Christmas Cottages

We can’t promise you snow – but we do know that you’ll have a magical stay if you book a festive escape to Dorset. Let us help make this Christmas one to remember, with our hand-picked selection of beautiful holiday cottages across the whole of Dorset. 

Enjoy the excitement of opening presents before heading out with loved ones, whilst delicious food and a roaring open fire awaits your return.



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52 Properties found
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Weymouth, West Dorset

WY437

(No dates selected)

£362 - £791
per week
From £281 for a 3-night stay
  • 4 Star Gold
  • 3 By the Sea is a newly renovated first floor apartment, located in one of the character buildings just a few steps away from Weymouth’s famous beach, an excellent town base with all the local amenities on the doorstep. This lovely one bed apartment which is arranged over two floors, offering everything you need to enjoy your stay.
  • 2 Guests
  • 1 Bedroom
  • No Pets
  • 1 Bathroom
  • WiFi
  • On-street parking
  • Parking permit provided
  • Beach 0.1 miles
  • Pub 0.1 miles

Swanage, Dorset

WY372

(No dates selected)

£355 - £721
per week
From £228 for a 3-night stay
  • 3 Star
  • Originally built around the 1900s as a private house, the Monte Rosa then became a hotel in 1966 and subsequently over the years this was then converted into apartments. Middle Sea comes with direct beach access and is situated on the first floor of this well maintained apartment block, enjoying stunning views across the sea and out towards Ballard Down and the Isle of Wight.
  • 2 Guests
  • 1 Bedroom
  • No Pets
  • 1 Bathroom
  • WiFi
  • Garden
  • Private parking
  • Pub 0.1 miles

Weymouth, Dorset

WY455

(No dates selected)

£317 - £631
per week
From £247 for a 3-night stay
  • 3 Star Gold
  • BumbleBees is a delightful, beautifully refurbished one bedroom annexe located in the popular area of Broadwey, Weymouth. It is perfectly located for couples looking to explore the historic Jurassic coast, the vibrant seaside town of Weymouth or even take in the scenery on local cycle routes. 
  • 2 Guests
  • 1 Bedroom
  • No Pets
  • 1 Bathroom
  • WiFi
  • Enclosed garden
  • Private parking
  • Beach 2 miles
  • Pub 1 mile

Frampton, West Dorset

WY380

(No dates selected)

£336 - £648
per week
From £219 for a 3-night stay
  • 3 Star
  • The Annex is located in the small pretty village of Frampton, nestled in the Frome Valley and approximately 5 miles from the county town of Dorchester. A warm and welcoming property, the Annex is an ideal place to get away from the hustle and bustle and explore the glorious surrounding countryside.
  • 2 Guests
  • 1 Bedroom
  • 2 Pets
  • 1 Bathroom
  • WiFi
  • Garden
  • Private parking
  • Swimming pool
  • Games room
  • Pub 2 miles

Swanage, Dorset

WY428

(No dates selected)

£335 - £641
per week
From £260 for a 3-night stay
  • 3 Star Gold
  • Corbeau House was originally a large Victorian Villa and has been sympathetically renovated to create 5 stylish separate apartments. Original features help create a sense of space and charm, including high ceilings, sash bay windows and brick exposed walls. Externally the property has also been equally well renovated blending both local materials with original mosaic tiled entrance hall, large doorway and Purbeck Stone front wall.
  • 2 Guests
  • 1 Bedroom
  • No Pets
  • 1 Bathroom
  • WiFi
  • On-street parking
  • Beach 0.3 miles
  • Pub 0.3 miles

Swanage, Dorset

WY357

(No dates selected)

£411 - £653
per week
From £317 for a 3-night stay
  • 4 Star
  • This beautiful ground floor one bedroom Victorian apartment offers style, comfort and space in abundance. With its own private entrance and spacious hallway, Nestleton has been finished to a very high standard and is just a couple of minutes' walk down a hill into the town centre and sandy beach making it a fabulous retreat for couples.
  • 2 Guests
  • 1 Bedroom
  • No Pets
  • 1 Bathroom
  • WiFi
  • Garden
  • Enclosed garden
  • On-street parking
  • Open fire or woodburner
  • Beach 0.2 miles
  • Pub 0.1 miles

Swanage, Dorset

WY389

(No dates selected)

£379 - £832
per week
From £293 for a 3-night stay
  • 3 Star Gold
  • Speedwell is a delightful 1830’s stone workers cottage, quietly tucked away in the centre of town, and within easy walking distance to the beach.  Set over three floors, Speedwell is brimming with character, has a sea view from the top floor bedroom, and a pretty courtyard to the rear of the property.
  • 3 Guests
  • 2 Bedrooms
  • No Pets
  • 1 Bathroom
  • WiFi
  • Garden
  • On-street parking
  • Open fire or woodburner
  • Beach 0.1 miles
  • Pub 0.1 miles

Swanage, Dorset

WY398

(No dates selected)

£335 - £667
per week
From £260 for a 3-night stay
  • 3 Star
  • Centrally located in the delightful seaside town of Swanage, this sunny top floor apartment has two bedrooms, one of which has superb sea views. The Crows Nest has been recently renovated and comfortably furnished, with a light and airy open plan kitchen/living area.
  • 3 Guests
  • 2 Bedrooms
  • No Pets
  • 1 Bathroom
  • WiFi
  • Open fire or woodburner
  • Pub 0.1 miles

Swanage, Dorset

WY411

(No dates selected)

£415 - £816
per week
From £320 for a 3-night stay
  • 4 Star
  • Centrally located in the seaside town of Swanage and perfect for couples
  • 3 Guests
  • 2 Bedrooms
  • No Pets
  • 1 Bathroom
  • WiFi
  • Private parking
  • Beach 0.1 miles
  • Pub 0.1 miles

Weymouth, West Dorset

WY435

(No dates selected)

£401 - £885
per week
From £310 for a 3-night stay
  • 4 Star
  • 5 At the Beach is a newly renovated property located in one of the many character buildings on Weymouth’s esplanade. An excellent base in this popular seaside resort with its vast array of shops, restaurants, bars and attractions right on the doorstep.
  • 4 Guests
  • 1 Bedroom
  • No Pets
  • 1 Bathroom
  • WiFi
  • On-street parking

Weymouth, West Dorset

WY436

(No dates selected)

£461 - £1000
per week
From £355 for a 3-night stay
  • 4 Star
  • Casa Merocca is a quaint stone fronted terraced house situated in a residential street, just a stone’s throw away from Weymouth’s historic harbour. Great for a family holiday providing an excellent base to discover the Jurassic Coast and Dorset Countryside.
  • 4 Guests
  • 2 Bedrooms
  • No Pets
  • 1 Bathroom
  • WiFi
  • Enclosed garden
  • On-street parking
  • Beach 1 mile

Bridport, West Dorset

WY439

(No dates selected)

£416 - £897
per week
From £321 for a 3-night stay
  • 4 Star
  • Wheatsheaf Cottage is located in the pretty village of Askerswell, just a short drive from the vibrant market town of Bridport and the beaches at West Bay.  An ideal base for a family wanting to explore the Jurassic coast!
  • 4 Guests
  • 2 Bedrooms
  • No Pets
  • 1 Bathroom
  • Garden
  • Enclosed garden
  • Private parking
  • Beach 4 miles
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