fbpx

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.

Filter & Sort
{{ pagination.totalResults }}0 properties found
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
26th October - 2nd November  £826.00
19th - 26th October  £826.00
19th October - 2nd November  £1,602.00
View & Book
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
19th - 26th October  £894.25
19th October - 2nd November  £1,738.50
26th October - 2nd November  £894.25
View & Book
Church Cottage
Corfe Castle
4.6/5
Set in an idyllic location, this welcoming 18th century, Grade II listed character cottage stands in the heart of the picturesque village of Corfe Castle. Church Cottage boasts a beautiful garden and welcomes two dogs, making it an ideal base for a family get together.
6
3
2
2
31st October - 2nd November  £633.71
28th - 30th October  £813.84
23rd - 28th October  £1,109.50
+101 more stays
View & Book
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
19th - 26th October  £988.75
19th October - 2nd November  £1,907.50
26th October - 2nd November  £988.75
View & Book
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.
3
2
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
View & Book
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
19th - 26th October  £1,062.25
18th - 26th October  £1,182.00
View & Book
Ridgeview Cottage
Corfe Castle
5/5
Located in the sought-after National Trust-owned village of Corfe Castle, Ridgeview Cottage is a modern, detached, family home found moments away from many of Dorset’s prolific attractions.
6
3
2
0
31st October - 2nd November  £593.84
28th October - 1st November  £932.59
28th October - 2nd November  £851.45
+7 more stays
View & Book
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
18th - 25th October  £857.50
25th October - 1st November  £857.50
18th October - 1st November  £1,661.25 £1,586.25
+1 more stays
View & Book
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
2
20th - 23rd October  £1,653.15 £1,423.20
22nd October - 2nd November  £3,393.27 £2,958.85
21st - 27th October  £2,259.25 £1,944.25
+111 more stays
View & Book
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
18th - 25th October  £621.25
18th October - 1st November  £1,192.50
25th October - 2nd November  £715.50
+1 more stays
View & Book
Save 25% on stays between 24th May 2024 - 5th Jan 2025
3 Puddledock Cottage
Sutton Poyntz, Nr Weymouth
5/5
Enjoy soaking up the Dorset sunshine in this newly renovated countryside cottage, tucked away in the quiet village of Sutton Poyntz. 3 Puddledock Cottages is within a close proximity of Weymouth beach and local activities.
6
3
1
0
25th October - 1st November  £995.00 £763.75
25th October - 2nd November  £1,093.57 £842.68
18th - 25th October  £995.00 £763.75
+1 more stays
View & Book
Newton Manor Grange
Swanage
4.6/5
3 bedrooms. This beautiful four star holiday home is the ideal choice for a self catering holiday in Swanage. This home boasts large picture windows and is an unusual upside down house that takes full advantage of the views, across the seaside town of Swanage to the sea and the Isle of White beyond. WIFI.
6
3
2
0
19th - 26th October  £894.25
19th October - 2nd November  £1,738.50
26th October - 2nd November  £894.25
View & Book