Holiday Cottage in Dorset for May Half Term

Corfe Castle in May

May is the most fabulous time of year in Dorset. The sun shines here more than anywhere in England. Enjoy a well deserved break in one of our beautiful holiday cottages in Dorset for May Half Term. The sun is out and Dorset has it all, the countryside is glorious and there is a genuine good feel vibe.

You can book some exceptional properties, but book early as we are always fully booked for this week. A wealth of attractions run special events over the half term holidays. Family days out include the The Tank Museum, Monkey World and Farmer Palmers. Popular activities include Dorset walks, photography, cycling, sailing and horseriding on the beach. Take time to enjoy some local fayre in some of the best pubs and restaurants to be found.

Other fantastic times of year to visit Dorset: February Half Term, Easter, October Half Term, Christmas, New Year.

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75 Results

Sea Reach

£390 - £930

*Per week

Ref:562173

Location: Swanage & Studland

4 Sleeps
2 Bedrooms
1 Bathrooms

The Stables

£840 - £1,995

*Per week

Ref:562822

Location: Weymouth & Portland

8 Sleeps
4 Bedrooms
3 Bathrooms
2 Pets

Foxglove Cottage

£375 - £975

*Per week

Ref:562804

Location: Corfe Castle & Wareham

4 Sleeps
2 Bedrooms
1 Bathrooms

Daisy Cottage

£500 - £1,095

*Per week

Ref:562800

Location: Corfe Castle & Wareham

4 Sleeps
2 Bedrooms
1 Bathrooms
1 Pets

Cranborne Apartment

£375 - £915

*Per week

Ref:562127

Location: Swanage & Studland

4 Sleeps
2 Bedrooms
2 Bathrooms

£0 - £0

*Per week

Ref:570757

Location:

Sleeps
Bedrooms
Bathrooms

The Old Butcher's Cottage

£410 - £1,035

*Per week

Ref:562801

Location: Corfe Castle & Wareham

6 Sleeps
3 Bedrooms
2 Bathrooms
2 Pets

West Lodge

£855 - £1,895

*Per week

Ref:562148

Location: Corfe Castle & Wareham

10 Sleeps
5 Bedrooms
3 Bathrooms

Glebe Cottage

£990 - £1,750

*Per week

Ref:562143

Location: Swanage & Studland

5 Sleeps
3 Bedrooms
2 Bathrooms

Harbour Reach

£400 - £860

*Per week

Ref:562821

Location: Weymouth & Portland

4 Sleeps
2 Bedrooms
1 Bathrooms

Lizards Rest

£460 - £1,650

*Per week

Ref:562129

Location: Swanage & Studland

9 Sleeps
4 Bedrooms
2 Bathrooms

Winspit View

£440 - £1,345

*Per week

Ref:562153

Location: Purbeck Villages

6 Sleeps
3 Bedrooms
2 Bathrooms
1 Pets

Malvern Apartment

£305 - £575

*Per week

Ref:562137

Location: Swanage & Studland

2 Sleeps
1 Bedrooms
1 Bathrooms

Pier View

£490 - £710

*Per week

Ref:562139

Location: Swanage & Studland

2 Sleeps
1 Bedrooms
1 Bathrooms

Rosemount

£470 - £1,065

*Per week

Ref:562174

Location: Corfe Castle & Wareham

4 Sleeps
2 Bedrooms
2 Bathrooms

Coach House

£460 - £1,620

*Per week

Ref:562824

Location: Corfe Castle & Wareham

6 Sleeps
3 Bedrooms
1 Bathrooms
2 Pets

The Cow Byre

£955 - £1,930

*Per week

Ref:562819

Location: Weymouth & Portland

6 Sleeps
3 Bedrooms
2 Bathrooms
1 Pets

Middle Cottage

£425 - £1,220

*Per week

Ref:562161

Location: Purbeck Villages

5 Sleeps
2 Bedrooms
2 Bathrooms

Le Beeche

£365 - £755

*Per week

Ref:562183

Location: Weymouth & Portland

5 Sleeps
2 Bedrooms
1 Bathrooms

Seacombe

£835 - £1,780

*Per week

Ref:562808

Location: Purbeck Villages

8 Sleeps
4 Bedrooms
3 Bathrooms
1 Pets

Clayhanger Lodge

Ref:562818

Location: Weymouth & Portland

6 Sleeps
3 Bedrooms
3 Bathrooms
2 Pets

Lavender Cottage

£360 - £950

*Per week

Ref:562187

Location: Weymouth & Portland

6 Sleeps
3 Bedrooms
2 Bathrooms

Balcony Apartment

£420 - £1,110

*Per week

Ref:562179

Location: Swanage & Studland

4 Sleeps
2 Bedrooms
1 Bathrooms

Westport Cottage

£380 - £985

*Per week

Ref:562146

Location: Corfe Castle & Wareham

5 Sleeps
3 Bedrooms
2 Bathrooms

The Old Bakehouse

£385 - £990

*Per week

Ref:562138

Location: Swanage & Studland

6 Sleeps
3 Bedrooms
2 Bathrooms

Newton Manor Grange

£390 - £1,115

*Per week

Ref:562176

Location: Swanage & Studland

6 Sleeps
3 Bedrooms
2 Bathrooms

Forest Edge

£355 - £830

*Per week

Ref:561640

Location: Corfe Castle & Wareham

4 Sleeps
2 Bedrooms
2 Bathrooms
2 Pets

Bluebell Cottage

£365 - £890

*Per week

Ref:562823

Location: Weymouth & Portland

6 Sleeps
3 Bedrooms
2 Bathrooms
2 Pets

Elm Villa

£375 - £960

*Per week

Ref:562149

Location: Corfe Castle & Wareham

6 Sleeps
3 Bedrooms
1 Bathrooms

Beach Approach

£315 - £775

*Per week

Ref:562813

Location: Swanage & Studland

4 Sleeps
2 Bedrooms
1 Bathrooms

Purbeck Escape

£410 - £1,115

*Per week

Ref:562141

Location: Swanage & Studland

6 Sleeps
3 Bedrooms
2 Bathrooms

Apple Tree Cottage

Ref:562805

Location: Dorchester & Surrounding

6 Sleeps
3 Bedrooms
3 Bathrooms
2 Pets

Wessex

£740 - £1,860

*Per week

Ref:562157

Location: Purbeck Villages

10 Sleeps
5 Bedrooms
3 Bathrooms
2 Pets

Bronte Cottage

£375 - £965

*Per week

Ref:562145

Location: Corfe Castle & Wareham

4 Sleeps
3 Bedrooms
2 Bathrooms
1 Pets

Woodland Falls

£460 - £1,345

*Per week

Ref:562125

Location: Poole & Bournemouth

6 Sleeps
3 Bedrooms
2 Bathrooms

Cricket Cottage

£335 - £570

*Per week

Ref:562142

Location: Swanage & Studland

2 Sleeps
1 Bedrooms
1 Bathrooms

Windjammer

Ref:562134

Location: Swanage & Studland

5 Sleeps
2 Bedrooms
1 Bathrooms
2 Pets

The Grain Store

£575 - £1,530

*Per week

Ref:562820

Location: Weymouth & Portland

6 Sleeps
3 Bedrooms
2 Bathrooms
2 Pets

Elizabeth Cottage

£370 - £925

*Per week

Ref:562171

Location: Lulworth & Surrounding

4 Sleeps
2 Bedrooms
2 Bathrooms

Newton House

£390 - £1,095

*Per week

Ref:562130

Location: Swanage & Studland

6 Sleeps
3 Bedrooms
2 Bathrooms

Seagulls Rest

£430 - £1,095

*Per week

Ref:562131

Location: Swanage & Studland

6 Sleeps
3 Bedrooms
2 Bathrooms

Denbur Cottage

£330 - £885

*Per week

Ref:562126

Location: Poole & Bournemouth

4 Sleeps
2 Bedrooms
2 Bathrooms

Ailwood Cottage

£340 - £590

*Per week

Ref:562144

Location: Corfe Castle & Wareham

2 Sleeps
1 Bedrooms
1 Bathrooms
1 Pets

Russett Cottage

£700 - £1,630

*Per week

Ref:562803

Location: Corfe Castle & Wareham

6 Sleeps
3 Bedrooms
2 Bathrooms
1 Pets

Froxfield Cottage

£395 - £990

*Per week

Ref:562159

Location: Purbeck Villages

6 Sleeps
3 Bedrooms
1 Bathrooms
2 Pets

Cheesemans Cottage

£335 - £860

*Per week

Ref:562163

Location: Dorchester & Surrounding

5 Sleeps
2 Bedrooms
1 Bathrooms
3 Pets

Piona

£370 - £940

*Per week

Ref:562185

Location: Swanage & Studland

6 Sleeps
3 Bedrooms
2 Bathrooms

Canaan

£770 - £1,935

*Per week

Ref:562152

Location: Purbeck Villages

8 Sleeps
4 Bedrooms
3 Bathrooms
2 Pets

Brook Cottage

£510 - £1,320

*Per week

Ref:566861

Location: Corfe Castle & Wareham

6 Sleeps
3 Bedrooms
3 Bathrooms

Pebbles

£390 - £1,115

*Per week

Ref:562186

Location: Swanage & Studland

5 Sleeps
3 Bedrooms
2 Bathrooms

Heathlands

£430 - £1,080

*Per week

Ref:562180

Location: Swanage & Studland

6 Sleeps
3 Bedrooms
1 Bathrooms

Tanglewood

£385 - £990

*Per week

Ref:562132

Location: Swanage & Studland

5 Sleeps
2 Bedrooms
1 Bathrooms

Saxon Mews

£345 - £845

*Per week

Ref:562150

Location: Corfe Castle & Wareham

4 Sleeps
2 Bedrooms
2 Bathrooms

Swans

£320 - £990

*Per week

Ref:562169

Location: Weymouth & Portland

6 Sleeps
3 Bedrooms
3 Bathrooms

Tilshead

£840 - £1,780

*Per week

Ref:562154

Location: Purbeck Villages

8 Sleeps
4 Bedrooms
3 Bathrooms
2 Pets

Anchor Cottage

£325 - £850

*Per week

Ref:562816

Location: Weymouth & Portland

7 Sleeps
3 Bedrooms
2 Bathrooms

Greenhayes

£380 - £955

*Per week

Ref:562160

Location: Purbeck Villages

4 Sleeps
2 Bedrooms
1 Bathrooms
2 Pets

Coastguard Cottage

£410 - £1,380

*Per week

Ref:562807

Location: Purbeck Villages

8 Sleeps
4 Bedrooms
3 Bathrooms

Lulwind

£525 - £1,300

*Per week

Ref:562175

Location: Lulworth & Surrounding

5 Sleeps
3 Bedrooms
2 Bathrooms
2 Pets

Stable Cottage

£355 - £750

*Per week

Ref:562177

Location: Dorchester & Surrounding

2 Sleeps
1 Bedrooms
1 Bathrooms
1 Pets

Homeground

£440 - £1,075

*Per week

Ref:562170

Location: Lulworth & Surrounding

6 Sleeps
2 Bedrooms
2 Bathrooms
2 Pets

Cherry Tree Cottage

£355 - £780

*Per week

Ref:562178

Location: Corfe Castle & Wareham

4 Sleeps
2 Bedrooms
1 Bathrooms
1 Pets

White Sands

£975 - £2,250

*Per week

Ref:562140

Location: Swanage & Studland

9 Sleeps
4 Bedrooms
2 Bathrooms
2 Pets

Brambles

£550 - £1,115

*Per week

Ref:562158

Location: Purbeck Villages

6 Sleeps
3 Bedrooms
2 Bathrooms

Gable Cottage

£430 - £1,075

*Per week

Ref:562147

Location: Corfe Castle & Wareham

6 Sleeps
3 Bedrooms
2 Bathrooms

Church View

£580 - £900

*Per week

Ref:562167

Location: Weymouth & Portland

4 Sleeps
3 Bedrooms
1 Bathrooms
1 Pets

Miller Cottage

£400 - £880

*Per week

Ref:562172

Location: Lulworth & Surrounding

4 Sleeps
2 Bedrooms
1 Bathrooms
2 Pets

Angel Cottage

£345 - £620

*Per week

Ref:562811

Location: Swanage & Studland

2 Sleeps
1 Bedrooms
1 Bathrooms
2 Pets

Daisy's

£410 - £1,135

*Per week

Ref:562182

Location: Swanage & Studland

6 Sleeps
3 Bedrooms
3 Bathrooms

Little Westport

£415 - £1,345

*Per week

Ref:562151

Location: Corfe Castle & Wareham

8 Sleeps
4 Bedrooms
2 Bathrooms

The Stone Barn

£1,685 - £2,825

*Per week

Ref:562825

Location: Lulworth & Surrounding

12 Sleeps
5 Bedrooms
4 Bathrooms
2 Pets

East View Barn

Ref:562806

Location: Dorchester & Surrounding

5 Sleeps
3 Bedrooms
2 Bathrooms
1 Pets

The Old Rectory

£995 - £2,495

*Per week

Ref:562802

Location: Corfe Castle & Wareham

9 Sleeps
5 Bedrooms
3 Bathrooms
2 Pets

The Lawns

£335 - £845

*Per week

Ref:562164

Location: Rural Dorset

4 Sleeps
2 Bedrooms
1 Bathrooms
1 Pets

Stone Quay Cottage

£390 - £660

*Per week

Ref:562814

Location: Swanage & Studland

3 Sleeps
2 Bedrooms
1 Bathrooms
2 Pets