Holiday rentals in Chaldon Herring

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Top-rated holiday rentals in Chaldon Herring

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Guest favourite

Chalet in West Lulworth

4.95 out of 5 average rating, 218 reviews

Durdle Door & Lulworth Cove. Family/Dog friendly.

Our holiday home is located in Durdle Door Holiday Park near the famous stone arch of Durdle Door, a UNESCO World Heritage site. It's in a great position, being one of the closest homes to the beach access path, and boasts sea glimpses from the sun deck and living room window. Featuring all mod-cons it is a really comfortable home-from-home. The park is quiet and well-maintained with a shop, restaurant, bar and play-park. Lulworth Cove, along with its pubs and restaurants are a short walk away.

6–13 Dec

$174 SGD per night

Guest favourite

Guest house in Moreton

4.91 out of 5 average rating, 103 reviews

Full use of facilities: hot tub/fire pit/sauna/bbq

Little Oakford is your peaceful haven 'Far from the Madding Crowd' in the heart of idyllic, rural Dorset! At the end of a lane and on the edge of woods, from where birdsong can always be heard and in which deer can often be seen, its large private garden & all its amenities, including covered hot tub, gazebo, fire pit & 5 (s)eating areas, are for your free & exclusive enjoyment. With its free parking, kitchen, steam shower, superfast WiFi, 4K TV & Netflix, it's perfect for business or pleasure.

19–26 Oct

$208 SGD per night

Guest favourite

Barn in Dorset

4.99 out of 5 average rating, 192 reviews

Galton Barn - Dorset, near Durdle Door & Lulworth

Strictly no Pets Bright and spacious three bedroom self-contained newly converted dairy barn, nestled down private a track on Galton Organic Farm. Conveniently located that it is of an easy driving distance to Durdle Door and Lulworth Cove, Weymouth, the Jurassic Coastline and the Purbeck’s. And close enough to take a hearty walk to soak in the breathtaking views over Ringstead Bay. The Barn comfortably sleeps 5 persons please contact us prior to booking if you intend to book for more than 5.

28 Oct – 4 Nov

$543 SGD per night

Guest favourite

Guest suite in West Lulworth

4.97 out of 5 average rating, 376 reviews

Falcons Nest

Lovely self contained annexe set in the beautiful surroundings of the Jurassic coast. There is a cosy double bedroom with a king size bed (which can be set up as 2 x 2ft 6 singles), shower room and a well equipped kitchen/dining/living room which has a sofa bed. The property has its own pretty courtyard garden and off road parking for one car. The annexe is part of our main house although completely self contained and therefore you may occasionally be aware of the normal sounds of family life

6–13 Oct

$164 SGD per night

Guest favourite

Hut in Owermoigne

4.88 out of 5 average rating, 162 reviews

Woodland Retreat Log Cabin nr Durdle Door Weymouth

Come stay in our secluded woodland glade in your own log cabin! snuggle by the outside private firepit. Enjoy the views across picturesque dorset countryside. Super Cosy and surrounded by nature! Only 10 minutes to the World Heritage Jurrasic coast, Dorset's famous beaches Durdle Door and Lulworth Cove just around the corner. Parking 50 metres away with compost toilet. looking forward to welcoming you! Check out our Magic, Bus, Yummy Yurt, and Homely horsebox for more luxurious accommodation.

18–25 Sep

$64 SGD per night

Guest favourite

Cottage in Winfrith Newburgh

4.97 out of 5 average rating, 187 reviews

17th century barn conversion with enclosed garden

Tanglewood Barn is a beautiful 17th-century barn conversion situated down a private road just 4 miles from Lulworth Cove, Durdle Door and the Jurrasic Coast World Heritage Site. This large splendid brick barn has been converted into two identical properties creating accommodation of the highest standards. Each barn has its own enclosed garden and a south-facing terrace, ideal for eating out. Tadnoll Heath, a Dorset Wildlife Trust Reserve, lies just to the north. Ample off-road parking.

22–29 Mar

$230 SGD per night

Guest favourite

Cottage in Lewell

4.94 out of 5 average rating, 246 reviews

Jasmine Cottage

Jasmine Cottage is a characterful, compact barn conversion, that sits next to the 400 year old farm house. It sleeps up to four people (including infants), with a double and a twin room. We are one mile away from The Wise Man Inn - an award-winning pub; 6 miles from Dorset's stunning Jurassic coast and 3 miles from the county town of Dorchester. You will, however, need a car- or bikes! Sorry, no pets and no smoking. No EV charging, yet, but there are many fast charging points nearby.

24 Feb – 3 Mar

$234 SGD per night

Guest favourite

Guest suite in West Lulworth

4.84 out of 5 average rating, 306 reviews

Lulworth Nook

Lulworth Nook is a self contained compact stylish ensuite room Attached to side of residential house. Set in a quiet area of West Lulworth away from the crowds. Close to Jurassic Coast path, 15/20 min walk to Lulworth Cove or 40/45 minutes walk to the famous Durdle Door. Just 2 minutes to footpath up and over the hills. 5 minutes to lovely village Pub The Castl Inn. Wifi connection, off road parking, small outside seating area, Bbq if wanted charcoal provided for 1 night only.

19–26 Oct

$135 SGD per night

Superhost

Flat in Owermoigne, Dorchester

4.9 out of 5 average rating, 106 reviews

Lime Tree Lodge-the Annexe, by the Jurassic Coast

Lime Tree Lodge, the Annexe, is a self-contained apartment. 150yds off the A352 between the Saxon town of Wareham and the county town of Dorchester -home of Poundbury, Prince Charles’ venture into village/workplace design and development. Very central to the Jurassic Coast, the Annexe is only 2 miles from the coast with Swanage, Lulworth Cove, Durdle Door, Weymouth and Portland close by. Monkey World, The Tank Museum and Hardy's cottage are about 5 - 10 mins drive.

8–15 Oct

$157 SGD per night

Guest favourite

Cottage in Dorset

4.98 out of 5 average rating, 314 reviews

The Condo (Indoor Pool available May-Oct only)

Self contained detached cottage in a tranquil location close to the famous 'Jurassic Coast' ; Durdle Door, Lulworth, Corfe Castle, Weymouth and Dorchester are all a short drive away. Further attractions close by are Monkey World, Bovington Tank Museum, and Sculpture by the lakes. There is a well stocked village shop and good village pub. Dorset has so much to offer, with beautiful coastline and breathtaking scenery. Relax in the pool at your leisure!

19–26 Feb

$174 SGD per night

Guest favourite

Yurt in Winfrith Newburgh

4.91 out of 5 average rating, 187 reviews

Jurassic Yurt near Durdle Door

Wynards Farm is close to Durdle Door and Lulworth Cove, part of the famous Jurassic Coast. Monkey World and Tank Museum. Bridleways linking up with the South West Coastal Path. Between Dorchester, Wareham and Weymouth. With uninterrupted views over the stunning rolling hills of the Dorset countryside, the Yurt is set in 11 acres of Wynards Farm, a small holding. Get cosy with the log burning stove and wake up to a beautiful sunrise.

5–12 Sep

$165 SGD per night

Guest favourite

Barn in Winfrith Newburgh

4.99 out of 5 average rating, 273 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.

20–27 Aug

$213 SGD per night