Holiday houses in Winterborne Stickland

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Top-rated holiday rentals in Winterborne Stickland

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Guest favourite

Hut in Piddlehinton

4.99 out of 5 average rating, 166 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

11 – 18 Apr

$1,154 AUD total

Guest favourite

Tiny home in Dorset

4.95 out of 5 average rating, 116 reviews

The Hive 🐝♥️

The Hive is a luxurious self-contained tiny-house located in the beautiful town of Blandford Forum. This Georgian market town has lots of charm, and is the home to the famous Hall and Woodhouse brewery and their flagship hotel The Crown. The Hive is a 2 minute walk to the trailway, which is perfect for walkers, runners and cyclists. Blandford Forum is just 15 miles from the Sandbanks beach, and a short drive from the Jurassic coast. Blandford is also the home to Teddy Rocks music festival.

30 Dec – 6 Jan

$1,243 AUD total

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.

23 – 30 Oct

$1,340 AUD total

Guest favourite

Cabin in Dorset

4.98 out of 5 average rating, 331 reviews

The Garden Hideaway with Hot Tub, Garden & Parking

‘The Garden Hideaway’ comprises a cedar cabin, shower room, private garden, hot tub & free off-road parking. The cabin is situated in a residential area, within the pretty Georgian town of Blandford Forum, Dorset. Guests are less than a ten minute walk from a range of restaurants, pubs, nature reserve and the North Dorset Trailway. A wide range of take-aways deliver directly to the gate. The space will suit both individuals & couples looking for a quiet space in which to relax and unwind.

4 – 11 July

$1,523 AUD total

Guest favourite

Tiny home 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.

6 – 13 Feb

$1,224 AUD total

Guest favourite

Tiny home in Blandford Forum

4.82 out of 5 average rating, 124 reviews

Garden lodge retreat direct access to Hod Hill

We look forward to your visit. The self contained Garden Lodge with ONE double SOFA BED leads directly onto the Irwene River path to Hod Hill and walks to Hambledon Hill. It’s heated and cosy. The kitchen has a toaster, coffee machine, cooker, microwave, fridge, sink, pots pans, cutlery crockery, salt & pepper. Plus iron and hair dryer. There are cycle trails, and you can walk, run or cycle the Trailway to Blandford Forum. It’s a short drive from Shaftsbury Poole Harbour, and Wareham

5 – 12 Dec

$534 AUD total

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.

30 Aug – 6 Sept

$1,227 AUD total

Guest favourite

Guesthouse in Winterborne Stickland

4.9 out of 5 average rating, 172 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.

8 – 15 June

$1,314 AUD total

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.

14 – 21 June

$1,712 AUD total

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.

12 – 19 June

$985 AUD total

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

24 – 31 July

$1,075 AUD total

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.

2 – 9 Jan

$1,458 AUD total