Holiday Cottages Sleeping 5 People in Dorset
Bundle up your favourite people and get on your way to Dorset. We have a selection of 30 self-catering cottages sleeping up to 5 people available. Invite four of your friends or family, or simply make use of the extra space, our cottages that sleep 5 combine home-comforts with modern luxuries. Don't miss out on your favourite and book your luxury self-catering cottage now.
Take a winter break in a rural retreat to put a fun twist on traditional celebrations, and then get planning for summer and enjoy a quintessential seaside holiday. Whether you choose a short break or a whole month of exploration and relaxation, Dorset provides an idyllic playground. From its stunning Jurassic coastline to its beautiful rolling countryside to its pretty medley of towns and villages, take your pick of activities for the day and then return to your own private accommodation.
If you have got friends who you haven't seen for a while or are looking for an excuse to get the family together for some quality time, our self-catering cottages sleeping 5 people offer ample space and comfort. With real beds for everyone to snuggle into, we make sure everything you could need and more is available and no one gets cut short without a mug to drink from or somewhere comfy to settle into. You'll even find there are enough teaspoons for everyone.
Dorset Cottages that Sleep 5 People
At Classic Cottages we want your holiday experience to be the best it can be for you and everyone in your party. That's why all of our cottages are handpicked; personally inspected and fully equipped for your total ease and comfort. We are always on hand to offer support, and will help you every step of the way towards the holiday of your dreams. Many of our cottages are dog-friendly too, meaning everyone can enjoy a holiday in Dorset.
Find your favourite Dorset cottage for 5 from our 30 available retreats
Hatts Barn
20932 bedroom, rural holiday cottage near Shaftesbury, Dorset.
Semi-detached Hatts Barn is a contemporary, reversed level barn conversion on a wide south-facing terrace. The large en suite master bedroom and a twin bedded family room (the beds...
Price per week £402 - £1195
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20% off
5 Nov 2018 - 16 Nov 2018
£501.90 £401.52
Meadowbank
26443 bedroom holiday cottage near Bridport, Dorset.
This sunny south-facing cottage enjoys a quiet rural position on the edge of the beautiful village of Netherbury, a short drive from the beaches and cliffs of the World Heritage Ju...
Price per week £415 - £839
Our property managers are local experts who handpick perfect places to stay.
Local experts
We scour the coast and country to winkle out bits worth sharing with you, the best properties in lovely locations. While we’re out and about, we gather together the best things to do so that you can start planning your holiday as soon as you’ve booked.
The ‘Explore Nearby’ tab on our cottage pages show what’s nearby along with relevant articles from our holiday guides from Notes and Stories, where you’ll find hand-written experiences of outings across the South and West, from dog-friendly pubs on the Isle of Wight to free things to do in south Devon and everything in between.
The Parlour
26622 bedroom, rural cottage near the beach near Bridport, Dorset.
The Parlour is an excellent choice for a family, with French windows opening out onto an enclosed gravelled patio, comfortable accommodation for five guests – one of the three sing...
Price per week £433 - £1015
Ridge Lodge
40243 bedroom, dog friendly holiday cottage near Beaminster, Dorset.
Tucked away in this quietest of rural locations, Ridge Lodge is a hidden gem, with fabulous far reaching views over the Dorset landscape. This delightful cottage has been stylishly...
Price per week £477 - £1038
Northgate
32013 bedroom self catering cottage in Wareham, Dorset.
Wareham is the gateway to the Jurassic Coast, a fabulous base from which to explore the Isle of Purbeck. Just within the ancient Saxon walls of this historic market town, Northgate...
Price per week £493 - £995
Briar Cottage
18733 bedroom holiday cottage near Bridport, Dorset.
This deceptively spacious, comfortable family-friendly holiday house is just eight miles from the breathtaking World Heritage Jurassic Coast. Briar Cottage is a beautifully kept te...
Price per week £461 - £1060
Barn Owls Cottage
30153 bedroom, dog friendly self catering cottage near Bridport, Dorset.
Barn Owls Cottage, a semi-detached cottage converted from an 18th Century stone barn, has retained much of its original character with inset fossils and huge oak beams. The kitchen...
Price per week £510 - £1395
Old Down Cottage
19343 bedroom, dog friendly cottage near Wimborne Minster, Dorset.
This is an excellent base for exploring rural and coastal Dorset. Cranborne Chase (an Area of Outstanding Natural Beauty) is on the doorstep, and the beaches of the Jurassic Coast ...
Price per week £535 - £1365
Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.
Towels and readymade beds
All of our cottages provide bed linen and towels as standard, with a change of bedding included for holidays of two weeks or more. You’ll also find a fresh change of towels for each week (for in the house only, please bring your own for the beach) and tea towels a-plenty.
The beds will be readymade and waiting for you on arrival so you can simply sink into comfort and relax straight into your holiday.
Sturthill Stable
28293 bedroom, dog friendly self catering cottage near Bridport, Dorset.
This beautiful barn conversion at the heart of a working dairy farm is just inland from Dorset's spectacular Jurassic Coast and its beaches. The rural setting will please all the f...
Price per week £550 - £1403
Murciano Safari Tent
3360Dog friendly safari tent glamping for six persons near Shaftesbury, Dorset.
Glamping at Black Pig Retreats allows you to escape the everyday; park your car, load your luggage onto the farm's all-terrain vehicle and your countryside adventure begins, canvas...
Price per week £555 - £1275