Secure your stay for £20 T&Cs apply

Osmington Cottages

216 properties found

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 two-story house with stone and brick exterior a paved driveway and flowering bushes at The Brewery in Brewers Quay Harbour

The Brewery

Brewers Quay Harbour, Dorset

6 Guests
3 Beds
No pets
Wifi

for 7 nights

From

£607

A white two-story house with bay windows and a dark front door at Bay Cottage in Weymouth

Bay Cottage

Weymouth, Dorset

9 Guests
4 Beds
No pets
Wifi

for 7 nights

From

£1025

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

A row of multi-colored buildings along a waterfront with a boat named Top Cat III docked at Safe Harbour Brewers Quay harbour

Safe Harbour

Brewers Quay harbour, Dorset

6 Guests
3 Beds
Pet Friendly
Wifi

for 7 nights

From

£1010

A house with windows and a pathway at 1 Fernhill Avenue Weymouth

Greenwell

Weymouth, Dorset

8 Guests
4 Beds
No pets
Wifi

for 7 nights

From

£988

A stone building facade with multiple windows flower boxes and a wrought iron fence at The Esplanade in Weymouth

The Esplanade

Weymouth, Dorset

18 Guests
9 Beds
No pets
Wifi

for 7 nights

From

£2610

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

Quay Cottage

Quay Cottage

Weymouth, Dorset

5 Guests
3 Beds
No pets
Wifi

for 7 nights

From

£590

A brick house with white framed windows a white garage door and a paved driveway at Portside Greenhill Weymouth

Portside

Greenhill Weymouth, Dorset

2 Guests
1 Beds
Pet Friendly
Wifi

for 7 nights

From

£559

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 living room with a sofa and dining table at Red Rose Apartment in Weymouth

Red Rose Apartment

Weymouth, Dorset

3 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£719

A brick building with multiple bay windows and doors along a street at The BoBo House in Weymouth

The BoBo House

Weymouth, Dorset

12 Guests
6 Beds
No pets
Wifi

for 7 nights

From

£1089

A brick house with a black front door and three windows with gravel and plants in the front garden at The Pines in Weymouth
Offer

The Pines

Weymouth, Dorset

4 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£703

A building with apartments and boats at Harbourside Apartment Weymouth

Harbourside Apartment

Weymouth, Dorset

4 Guests
2 Beds
No pets
Wifi

for 7 nights

From

£644

A street view showing old and new boathouse buildings and inner harbour with boats in the background at Old Boathouse Weymouth

Old Boathouse

Weymouth, Dorset

5 Guests
3 Beds
No pets
Wifi

for 7 nights

From

£623

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

An exterior view of a multi-story residential building with balconies and large windows at Townbridge Apartment in Weymouth

Townbridge Apartment

Weymouth, Dorset

4 Guests
2 Beds
No pets
Wifi

for 7 nights

From

£643

A bedroom with a bed pillows a shelf with plants and books a mirror and wooden doors at Apple Tree Cottage in Upton near Ringstead Bay

Apple Tree Cottage

Upton near Ringstead Bay, Dorset

2 Guests
1 Beds
Pet Friendly
Wifi

for 7 nights

From

£459

A blue two-story building with bay windows and white doors on a brick street at Tradewinds Brewers Quay Harbour

Tradewinds

Brewers Quay Harbour, Dorset

4 Guests
2 Beds
No pets
Wifi

for 7 nights

From

£734

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.