Holiday Cottages Sleeping 5 People in Dorset
Bundle up your favourite people and get on your way to Dorset. We have a selection of 29 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. Read more
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 29 available retreats
7 nights from £495
Meadowbank
26443 bedroom house with countryside views near Bridport, Dorset.
This sunny south-facing cottage is sat perfectly on the edge of the beautiful village of Netherbury. If you are looking for a peaceful, rural setting to spend your well deserved ho...
7 nights from £495
7 nights from £514
The Parlour
26622 bedroom cottage with views of Golden Cap near Bridport, Dorset
The Parlour is an excellent choice for a family, with French doors opening out onto an enclosed gravelled patio, comfortable accommodation for five guests – one of the three single...
7 nights from £514
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20% off
21 Dec 2023 - 28 Dec 2023
£935.00 £748.00
7 nights from £580
Quince Cottage
51903 bedroom, dog friendly cottage close to the beach near Bridport, Dorset.
With the World Heritage Jurassic Coast within one mile's walk, Quince Cottage is a welcoming home in the pretty West Dorset village of Chideock. This charming home is the perfect l...
7 nights from £580
7 nights from £608
Hatts Barn
20932 bedroom, rural holiday cottage near Shaftesbury, Dorset.
Hatts Farm is a working farm located in an Area of Outstanding Natural Beauty. The farm spreads over 150 acres, located in the stunning countryside of the Dorset and Wiltshire bord...
7 nights from £608
7 nights from £673
Pippins
53603 bedroom, dog friendly holiday cottage near Crewkerne, Somerset.
Pippins is an attractive country cottage nestled in the beautiful Somerset village of North Perrott - not far from the Dorset border. An ideal spot to explore the nearby National T...
7 nights from £673
7 nights from £722
Park Farm Byre
49563 bedroom, dog friendly holiday cottage near Dorchester, Dorset.
Tucked away in a rural location, you will find Park Farm Byre, a stylish retreat complete with hot tub and perfectly situated on a number of country and woodland walks. All on one ...
7 nights from £722
7 nights from £546
Old Sandpitts Lodge
43773 bedroom thatched self catering cottage near Bridport, Dorset.
This very attractive thatched, detached property is in a tucked away rural setting in unspoilt west Dorset. Old Sandpitts Lodge is a very easy short drive inland from the fabulous ...
7 nights from £546
7 nights from £586
Crosskeys Cottage
48553 bedroom, dog friendly holiday cottage near Beaminster, Dorset.
Situated in the pretty west Dorset village of Broadwindsor, surrounded by countryside and not far from the coast, Crosskeys Cottage is a wonderful place to spend your holiday. Buil...
7 nights from £586
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7 nights from £638
Sturthill Stable
28293 bedroom, dog friendly barn conversion set within a working farm 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...
7 nights from £638
7 nights from £645
Bay Tree Cottage
48353 bedroom, dog friendly cottage near Bridport, Dorset.
Situated in a sleepy west Dorset village, just a short drive from the spectacular Jurassic Coast, you will find this pretty terraced cottage. Bay Tree Cottage offers all the deligh...
7 nights from £645