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Unique Holiday Cottages

9 properties found

A brick barn with black door and large windows and a bench outside at Meadow View Barn in Bere Regis

Meadow View Barn

Bere Regis, Dorset

4 Guests
2 Beds
No pets
Wifi

for 7 nights

From

£507

A backyard with a glass conservatory attached to a stone and tile roof building and wooden outdoor furniture on a patio at Fossil Barn in Weymouth

Fossil Barn

Weymouth, Dorset

4 Guests
2 Beds
No pets
Wifi

for 7 nights

From

£706

A house with outdoor seating area at Budmouth Upwey near Weymouth

Budmouth

Upwey near Weymouth, Dorset

4 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£604

A wooden deck with a picnic table set with glassware and fruit overlooking a grassy area and the sea at The Wave in Eype

The Wave

Eype, Dorset

6 Guests
3 Beds
No pets
Wifi

for 7 nights

From

£965

A lighthouse and white buildings with a stone wall and grassy area at Old Higher Lighthouse Branscombe Lodge Portland Bill

Portland Bill, Dorset

4 Guests
2 Beds
No pets
Wifi

for 7 nights

From

£617

A kitchen with white cabinets marble countertops skylights and floral curtains at Upsidedown House Brewers Quay Harbour

Upsidedown House

Brewers Quay Harbour, Dorset

6 Guests
3 Beds
Pet Friendly
Wifi

for 7 nights

From

£963

A barn style house with gravel driveway and green field at Shepherd's Barn Between Milborne St Andrew and Winterborne Whitechurch

Shepherd's Barn

Between Milborne St Andrew and Winterborne Whitechurch, Dorset

6 Guests
3 Beds
Pet Friendly
Wifi

for 7 nights

From

£705

A small A-frame house with a wooden deck and stairs surrounded by trees and grass at Apple Tree Lodge in Gillingham

Apple Tree Lodge

Gillingham, Dorset

5 Guests
3 Beds
Pet Friendly
Wifi

for 7 nights

From

£429

Two triangular wooden cabins with stairs surrounded by trees and grass at Rose Lodge in Milton on Stour

Rose Lodge

Milton on Stour, Dorset

6 Guests
3 Beds
Pet Friendly
Wifi

for 7 nights

From

£449

If you are looking for a superior getaway in a luxurious self-catering property look no further than these quirky and unique holiday cottages.

Unique Holiday Cottages

From luxury castles to cottages with quirky features or unusual architecture, this selection of unique cottages across Dorset is sure to promise a holiday that you won’t forget. We have carefully selected a range of unique holiday cottages to suit all tastes. We have a unique holiday cottage for everyone from properties boasting unique architecture, converted barns, shepherds huts, unique lodges and log cabins and even a stunning castle!

The luxurious Pennsylvania Castle lies above Church Ope Cove on the beautiful Isle of Portland. A private driveway winds through the beautiful gardens to the secluded property. The castle has nine sumptuously decorated bedrooms and plenty of rooms for entertaining. There is also an indoor swimming pool, ideal for a relaxing dip. If you are looking for a castle to stay in, for a special event or luxury break take a look at Pennsylvania Castle.

Places to visit from a Unique Cottage in Dorset

If you can manage to tear yourself away from your unique holiday home, why not explore the beautiful sights and sounds of Dorset?

During your stay in a quirky holiday cottage, make sure you visit the bustling town of Weymouth, home to several sandy beaches along the mesmerising South West Coast Path. Dorset is also filled with many historic market towns, such as Beaminster, Bridport, Dorchester and Wareham. The Isle of Portland is another iconic location filled with museums, a castle and the renowned Portland Bill Lighthouse. Not forgetting Dorset’s fabulous coastal villages such as West Bay, Chesil Beach, Ringstead Bay, Lulworth Cove and Lyme Regis. 

If you’ve found your ideal unique cottage, book today and enjoy a Dorset holiday to remember!

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