Vacation rentals in Winterborne Houghton

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Top-rated vacation rentals in Winterborne Houghton

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Guest favourite

Hut in Piddlehinton

4.99 out of 5 average rating, 167 reviews

Kingfisher cabin in secluded Dorset woodland

In Middlemarsh not Piddlehinton. Reconnect with nature at this lovely secluded spot, surrounded by woodland and forest, this is the perfect getaway from busy city life. The cabin is located within an area of outstanding natural beauty with access to a great range of footpaths, and the Hunters Moon Inn a short walk away. It is also only a 30 minute drive to the Jurassic coast with beaches like Lulworth. There are a herd of friendly deer on site that you can be introduced too. We do not allow dogs

Apr. 4 – 11

$148 CAD per night

Guest favourite

Cottage in Dorset

4.98 out of 5 average rating, 153 reviews

Lovely cosy place to stay in the heart of Dorset

Oak Tree Barn is a self-catering holiday accommodation in the heart of the village of Hazelbury Bryan, Dorset. The conversion was completed in early 2012 using locally reclaimed materials and keeping many of the original features. The Barn is warm and cosy in winter and cool in summer, the detached Barn has a large open-plan lounge and kitchen with views towards the local hills. The two bedrooms (one double with bath, one twin with shower) overlook paddocks where sheep graze and chicken forage.

Oct. 23 – 30

$172 CAD per night

Guest favourite

Home in Dorset

4.96 out of 5 average rating, 232 reviews

The Barn @ Star Farm

Set in the heart of the Blackmore Vale in rural North Dorset, The Barn@Star Farm is a spacious 2 bedroom self catering holiday let furnished and equipped to a high standard. Recently converted the barn has its own private track and has wonderful views over unspoilt farmland. The property is quietly on the outskirts of the village of Hazelbury Bryan and is within a 45 minute drive to the Dorset Coast. The market towns of Sherborne, Blandford Forum and Dorchester are all within 20 minutes drive.

Nov. 1 – 8

$184 CAD per night

Guest favourite

Tiny homes in Bere Regis

4.96 out of 5 average rating, 168 reviews

Luxury thatched Little Barn

The Little Barn is a 200 year old, thatched, cob cottage. It is a self-contained studio guest room with its entrance in the garden of the main house. It is perfect for a couple using the comfortable king-sized bed. It is thoughtfully decorated and furnished with modern fittings, including a cleverly fitted kitchenette. This picturesque cottage is located in the quiet, rural setting of Shitterton, in the village of Bere Regis, Dorset. We are within easy reach of Dorset's many attractions.

Jan. 9 – 16

$155 CAD per night

Guest favourite

Condo in Hilton, Blandford Forum

4.96 out of 5 average rating, 118 reviews

Stylish self-contained annexe in rural mid Dorset

A thoughtfully designed space for two in glorious, peaceful Dorset countryside. Located on the edge of the lovely village of Hilton, this is a perfect place to hunker down for a few days or to use as a base for exploring all the amazing places that Dorset has to offer all within easy reach. We are gentle half hour stroll from Milton Abbey which is set in a magnificent Capability Brown landscape. We are also an easy trip (approximately 20 miles) from the spectacular Jurassic coast.

Oct. 4 – 11

$158 CAD per night

Guest favourite

Guesthouse in Winterborne Stickland

4.9 out of 5 average rating, 173 reviews

Pretty Self-Contained Thatched Annexe in Dorset

Rosebud is a beautiful little cottage! It is a part of a large 18th Century thatched cottage set in the heart of beautiful North Dorset countryside, ideal for a peaceful getaway for two people . We are approx. 30 minutes from the Purbecks and Poole. Rosebud is newly refurbished with all the facilities you should require during your stay with us. We are very happy to help with any local advice as we love this part of the world and are pleased to be able to share it with you.

Aug. 13 – 20

$184 CAD per night

Guest favourite

Cottage in Milton Abbas

4.91 out of 5 average rating, 174 reviews

Large Thatched Grade 2 Cottage

The Old Forge is a large 4 bedroomed cottage in the marvellous and historic village of Milton Abbas. Unusually, the entire original village is listed as a grade 2*, steeped in history, and designed by the renowned Capability Brown. The local vistas and views are stunning. Our cottage is furnished in a cottagey period style but has all the modern conveniences needed for our modern day lives. There is a wonderful pub, although its is currently not serving food.

Sep. 10 – 17

$295 CAD per night

Guest favourite

Cottage in Okeford Fitzpaine

4.97 out of 5 average rating, 303 reviews

The Garden House Okeford Fitzpaine Dorset

The Garden House is a restored spacious 2 bedroom former 19th century Coach house, situated in the centre of an attractive rural village in the heart of the rolling North Dorset countryside. Okeford Fitzpaine, near Sturminster Newton is a picturesque, quiet and peaceful Dorset village with a shop /post office and a good local pub. A perfect destination for families, nature lovers, walkers, cyclists and anyone else wishing to escape to beautiful rural Dorset.

Jun. 29 – Jul. 6

$249 CAD per night

Guest favourite

Apartment in Stoke Wake

4.96 out of 5 average rating, 158 reviews

Willow Tree Farm Studio

Welcome to Willow Tree Farm. We have a lovely large private studio with stunning views from its own balcony across the Dorset countryside. Our space is perfect for two adults to escape the rat race and unwind. The studio has a country theme with a comfy Super King Bed, sofa, an indoor table for two, a TV as well as a large en-suite bathroom. Outside you'll find your own private balcony with garden furniture and a BBQ just down the steps below.

Jun. 12 – 19

$124 CAD per night

Guest favourite

Place to stay in Milton Abbas

4.93 out of 5 average rating, 107 reviews

Delightful 1 bedroom cabin/ 'sleep out'

Located in the picturesque 18th century village of Milton Abbas, the cabin is situated on the edge of a forest within our garden There are beautiful places to walk or cycle and we are very close to the historical Milton Abbey and chapel The village has a gastro pub , a shop and post office and tea rooms There are also other pubs close by which all provide food All bedding , towels and tea towels provided Check in after 15.00 Check out before 11.00

Jan. 28 – Feb. 4

$138 CAD per night

Guest favourite

Shepherd’s hut in Dorset

4.97 out of 5 average rating, 137 reviews

Secluded Luxury Shepherds Hut with outdoor bath

Hurdlemakers is one of two beautiful bespoke Shepherds hut nestled on a peaceful farm in the Piddle Valley. Built just 4 miles away by renowned hut makers Plankbridge, they have been built to the highest standard and quality furnishings used throughout. With King-size bed, en-suite shower, kitchen and wood burning stove it won't matter if it's raining or cold you can hunker down and while away the day in complete warmth and comfort.

Jan. 2 – 9

$232 CAD per night

Guest favourite

Cottage in Milborne Saint Andrew

4.9 out of 5 average rating, 277 reviews

Manor Farm Cottage

Welcome to Manor Farm air b n b. Self catering cottage on our sheep and arable farm in rural Dorset. Sleeping up to 5 guests - discover the beauty of Dorset in an idyllic location. The cottage sits on one of the highest points on our working farm, in a field called the nursery. Enjoy spectacular unspoilt scenery in peace and tranquillity. The perfect spot for a rural retreat that's close to all of Dorset's wonderful attractions.

Dec. 6 – 13

$187 CAD per night