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Weymouth Holiday Cottages

26 properties found

A house with outdoor seating area at Budmouth Upwey near Weymouth

Budmouth

Upwey near Weymouth, Dorset

4 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£604

The exterior wall of a yellow building with a white door and window and potted plants along the wall at Cuckoo Cottage in Bridport

Cuckoo Cottage

Bridport, Dorset

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£400

An exterior view of Shepherd Oak near Weymouth with plants and a wooden wall

Shepherd Oak

Upwey near Weymouth, Dorset

4 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£604

A house with stone and wooden exterior at Everdene Upwey near Weymouth

Everdene

Upwey near Weymouth, Dorset

6 Guests
3 Beds
Pet Friendly
Wifi

for 7 nights

From

£653

A brick house with a sunroom and patio furniture in a garden at South Lodge in Hazelbury Bryan

South Lodge

Hazelbury Bryan, Dorset

4 Guests
2 Beds
No pets
Wifi

for 7 nights

From

£436

A living room with a sofa, coffee table, and fireplace at a property
New

Glebe Cottage

Broadwindsor, Hampshire

4 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£750

A small building with a red tiled roof white walls white double doors and climbing plants next to a gravel path and grass at Oke Apple Cottage in Okeford Fitzpaine

Oke Apple Cottage

Okeford Fitzpaine, Dorset

2 Guests
1 Beds
Pet Friendly
Wifi

for 7 nights

From

£352

The exterior of a building with blue shutters on windows and doors a gravel driveway a stone archway and green trees at Colly Cottage in Dottery

Colly Cottage

Dottery, Dorset

4 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£450

An exterior view of a cottage with a wooden picnic table and umbrella on a paved patio at New Barn in Winterborne Stickland

New Barn

Winterborne Stickland, Dorset

4 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£461

A stone house with a green front door four windows a grass lawn and a paved pathway at West Bay Holiday Home in West Bay

West Bay Holiday Home

West Bay, Dorset

8 Guests
4 Beds
Pet Friendly
Wifi

for 7 nights

From

£1013

An outdoor area with a table and umbrella at Corner Barn in Winterborne Stickland

Corner Barn

Winterborne Stickland, Dorset

4 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£457

An outdoor area with buildings and fence at Rowdens Barn in Winterborne Stickland

Rowdens Barn

Winterborne Stickland, Dorset

4 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£457

A house with solar panels on the roof and a gravel driveway with plants in the foreground at The Old School Cottage in Tincleton near Dorchester

The Old School Cottage

Tincleton, Dorset

4 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£362

Exterior of a single story stone and brick cottage with black windows and doors and two flower pots at Keepers Cottage in Winterborne Stickland

Keepers Cottage

Winterborne Stickland, Dorset

4 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£465

A stone pathway leads to a white house with a slate roof surrounded by trees and garden at Marles Farmhouse in Salwayash

Marles Farmhouse

Salwayash, Dorset

12 Guests
6 Beds
Pet Friendly
Wifi

for 7 nights

From

£1519

A wooden house with a gray slate roof and patio furniture in a garden at Bramshurst in Upwey near Weymouth

Bramshurst

Upwey near Weymouth, Dorset

4 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£593

A stone house with wooden doors opening to a garden with artificial grass and a fenced trampoline at Little Dairy House near Swanage

Little Dairy House

near Swanage, Dorset

4 Guests
2 Beds
No pets
Wifi

for 7 nights

From

£525

A barn style house with gravel driveway and green field at Shepherd's Barn Between Milborne St Andrew and Winterborne Whitechurch

Shepherd's Barn

Between Milborne St Andrew and Winterborne Whitechurch, Dorset

6 Guests
3 Beds
Pet Friendly
Wifi

for 7 nights

From

£707

An aerial view of a building with a gravel driveway a parked car a fenced garden area and pathways surrounded by trees at Casterbridge Upwey near Weymouth

Casterbridge

Upwey near Weymouth, Dorset

6 Guests
3 Beds
Pet Friendly
Wifi

for 7 nights

From

£653

A grassy outdoor area with wooden picnic benches and a building with a tiled roof and fenced patio at The Old Stables in Winterborne Stickland

The Old Stables

Winterborne Stickland, Dorset

6 Guests
3 Beds
Pet Friendly
Wifi

for 7 nights

From

£558

Why book a cottage in Weymouth?

Weymouth is a bustling seaside town with a lovely,sandy beach nestled in a sheltered bay. The gentle, shallow waters make it a great destination for families with young children and there are also many family-friendly attractions close by, such as the sealife centre and sandworld sculpture park. Weymouth Harbour is often packed full of boats and just off the tip of the coast, reached by a causeway, is the Isle of Portland. It's great for outdoor adventurers as you can try rock climbing, abseiling and sailing. It is also a paradise for wildlife, with many rare birds choosing to stop here on their migratory path.

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