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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

Capstone holiday home in Swanage with private parking spaces
Capstone
Swanage
4.9/5
8
4
2
0
Capstone is a semi-detached spacious Edwardian home in the heart of Swanage, offering generous accommodation for families or groups of friends. With four comfortable bedrooms, modern amenities, two off road parking spaces and a short level walk to the beach
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
5th - 19th December  £1,268.10
10th - 16th December  £700.00
+783 more stays
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dog at dog friendly holiday home in weymouth
Markham House
Weymouth
5/5
5
3
2
1
Tucked away in the heart of Weymouth, Markham Cottage offers the perfect seaside escape. With three comfortable bedrooms and a spacious garden, this charming holiday home provides a delightful blend of modern amenities and a relaxing coastal atmosphere, ideal for
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
Town Centre
Town Centre
11th - 15th December  £508.40
12th - 16th December  £508.40
+124 more stays
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Harbour Vista image
Harbour Vista
Weymouth
5/5
4
2
2
0
Set within a striking Grade II listed building on Weymouth’s historic harbour, Harbour Vista is a stylish third-floor apartment offering a front-row seat to one of Dorset’s most vibrant seaside towns. Just moments from the beach, surrounded by independent eateries,
Sea Views
Sea Views
Allocated Parking
Allocated Parking
Walk to places to eat
Walk to places to eat
Town Centre
Town Centre
Near Supermarket
Near Supermarket
Public transport travel
Public transport travel
5th - 17th December  £1,213.00
5th - 12th December  £735.50
+202 more stays
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Sea Tower image
Sea Tower
Weymouth
4.9/5
6
3
2
0
Perched on the edge of Weymouth Bay, Sea Tower is a one-of-a-kind luxury retreat offering unparalleled sea views, direct beach access, and an exceptional standard of comfort and design. With three stylish bedrooms, breathtaking living areas, and two balconies to
Sea Views
Sea Views
Allocated Parking
Allocated Parking
Walk to places to eat
Walk to places to eat
EV Charge Point
EV Charge Point
Near Supermarket
Near Supermarket
Balcony
Balcony
11th - 20th December  £1,322.55
6th - 8th December  £754.81
+172 more stays
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Owl Cottage image
Owl Cottage
Wareham
5/5
4
2
1
1
Nestled in the historic riverside town of Wareham, Owl Cottage is a traditional two-bedroom retreat full of charm and character. With its exposed beams and beautifully landscaped garden, this welcoming home is perfect for couples or small groups looking to
Walk to places to eat
Walk to places to eat
Town Centre
Town Centre
Beach Under 5 Miles
Beach Under 5 Miles
Near Supermarket
Near Supermarket
Public transport travel
Public transport travel
Walk to Pub
Walk to Pub
19th - 20th December  £575.00
3rd - 6th December  £575.00
+212 more stays
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Below Decks image
Below Decks
Swanage
4.8/5
6
3
2
2
?Below Decks is a newly refurbished, seafront holiday home that sleeps 6 guests across 3 comfortable bedrooms. Situated on the Parade in the heart of Swanage with family-friendly beach, restaurants and local shops directly on your doorstep, this accommodation is
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 - 11th February 2027  £568.75
5th - 17th December  £1,026.00
+836 more stays
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Dorset Farmhouse image
Dorset Farmhouse
Portesham, Nr Abbotsbury
4.9/5
6
3
2
0
Tucked away in the rolling countryside near Abbotsbury, Dorset Farmhouse is a charming, semi detached, rural retreat set on a 350-acre working farm. With sweeping views of the surrounding hills and patchwork fields, the landscape here is straight from a
Allocated Parking
Allocated Parking
Walk to the beach
Walk to the beach
Walk to places to eat
Walk to places to eat
Walk to Pub
Walk to Pub
Bathroom Towels
Bathroom Towels
Bed Linen Is Provided
Bed Linen Is Provided
4th - 7th December  £447.72
2nd - 8th December  £551.95
+52 more stays
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Bronte Cottage image
Bronte Cottage
Wareham
4.8/5
4
3
2
1
Bronte Cottage is a charming cottage hidden away in a fabulous location a few strides from Wareham Quay and the river Frome. The cottage, dating back to at least 1845, is a listed building, and is located in Church Green,
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
27th January 2027 - 8th February 2027  £1,044.00
19th - 26th January 2027  £626.50
+854 more stays
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Indoor Heated Swimming Pool
Allington Barn
Nr Blandford Forum
5/5
18
7
6
0
Set quietly within the rolling countryside of North Dorset, Allington Barn is a place designed for gathering - where long tables fill with food and conversation, where mornings begin slowly with coffee on the terrace, and evenings stretch into laughter
Hot Tub
Hot Tub
Swimming Pool
Swimming Pool
Allocated Parking
Allocated Parking
EV Charge Point
EV Charge Point
Ground Floor Bathroom
Ground Floor Bathroom
Ground Floor Bedroom
Ground Floor Bedroom
8th - 16th December  £8,778.00 £7,938.00
8th - 21st February 2027  £14,683.30 £13,278.20
+1063 more stays
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St Marks Cottage image
St Marks Cottage
Swanage
4.8/5
4
2
2
0
Set in a peaceful corner of Swanage, St Marks Cottage is a well-appointed, end of terrace, two-bedroom cottage offering a comfortable retreat and convenient base for exploring the town and surrounding Dorset countryside. With its bright interior, modern amenities, and
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
12th - 22nd December  £986.00
5th - 13th December  £704.00
+204 more stays
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Silvermere image
Silvermere
Silverlake
4.8/5
12
4
4
0
Set within the award-winning Silverlake Estate in Dorset, Silvermere is an exceptional four-bedroom lakeside retreat that combines contemporary design, luxury finishes and an extraordinary setting surrounded by water, woodland and sky. Sleeping up to twelve guests, this elegant home has
Hot Tub
Hot Tub
Swimming Pool
Swimming Pool
Allocated Parking
Allocated Parking
Walk to places to eat
Walk to places to eat
Beach Under 5 Miles
Beach Under 5 Miles
EV Charge Point
EV Charge Point
6th - 8th December  £1,387.21
9th - 19th December  £2,697.50
+233 more stays
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Garden Flat image
Garden Flat
Swanage
4.6/5
4
2
2
0
Tucked away in a peaceful corner of Swanage, Garden Flat is a welcoming and well-equipped ground-floor retreat, perfect for couples, small families, or friends looking to enjoy the best of the Dorset coast. With its private garden, comfortable interiors, and
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 Bedroom
Ground Floor Bedroom
Near Supermarket
Near Supermarket
7th - 8th December  £332.20
4th - 5th December  £332.20
+181 more stays
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Jasmine Cottage image
Jasmine Cottage
Dorchester
5/5
4
2
1
0
In the peaceful hamlet of Higher Bockhampton, surrounded by woodland and fields, lies a private estate of characterful holiday cottages. Among them, Jasmine Cottage is a light-filled, two-storey retreat graded 4-Star by VisitEngland and designed to sleep four guests in
Hot Tub
Hot Tub
Allocated Parking
Allocated Parking
EV Charge Point
EV Charge Point
Ground Floor Bedroom
Ground Floor Bedroom
Near Supermarket
Near Supermarket
BBQ
BBQ
15th - 27th February 2027  £1,404.00
13th - 18th February 2027  £812.18
+385 more stays
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Rosemary Cottage image
Rosemary Cottage
Dorchester
5/5
4
2
1
0
In the heart of a private estate of holiday cottages at Higher Bockhampton, opposite Hardy’s Cottage and framed by the ancient Thorncombe Woods, sits Rosemary Cottage. Graded 4-Star by VisitEngland, this two-storey terraced cottage sleeps four and combines the character
Hot Tub
Hot Tub
Allocated Parking
Allocated Parking
EV Charge Point
EV Charge Point
Near Supermarket
Near Supermarket
BBQ
BBQ
Bathroom Towels
Bathroom Towels
10th - 17th February 2027  £919.50
9th - 15th February 2027  £738.68
+321 more stays
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Brook Cottage image
Brook Cottage
Corfe Castle
4.8/5
6
3
3
0
Step back in time and enjoy this delightful semi-detached cottage, exuding charm and character throughout. Built in the early 1730s, this distinctive Grade II red bricked cottage, is set in the heart of the historic village of Corfe Castle. This
Walk to places to eat
Walk to places to eat
Town Centre
Town Centre
Ground Floor Bathroom
Ground Floor Bathroom
BBQ
BBQ
Public transport travel
Public transport travel
Walk to Pub
Walk to Pub
4th - 8th December  £727.08
13th - 15th December  £639.07
+176 more stays
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IMG 7696
Daisy’s
Swanage
4.7/5
6
3
3
1
For a relaxing family break or getaway with friends, Daisy's will have all you need for the perfect holiday including a bubbling hot tub. This cottage is in a prime seaside location. Nestled in a peaceful cul-de-sac just outside 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
18th January 2027 - 1st February 2027  £1,182.00
2nd - 12th December  £870.00
+656 more stays
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Master bedroom in Jurassic Coast holiday flat with double bed
Sandy Shores Apartment
Swanage
5/5
5
2
1
0
Just a two-minute stroll from the golden sands of Swanage Beach, Sandy Shores is a welcoming second floor apartment offering the perfect coastal base for couples, friends, or families. Light, comfortable, and decorated in a homely yet contemporary style, this
Allocated Parking
Allocated Parking
Walk to the beach
Walk to the beach
Walk to places to eat
Walk to places to eat
Near Supermarket
Near Supermarket
Public transport travel
Public transport travel
Walk to Pub
Walk to Pub
3rd - 7th December  £414.14
17th - 18th December  £328.46
+236 more stays
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Sweet Pea Cottage
Dorchester
5/5
4
2
1
1
In Higher Bockhampton, opposite Thomas Hardy’s Cottage and surrounded by Thorncombe Woods, lies a private estate of holiday cottages with shared gardens and a wealth of family-friendly facilities. Among them, Sweet Pea Cottage is a 4-Star VisitEngland-rated cottage that sleeps
Hot Tub
Hot Tub
Allocated Parking
Allocated Parking
EV Charge Point
EV Charge Point
Near Supermarket
Near Supermarket
BBQ
BBQ
Bathroom Towels
Bathroom Towels
13th - 17th December  £560.00
11th - 19th February 2027  £1,212.86
+360 more stays
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Free Spa Access
Warmwell holiday cottage at Silverlake Estate Dorset
Stonehaven
Silverlake
5/5
8
4
3
0
Set within the award-winning Silverlake Estate in Dorset, Stonehaven is a spacious and contemporary four-bedroom retreat that perfectly blends comfort and style. Ideal for families or friends seeking a peaceful escape, this stylish home sleeps eight guests and is thoughtfully
Swimming Pool
Swimming Pool
Allocated Parking
Allocated Parking
Walk to places to eat
Walk to places to eat
Beach Under 5 Miles
Beach Under 5 Miles
Woodburner Provided
Woodburner Provided
EV Charge Point
EV Charge Point
5th - 12th December  £1,072.50
4th - 12th December  £1,240.00
+286 more stays
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IMG 8040 HDR Edit
Denbur Cottage
Gaunts Common
4.7/5
4
2
2
0
Denbur is a lovely semi-detached cottage, with lawned garden and conservatory enjoying a superb location in rural Dorset, approximately 3 miles North East of Wimborne Minster. The village takes its name from John O'Gaunt, Duke of Lancaster. From the cottage
Allocated Parking
Allocated Parking
Ground Floor Bathroom
Ground Floor Bathroom
Ground Floor Bedroom
Ground Floor Bedroom
BBQ
BBQ
Bathroom Towels
Bathroom Towels
Bed Linen Is Provided
Bed Linen Is Provided
2nd - 14th December  £810.00
3rd - 16th December  £870.00
+209 more stays
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