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Winter Short Breaks in Dorset

474 properties found

A marina with boats and yachts docked and buildings in the background at Harbourside Haven Apartment 1 in Weymouth

Harbourside Haven Apartment 1

Weymouth, Dorset

4 Guests
2 Beds
No pets
Wifi

Sat 28th Nov for 3 nights

£631

A view of the beach and sea with boats anchored offshore and greenery in the foreground at Castle Cove Cottage in Weymouth

Castle Cove Cottage

Weymouth, Dorset

6 Guests
3 Beds
Pet Friendly
Wifi

Sun 3rd Jan for 3 nights

£761

A living room with leather sofas glass coffee table and large windows overlooking a marina at Harbourside Haven Penthouse 1 in Weymouth

Harbourside Haven Penthouse 1

Weymouth, Dorset

4 Guests
2 Beds
No pets
Wifi

Sat 28th Nov for 3 nights

£609

An outdoor patio with a wooden table and chairs an umbrella fruit basket and ocean view at Seacliff in West Bay

Seacliff

West Bay, Dorset

6 Guests
3 Beds
Pet Friendly
Wifi

Sun 29th Nov for 3 nights

£906

A front view of a brick house with a white door and blue garage door and a palm tree in the garden at Milton House in Weymouth

Milton House

Weymouth, Dorset

5 Guests
3 Beds
No pets
Wifi

Sun 3rd Jan for 3 nights

£584

A small blue house with patio furniture and potted plants on a tiled patio at Outlook Lodge in Bowleaze
Offer

Outlook Lodge

Bowleaze, Dorset

4 Guests
2 Beds
Pet Friendly
Wifi

Sun 29th Nov for 3 nights

£690

A bungalow with a tiled roof and large windows with a garden with pink flowers and grass at Hillview Bungalow in Burton Bradstock

Hillview Bungalow

Burton Bradstock, Dorset

5 Guests
2 Beds
Pet Friendly
Wifi

Sun 3rd Jan for 3 nights

£617

A living room with two grey sofas and a wooden boat-shaped shelf with books at Chesil Retreat Weymouth
Offer

Chesil Retreat

Weymouth, Dorset

4 Guests
2 Beds
No pets
Wifi

Sat 28th Nov for 3 nights

£481

A street view of two adjacent buildings with doors numbered 1 and 2 and a street lamp at Flat 1 - Sandbanks in Bournemouth

Flat 1 - Sandbanks

Bournemouth, Dorset

4 Guests
1 Beds
Pet Friendly
Wifi

Sun 29th Nov for 3 nights

£322

A balcony with a small wooden table and two chairs overlooking the sea at 7 Warren Edge Close in Bournemouth

7 Warren Edge Close

Bournemouth, Dorset

4 Guests
2 Beds
No pets
Wifi

Wed 6th Jan for 3 nights

£534

An outdoor dining area with a table and six chairs set in front of a bunker entrance with grass on the roof at The Transmitter Bunker in Ringstead

The Transmitter Bunker

Ringstead, Dorset

4 Guests
2 Beds
Pet Friendly
Wifi

Sat 28th Nov for 3 nights

£655

The exterior of a brick house with a blue door numbered 8 and a white door numbered 9 a metal bench two windows and some plants at Studland Cottage in Studland

Studland Cottage

Studland, Dorset

4 Guests
2 Beds
Pet Friendly
Wifi

Sun 3rd Jan for 3 nights

£589

Front view of a brick house with white framed windows a white door two black chairs and a palm tree at Reaver Brewers Quay harbour
Offer

Reaver

Brewers Quay harbour, Dorset

4 Guests
2 Beds
Pet Friendly
Wifi

Tue 5th Jan for 3 nights

£670

Front view of three terraced houses with plants and bushes in front at Kingfisher Cottage in Weymouth

Kingfisher Cottage

Weymouth, Dorset

4 Guests
2 Beds
No pets
Wifi

Sat 12th Dec for 3 nights

£449

A house facade with a door and bench at Cozy Cottage in Poole

Poole Quay Cottage

Poole, Dorset

4 Guests
2 Beds
No pets
Wifi

Sat 28th Nov for 3 nights

£506

Front of a red brick terraced house with white door and windows and plants in front at Rockpools in Weymouth

Rockpools

Weymouth, Dorset

4 Guests
2 Beds
Pet Friendly
Wifi

Wed 6th Jan for 3 nights

£418

A marina with boats docked and buildings in the background at Harbourside Haven Apartment 2 in Weymouth

Harbourside Haven Apartment 2

Weymouth, Dorset

4 Guests
2 Beds
No pets
Wifi

Sat 28th Nov for 3 nights

£631

Front exterior of a house with a black door two potted plants and pink flowers in a garden at 6 The Terrace Brewers Quay Harbour

6 The Terrace

Brewers Quay Harbour, Dorset

4 Guests
2 Beds
Pet Friendly
Wifi

Wed 6th Jan for 3 nights

£903

A wooden front door next to a window with shutters and a gray mailbox numbered 20 at Smugglers Cottage in Weymouth

Smugglers Cottage

Weymouth, Dorset

4 Guests
2 Beds
No pets
Wifi

Sat 6th Mar for 3 nights

£778

Front entrance of Bay View Hotel with brick buildings and ivy on walls in Weymouth

One @ No36

Weymouth, Dorset

4 Guests
2 Beds
No pets
Wifi

Sat 28th Nov for 3 nights

£579

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