Holiday rentals in Puddletown

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Top-rated holiday rentals in Puddletown

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Guest favourite

Tiny home in West Stafford

4.92 out of 5 average rating, 195 reviews

The Old Reading Room West Stafford

The Victorian Reading Room of West Stafford is of historical importance. Used before the war as a Reading Room for the villagers and estate workers, the newspapers were provided, the village shop in the late 1930s, then a workshop and a store room for the church. We have now lovingly restored, decorated and furnished this amazing building into a cosy self catering holiday retreat, "far from the madding crowd" Open plan, comfy double sofabed, wood burner, country walks and fabulous village pub.

15–22 Feb

$232 SGD per night

Guest favourite

Apartment 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.

19–26 Oct

$145 SGD per night

Guest favourite

Guest suite in Dorset

4.92 out of 5 average rating, 124 reviews

Discover Little Drey: Your Perfect Getaway

At Little Drey, you'll find comfort, and warm hospitality, all while being conveniently close to Dorchester. A variety of restaurants, cafes, and shops are all within walking distance. Close to some of the best places to visit in Dorset, and within easy reach of famous beauty spots and amazing places to visit. Parking on property along with self-check-in, makes it super easy to have a relaxing, enjoyable break. Your host lives next door and is on hand to make your stay the best possible.

24–31 Oct

$136 SGD per night

Guest favourite

Guest house in Piddlehinton

4.97 out of 5 average rating, 164 reviews

The Yorkshireman @ Piddlehinton

We are so excited about our new conversion. Completely self-contained, it is a lovely, light, cosy open space with a well equipped kitchen, modern bathroom and a cool sleeping platform/mezzanine. Piddlehinton is a special place, 20 mins from the Jurassic Coast and 10 mins from Dorchester, in the renowned Piddle Valley, with beautiful walks, views and award winning pub, The Thimble Inn. We’re right next door if you need anything, but if you prefer your privacy, you can be totally separate .

28 Jun – 5 Jul

$148 SGD per night

Guest favourite

Tiny home in Bere Regis

4.96 out of 5 average rating, 167 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

$145 SGD per night

Guest favourite

Treehouse in Dewlish

4.92 out of 5 average rating, 254 reviews

Tree-Tops Treehouse Eco Retreat

This beautifully crafted treehouse is deceptively spacious and is set elevated into the tree canopy with woodland to three sides affording total privacy. Facing due South, it commands extensive views over the Upper Piddle Valley in an Area of Outstanding Natural Beauty. With so much privacy, many guests opt to “stay put” but, if you want to venture further afield there are famous landmarks like Durdle Door, Lulworth Cove, Weymouth, and the Jurassic Coastline all within a short drive away.

10–17 Sep

$262 SGD per night

Guest favourite

Loft in Piddlehinton

4.89 out of 5 average rating, 107 reviews

Retreat studio with a terrace

A beautiful new studio in the Dorset countryside with stunning views, a private entrance and a private terrace to relax on. The studio is equipped with an ensuite bathroom and a new kitchenette for your use only. Located opposite the awards winning pub "Thimble Inn" in a friendly village in the scenic Piddle Valley. It is a perfect central location to explore Dorset, with many attractions nearby, only 10min drive to the Cerne Abbas giant or Dorchester and 25min to the Jurassic Coast.

28 Apr – 5 May

$146 SGD per night

Guest favourite

Apartment 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.

12–19 Sep

$149 SGD per night

Guest favourite

Cottage in Lewell

4.94 out of 5 average rating, 244 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.

7–14 Nov

$234 SGD per night

Guest favourite

Guest house in Dorchester

4.97 out of 5 average rating, 273 reviews

Lovely, Quiet Studio Annex (with Netflix)

Self contained, self catering studio annex based in the county town of Dorchester. The annex is suitable for 2 adults (a z-bed can be supplied for 1 child under 12). The towns amenities are all within a short walking distance, including the new 'Brewery Square' development. Great base to explore Dorset's fabulous coast, countryside and walk in the footsteps of Thomas Hardy's Casterbridge. Motorbike friendly, high chair & travel cot available. Complimentary tea and coffee. Netflix TV.

27 Nov – 4 Dec

$116 SGD per night

Guest favourite

Cottage in Henley

4.92 out of 5 average rating, 276 reviews

Shepherd's Cottage

Shepherd's cottage is a delightfully cosy annexe with it's own private entrance and own cottage garden. Tucked away on a no through road, that leads directly onto a bridleway and footpaths, Shepherd's cottage makes an ideal place to stay for those who simply want to get away from it all. We welcome 2 small dogs ( pet fee applies) and horses - with a choice of fields to keep your horse in (please note the additional charge of £30 per night for horses).

22–29 Nov

$124 SGD per night

Guest favourite

Shepherd’s hut in Dorset

4.97 out of 5 average rating, 136 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.

28 Dec – 4 Jan

$224 SGD per night