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Dorset Cottages for October Half Term

340 properties found
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Worth Matravers Studio (IC176)
Worth Matravers Studio (IC176)
Worth Matravers Studio (IC176)
Worth Matravers Studio (IC176)
Worth Matravers Studio (IC176)
Worth Matravers Studio (IC176)
Worth Matravers Studio (IC176)
Worth Matravers Studio (IC176)
Worth Matravers Studio (IC176)
Worth Matravers Studio (IC176)
Worth Matravers Studio (IC176)
Worth Matravers Studio (IC176)
Worth Matravers Studio (IC176)

Worth Matravers Studio

Isle of Purbeck, Dorset

2
1
1
pets 2

Light-filled contemporary cottage, situated in the extension of a traditional Purbeck cottage, offering sleek and stylish accommodation for two guests, just a mile from Dorset’s stunning Jurassic Coast.

Sat 21 Oct 237 nights
£1015
Little Cherrybank (82555)
Little Cherrybank (82555)
Little Cherrybank (82555)
Little Cherrybank (82555)
Little Cherrybank (82555)
Little Cherrybank (82555)
Little Cherrybank (82555)
Little Cherrybank (82555)
Little Cherrybank (82555)
Little Cherrybank (82555)
Little Cherrybank (82555)
Little Cherrybank (82555)
Little Cherrybank (82555)
Little Cherrybank (82555)
Little Cherrybank (82555)
Little Cherrybank (82555)
Little Cherrybank (82555)

Little Cherrybank

Wareham (2mls S), Dorset

2
1
1
pets 1

This warm and welcoming property is a great choice for those wishing to tour the Isle of Purbeck, as it has easy access to excellent road links, parking and a private garden to return to after relaxed days out.

Fri 20 Oct 237 nights
£667
Bowden Farm Wagon Cottage (WAGCO)
Bowden Farm Wagon Cottage (WAGCO)
Bowden Farm Wagon Cottage (WAGCO)
Bowden Farm Wagon Cottage (WAGCO)
Bowden Farm Wagon Cottage (WAGCO)
Bowden Farm Wagon Cottage (WAGCO)
Bowden Farm Wagon Cottage (WAGCO)
Bowden Farm Wagon Cottage (WAGCO)
Bowden Farm Wagon Cottage (WAGCO)

Bowden Farm Wagon Cottage

Shaftesbury (5.5mls W), Dorset

2
1
1
pets 1

Characterful country cottage right in the heart of Dorset, perfect for couples’ getaways. Stunning landscape views along with quaint market villages right on your doorstep.

Sat 21 Oct 237 nights
£465
Bell Cottage - Bridport (75565)
Bell Cottage - Bridport (75565)
Bell Cottage - Bridport (75565)
Bell Cottage - Bridport (75565)
Bell Cottage - Bridport (75565)
Bell Cottage - Bridport (75565)
Bell Cottage - Bridport (75565)
Bell Cottage - Bridport (75565)
Bell Cottage - Bridport (75565)
Bell Cottage - Bridport (75565)
Bell Cottage - Bridport (75565)
Bell Cottage - Bridport (75565)
Bell Cottage - Bridport (75565)
Bell Cottage - Bridport (75565)
Bell Cottage - Bridport (75565)
Bell Cottage - Bridport (75565)
Bell Cottage - Bridport (75565)
Bell Cottage - Bridport (75565)
Bell Cottage - Bridport (75565)
Bell Cottage - Bridport (75565)
Bell Cottage - Bridport (75565)
Bell Cottage - Bridport (75565)
Bell Cottage - Bridport (75565)
Bell Cottage - Bridport (75565)
Bell Cottage - Bridport (75565)
Bell Cottage - Bridport (75565)

Bell Cottage - Bridport

Bridport, Dorset

2
1
1
pets 2

This charming character cottage is an ideal getaway within walking distance to the Jurassic Coast and boasts a cosy wood burner and a pretty, secluded cottage garden which is fully enclosed. 

Fri 20 Oct 237 nights
£824
The Linnie Durweston (29291)
The Linnie Durweston (29291)
The Linnie Durweston (29291)
The Linnie Durweston (29291)
The Linnie Durweston (29291)
The Linnie Durweston (29291)
The Linnie Durweston (29291)
The Linnie Durweston (29291)
The Linnie Durweston (29291)
The Linnie Durweston (29291)
The Linnie Durweston (29291)
The Linnie Durweston (29291)
The Linnie Durweston (29291)
The Linnie Durweston (29291)
The Linnie Durweston (29291)
The Linnie Durweston (29291)
The Linnie Durweston (29291)
The Linnie Durweston (29291)

The Linnie Durweston

Blandford Forum (3mls NW), Dorset

2
1
1

A pretty property that has been lovingly furnished and sits within the owners beautiful gardens. It is a wonderful base from which to explore the stunning countryside and villages of Dorset.

Fri 20 Oct 237 nights
£580
The Old Stable - Weymouth (DC180)
The Old Stable - Weymouth (DC180)
The Old Stable - Weymouth (DC180)
The Old Stable - Weymouth (DC180)
The Old Stable - Weymouth (DC180)
The Old Stable - Weymouth (DC180)
The Old Stable - Weymouth (DC180)
The Old Stable - Weymouth (DC180)
The Old Stable - Weymouth (DC180)
The Old Stable - Weymouth (DC180)

The Old Stable - Weymouth

Upwey, Dorset

2
1
1

Lovingly converted Grade II listed former stables in the charming village of Upwey, perfectly situated to explore Weymouth and beyond along the stunning Jurassic Coastline.

Fri 20 Oct 237 nights
£625
The Cabin At Cackleberry Farm (78865)
The Cabin At Cackleberry Farm (78865)
The Cabin At Cackleberry Farm (78865)
The Cabin At Cackleberry Farm (78865)
The Cabin At Cackleberry Farm (78865)
The Cabin At Cackleberry Farm (78865)
The Cabin At Cackleberry Farm (78865)
The Cabin At Cackleberry Farm (78865)
The Cabin At Cackleberry Farm (78865)
The Cabin At Cackleberry Farm (78865)
The Cabin At Cackleberry Farm (78865)
The Cabin At Cackleberry Farm (78865)
The Cabin At Cackleberry Farm (78865)
The Cabin At Cackleberry Farm (78865)
The Cabin At Cackleberry Farm (78865)
The Cabin At Cackleberry Farm (78865)
The Cabin At Cackleberry Farm (78865)
The Cabin At Cackleberry Farm (78865)

The Cabin At Cackleberry Farm

Weymouth (3mls N), Dorset

2
1
1

Converted in 2020, this stylish single-storey property is ideally placed for a romantic break touring the Jurassic Coast, before returning to relax and unwind in comfortable, contemporary surroundings

Sat 21 Oct 237 nights
£564
Snowdrop Cottage - Thornford (51018)
Snowdrop Cottage - Thornford (51018)
Snowdrop Cottage - Thornford (51018)
Snowdrop Cottage - Thornford (51018)
Snowdrop Cottage - Thornford (51018)
Snowdrop Cottage - Thornford (51018)
Snowdrop Cottage - Thornford (51018)
Snowdrop Cottage - Thornford (51018)
Snowdrop Cottage - Thornford (51018)
Snowdrop Cottage - Thornford (51018)
Snowdrop Cottage - Thornford (51018)
Snowdrop Cottage - Thornford (51018)
Snowdrop Cottage - Thornford (51018)
Snowdrop Cottage - Thornford (51018)
Snowdrop Cottage - Thornford (51018)
Snowdrop Cottage - Thornford (51018)
Snowdrop Cottage - Thornford (51018)
Snowdrop Cottage - Thornford (51018)
Snowdrop Cottage - Thornford (51018)

Snowdrop Cottage - Thornford

Sherborne (3.5mls SW), Dorset

2
1
1
pets 5

The ideal spot for a relaxing break on the Dorset and Somerset borders, this pet friendly thatched cottage has an enclosed garden and is in a lovely village setting with pub and shop within walking distance.

Sat 21 Oct 237 nights
£593
Daisy - Buckham Mills (75192)
Daisy - Buckham Mills (75192)
Daisy - Buckham Mills (75192)
Daisy - Buckham Mills (75192)
Daisy - Buckham Mills (75192)
Daisy - Buckham Mills (75192)
Daisy - Buckham Mills (75192)
Daisy - Buckham Mills (75192)
Daisy - Buckham Mills (75192)
Daisy - Buckham Mills (75192)
Daisy - Buckham Mills (75192)
Daisy - Buckham Mills (75192)
Daisy - Buckham Mills (75192)
Daisy - Buckham Mills (75192)
Daisy - Buckham Mills (75192)
Daisy - Buckham Mills (75192)
Daisy - Buckham Mills (75192)
Daisy - Buckham Mills (75192)
Daisy - Buckham Mills (75192)
Daisy - Buckham Mills (75192)
Daisy - Buckham Mills (75192)
Daisy - Buckham Mills (75192)
Daisy - Buckham Mills (75192)
Daisy - Buckham Mills (75192)

Daisy - Buckham Mills

Beaminster (3mls N), Dorset

2
1
1
pets 1

Cosy former dairy with fantastic views and a wood burner. The ideal base for a relaxing break surrounded by beautiful countryside and with easy access to the beach and charming country pubs.

Sat 21 Oct 237 nights
£608
Little Ashleigh (89137)
Little Ashleigh (89137)
Little Ashleigh (89137)
Little Ashleigh (89137)
Little Ashleigh (89137)
Little Ashleigh (89137)
Little Ashleigh (89137)
Little Ashleigh (89137)
Little Ashleigh (89137)
Little Ashleigh (89137)
Little Ashleigh (89137)
Little Ashleigh (89137)
Little Ashleigh (89137)
Little Ashleigh (89137)
Little Ashleigh (89137)
Little Ashleigh (89137)
Little Ashleigh (89137)
Little Ashleigh (89137)
Little Ashleigh (89137)
Little Ashleigh (89137)
Little Ashleigh (89137)
Little Ashleigh (89137)
Little Ashleigh (89137)

Little Ashleigh

Bridport (2mls N), Dorset

2
1
1
pets 2
Sat 21 Oct 237 nights
£686
Chewton Den (90444)
Chewton Den (90444)
Chewton Den (90444)
Chewton Den (90444)
Chewton Den (90444)
Chewton Den (90444)
Chewton Den (90444)
Chewton Den (90444)
Chewton Den (90444)
Chewton Den (90444)
Chewton Den (90444)
Chewton Den (90444)
Chewton Den (90444)
Chewton Den (90444)

Chewton Den

Highcliffe, Dorset

2
1
1
pets 2
Fri 20 Oct 237 nights
£655
Buzzards Beau (DC026)
Buzzards Beau (DC026)
Buzzards Beau (DC026)
Buzzards Beau (DC026)
Buzzards Beau (DC026)
Buzzards Beau (DC026)
Buzzards Beau (DC026)
Buzzards Beau (DC026)
Buzzards Beau (DC026)
Buzzards Beau (DC026)
Buzzards Beau (DC026)
Buzzards Beau (DC026)
Buzzards Beau (DC026)
Buzzards Beau (DC026)
Buzzards Beau (DC026)
Buzzards Beau (DC026)
Buzzards Beau (DC026)
Buzzards Beau (DC026)
Buzzards Beau (DC026)
Buzzards Beau (DC026)
Buzzards Beau (DC026)
Buzzards Beau (DC026)
Buzzards Beau (DC026)

Buzzards Beau

Broadmayne, Dorset

2
1
1

Reached via a private lane, this beautiful bolthole for two is perfect for romantic getaways and solo adventures exploring Dorset’s rolling countryside and world-famous Jurassic Coast.

Sat 21 Oct 237 nights
£683

Self-catering holiday accommodation for October Half Term

The October half-term break is ideal for a perfect autumnal getaway and something to look forward to at the end of the summer, before the excitement of Christmas takes over.  The crowds have gone, and the roads are quieter, so it is an ideal time to enjoy one of our family-friendly holiday cottages in Dorset.

October is a great time of year to go on holiday. Take advantage of the night’s drawing in with one of the many holiday cottages that offer a wood burner or open fire for cosy nights in. With our wide range of cottages, townhouses and apartments sleeping between two and 17 we will have the perfect property for you, your partner, or the whole family, friends and the dog (or two). So, book now and start looking forward to enjoying your well-deserved autumnal cottage holiday in Dorset.

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Location

  • Beach within 5 miles
  • Pub within 1 mile
  • Fishing onsite / nearby
  • Waterside views
  • Shop within 1 mile

Facilities

  • Internet access
  • Open fire / woodburner
  • Enclosed garden / patio
  • Games / Play facilities
  • Sky TV
  • Hot tub

Minimum star grading

Property

  • Downstairs bedroom
  • Downstairs bathroom
  • Does not allow pets
  • Working farm
  • Apartment
  • Quirky
  • Luxury
  • Thatched
  • Romantic
  • Increased accessibility
  • Family friendly

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The Travel Chapter Limited trading as Dorset Coastal Cottages is an appointed representative of ITC Compliance Limited which is authorised and regulated by the Financial Conduct Authority (their registration number is 313486) and which is permitted to advise on and arrange general insurance contracts as an intermediary.
The Travel Chapter Limited trading as Dorset Coastal Cottages | The Travel Chapter Limited is registered in England and Wales. | Registered office Travel Chapter House Gammaton Road Bideford EX39 4DF Company No. 02431506 | VAT reg: 143053210.