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What's on in Dorset in January 2026

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As we wrap up an exciting January in Dorset, filled with crisp coastal walks, cosy retreats, and winter markets, we’d like to thank everyone who joined in the fun! While this year’s calendar is coming to a close, we’re already gearing up for an even more thrilling 2027. Stay tuned for next year’s itinerary of must-see events and special offers. Do you want to keep up-to-date with what’s on in January in Dorset this year and the next? Our email newsletter will keep you up-to-date with the ins and outs of our lovely coastal county, including upcoming events, our favourite attractions and landmarks, and our latest accommodation offers. Sign up today and be the first to hear about what’s happening in 2027!

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Winter Breaks Cottages

Pets Go Free
Wind Chimes image
Wind Chimes
Swanage
5/5
4
2
1
2
Cosy dog-friendly cottage in Swanage with an enclosed garden, log burner and parking, just a short walk from the beach and town centre.
Allocated Parking
Allocated Parking
Secure Garden (pets)
Secure Garden (pets)
Secure Garden (Toddlers)
Secure Garden (Toddlers)
Walk to places to eat
Walk to places to eat
Beach Under 5 Miles
Beach Under 5 Miles
BBQ
BBQ
12th - 21st December  £1,011.72
11th - 16th December  £527.50
+100 more stays
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Save 12% on stays before 16th December
Stone Quay Cottage image
Stone Quay Cottage
Swanage
4.9/5
3
2
1
2
Stone Quay Cottage is right in the heart of the beautiful old fishing town of Swanage, just a stones throw away from the historic Stone Quay, the lovely sandy beaches, the Victorian Pier and all the amenities. This two bedroom
Walk to the beach
Walk to the beach
Walk to places to eat
Walk to places to eat
Town Centre
Town Centre
Near Supermarket
Near Supermarket
Public transport travel
Public transport travel
Walk to Pub
Walk to Pub
7th - 9th December  £307.50
11th - 20th December  £1,159.33 £1,032.97
+48 more stays
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Daisy’s
Swanage
4.7/5
6
3
3
1
Stylishly decorated 3 bedroom holiday home in Swanage. Daisy's offers everything you need for a relaxing break, from comfortable bedrooms with ensuite for each room to a private bubbling hot tub, perfect for unwinding after a long day exploring the
Hot Tub
Hot Tub
Allocated Parking
Allocated Parking
Secure Garden (pets)
Secure Garden (pets)
Secure Garden (Toddlers)
Secure Garden (Toddlers)
Walk to the beach
Walk to the beach
Walk to places to eat
Walk to places to eat
12th - 17th December  £616.00
4th - 5th December  £475.00
+189 more stays
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St Marks Cottage
Swanage
4.8/5
4
2
2
1
Come and stay in this beautifully appointed cottage, ideal for families and cottage in a quiet spot in the town - walk to beach and coastal path.
Allocated Parking
Allocated Parking
Secure Garden (Toddlers)
Secure Garden (Toddlers)
Walk to the beach
Walk to the beach
Walk to places to eat
Walk to places to eat
Near Supermarket
Near Supermarket
Balcony
Balcony
2nd - 8th December  £580.00
21st December 2026 - 1st January 2027  £1,631.00
+204 more stays
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Owls Roost
Ringstead Bay
5/5
2
1
1
0
Luxury couples' retreat near Ringstead Bay with a super-king bedroom, freestanding bath, peaceful estate gardens and Jurassic Coast walks nearby.
Allocated Parking
Allocated Parking
Walk to the beach
Walk to the beach
Walk to places to eat
Walk to places to eat
BBQ
BBQ
Walk to Pub
Walk to Pub
Coffee Machine
Coffee Machine
11th - 16th December  £580.00
16th - 17th December  £376.00
+69 more stays
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Piona
Swanage
4.9/5
6
3
2
0
A seaside apartment to rent in Swanage where you can walk to the beach! Piona is set in a prime location in the heart of Swanage in Dorset.
Allocated Parking
Allocated Parking
Walk to the beach
Walk to the beach
Walk to places to eat
Walk to places to eat
Town Centre
Town Centre
Near Supermarket
Near Supermarket
Public transport travel
Public transport travel
9th - 13th December  £495.12
3rd - 10th December  £583.95
+150 more stays
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Bayview
Swanage
4.8/5
5
3
1
2
A good quality three bed seaside apartment, steps away from the sea and Swanage beach.
Sea Views
Sea Views
Allocated Parking
Allocated Parking
Walk to places to eat
Walk to places to eat
Town Centre
Town Centre
Ground Floor Bathroom
Ground Floor Bathroom
Ground Floor Bedroom
Ground Floor Bedroom
1st - 3rd December  £448.75
4th - 18th December  £1,083.43 £1,002.00
+215 more stays
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Capstone
Swanage
4.9/5
8
4
2
0
A beautiful Edwardian home, which is an ideal base for friends and extended family to share adventures on the South coast. Two minute flat walk from beach and town.
Allocated Parking
Allocated Parking
Walk to the beach
Walk to the beach
Walk to places to eat
Walk to places to eat
Town Centre
Town Centre
Near Supermarket
Near Supermarket
Public transport travel
Public transport travel
12th - 22nd December  £1,073.10
9th - 17th December  £763.20
+306 more stays
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The Lookout
Silverlake
5/5
10
4
4
0
An exceptional and unique luxury lakeside home. Thoughtfully designed with style, comfort, and indulgence in mind, The Lookout is a modern lakeside home set within the award-winning Silverlake Estate near Dorchester. Every element of this contemporary four-bedroom property has been
Hot Tub
Hot Tub
Swimming Pool
Swimming Pool
Allocated Parking
Allocated Parking
Walk to places to eat
Walk to places to eat
Woodburner Provided
Woodburner Provided
EV Charge Point
EV Charge Point
13th - 16th December  £1,686.50
14th - 22nd December  £2,388.50
+229 more stays
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Clover Cottage
Dorchester
5/5
4
2
1
0
Clover Cottage is a welcoming 4-Star Gold retreat set within a peaceful Dorset estate, perfect for families or friends. Sleeping four across two flexible bedrooms, it offers a fresh, homely interior with French doors opening to the gardens and hot
Hot Tub
Hot Tub
Allocated Parking
Allocated Parking
Near Supermarket
Near Supermarket
BBQ
BBQ
Bathroom Towels
Bathroom Towels
Bed Linen Is Provided
Bed Linen Is Provided
23rd - 28th December  £1,250.50
6th - 15th December  £883.57
+248 more stays
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Private hot tub. Outdoor Pool Timeslot
The Bothy image
The Bothy
Minterne Magna
5/5
6
3
3
2
A boutique estate retreat with a private hot tub, exclusive daily pool access and peaceful walled garden setting.
Hot Tub
Hot Tub
Swimming Pool
Swimming Pool
Allocated Parking
Allocated Parking
Walk to places to eat
Walk to places to eat
Woodburner Provided
Woodburner Provided
Ground Floor Bathroom
Ground Floor Bathroom
29th - 31st December  £1,193.80
22nd December 2026 - 1st January 2027  £3,185.35
+255 more stays
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Wisteria Cottage
Dorchester
5/5
4
2
1
0
Wisteria Cottage is a welcoming 4-Star retreat set within a peaceful Dorset estate, overlooking the courtyard pond at the front and gardens at the back. Sleeping four, this dog-friendly two-storey cottage offers a light modern interior, flexible bedrooms, and French
Hot Tub
Hot Tub
Allocated Parking
Allocated Parking
EV Charge Point
EV Charge Point
Near Supermarket
Near Supermarket
BBQ
BBQ
Bathroom Towels
Bathroom Towels
22nd - 28th December  £1,170.00
8th - 13th December  £510.00
+248 more stays
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Bronte Cottage
Wareham
4.8/5
4
3
2
1
A cosy Grade II listed cottage in the heart of historic Wareham, with a walled garden and the Quay, River Frome and pubs just 20 yards away.
Secure Garden (pets)
Secure Garden (pets)
Walk to places to eat
Walk to places to eat
Town Centre
Town Centre
Beach Under 5 Miles
Beach Under 5 Miles
Ground Floor Bathroom
Ground Floor Bathroom
Near Supermarket
Near Supermarket
8th - 10th December  £448.58
12th - 19th December  £611.00
+180 more stays
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Froxfield Cottage
Langton Matravers
4.9/5
6
3
2
1
3 Bedrooms. Froxfield Cottage is a cosy renovated quarryman’s cottage built in the 1850’s, sympathetically decorated in a mix of contemporary and traditional style.
Sea Views
Sea Views
Secure Garden (pets)
Secure Garden (pets)
Walk to places to eat
Walk to places to eat
Ground Floor Bathroom
Ground Floor Bathroom
Near Supermarket
Near Supermarket
BBQ
BBQ
9th - 13th December  £659.17
6th - 20th December  £1,528.50
+166 more stays
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Pool and Tennis Court Access
Pool House image
Pool House
Minterne Magna
5/5
2
1
1
2
Romantic countryside escape for two with exclusive evening pool access, a wood burner and beautiful estate surroundings.
Swimming Pool
Swimming Pool
Allocated Parking
Allocated Parking
Woodburner Provided
Woodburner Provided
Ground Floor Bathroom
Ground Floor Bathroom
BBQ
BBQ
16th - 19th December  £461.50
1st - 2nd December  £450.00
+107 more stays
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Malvern Apartment
Swanage
4.5/5
2
1
1
0
A spacious Edwardian apartment for two, just a short walk from Swanage Beach, with period charm and a glimpse of the bay.
Allocated Parking
Allocated Parking
Walk to the beach
Walk to the beach
Walk to places to eat
Walk to places to eat
Town Centre
Town Centre
Ground Floor Bathroom
Ground Floor Bathroom
Ground Floor Bedroom
Ground Floor Bedroom
6th - 13th December  £458.45
10th - 15th December  £458.45
+215 more stays
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Oak Cottage
Weymouth
5/5
4
2
1
2
Characterful two-bedroom cottage with a secluded courtyard garden and beautiful bathroom, close to Dorset's top attractions.
Allocated Parking
Allocated Parking
Secure Garden (pets)
Secure Garden (pets)
Walk to the beach
Walk to the beach
Walk to places to eat
Walk to places to eat
Woodburner Provided
Woodburner Provided
Walk to Pub
Walk to Pub
5th - 13th December  £1,385.00
11th - 22nd December  £2,004.88
+158 more stays
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Newton Manor Grange
Swanage
4.6/5
6
3
2
0
A contemporary coastal retreat with views across Swanage, a patio garden and the beach just a 10-min stroll away.
Allocated Parking
Allocated Parking
Walk to the beach
Walk to the beach
Walk to places to eat
Walk to places to eat
Town Centre
Town Centre
Ground Floor Bathroom
Ground Floor Bathroom
Ground Floor Bedroom
Ground Floor Bedroom
14th - 23rd December  £933.20
2nd - 4th December  £453.58
+81 more stays
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Sea Views
Sandcastles image
Sandcastles
Swanage, Dorset
5/5
4
2
1
0
Bright third-floor apartment on Swanage's high street, moments from the beach with fantastic beach view. Lift access, with shops, cafés and the seafront right outside.
Sea Views
Sea Views
Walk to places to eat
Walk to places to eat
Town Centre
Town Centre
Near Supermarket
Near Supermarket
Balcony
Balcony
Public transport travel
Public transport travel
3rd - 8th December  £365.00
16th - 27th December  £783.57
+199 more stays
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Beech Cottage
Osmington
5/5
2
1
1
0
Peaceful one-bedroom cottage for two, offering a king-size bed, wood burner and south-facing courtyard garden.
Allocated Parking
Allocated Parking
Secure Garden (pets)
Secure Garden (pets)
Secure Garden (Toddlers)
Secure Garden (Toddlers)
Walk to the beach
Walk to the beach
Walk to places to eat
Walk to places to eat
Woodburner Provided
Woodburner Provided
18th - 30th December  £2,268.02
8th - 19th December  £1,550.79
+235 more stays
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