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The Half Term in October is very popular with those who still want a sunny holiday but who prefer a quieter, laid back time of year.  September and October is a time for those who enjoy the warmth of a stroll through autumnal woodland but who also enjoy cuddling up in front of an open fire in the evening.

You can book some exceptional properties, but book early as we are always fully booked for this week. Dorset attractions will still be open and of course you can still enjoy the countryside, we are the only county without a motorway and  the coastline boasts World Heritage Site Status with over 40 beaches to enjoy.   A wealth of attractions run special events over the half term holidays, including the The Sealife Centre, Monkey World and Kingston Lacey. Popular activities include Dorset walks, photography, cycling, sailing and horseriding on the beach. Take time to enjoy some local fayre in some of the best pubs and restaurants to be found.

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Stone Quay Cottage
Swanage
4.9/5
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 cottage dates back to the 1850’s but has been completely renovated to provide a beautiful modern home.
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1
2
18th - 25th October  £1,115.75
25th October - 1st November  £1,115.75
25th October - 2nd November  £1,215.50
+1 more stays
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Pembroke Cottage
Langton Matravers
4.7/5
Beautiful 19th century stone cottage offering a peaceful retreat to families and friends. Well situated in the village of Langton Matravers, this holiday home offers endless attractions and picturesque views of the countryside.
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3
1
2
25th October - 1st November  £883.75
18th - 25th October  £883.75
18th October - 1st November  £1,717.50
+1 more stays
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Winspit View
Worth Matravers
4.8/5
3 Bedrooms. The bungalow is located on the edge of the village of Worth Matravers, in a rural idyll with fantastic views across open farmland to Winspit and the sea. A lovely holiday cottage to rent in Worth Matravers, an exclusive village in Dorset.
6
3
2
1
18th - 25th October  £1,109.50
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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.
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3
2
2
25th October - 1st November  £1,146.25
18th - 25th October  £1,146.25
18th October - 1st November  £2,242.50
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Gable Cottage
Corfe Castle
4.8/5
3 bedrooms. Located on a large corner plot, this light and airy family holiday home in Corfe Castle, offers comfortable furnishings and modern fittings. Conveniently situated close to the common and village amenities including the bakery, general store, tea rooms and pubs.
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3
2
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25th October - 1st November  £904.75
18th October - 1st November  £1,759.50
18th - 25th October  £904.75
+1 more stays
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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.
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5
4
2
26th - 29th October  £1,653.15 £1,423.20
18th - 30th October  £3,805.00 £2,905.00
23rd October - 2nd November  £3,063.92 £2,342.49
+111 more stays
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Valley View
Swanage
5/5
A stylish, detached Edwardian home beautifully appointed with hot tub, large garden, parking and spacious reception rooms.
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18th - 25th October  £1,939.75
18th October - 1st November  £3,929.50
25th October - 2nd November  £2,344.00
+1 more stays
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Beach Approach
Swanage
4.8/5
Settle into a lovely family holiday at Beach Approach. A two bedroom ground floor apartment. A flat walk will take you to Swanage beach and High Street, which is lined with cute cafés, boutiques, and fine restaurants. Beach Approach is perfect for families with top sights in easy reach: Swanage Railway is just a two minute stroll away; take a trip down memory lane on the vintage steam engine to the historic village of Corfe Castle.
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2
1
0
26th October - 2nd November  £710.50
19th October - 2nd November  £1,371.00
19th - 26th October  £710.50
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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.
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4
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25th October - 1st November  £1,345.75
18th October - 1st November  £2,641.50
18th - 25th October  £1,345.75
+1 more stays
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Cherry Tree Cottage
Ridge
4.7/5
2 Bedroom delightful holiday cottage with log burner in Ridge. Well equipped with all you might need for a family get away in peaceful surroundings, yet still within easy reach of a wide range of attractions and sandy beaches.
4
2
1
1
19th - 26th October  £826.00
19th October - 2nd November  £1,602.00
26th October - 2nd November  £826.00
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Coastguard Cottage
Worth Matravers
4.6/5
A lovely semi-detached cottage in the much sought after village of Worth Matravers, within walking distance of the Jurassic Coast.
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4
3
0
18th - 25th October  £988.75
18th October - 1st November  £1,927.50
25th October - 1st November  £988.75
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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
25th October - 1st November  £962.50
18th October - 1st November  £1,875.00
18th - 25th October  £962.50
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