South East Dorset Holiday Accommodation

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    • Sleeps2
    • Bedrooms1
    • PetsNo

    Beautiful 1 bedroom stable conversion in the heart of the harbour area in Weymouth. WIFI, Close to town centre and beach. Parking for one car. (Ref. 994224)

    7 nights from £364

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    • Sleeps2
    • Bedrooms1
    • PetsNo

    A cosy stone cottage for two this is the ideal place to spend quality time together, walking and exploring the local area. (Ref. 994208)

    7 nights from £417

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    • Sleeps2
    • Bedrooms1
    • PetsYes

    Perfect cottage for 2, close to Swanage, Open plan living area for two people, dog friendly. Excellent location for local coastal walks. (Ref. 994113)

    Last booked within the last 2 days

    7 nights from £343

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    • Sleeps2
    • Bedrooms1
    • PetsYes

    Pets welcome. Parking. 5 minute drive to Bridport, perfect couple romantic retreat. Wifi. Coastal views. (Ref. 994050)

    7 nights from £465

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    • Sleeps2
    • Bedrooms1
    • PetsNo

    Harbourside apartment on the first floor with great views. Close to the beach. No Wifi (Ref. 993937)

    7 nights from £417

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    • Sleeps2
    • Bedrooms1
    • PetsNo

    Perfect couples retreat with WIFI. Located in The Nothe in Weymouth, surrounded by beauitful walks and moments from the harbour. (Ref. 993912)

    7 nights from £417

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    • Sleeps2
    • Bedrooms1
    • PetsYes

    Self-contained Annex, in the lovely village of Wool. Perfect for a romantic getaway. (Ref. 993906)

    7 nights from £373

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    • Sleeps3
    • Bedrooms2
    • PetsYes

    Located in countryside village of Piddlehinton, Way’s Forge is a lovely cosy holiday retreat. Sleeps 3 people. Garden. Welcomes 2 dogs. Shop 2-3 miles. Pub 2 min. Dorchester 6 miles. (Ref. 994768)

    Last booked yesterday

    7 nights from £396

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    • Sleeps3
    • Bedrooms2
    • PetsYes

    Two bedroom rural cottage in village of Holywell, Dorset. Two dogs welcome. Off road parking. Lawned garden. (Ref. 994551)

    Last booked within the last 2 days

    7 nights from £329

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    • Sleeps3
    • Bedrooms2
    • PetsYes

    Lovely cottage near Old Harbour in Weymouth. Close to town centre. Accepts two well-behaved dogs. Wifi. Shop and pub 5 min. Beach 10 min. Bridport 19.6 miles. (Ref. 994462)

    7 nights from £516

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We have some wonderful Dream cottages in South East Dorset. It is such a stunning part of the country and offers spots such as Osmington, Wareham, Swanage, Dorchester and Lulworth, complete with the natural beauties of Lulworth Cove and the Durdle Door.

We have cottages that are pet friendly, have wifi, stunning views and roaring fires. Whether you would like a large abode for a big family holiday, a suitable setting for a group of friends or a romantic cosy retreat for a weekend away from busy London, we have a property for you. Have a look through our Dream Cottages in South East Dorset and enjoy the delights on offer!

Lulworth is a splendid setting to enjoy the Jurassic Coastline. Marvel at the naturally formed Lulworth Cove or have a picnic on the beach in front of the Durdle Door. The Lulworth has some lovely beaches. Middle Beach and the Durdle Door are on the West side and Mupe Bay and Arish Mel are Eastwards. Enjoy a pint in the dog friendly Castle Inn on Lulworth Cove.

If you are looking for a traditional English seaside getaway, then why not try Swanage. A Victorian seaside town set at the heart of Purbeck and sitting on a lovely sheltered bay. Swanage and Purbeck form the Eastern gateway to the Jurassic Coast so begin your walk here and head along the South West Coastal Path passing Old Harry Rocks, Lulworth Cove and the Durdle Door. Enjoy the views of the dramatic cliffs and the golden beaches below.

To recapture some Enid Blyton nostalgia, take the kids on the Swanage steam train to Corfe Castle. You get a superb view of the castle from the train as you chug along the Dorset countryside. The village of Corfe itself is so pretty it is definitely worth a visit. With a lovely pub, some nice tea rooms and a free museum to explore, it is a lovely way to spend the afternoon.

Swanage itself is great for festivals. It has a packed events calendar including Blues, Jazz and Literary festivals and the Purbeck film festival to name but a few.

If a bustling market town is more your thing, then Dorchester is the perfect spot for you. With its stunning countryside, a lively market, elegant architecture, Roman history and fantastic restaurants, Dorchester is a great place to spend a holiday. Boasting a plethora of museums including the Teddy Bear Museum, Mummies Exhibition, The Dinosaur Museum, Dorset County Museum and The Keep Military Museum. If you would rather look at cute teddy bears or ancient unwrapped mummies, Dorchester can appeal to all! The Roman Town House is also a must see. You can see the stone walls that would have formed the magnificent house and the original mosaic floor, all dating back to the 4th century AD. When you have had your fill of shopping and culture, relax in one of Dorchester’s lovely restaurants, from pavement cafes to Michelin starred establishments. Just take your pick!

For a more peaceful retreat, we have Dream cottages in Osmington. This is a walker’s paradise with the Jurassic Coastline literally on your doorstep. Walk along the coast admiring the magnificent views of the dramatic coastline on one side and the beautiful unspoilt Dorset countryside on the other. Look for the ‘Osmington White Horse’ etched into the land with chalk. The figure is of King George III riding his horse back to London and celebrates King George’s famous visits to Weymouth. Spend the day in Osmington Mills fossil hunting and then pop into the Smugglers Inn pub for some local ale by a roaring fire. Osmington is also perfectly located to enjoy the beauty of Lulworth Cove and the golden sands of Weymouth Bay.

For the most delightful of towns, Wareham definitely fits the bill. Try the charming, old fashioned cinema, The Rex. They show family matinees in the school holidays so you can sit with the children and even enjoy a glass of wine during the film from its lovely bar. Wareham is a relaxed and peaceful market town, made pretty by the streets of Georgian cottages along the pretty River Frome. For a special afternoon why not hire a rowing boat and row along the Frome enjoying the peace and tranquillity of this very charming river. Have a look at Clouds Hill Cottage, the rural retreat of T.E Lawrence. Visit Monkey World, and say hello to the rescued apes. Pop just outside of Wareham to the Tank Museum or take a ride on the Paddle Steamer Monarch. Travel in style on one of the only three working paddle steamers in the UK. Enjoy the market on Wareham Quay and buy some fresh fish and flowers! Our holiday cottages in Wareham make the perfect setting to enjoy this wonderful town.

Dorchester Cottages
Lulworth Cottages
Osmington Cottages
Swanage Cottages
Wareham Cottages