Hottest Deals for Last Minute October Half Term Holiday Cottages

Dorset, known for its stunning coastlines and beautiful countryside, is a fantastic destination for a relaxing holiday. Whether you’re planning to explore the Jurassic Coast, enjoy the rural landscape, or visit local attractions, Dorset has something for everyone. With our current holiday cottage deals, you can experience this unique region at a great price. Browse our special offers below, or give us a call. Our holiday planners are on hand to help you find the perfect place to stay in our coastal county.

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{{ pagination.totalResults }}21 properties found
Save 20% on stays between 24th - 31st Oct
Olive Cottage
Swanage
5/5
4
2
1
0
A gorgeous two bedroom town centre cottage for small families and couples in Swanage.
Walk to the beach
Walk to the beach
Walk to places to eat
Walk to places to eat
Town Centre
Town Centre
Woodburner Provided
Woodburner Provided
Ground Floor Bathroom
Ground Floor Bathroom
Near Supermarket
Near Supermarket
Holiday prices from  £296
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Save 20% on stays between 12th - 19th Dec
Save 20% on stays between 5th - 9th Nov
Bayview
Swanage
4.8/5
5
3
1
2
A good quality three bed seaside apartment, steps away from the sea and Swanage beach.
Sea Views
Sea Views
Allocated Parking
Allocated Parking
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
Holiday prices from  £449
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Save 30% on stays between 17th - 23rd Oct
Piona
Swanage
4.9/5
6
3
2
0
A seaside apartment to rent in Swanage where you can walk to the beach! Piona is set in a prime location in the heart of Swanage in Dorset.
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
Holiday prices from  £396
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Save 20% on stays between 16th - 31st Oct
Owl Cottage
Wareham
4.9/5
4
2
1
1
A quaint stone cottage in the heart of Wareham. Beautifully decorated throughout.
Walk to places to eat
Walk to places to eat
Town Centre
Town Centre
Beach Under 5 Miles
Beach Under 5 Miles
Near Supermarket
Near Supermarket
Public transport travel
Public transport travel
Walk to Pub
Walk to Pub
Holiday prices from  £575
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Save 20% on stays between 24th - 31st Oct
Old Orchard House
Wareham
4.9/5
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
Holiday prices from  £580
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Save 20% on stays between 4th Sep - 22nd Oct
Historic Country Estate
Kings House
Minterne Magna
5/5
4
2
1
2
A stylish village retreat with a secure garden, open fire and access to Minterne Estate's pool, tennis court and gardens.
Swimming Pool
Swimming Pool
Allocated Parking
Allocated Parking
Secure Garden (pets)
Secure Garden (pets)
Secure Garden (Toddlers)
Secure Garden (Toddlers)
Walk to places to eat
Walk to places to eat
Woodburner Provided
Woodburner Provided
Holiday prices from  £545
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Save 20% on stays between 26th Sep - 22nd Oct
Hot Tub
Cherry Lodge
Wareham
4.8/5
9
4
2
2
Comfort and space to be enjoyed by friends and family in this large, modern home complete with bubbling hot tub. Its pet friendly and has plenty of parking. The quality of this home and the size of the garden are
Hot Tub
Hot Tub
Allocated Parking
Allocated Parking
Secure Garden (pets)
Secure Garden (pets)
Secure Garden (Toddlers)
Secure Garden (Toddlers)
Walk to places to eat
Walk to places to eat
Beach Under 5 Miles
Beach Under 5 Miles
Holiday prices from  £603
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Save 15% on stays between 25th Sep - 23rd Oct
Save 10% on stays between 24th - 30th Oct
Sea View
Penlu
Swanage
5/5
4
2
2
0
Central Swanage apartment sleeping four, just a short stroll from the beach, independent shops, cafés and the Jurassic Coast.
Sea Views
Sea Views
Allocated Parking
Allocated Parking
Walk to places to eat
Walk to places to eat
Town Centre
Town Centre
Near Supermarket
Near Supermarket
Walk to Pub
Walk to Pub
Holiday prices from  £350
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Save 15% on stays between 16th - 31st Oct
Pheasants Cottage
Ringstead Bay
5/5
6
3
2
0
Tucked away within a peaceful rural estate near Osmington, Pheasants Cottage offers a warm and homely retreat surrounded by Dorset’s rolling countryside, yet within easy reach of the Jurassic Coast
Allocated Parking
Allocated Parking
Walk to the beach
Walk to the beach
Walk to places to eat
Walk to places to eat
Ground Floor Bathroom
Ground Floor Bathroom
Ground Floor Bedroom
Ground Floor Bedroom
BBQ
BBQ
Holiday prices from  £530
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Save 20% on stays between 16th - 31st Oct
Sea Breeze
Swanage
5/5
4
2
2
0
Tucked away in the centre of Swanage, Sea Breeze is a bright and welcoming second-floor apartment just a short stroll from the beach, shops, and restaurants. With two bedrooms, two bathrooms, and all the comforts of home, this well-located flat
Allocated Parking
Allocated Parking
Walk to the beach
Walk to the beach
Walk to places to eat
Walk to places to eat
Near Supermarket
Near Supermarket
Public transport travel
Public transport travel
Walk to Pub
Walk to Pub
Holiday prices from  £297
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Save 15% on stays between 2nd - 22nd Oct
Compass Cottage
Swanage
4.8/5
4
2
1
1
A boutique, contemporary seaside cottage, nestled in the heart of the town centre of Swanage.
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
Near Supermarket
Near Supermarket
Balcony
Balcony
Holiday prices from  £322
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Save 20% on stays between 16th - 30th Oct
Greenhayes
Langton Matravers
4.8/5
4
2
1
2
Lovely, traditional cottage with stunning country views to the coast. Ideal for a romantic getaway or for small families. Pet friendly.
Sea Views
Sea Views
Allocated Parking
Allocated Parking
Walk to places to eat
Walk to places to eat
Woodburner Provided
Woodburner Provided
BBQ
BBQ
Public transport travel
Public transport travel
Holiday prices from  £506
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Save 20% on stays between 3rd - 23rd Oct
Seagrove
West Lulworth
5/5
5
3
1
2
Seagrove is a three bedroom cottage is a hugely desirable location just a few minutes stroll to Lulworth Cove Beach and within walking distance of Durdle Door.
Allocated Parking
Allocated Parking
Walk to the beach
Walk to the beach
Walk to places to eat
Walk to places to eat
Balcony
Balcony
Walk to Pub
Walk to Pub
Coffee Machine
Coffee Machine
Holiday prices from  £922
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Save 20% on stays between 16th - 29th Oct
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
Holiday prices from  £375
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Save 20% on stays between 2nd - 22nd Oct
Save 20% on stays between 1st - 8th Nov
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
Holiday prices from  £345
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Save 20% on stays between 29th Sep - 23rd Oct
Markham House
Weymouth
4.9/5
5
3
2
1
A spacious family home with off road parking and large, enclosed garden. The house is ideal for family and friends who want to stroll through the town to the Harbour and beach.
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
Holiday prices from  £448
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Save 20% on stays between 4th Sep - 22nd Oct
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
Holiday prices from  £1,687
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Save 15% on stays between 4th Sep - 22nd Oct
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
Holiday prices from  £303
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Save 20% on stays between 4th Sep - 23rd Oct
Lakeside Home | Private Hot Tub
Silvermere
Silverlake
4.8/5
12
4
4
0
Set within the award-winning Silverlake Estate in Dorset, Silvermere is an exceptional four-bedroom lakeside retreat that combines contemporary design, luxury finishes and an extraordinary setting surrounded by water, woodland and sky.
Hot Tub
Hot Tub
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
EV Charge Point
EV Charge Point
Holiday prices from  £1,325
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Save 12% on stays between 28th Sep - 22nd Oct
Pets Go Free
Wind Chimes
Swanage
5/5
4
2
1
2
Cosy dog-friendly cottage in Swanage with an enclosed garden, log burner and parking, just a short walk from the beach and town centre.
Allocated Parking
Allocated Parking
Secure Garden (pets)
Secure Garden (pets)
Secure Garden (Toddlers)
Secure Garden (Toddlers)
Walk to places to eat
Walk to places to eat
Beach Under 5 Miles
Beach Under 5 Miles
BBQ
BBQ
Holiday prices from  £350
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Save 15% on stays between 2nd - 22nd Oct
West Lodge
Church Knowle, Nr Corfe Castle
4.9/5
10
5
3
0
Tastefully presented and finished to a high standard, this fabulous holiday home in Church Knowle, will appeal to those of you visiting with extended family and friends. Located just a mile outside Corfe Castle, as the crow flies between Kimmeridge
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
Ground Floor Bathroom
Ground Floor Bathroom
Ground Floor Bedroom
Ground Floor Bedroom
Holiday prices from  £692
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Take a look at our

Great holiday cottage deals in Dorset

Dorset’s appeal lies in its natural beauty and easy accessibility. Whether you’re driving, taking the train, or flying in, getting here is straightforward, making it a convenient option for both planned holidays and spontaneous getaways. From cosy, romantic cottages in the country, to homes close to the beach, like our family-friendly cottages in Weymouth, our holiday cottage deals offer excellent value, allowing you to enjoy everything Dorset has to offer without stretching your budget.

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Great holiday in Dorset

With our holiday cottage deals, you can choose from a selection of well-maintained cottages, each offering comfort and convenience. Whether you’re planning a quiet retreat, a family holiday, or a short break with friends, we have a range of options to suit your needs. Even if you’re booking last minute, a little planning can go a long way. Consider what you’d like to do during your stay—whether it’s visiting key attractions, enjoying outdoor activities, or simply unwinding. Our area guides can help you make the most of your time in Dorset.

Find the Right Holiday Cottage

With our special offers

At Dorset Holiday Cottages, we offer a variety of properties to meet different needs, from coastal cottages to countryside accommodation. Each cottage is selected for its quality and location, ensuring you have a comfortable stay. Our holiday cottage deals make it easier to find the perfect spot for your holiday without overspending. If you need help choosing the right cottage, our team is ready to help. Whether you’re looking for a dog-friendly cottage, a cottage with modern amenities, or a family-friendly cottage, we can help you find the best deal for your Dorset holiday. Explore our holiday cottage deals and book your Dorset getaway today.