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., 16/10/2021
E.g., 16/10/2021

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Displaying 10 of 37 properties

Old Oak, Cranborne, Dorset

5
2-10
Houses
Joined us: 2020

Beautiful 5 bedroom modern Georgian style farm house sleeping 10. Lots of open plan living space, perfect for families, groups and hen do's. Hot tub, barbecue, large patio. By Cranborne Chase.

2-10
5
12
  • Weekly price
    from £ 4000
  • Weekend price
    from £ 2200
View details

The Well House, Chaldon Herring, Lulworth Cove, Dorset

6
4-11
Houses
Joined us: 2017

Grade II thatched property full of character near Durdle Door and Lulworth Cove. 6 bedrooms sleeps 11 Large garden, hot tub and log cabin. Not available for stag/hen parties, any single sex groups.

4-11
6
14
  • Weekly price
    from £ 1800
  • Weekend price
    from £ 1250
View details

Upwey House, Upwey, Weymouth, Dorset

9
6-12
Houses
Joined us: 2017

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
View details

Glenacres, Seatown, Bridport, Dorset

5
5-12
Houses
Joined us: 2016

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 £ 3850
  • Weekend price
    from £ 1400
View details

Westby by the Sea, Boscombe, Bournemouth, Dorset

6
5-12
Houses
Joined us: 2018

Large seaside family house with 5 ensuites, just 750m from the 7 mile sandy beach of Boscombe & Bournemouth. Self-catering or B&B your decision. Sorry we are not suitable for a late-night party venue.

5-12
6
14
  • Weekly price
    from £ 1680
  • Weekend price
    from £ 720
View details

Netherway Farmhouse and Barn, Okeford Fitzpaine, Dorset

5
4-12
Groups of Cottages
Joined us: 2020

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
    Contact Owner
  • Weekend price
    Contact Owner
View details

The Beach House, Sandbanks, Poole, Dorset

6
2-12
Houses
Joined us: 2019

Amazing beachfront house on Sandbanks Peninsula. Very cool, quirky and spacious. Ideal for families, friends, business groups. Great meeting space. Perfect for fun on beach, water and explore Dorset.

2-12
6
20
  • Contact for prices Weekly price
    Contact Owner
  • Weekend price
    Contact Owner
View details

Houghton Lodge, Near Bournemouth, Dorset

5
2-12
Houses
Joined us: 2009

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
View details

Dove House and Swallows, Dorchester, Dorset

9
6-13
Houses
Joined us: 2006

Two award winning self-catering houses nestling in 1,000 acres just 5 miles from Dorchester. The perfect location for a family holiday, a quiet break or touring holiday in the English countryside.

6-13
9
17
  • Weekly price
    from £ 2800
  • Weekend price
    from £ 2200
View details

The Farmhouse on the River, Wimborne, Dorset

7
7-14
Houses
Joined us: 2021

Beautiful Grade II farmhouse with stylish, modern interior and a gorgeous garden. Perfect for a family/group getaway/celebration in all seasons. Located near beaches and New Forest. An absolute gem!

7-14
7
20
  • Contact for prices Weekly price
    Contact Owner
  • Weekend price
    Contact Owner
View details

Locations within Dorset