Secure your stay for £20 T&Cs apply

Weymouth Holiday Cottages

270 properties found

A two-story house with a pitched roof on Hillcrest Road with a 20 mph zone sign and plants in Wyke Regis

Fisherman's Rest

Wyke Regis, Dorset

6 Guests
3 Beds
Pet Friendly
Wifi

for 7 nights

From

£698

A living room with a TV on a stand a coffee table with board games a clock on the wall and large windows showing a sea view at Beach View Apartment 3 in Greenhill

Beach View Apartment 3

Greenhill, Dorset

5 Guests
2 Beds
No pets
Wifi

for 7 nights

From

£696

A window view of a harbor with sailboats and buildings in the background at The Ferryman in Weymouth

The Ferryman

Weymouth, Dorset

5 Guests
2 Beds
No pets
Wifi

for 7 nights

From

£599

A house with a driveway and garden at Tudor Rose in Weymouth

Tudor Rose

Weymouth, Dorset

6 Guests
3 Beds
Pet Friendly
Wifi

for 7 nights

From

£694

Front view of two adjoining houses with black doors and white brick walls with a paved driveway at Maisy Cottage in Weymouth

Maisy Cottage

Weymouth, Dorset

4 Guests
2 Beds
No pets
Wifi

for 7 nights

From

£581

A brick house with white framed windows a pale green door and parking signs outside at Anchor Cottage in Weymouth

Anchor Cottage

Weymouth, Dorset

5 Guests
3 Beds
No pets
Wifi

for 7 nights

From

£528

A living room with a TV on a white stand and a black sofa with animal print cushions at Sunny Days in Weymouth

Sunny Days

Weymouth, Dorset

4 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£535

A living room with a staircase and a sofa at Harbourside in Weymouth

Harbourside

Weymouth, Dorset

4 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£438

A row of brick terraced houses with white doors and windows along a street at Castle Cove View in Castle Cove

Castle Cove View

Castle Cove, Dorset

6 Guests
3 Beds
Pet Friendly
Wifi

for 7 nights

From

£831

A stone walkway with plants along the side of a stone house at The Apple Loft at Jordan House in Preston

The Apple Loft at Jordan House

Preston, Dorset

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£510

A driveway leading to a single-story brick house with a red door and a small front lawn at Sunny Haven in Preston

Sunny Haven

Preston, Dorset

4 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£606

An outdoor area with a table, bottle and glasses at Sea Spray in Bowleaze

Sea Spray

Bowleaze, Dorset

4 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£554

A stone and blue wooden building with external staircases and balconies under a clear sky at Santiago House in Weymouth

Santiago House

Weymouth, Dorset

8 Guests
4 Beds
No pets
Wifi

for 7 nights

From

£1235

A brick townhouse with multiple windows and green hedges in front at Plain Sailing in Weymouth

Plain Sailing

Weymouth, Dorset

6 Guests
3 Beds
Pet Friendly
Wifi

for 7 nights

From

£719

A brick and white building facade with multiple windows on Trinity Road

Sailor's Watch

Weymouth, Dorset

6 Guests
3 Beds
Pet Friendly
Wifi

for 7 nights

From

£814

A house with a brick exterior and driveway at The Chocolate Box in Weymouth

The Chocolate Box

Weymouth, Dorset

6 Guests
3 Beds
Pet Friendly
Wifi

for 7 nights

From

£875

A beach with houses alongside at Cove Cottage in Weymouth

Cove Cottage

Weymouth, Dorset

5 Guests
3 Beds
No pets
Wifi

for 7 nights

From

£674

The exterior of a white terraced house with blue doors and window sills at South Harbour Cottage in Weymouth

South Harbour Cottage

Weymouth, Dorset

4 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£592

A kitchen with white cabinets marble countertops skylights and floral curtains at Upsidedown House Brewers Quay Harbour
Offer

Upsidedown House

Brewers Quay Harbour, Dorset

6 Guests
3 Beds
Pet Friendly
Wifi

for 7 nights

From

£963

A dining table with flowers butter croissants orange juice and jam by windows overlooking a beach at Grandview in Weymouth

Grandview

Weymouth, Dorset

6 Guests
3 Beds
No pets
Wifi

for 7 nights

From

£911

Manage Your Cookie Preferences

We use cookies to enhance your browsing experience, analyse our traffic, personalise content and for marketing purposes including the personalisation of ads on the internet. We also set cookies that are necessary for our website to work. You can accept, decline, or manage your cookie preferences by clicking the appropriate button. More information about Google ads can be found in our cookie policy.