A cosy, autumn outdoor seating area at a Dorset Holiday Cottage in Sandford.
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Autumn Holidays in Dorset

Find a cosy holiday cottage for a UK Autumn Break

Autumn is one of the most magical seasons to experience Dorset. As the summer crowds disperse and the landscape transforms into a patchwork of amber, gold and russet, our county becomes the perfect setting for a peaceful seasonal escape. With crisp mornings, gentle countryside walks and dramatic coastal scenery, Dorset in autumn offers a slower pace of life that invites you to pause, unwind and reconnect with nature.

Hotels can sometimes feel restrictive at this time of year – lacking the space, warmth and atmosphere you want on a seasonal retreat. That’s why our wide range of autumn holiday cottages in Dorset are the perfect choice. Whether you’re looking for a cosy bolthole with a log fire or a spacious countryside home where you can enjoy the golden light pouring through the windows, our collection will help you make the most of your autumn holidays in Dorset.

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{{ pagination.totalResults }}91 properties found
Allington Barn
Nr Blandford Forum
5/5
18
7
6
0
Set quietly within the rolling countryside of North Dorset, Allington Barn is a place designed for gathering - where long tables fill with food and conversation, where mornings begin slowly with coffee on the terrace, and evenings stretch into laughter
Hot Tub
Hot Tub
Swimming Pool
Swimming Pool
Allocated Parking
Allocated Parking
EV Charge Point
EV Charge Point
Ground Floor Bathroom
Ground Floor Bathroom
Ground Floor Bedroom
Ground Floor Bedroom
1 night fromNone available
3 nights from £3,307.50
7 nights from £7,718.37 £6,979.77
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Elizabeth Cottage
Lulworth Cove,
5/5
4
2
2
1
2 bed chocolate box thatched cottage. Ideal for a romantic break by the sea. Just a short walk to Lulworth Cove.
Allocated Parking
Allocated Parking
Walk to the beach
Walk to the beach
Walk to places to eat
Walk to places to eat
Town Centre
Town Centre
Ground Floor Bathroom
Ground Floor Bathroom
BBQ
BBQ
1 night fromNone available
3 nights fromNone available
7 nights from £836.50
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The Lookout
Silverlake
5/5
10
4
4
0
An exceptional and unique luxury lakeside home. Thoughtfully designed with style, comfort, and indulgence in mind, The Lookout is a modern lakeside home set within the award-winning Silverlake Estate near Dorchester. Every element of this contemporary four-bedroom property has been
Hot Tub
Hot Tub
Swimming Pool
Swimming Pool
Allocated Parking
Allocated Parking
Walk to places to eat
Walk to places to eat
Woodburner Provided
Woodburner Provided
EV Charge Point
EV Charge Point
1 night from £1,686.50
3 nights from £1,686.50
7 nights from £1,979.75
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Clover Cottage
Dorchester
5/5
4
2
1
0
Clover Cottage is a welcoming 4-Star Gold retreat set within a peaceful Dorset estate, perfect for families or friends. Sleeping four across two flexible bedrooms, it offers a fresh, homely interior with French doors opening to the gardens and hot
Hot Tub
Hot Tub
Allocated Parking
Allocated Parking
Near Supermarket
Near Supermarket
BBQ
BBQ
Bathroom Towels
Bathroom Towels
Bed Linen Is Provided
Bed Linen Is Provided
1 night fromNone available
3 nights from £512.75
7 nights from £735.00
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Jasmine Cottage
Dorchester
5/5
4
2
1
0
Jasmine Cottage is a stylish 4-Star retreat set within a peaceful Dorset estate, designed for couples, families, or friends. Sleeping four across two flexible bedrooms, it features a fresh modern interior, French doors opening onto landscaped gardens, and dog-friendly touches.
Hot Tub
Hot Tub
Allocated Parking
Allocated Parking
EV Charge Point
EV Charge Point
Ground Floor Bedroom
Ground Floor Bedroom
Near Supermarket
Near Supermarket
BBQ
BBQ
1 night fromNone available
3 nights from £512.75
7 nights from £735.00
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Lavender Cottage
Dorchester
5/5
2
1
1
1
Lavender Cottage is a stylish single-storey retreat set within a peaceful Dorset estate, thoughtfully designed for couples seeking rest and relaxation. With a super king bedroom, private enclosed garden, and dog-friendly welcome, it blends modern comfort with countryside charm. Estate
Hot Tub
Hot Tub
Allocated Parking
Allocated Parking
Secure Garden (pets)
Secure Garden (pets)
EV Charge Point
EV Charge Point
Ground Floor Bedroom
Ground Floor Bedroom
Bathroom Towels
Bathroom Towels
1 night fromNone available
3 nights from £376.25
7 nights from £525.00
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Primrose Cottage
Dorchester
5/5
2
1
1
1
Primrose Cottage is a romantic single-storey hideaway for two — dog-friendly and tucked within a tranquil Dorset estate. With a king-size bedroom and en-suite, a private enclosed garden, and woodland walks and estate amenities on the doorstep, it’s perfect for
Allocated Parking
Allocated Parking
Secure Garden (pets)
Secure Garden (pets)
Secure Garden (Toddlers)
Secure Garden (Toddlers)
Beach Under 5 Miles
Beach Under 5 Miles
EV Charge Point
EV Charge Point
BBQ
BBQ
1 night fromNone available
3 nights from £376.25
7 nights from £525.00
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Thistledown
Dorchester
5/5
2
1
1
1
Thistledown is a light and inviting single-storey cottage, tucked within a peaceful Dorset estate and designed for couples seeking a romantic retreat. With a super king-size bedroom, private garden, and dog-friendly touches, it blends country charm with modern comfort. Estate
Allocated Parking
Allocated Parking
Beach Under 5 Miles
Beach Under 5 Miles
EV Charge Point
EV Charge Point
Ground Floor Bathroom
Ground Floor Bathroom
Ground Floor Bedroom
Ground Floor Bedroom
BBQ
BBQ
1 night fromNone available
3 nights from £376.25
7 nights from £637.50
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Old Orchard House
Wareham
5/5
10
4
2
2
A spacious, homely space is provided for extended families at this gorgeous, detached home. Ideally located within walking distance of the town of Wareham and Wareham Quay.
Allocated Parking
Allocated Parking
Walk to places to eat
Walk to places to eat
Town Centre
Town Centre
Beach Under 5 Miles
Beach Under 5 Miles
Ground Floor Bathroom
Ground Floor Bathroom
Ground Floor Bedroom
Ground Floor Bedroom
1 night from £681.85
3 nights from £681.85
7 nights from £1,114.75
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Rosemary Cottage
Dorchester
5/5
4
2
1
0
Rosemary Cottage is a welcoming 4-Star retreat set within a lively Dorset estate, perfect for families or friends. Sleeping four across two flexible bedrooms, this dog-friendly cottage blends antique character with modern comfort, opening directly onto the badminton lawn and
Hot Tub
Hot Tub
Allocated Parking
Allocated Parking
EV Charge Point
EV Charge Point
Near Supermarket
Near Supermarket
BBQ
BBQ
Bathroom Towels
Bathroom Towels
1 night fromNone available
3 nights from £444.50
7 nights from £630.00
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3 Puddledock Cottage
Sutton Poyntz, Nr Weymouth
5/5
6
3
1
0
Enjoy soaking up the Dorset sunshine in this newly renovated countryside cottage, tucked away in the quiet village of Sutton Poyntz.
Allocated Parking
Allocated Parking
Walk to the beach
Walk to the beach
Walk to places to eat
Walk to places to eat
Woodburner Provided
Woodburner Provided
Ground Floor Bathroom
Ground Floor Bathroom
Near Supermarket
Near Supermarket
1 night fromNone available
3 nights from £498.04
7 nights from £676.90
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Sweet Pea Cottage
Dorchester
5/5
4
2
1
1
Sweet Pea Cottage is a stylish 4-Star retreat set within a peaceful Dorset estate, perfect for couples, families or friends. Sleeping four, this dog-friendly cottage features a fresh modern interior, flexible bedrooms, and French doors leading to the shared gardens
Hot Tub
Hot Tub
Allocated Parking
Allocated Parking
EV Charge Point
EV Charge Point
Near Supermarket
Near Supermarket
BBQ
BBQ
Bathroom Towels
Bathroom Towels
1 night fromNone available
3 nights from £490.00
7 nights fromNone available
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Hill View
Weymouth
4.9/5
4
2
1
1
Set in the peaceful Weymouth suburb of Preston, Hill View offers a delightful retreat for couples or small families.
Allocated Parking
Allocated Parking
Secure Garden (pets)
Secure Garden (pets)
Secure Garden (Toddlers)
Secure Garden (Toddlers)
Walk to the beach
Walk to the beach
Walk to places to eat
Walk to places to eat
Town Centre
Town Centre
1 night from £359.75
3 nights from £362.73
7 nights from £911.55
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Wisteria Cottage
Dorchester
5/5
4
2
1
0
Wisteria Cottage is a welcoming 4-Star retreat set within a peaceful Dorset estate, overlooking the courtyard pond at the front and gardens at the back. Sleeping four, this dog-friendly two-storey cottage offers a light modern interior, flexible bedrooms, and French
Hot Tub
Hot Tub
Allocated Parking
Allocated Parking
EV Charge Point
EV Charge Point
Near Supermarket
Near Supermarket
BBQ
BBQ
Bathroom Towels
Bathroom Towels
1 night fromNone available
3 nights from £490.00
7 nights from £700.00
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Sea Reach
Swanage
4.9/5
4
2
1
0
2 Bedrooms. We are delighted to introduce Sea Reach, this spacious and modern ground floor apartment is in a prime place to stay in Swanage, just 3/4 minutes’ walk from the beach.
Allocated Parking
Allocated Parking
Walk to the beach
Walk to the beach
Walk to places to eat
Walk to places to eat
Town Centre
Town Centre
Ground Floor Bathroom
Ground Floor Bathroom
Ground Floor Bedroom
Ground Floor Bedroom
1 night fromNone available
3 nights from £432.48
7 nights from £583.95
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Forget Me Not Cottage
Dorchester
4.8/5
4
2
1
0
Forget Me Not Cottage is a cosy 4-Star retreat set within a peaceful Dorset estate, perfect for couples or families. Sleeping four, this dog-friendly two-storey cottage features comfortable interiors, flexible bedrooms, and French doors opening onto the shared gardens and
Hot Tub
Hot Tub
Allocated Parking
Allocated Parking
EV Charge Point
EV Charge Point
Near Supermarket
Near Supermarket
BBQ
BBQ
Bathroom Towels
Bathroom Towels
1 night fromNone available
3 nights from £512.75
7 nights from £735.00
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Purbeck View
Swanage
5/5
4
2
1
2
Set within the seaside town of Swanage, Purbeck View is a charming pet friendly end-of-terrace cottage designed for relaxed, family-friendly stays by the coast.
Secure Garden (pets)
Secure Garden (pets)
Secure Garden (Toddlers)
Secure Garden (Toddlers)
Walk to the beach
Walk to the beach
Walk to places to eat
Walk to places to eat
BBQ
BBQ
Public transport travel
Public transport travel
1 night fromNone available
3 nights from £500.69
7 nights from £763.75
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Heathlands
Studland
4.6/5
6
3
1
0
A welcoming family cottage just 200 yards from Studland Beach, with coastal walks, village pubs and the Jurassic Coast on your doorstep.
Allocated Parking
Allocated Parking
Walk to the beach
Walk to the beach
Walk to places to eat
Walk to places to eat
Public transport travel
Public transport travel
Walk to Pub
Walk to Pub
Bathroom Towels
Bathroom Towels
1 night fromNone available
3 nights fromNone available
7 nights from £803.95
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Save 20% on stays before 19th October
View of Corfe Castle
Castle View House
Corfe Castle
5/5
9
5
4
1
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
Secure Garden (pets)
Secure Garden (pets)
Walk to places to eat
Walk to places to eat
Beach Under 5 Miles
Beach Under 5 Miles
Woodburner Provided
Woodburner Provided
EV Charge Point
EV Charge Point
Ground Floor Bedroom
Ground Floor Bedroom
1 night fromNone available
3 nights from £1,477.50
7 nights from £1,613.50 £1,492.50
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Free Spa Access
Stonehaven
Silverlake
5/5
8
4
3
0
A contemporary retreat for families that wish to enjoy nature, spa breaks and activities for the kids
Swimming Pool
Swimming Pool
Allocated Parking
Allocated Parking
Walk to places to eat
Walk to places to eat
Beach Under 5 Miles
Beach Under 5 Miles
Woodburner Provided
Woodburner Provided
EV Charge Point
EV Charge Point
1 night from £900.00
3 nights from £900.00
7 nights from £1,256.25
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Malvern Apartment
Swanage
4.5/5
2
1
1
0
A spacious Edwardian apartment for two, just a short walk from Swanage Beach, with period charm and a glimpse of the bay.
Allocated Parking
Allocated Parking
Walk to the beach
Walk to the beach
Walk to places to eat
Walk to places to eat
Town Centre
Town Centre
Ground Floor Bathroom
Ground Floor Bathroom
Ground Floor Bedroom
Ground Floor Bedroom
1 night fromNone available
3 nights fromNone available
7 nights from £485.75
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Capstone
Swanage
4.9/5
8
4
2
0
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.
Allocated Parking
Allocated Parking
Walk to the beach
Walk to the beach
Walk to places to eat
Walk to places to eat
Town Centre
Town Centre
Near Supermarket
Near Supermarket
Public transport travel
Public transport travel
1 night from £685.00
3 nights from £685.00
7 nights from £1,275.40
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Froxfield Cottage
Langton Matravers
4.9/5
6
3
2
1
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.
Sea Views
Sea Views
Secure Garden (pets)
Secure Garden (pets)
Walk to places to eat
Walk to places to eat
Ground Floor Bathroom
Ground Floor Bathroom
Near Supermarket
Near Supermarket
BBQ
BBQ
1 night fromNone available
3 nights from £580.05
7 nights from £862.75
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Brook Cottage
Corfe Castle
4.8/5
6
3
3
0
Step back in time and enjoy this delightful semi-detached cottage, exuding charm and character throughout. Built in the early 1730s, this distinctive Grade II red bricked cottage, is set in the heart of the historic village of Corfe Castle. This
Walk to places to eat
Walk to places to eat
Town Centre
Town Centre
Ground Floor Bathroom
Ground Floor Bathroom
BBQ
BBQ
Public transport travel
Public transport travel
Walk to Pub
Walk to Pub
1 night fromNone available
3 nights from £639.07
7 nights from £1,278.55
View & Book
Find your

Autumn Holiday Cottage in Dorset

Dorset is a county that shines year-round, but autumn brings a unique charm with plenty for families, couples and groups to enjoy. History lovers will relish quieter visits to local attractions, from Dorchester’s museums and Sherborne Abbey to the ruins of Corfe Castle surrounded by autumnal woodlands. National Trust gems such as Kingston Lacy and Brownsea Island are particularly captivating when framed by fiery seasonal colours.

For those seeking outdoor adventure, Dorset in autumn is ideal for long walks through the countryside, exploring the South West Coast Path or enjoying water sports on calmer, quieter beaches. Families with children can spend afternoons exploring pumpkin trails, visiting farm parks or enjoying seasonal events across the county.

From coast to countryside, autumn breaks in Dorset provide the perfect blend of adventure and relaxation. Our family-friendly cottages are well placed for exploring, with space for everyone to relax after a busy day out.

Discover our Dog-Friendly Autumn Breaks

Over half of our autumn holiday cottages in Dorset are dog-friendly, so you don’t need to leave your four-legged friend behind. With cooler temperatures, long rambles across the Purbeck Hills, woodland walks and beach strolls are a joy for both owners and pets.

Dorset offers a wealth of dog-friendly pubs and cafés, as well as stretches of the South West Coast Path where dogs are welcome year-round. Our selection of pet-friendly cottages includes everything from cosy retreats with enclosed gardens to larger rural homes where your dog can roam. Whatever your plans for your autumn holidays UK, we’ll help you find a base that works for both you and your pet.

Spend October Half-Term in Dorset

October half term is the perfect opportunity to enjoy an autumn holiday in Dorset. Families can make the most of the crisp autumn air with long woodland walks, fossil hunting along the Jurassic Coast, or cosy afternoons exploring local villages and markets. Many attractions put on seasonal events, from pumpkin picking and Halloween trails to wildlife experiences at places like Monkey World and Weymouth’s Sea Life Centre. After busy days out, return to one of our cosy holiday cottages – the ideal base for your October half term break in Dorset, complete with plenty of space for the whole family to relax.

Find the Perfect Autumn Break in Dorset

Whether you dream of curling up beside a crackling fire with a good book, tucking into hearty pub lunches after a country walk, or exploring historic sites and charming towns in the soft autumn light, Dorset is an unbeatable destination.

Choose from town-centre hideaways, rural retreats and coastal escapes, all offering the warmth and comfort you need for a memorable autumn break in Dorset. From romantic cottages for two to family homes with plenty of space, our cosy holiday cottages are perfect for embracing the season.

Browse our handpicked collection of autumn holidays in Dorset and start planning your getaway. If you have any questions, our friendly holiday experts are always here to help.