal
Wifi
Car parking on site
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 0 pets allowed

4

out of 5

4 nights

From

£965
View
Living area | The Tides, Weymouth

Weymouth, Dorset

The Tides

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

4.8

out of 5

4 nights

From

£809
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

5

out of 5

4 nights

From

£555
View

Inspiration of things to see and do in our cottages in Weymouth

Weymouth, a charming seaside town located on the Jurassic Coast in Dorset, offers a delightful blend of natural beauty, rich history, and family-friendly attractions. Here are some of the main places to visit in Weymouth:

  1. Weymouth Beach: 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 leisurely stroll along the promenade.

  2. Weymouth Harbour: Explore the bustling Weymouth Harbour, which serves as the gateway to the Jurassic Coast. Watch fishing boats and luxury yachts, sample freshly caught seafood from the local stalls, and soak up the vibrant atmosphere of this maritime hub.

  3. Nothe Fort: Discover the military history of Weymouth at Nothe Fort, a well-preserved Victorian fort with panoramic views of the coast. Explore the underground passageways, climb to the ramparts, and learn about the fort's role in defending the town.

  4. Jurassic Skyline: Take a ride on the Jurassic Skyline, a giant observation tower that offers unparalleled views of Weymouth and the surrounding Jurassic Coast. From the top, you can admire the panoramic vistas and gain a unique perspective on the coastline.

  5. Sandsfoot Castle: Visit Sandsfoot Castle, a 16th-century coastal fortress with commanding views of Portland Harbour. Explore the ruins, walk through the picturesque gardens, and learn about the castle's historical significance.

  6. Sea Life Centre: Dive into the fascinating underwater world at the Sea Life Centre in Weymouth. Discover a variety of marine creatures, from sharks and turtles to colourful tropical fish. Enjoy interactive exhibits and learn about marine conservation efforts.