Dorset Holiday Houses

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Dorset combines rolling hills and chalk downlands with the stunning and award winning Jurassic Coast. England’s very first Natural Heritage Site, and considered to be one of the wonders of the natural world. Most of Dorset’s county has been designated as an Area of Outstanding Natural Beauty, with countless sandy beaches and clifftop walks.

Explore the regions' beautiful market towns and villages, such as Bournemouth, Bridport, Lyme Regis, Poole, Swanage, and Weymouth. We have an extensive portfolio of large holiday houses in Dorset, ranging from budget self-catering cottages to luxury party houses with an indoor pool.

E.g., 29/9/2020
E.g., 29/9/2020

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Displaying 10 of 55 properties

The Quarterdeck, Swanage, Dorset

4
4-10
Houses

Popular and perfect for family gatherings. Hot tub, games room, barbecue terrace, just 400m from Swanage beach, balcony with views over Swanage Bay, large garden. Spacious indoor and outdoor living.

4-10
4
10
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  • Weekend price
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Springhead Mill and Lakeside Gardens, Dorset

8
2-10
Outdoor Centres

Located 4 miles outside the ancient town of Shaftesbury, Springhead is set in spectacular scenery on the edge of the Cranborne Chase. Offers great walks and is close to many tourist attractions.

2-10
8
50
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Bilshay Farmhouse, Bridport, Dorset

4
2-10
Houses

Bilshay is a beautiful thatched luxurious farmhouse set in a rural location sleeping 10. Only a short distance from the market town of Bridport and the Jurassic Coast.

2-10
4
12
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  • Weekend price
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California Meadows, Swanage, Dorset

4
10-12
Houses

California Barn lies in 11 acres of beautiful Dorset countryside on the internationally recognised Jurassic Coast near Swanage. Situated near dramatic cliffs, coast paths and blue flag sandy beach.

10-12
4
10
  • Weekly price
    from £ 1500
  • Weekend price
    from £ 1000
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National Trust - Portland House, Dorset

7
7-12
Houses

A National Trust-owned Art Deco villa with sea views over Portland harbour, with 7 bedrooms perfect for celebrating a significant birthday. Luxurious interiors and easy access to the Dorset coast.

7-12
7
12
  • Contact for prices Weekly price
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  • Weekend price
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Upwey House, Upwey, Weymouth, Dorset

9
6-12
Houses

Majestic yet homely Georgian Manor House with stunning views towards Weymouth. A true "hidden gem" for family/friends gatherings, corporate functions or unforgettable weddings. Sleeps up to 24.

6-12
9
24
  • Weekly price
    from £ 2950
  • Weekend price
    from £ 2200
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Glenacres, Seatown, Bridport, Dorset

5
5-12
Houses

Situated among the rolling hills of this World Heritage Site, 100m from the beach and nestled under Golden Cap sits Glenacres - 5* Gold, 5 bedrooms, heated outside pool, extensive gardens. Sleeps 12.

5-12
5
12
  • Weekly price
    from £ 3500
  • Weekend price
    from £ 1300
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Westby by the Sea, Boscombe, Bournemouth, Dorset

6
5-12
Bed and Breakfasts

Large seaside family house with 5 ensuites, just 750m from the 7 mile sandy beach of Boscombe & Bournemouth. Max of 12 guests + 2 babies only with the Bed & Breakfast option, otherwise a maximum of 6.

5-12
6
14
  • Weekly price
    from £ 1200
  • Weekend price
    from £ 600
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Netherway Farmhouse and Barn, Okeford Fitzpaine, Dorset

5
4-12
Groups of Cottages

Farmhouse cottage full of character and separate barn, together sleeping 12 for family or group holidays. Set in a picturesque Dorset village with friendly nearby pub and village shop.

4-12
5
12
  • Contact for prices Weekly price
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  • Weekend price
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Houghton Lodge, Near Bournemouth, Dorset

5
2-12
Houses

Houghton Lodge where memories are made. Your own private, rural spa retreat. Relax, unwind, escape. Indoor pool and hot tub. Perfect for families and hen weekends.

2-12
5
12
  • Weekly price
    from £ 3255
  • Weekend price
    from £ 1750
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Locations within Dorset