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beautiful dorset landscape to be enjoyed on a dorset holiday
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What's on in Dorset in October 2025

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As we wrap up an exciting October in Dorset, filled with Halloween celebrations, autumnal landscapes, and seasonal fun, 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 2025. 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 October 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 2025.

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Find an October Half Term

Holiday Cottage in Dorset

Capstone image
Capstone
Swanage
5/5
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.
8
4
2
0
18th - 21st October 2025  £876.25
18th - 23rd October 2025  £1,195.00
20th - 23rd October 2025  £876.25
+25 more stays
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Castle View House image
Castle View House
Corfe Castle
5/5
Escape the ordinary at Castle View House, a haven in the countryside that accommodates up to nine guests. With its enchanting views of Corfe Castle, stylish open-plan interiors, and dog-friendly atmosphere, this residence promises a unique and memorable retreat. Nestled in the heart of Corfe Castle village, it provides an ideal setting for switching off from the demands of everyday life and savoring every moment with friends and family. Whether you're captivated by the historic charm of the surroundings or indulging in the comfort of the stylish interiors, Castle View House invites you to create lasting memories in a tranquil and welcoming escape.
9
5
4
1
17th - 24th October 2025  £2,319.10
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holiday home wareham with hot tub
Cherry Lodge
Wareham
4.7/5
Comfort and space to be enjoyed by friends and family in this large, modern home complete with bubbling hot tub. Its pet friendly and has plenty of parking. The quality of this home and the size of the garden are what attracts guests to Cherry Lodge.
9
4
2
2
17th - 24th October 2025  £1,295.00
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Juniper Cottage image
Juniper Cottage
West Lulworth
4.9/5
Juniper Cottage is a recently refurbished Victorian terraced cottage tucked away off the main road in the scenic village of West Lulworth, close to both Lulworth Cove and one of the Jurassic Coast’s most iconic features, Durdle Door. This two-storey, dog-friendly cottage accommodates up to 4 adults or a family of 5. The ground floor is an open-plan living and dining space with small, private front and rear gardens, upstairs are two bedrooms and a bathroom.
5
2
1
2
17th - 20th October 2025  £813.84
17th - 24th October 2025  £1,109.50
19th - 22nd October 2025  £813.84
+18 more stays
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Heathlands image
Heathlands
Studland
4.6/5
3 bedrooms. Heathlands is a modern cottage, the ideal base for family holidays in Studland. This light and airy holiday home is a short walk from Studlands long sandy beach.
6
3
1
0
20th - 23rd October 2025  £800.80
22nd - 24th October 2025  £800.80
21st - 23rd October 2025  £800.80
+12 more stays
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Orchid House image
Orchid House
Langton Matravers
4.9/5
A delightful four-bedroom holiday accommodation, set right on the doorstep of Dorset’s most breath-taking coastal walks, in the village of Langton Matravers.
8
4
3
2
17th - 24th October 2025  £1,383.55
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Honeysuckle Cottage image
Honeysuckle Cottage
Kingston, Nr Corfe Castle
4.8/5
This two-bedroom + annex Purbeck stone cottage is tucked away in the very quiet village of Kingston, near Corfe Castle. Escape the everyday, with luxury interiors and enhancing views! Pet-friendly.
6
3
2
2
17th - 24th October 2025  £1,178.80
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Seaspray image
Seaspray
Swanage
5/5
Located steps away from the sandy beach and traditional promenade in Swanage, Seaspray is a three-bedroom, 1930s-style apartment with panoramic sea views. Situated on the wonderful seafront parade, this town centre location is perfect for families or friends seeking a relaxing coastal escape within a stone’s throw of many of Dorset’s prolific attractions.
5
3
2
0
17th - 24th October 2025  £1,009.75
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Sea reach external
Sea Reach
Swanage
4.9/5
2 Bedrooms. We are delighted to introduce Sea Reach, this spacious and modern ground floor apartment is in a prime holiday hotspot, just 3/4 minutes’ walk from the beach.
4
2
1
0
17th - 24th October 2025  £638.05
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Leap House image
Leap House
Wareham
5/5
Leap House is a well-presented three-bedroom semi-detached holiday retreat, sitting peacefully within a short walk of Wareham Quay. This well-presented holiday accommodation, is an excellent base to explore one of England’s Saxon Walled towns and nearby beaches of the Jurassic coast. Entering the house via the patio area, you will be greeted by a fully-equipped kitchen, featuring integrated appliances and all the amenities for your culinary creations, which you can enjoy in the next-door lounge/dining area. The inviting living area features two leather sofas, an armchair, and a wood-burning stove – ideal for those wanting to unwind with a book or a favourite movie.
4
3
1
0
17th - 24th October 2025  £881.65
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Froxfield Cottage image
Froxfield Cottage
Langton Matravers
4.9/5
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.
6
3
2
1
17th - 24th October 2025  £893.50
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Newton House image
Newton House
Swanage
4.6/5
3 bedrooms. The owners of this spacious seaside home, which is very close to Swanage beach have stylishly furnished with a contemporary and comfortable interior.
6
3
2
0
17th - 19th October 2025  £580.05
19th - 22nd October 2025  £675.10
19th - 21st October 2025  £675.10
+18 more stays
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1 Westport Cottage Ph3 Web
Westport Cottage
Wareham
4.9/5
3 bedrooms. A distinctive period holiday cottage to rent in Wareham, in a unique location with tastefully presented interior. This is one of only three cottages built on top of the old Saxon walls in Wareham.
5
3
2
0
17th - 24th October 2025  £881.65
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Purbeck Cottage (Kings) image
Purbeck Cottage (Kings)
Swanage
4.7/5
3 bedroom family home with two parking spaces and large covered patio to enjoy outside dining whatever the weather.
6
3
1
0
17th - 18th October 2025  £530.65
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Dream Cottage
Portland
5/5
A stylish, compact cottage - ideal for friends and small families to get together to enjoy the coast, walking and watersports.
6
3
2
0
20th - 21st October 2025  £579.24
17th - 20th October 2025  £654.37
21st - 23rd October 2025  £654.37
+25 more stays
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Elizabeth Cottage image
Elizabeth Cottage
Lulworth Cove,
5/5
2 bed chocolate box thatched cottage. Ideal for a romantic break by the sea. Just a short walk to Lulworth Cove.
4
2
2
1
17th - 24th October 2025  £820.75
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Greenhayes image
Greenhayes
Langton Matravers
4.8/5
Lovely, traditional cottage with stunning country views to the coast. Ideal for a romantic getaway or for small families. Pet friendly.
4
2
1
2
17th - 24th October 2025  £989.80
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The Aspens image
The Aspens
Swanage
4.8/5
Delightful light-filled family holiday home, situated just a stone’s throw from beautiful Swanage Pier.
5
2
2
0
17th - 24th October 2025  £713.65
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IMG 7696
Daisy’s
Swanage
4.7/5
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 coast!
6
3
3
1
17th - 18th October 2025  £645.97
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Markham House image
Markham House
Weymouth
0/5
A spacious family home with off road parking and large, enclosed garden. The house is ideal for family and friends who want to stroll through the town to the Harbour and beach.
5
3
2
1
17th - 24th October 2025  £1,114.75
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