Hottest Deals for Last Minute October Half Term Holiday Cottages

Dorset Holiday Cottages

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As we wrap up an exciting February in Dorset, packed with romantic getaways, vibrant half-term activities, and scenic countryside escapes, we’d like to thank everyone who joined in the fun! While this year’s calendar is coming to a close, we’re already gearing up for an even more thrilling 2027. Stay tuned for next year’s itinerary of must-see events and special offers. Do you want to keep up-to-date with what’s on in February in Dorset this year and the next? Our email newsletter will keep you up-to-date with the ins and outs of our lovely coastal county, including upcoming events, our favourite attractions and landmarks, and our latest accommodation offers. Sign up today and be the first to hear about what’s happening in 2027!

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Find a romantic cottage for

Valentines Day

Primrose Cottage image

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

Secure Garden (pets)

Secure Garden (Toddlers)

Beach Under 5 Miles

EV Charge Point

BBQ

Holiday prices from £398

Save 20% on stays before 28th November

IMG 1708 HDR Edit

The Lawns

Charlton Marshall, Nr Blandford

4.8/5

4

2

1

2

2 bedroom holiday cottage near to Blandford in the pretty village of Charlton Marshall, lovely country views and walks. Property all on one level with stunning garden.

Allocated Parking

Walk to places to eat

Town Centre

Ground Floor Bathroom

Ground Floor Bedroom

Public transport travel

Holiday prices from £370

Save 20% on stays before 24th October

Save 15% on stays before 14th November

Sea Views

Seashell View image

Seashell View

Swanage

4.8/5

6

3

1

0

A stunning 3 bed apartment with sea views – perfect for a family beach holiday in the coastal town of Swanage, Dorset.

Sea Views

Allocated Parking

Walk to places to eat

Town Centre

Near Supermarket

Public transport travel

Holiday prices from £528

Save 20% on stays before 31st October

Save 15% on stays before 14th November

Westport Cottage image

Westport Cottage

Wareham

4.9/5

5

3

2

0

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.

Walk to places to eat

Town Centre

Beach Under 5 Miles

Woodburner Provided

Near Supermarket

Public transport travel

Holiday prices from £407

Save 10% on stays before 14th November

Elizabeth Cottage image

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

Walk to the beach

Walk to places to eat

Town Centre

Ground Floor Bathroom

BBQ

Holiday prices from £569

Save 20% on stays between 24th - 31st Oct

+2 more discounts

Olive Cottage image

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 places to eat

Town Centre

Woodburner Provided

Ground Floor Bathroom

Near Supermarket

Holiday prices from £296

Clover Cottage image

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

Allocated Parking

Near Supermarket

BBQ

Bathroom Towels

Bed Linen Is Provided

Holiday prices from £431

Thistledown image

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

Beach Under 5 Miles

EV Charge Point

Ground Floor Bathroom

Ground Floor Bedroom

BBQ

Holiday prices from £365

Oak Cottage image

Oak Cottage

Weymouth

5/5

4

2

1

2

Characterful two-bedroom cottage with a secluded courtyard garden and beautiful bathroom, close to Dorset's top attractions.

Allocated Parking

Secure Garden (pets)

Walk to the beach

Walk to places to eat

Woodburner Provided

Walk to Pub

Holiday prices from £458

Save 20% on stays before 14th November

Save 10% on stays before 28th November

Master bedroom in Jurassic Coast holiday flat with double bed

Sandy Shores Apartment

Swanage

5/5

5

2

1

0

Just a two-minute stroll from the golden sands of Swanage Beach, Sandy Shores is a welcoming second floor apartment offering the perfect coastal base for couples, friends, or families.

Allocated Parking

Walk to the beach

Walk to places to eat

Near Supermarket

Public transport travel

Walk to Pub

Holiday prices from £329

Save 15% on stays before 14th November

Forest Edge image

Forest Edge

Sandford

4.8/5

4

2

2

2

Forest Edge is a two bedroom semi-detached chalet bungalow offering luxury accommodation near Wareham. Mainly laid out on the ground floor, this delightful holiday home has been completely refurbished to a very high standard.

Allocated Parking

Secure Garden (pets)

Secure Garden (Toddlers)

Walk to places to eat

Beach Under 5 Miles

Woodburner Provided

Contact us for prices

Willow Cottage image

Willow Cottage

Weymouth

5/5

2

1

1

2

Romantic retreat for two with a private wood-fired hot tub, sunny courtyard and easy access to Dorset's coast.

Hot Tub

Allocated Parking

Secure Garden (pets)

Secure Garden (Toddlers)

Walk to the beach

Walk to places to eat

Holiday prices from £380

Save 15% on stays before 14th November

27 West Street Ph1 Edit Web

The Old Butcher’s Cottage

Corfe Castle

4.8/5

6

3

2

2

The Old Butcher’s Cottage is bursting with character. Recently renovated throughout, this high spec property is the hideaway you’ve been searching for. Luxurious furnishings and exquisite linens adorn the bedrooms, living area and kitchen, providing stunning accommodation that the whole

Allocated Parking

Secure Garden (pets)

Secure Garden (Toddlers)

Walk to places to eat

Town Centre

Beach Under 5 Miles

Holiday prices from £503

Save 30% on stays before 24th October

Save 20% on stays before 14th November

IMG 8040 HDR Edit

Denbur Cottage

Gaunts Common

4.8/5

4

2

2

0

2 Bedrooms. Denbur is a lovely semi-detached cottage, with lawned garden and conservatory enjoying a superb location in a village that takes its name from John O’Gaunt, Duke of Lancaster.

Allocated Parking

Ground Floor Bathroom

Ground Floor Bedroom

BBQ

Bathroom Towels

Bed Linen Is Provided

Holiday prices from £364

Save 15% on stays between 16th - 31st Oct

Save 10% on stays before 31st October

Pheasants Cottage image

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

Walk to the beach

Walk to places to eat

Ground Floor Bathroom

Ground Floor Bedroom

BBQ

Holiday prices from £530

Lavender Cottage image

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

Allocated Parking

Secure Garden (pets)

EV Charge Point

Ground Floor Bedroom

Bathroom Towels

Holiday prices from £365

Poppy Cottage image

Poppy Cottage

Dorchester

5/5

4

2

1

1

Poppy Cottage is a welcoming 4-Star Gold retreat designed with families in mind, set within a peaceful Dorset estate. Sleeping four plus a cot, this dog-friendly, single-storey cottage features a light open-plan living space, a secure garden, and a sunny

Hot Tub

Allocated Parking

EV Charge Point

Ground Floor Bathroom

Ground Floor Bedroom

Near Supermarket

Holiday prices from £497

Save 20% on stays between 16th - 30th Oct

Save 10% on stays before 14th November

Greenhayes image

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

Allocated Parking

Walk to places to eat

Woodburner Provided

BBQ

Public transport travel

Holiday prices from £506

Sea Views

Sandcastles image

Sandcastles

Swanage, Dorset

5/5

4

2

1

0

Bright third-floor apartment on Swanage's high street, moments from the beach with fantastic beach view. Lift access, with shops, cafés and the seafront right outside.

Sea Views

Walk to places to eat

Town Centre

Near Supermarket

Balcony

Public transport travel

Holiday prices from £270

Save 20% on stays before 14th November

Save 10% on stays before 28th November

The Aspens image

The Aspens

Swanage

4.7/5

5

2

2

0

Delightful light-filled family holiday home, situated just a stone’s throw from beautiful Swanage Pier.

Allocated Parking

Walk to the beach

Walk to places to eat

Town Centre

Near Supermarket

Public transport travel

Holiday prices from £340

Explore our

February Half Term Cottages

Lavender Cottage image

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

Allocated Parking

Secure Garden (pets)

EV Charge Point

Ground Floor Bedroom

Bathroom Towels

13th - 15th February 2027 £670.25

14th - 20th February 2027 £851.75

+18 more stays

Bronte Cottage image

Bronte Cottage

Wareham

4.8/5

4

3

2

1

A cosy Grade II listed cottage in the heart of historic Wareham, with a walled garden and the Quay, River Frome and pubs just 20 yards away.

Secure Garden (pets)

Walk to places to eat

Town Centre

Beach Under 5 Miles

Ground Floor Bathroom

Near Supermarket

17th - 19th February 2027 £456.24

15th - 18th February 2027 £456.24

+7 more stays

Newton House image

Newton House

Swanage

4.6/5

6

3

2

0

A spacious family home with 3 bedrooms just a 10-minute walk from Swanage Beach, with a secluded garden, balcony and room for everyone to unwind.

Allocated Parking

Walk to the beach

Walk to places to eat

Town Centre

Near Supermarket

Balcony

13th - 20th February 2027 £668.50

Piona image

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

Walk to the beach

Walk to places to eat

Town Centre

Near Supermarket

Public transport travel

16th - 20th February 2027 £509.23

14th - 19th February 2027 £600.75

+25 more stays

Olive Cottage image

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 places to eat

Town Centre

Woodburner Provided

Ground Floor Bathroom

Near Supermarket

13th - 15th February 2027 £377.64

17th - 18th February 2027 £377.64

+25 more stays

Sea Views

Sandcastles image

Sandcastles

Swanage, Dorset

5/5

4

2

1

0

Bright third-floor apartment on Swanage's high street, moments from the beach with fantastic beach view. Lift access, with shops, cafés and the seafront right outside.

Sea Views

Walk to places to eat

Town Centre

Near Supermarket

Balcony

Public transport travel

13th - 15th February 2027 £282.50

13th - 19th February 2027 £379.75

+18 more stays

Pool and Tennis Court Access

Pool House image

Pool House

Minterne Magna

5/5

2

1

1

2

Romantic countryside escape for two with exclusive evening pool access, a wood burner and beautiful estate surroundings.

Swimming Pool

Allocated Parking

Woodburner Provided

Ground Floor Bathroom

BBQ

17th - 18th February 2027 £450.00

14th - 18th February 2027 £564.00

+25 more stays

Poppy Cottage image

Poppy Cottage

Dorchester

5/5

4

2

1

1

Poppy Cottage is a welcoming 4-Star Gold retreat designed with families in mind, set within a peaceful Dorset estate. Sleeping four plus a cot, this dog-friendly, single-storey cottage features a light open-plan living space, a secure garden, and a sunny

Hot Tub

Allocated Parking

EV Charge Point

Ground Floor Bathroom

Ground Floor Bedroom

Near Supermarket

18th - 20th February 2027 £928.20

16th - 20th February 2027 £1,055.80

+18 more stays

IMG 1708 HDR Edit

The Lawns

Charlton Marshall, Nr Blandford

4.8/5

4

2

1

2

2 bedroom holiday cottage near to Blandford in the pretty village of Charlton Marshall, lovely country views and walks. Property all on one level with stunning garden.

Allocated Parking

Walk to places to eat

Town Centre

Ground Floor Bathroom

Ground Floor Bedroom

Public transport travel

14th - 20th February 2027 £590.25

15th - 20th February 2027 £590.25

+18 more stays

Seagrove image

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

Walk to the beach

Walk to places to eat

Balcony

Walk to Pub

Coffee Machine

14th - 17th February 2027 £921.25

13th - 19th February 2027 £936.25

+18 more stays

Holly Cottage image

Holly Cottage

Swanage

4.8/5

4

2

2

0

Set just moments away from Swanage’s characterful High Street, Holly Cottage is a charming two-bedroom retreat that blends traditional seaside character with modern comfort.

Walk to the beach

Walk to places to eat

Town Centre

Near Supermarket

Public transport travel

Walk to Pub

18th - 19th February 2027 £391.25

15th - 19th February 2027 £477.77

+25 more stays

The Aspens image

The Aspens

Swanage

4.7/5

5

2

2

0

Delightful light-filled family holiday home, situated just a stone’s throw from beautiful Swanage Pier.

Allocated Parking

Walk to the beach

Walk to places to eat

Town Centre

Near Supermarket

Public transport travel

14th - 20th February 2027 £558.75

16th - 20th February 2027 £438.95

+18 more stays

Clover Cottage image

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

Allocated Parking

Near Supermarket

BBQ

Bathroom Towels

Bed Linen Is Provided

17th - 19th February 2027 £688.40

18th - 20th February 2027 £797.30

+18 more stays

Holiday home in wool

Abbeydale

Wool

5/5

5

3

2

2

A gorgeous family home just 5 miles from Luworth Cove and Durdle Door.

Beach Under 5 Miles

BBQ

Walk to Pub

Bathroom Towels

Bed Linen Is Provided

16th - 17th February 2027 £444.02

14th - 15th February 2027 £444.02

+25 more stays

Private hot tub

Snowdrop Cottage image

Snowdrop Cottage

Dorchester

5/5

8

4

3

1

Snowdrop Cottage is a 5-Star retreat blending luxury with homely comfort, set within a peaceful Dorset estate. Sleeping up to eight across four bedrooms, this dog-friendly property features a log-burning stove, enclosed garden with private hot tub, and plenty of

Hot Tub

Allocated Parking

Secure Garden (pets)

Woodburner Provided

EV Charge Point

Ground Floor Bathroom

17th - 20th February 2027 £2,621.37

14th - 17th February 2027 £2,276.53

+18 more stays

Bluebell Cottage image

Bluebell Cottage

Dorchester

5/5

3

2

1

1

Bluebell Cottage is a bright and welcoming ground-floor retreat, set within the courtyard of a peaceful Dorset estate. Perfect for a couple or small family, it offers two bedrooms, a cosy open-plan living space, and dog-friendly touches. With landscaped gardens,

Allocated Parking

Beach Under 5 Miles

Ground Floor Bathroom

Ground Floor Bedroom

Bathroom Towels

Bed Linen Is Provided

15th - 18th February 2027 £626.50

15th - 20th February 2027 £808.50

+18 more stays

Compass Cottage image

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

Walk to places to eat

Town Centre

Beach Under 5 Miles

Near Supermarket

Balcony

13th - 20th February 2027 £606.00

Dorset Farmhouse image

Dorset Farmhouse

Portesham, Nr Abbotsbury

4.9/5

6

3

2

0

The Dorset Farmhouse offers a tranquil setting with glorious country views and only 3 miles from Chesil Beach.

Allocated Parking

Walk to the beach

Walk to places to eat

Walk to Pub

Bathroom Towels

Bed Linen Is Provided

16th - 17th February 2027 £514.50

17th - 18th February 2027 £514.50

+18 more stays

Sea reach external

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

Walk to the beach

Walk to places to eat

Town Centre

Ground Floor Bathroom

Ground Floor Bedroom

14th - 18th February 2027 £468.95

14th - 16th February 2027 £374.45

+18 more stays

Save 15% on stays between 7th Oct 2025 - 4th Jan 2028

Indoor Heated Swimming Pool

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

Swimming Pool

Allocated Parking

EV Charge Point

Ground Floor Bathroom

Ground Floor Bedroom

13th - 16th February 2027 £3,471.30

16th - 20th February 2027 £4,494.00

+18 more stays

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