Autumn Breaks in Dorset

Your search returned 537 cottages.

Sort by Most relevant

Most relevant
Price (lowest first)
Price (highest first)
Sleeps (lowest first)
Sleeps (highest first)
Rating (lowest first)
Rating (highest first)
Location (A to Z)
Location (Z to A)
Property name (A to Z)
Property name (Z to A)

Show 10

Map View

35
Waters Edge Save
Wyke Regis, Dorset
- Sleeps5
- Bedrooms3
- Pet FriendlyYes
- Dream Cottages rating
Modern family house located on the edge of Weymouth, with sea views. (Ref. 994759)
Pets go free
Wi-fi
Off-road parking
Dishwasher
Washing machine
Baby-friendly
3 nights from Sat 31st Oct From $891

Last booked yesterday
Book now
27
Stable Cottage Save
Colyton, Devon
- Sleeps2
- Bedrooms1
- Pet FriendlyNo
- Dream Cottages rating
A Grade II listed former stable located in Colyton, in Devon, near to the Jurassic coast and beautiful countryside. (Ref. 1059490)
Wi-fi
Off-road parking
Ground floor bedroom
Dishwasher
Washing machine
3 nights from Tue 1st Sep From $536

Book now
33
New Barn Save
Winterborne Stickland, Dorset
- Sleeps4
- Bedrooms2
- Pet FriendlyYes
- Dream Cottages rating
Lovely, well-appointed single-storey cottage near Winterborne Stickland. (Ref. 905896)
Pets go free
Wi-fi
Off-road parking
Electric car charging
Ground floor bedroom
Dishwasher
Washing machine
Baby-friendly
Games room
3 nights from Sun 27th Sep From $534

Book now
28
Harbourside Cottage Save
Brewers Quay Harbour, Dorset
- Sleeps6
- Bedrooms3
- Pet FriendlyNo
- Dream Cottages rating
A delightful cottage situated next to Weymouth harbour in Dorset. (Ref. 1061726)
Wi-fi
Dishwasher
Washing machine
Baby-friendly
10% off - Sat 11th Jul to 18th Jul 2026
3 nights from Sun 27th Sep From $1106

Book now
42
6 The Terrace Save
Brewers Quay Harbour, Dorset
- Sleeps4
- Bedrooms2
- Pet FriendlyYes
- Dream Cottages rating
A boutique, two-bedroom property situated in Brewers Quay Harbour, Weymouth, Dorset. (Ref. 1096352)
Pets go free
Wi-fi
Dishwasher
Washing machine
Baby-friendly
3 nights from Tue 1st Sep From $1271

Book now
18
Sixpenny Cottage Save
Upwey, Dorset
- Sleeps2
- Bedrooms1
- Pet FriendlyNo
- Dream Cottages rating
This picturesque cottage, situated in the village of Upwey, with parking. (Ref. 994658)
Wi-fi
Washing machine
Baby-friendly
3 nights from Tue 1st Sep From $652

Last booked yesterday
Book now
38
Garibaldi Cottage Save
Weymouth, Dorset
- Sleeps4
- Bedrooms2
- Pet FriendlyNo
- Dream Cottages rating
Garibaldi Cottage is a lovely, coastal home resting in the town of Weymouth in Dorset, enjoying close proximity to a nearby shop, beach, and pub. (Ref. 1156408)
Wi-fi
Washing machine
Baby-friendly
3 nights from Tue 1st Sep From $664

Last booked yesterday
Book now
24
Thimble Cottage Save
Winterborne Stickland near Blandford Forum, Dorset
- Sleeps2
- Bedrooms1
- Pet FriendlyYes
- Dream Cottages rating
This charming, one-bedroom holiday home rests in Winterborne Stickland near Blandford Forum, Dorset. (Ref. 1068261)
Pets go free
Wi-fi
Off-road parking
Electric car charging
Dishwasher
Washing machine
3 nights from Tue 1st Sep From $581

Book now
32
Bowman's Cottage Save
Wakeham, Portland, Dorset
- Sleeps4
- Bedrooms2
- Pet FriendlyNo
- Dream Cottages rating
A beautiful stone cottage, complete with garden on the quieter end of Portland, however situated on the main bus route to Weymouth and beyond. (Ref. 994021)
Wi-fi
Washing machine
3 nights from Tue 1st Sep From $686

Last booked yesterday
Book now
44
Duck Cottage Save
Sutton Poyntz, Dorset
- Sleeps6
- Bedrooms3
- Pet FriendlyYes
- Dream Cottages rating
Beautifully appointed cottage, resting in the quaint village of Sutton Poyntz in Dorset. (Ref. 1008404)
Pets go free
Wi-fi
Dishwasher
Washing machine
Baby-friendly
3 nights from Sat 31st Oct From $712

Book now