Holiday houses in Winterborne Kingston

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Top-rated holiday rentals in Winterborne Kingston

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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

21–28 Mar

$180 NZD per night

Guest favourite

Apartment in Lytchett Matravers

4.97 out of 5 average rating, 135 reviews

Superb base for touring Dorset countryside & coast

Little Glebe is a single storey, self contained annexe of my home. Parking. Shared garden with stunning rural views towards the Purbeck Hills. Comfortable king size bedroom, shower room, sitting/dining room with TV and WiFi, well equipped kitchenette, combi microwave, single hot plate, fridge. Half mile to village centre with Tesco and two pubs. Easy drive to Poole, Wareham, Corfe Castle, Dorchester , Bournemouth and Dorset’s stunning Jurassic coast. Great touring centre. Adults only. No pets.

14–21 Feb

$180 NZD per night

Guest favourite

Condo in Briantspuddle

4.95 out of 5 average rating, 169 reviews

The Hideaway a self contained/catering apartment

Our converted modern spacious 2 bedroom apartment on the ground floor of "The Old Engine Shed" once part of the Debenhams Estate . We are nestled in the rural award winning village of Briantspuddle in the heart of Dorset's countryside. Just a stones throw from the Jurassic Coast, Lulworth Cove and on the door step of Bovington Tank Museum and Monkey World. If you are looking for peace & quiet and a cosy space to return to after a days adventure then you need look no further than The Hideaway.

3–10 Dec

$216 NZD per night

Guest favourite

Shepherd’s hut in Wareham

4.98 out of 5 average rating, 302 reviews

Lake View Shepherds Huts

Beautiful Lake view shepherds hut. Set in the heart of the Jurassic coast world heritage site. This private estate is a bird watchers paradise. Gazing from the shepherds hut or private decking area at stunning sunsets over the lake and the abundance of birds and wildlife you probably will not want to leave these idyllic natural surroundings. It is only 1 mile from the pretty riverside town of Wareham where you can enjoy a delicious meal at one of the eateries or relax at the rivers edge.

16–23 Aug

$220 NZD per night

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

$191 NZD 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.

28 Aug – 4 Sep

$192 NZD per night

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.

28 Sep – 5 Oct

$222 NZD per night

Guest favourite

Cottage in Lytchett Matravers

4.97 out of 5 average rating, 149 reviews

The Quintessential Dorset Cottage

A truly beautiful thatched cottage set in a quiet countryside location but only a short drive to the county's stunning beaches and attractions. The cottage is ideal for families with older children,, couples and anyone wishing to get away for a relaxing and peaceful Dorset break. Furnishings, bed linens and decoration are all of the highest quality and outdoors there is plenty of lounge and dining furniture for you to enjoy, set against a backdrop of the Purbeck Hills.

13–20 May

$296 NZD 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.

11–18 Jun

$268 NZD 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

12–19 Dec

$168 NZD per night

Guest favourite

Barn in Winfrith Newburgh

4.99 out of 5 average rating, 270 reviews

The Stable Barn - Luxury Spacious Cottage for Two

The Stable Barn is a comfortable, centrally heated cottage with split level interior and sculptured mezzanine. It provides extremely spacious open-plan accommodation for two. Wifi - Superfast fibre To the rear of the barn is a partly walled garden laid to lawn and gravel with clipped hedges and shrubs. The cottage is equipped with a sprinkler system, smoke detector, and carbon monoxide detector. Superfast fibre broadband and Smart TV.

27 Oct – 3 Nov

$213 NZD 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.

29 Nov – 6 Dec

$228 NZD per night