Holiday houses in Poundbury

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Top-rated holiday rentals in Poundbury

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Guest favourite

Cottage in Henley

4.92 out of 5 average rating, 294 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 ( additional charge of £25 per night for horses). Complimentary bottle of wine on stays of 4 nights or more.

Guest favourite

Guest suite in Sutton Poyntz Weymouth Dorset

4.92 out of 5 average rating, 138 reviews

Private Guest Suite in Sutton Poyntz + own parking

We are a Modern Stone built cottage in beautiful village. Private secure gated parking for 2 guest cars. We love our local pub The Springhead which is 1 minute walk away, set around a duck pond with willow trees. There are numerous country and coastal walks nearby and we welcome dogs. We live upstairs but you are completely separate to us and left alone. There is 2 large bedrooms a kitchen equipped with small mini oven and microwave, bathroom inc bath and shower and comfortable lounge.

Guest favourite

Guest suite in Dorset

4.92 out of 5 average rating, 173 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.

Guest favourite

Guesthouse in Piddlehinton

4.96 out of 5 average rating, 183 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 .

Guest favourite

Home in Dorset

4.94 out of 5 average rating, 114 reviews

Peaceful retreat

Self-contained annexe in new condition with all modern facilities. Safe and private parking on site, situated in a quiet cul-de-sac a short walk from bus and train links to nearby Dorchester or the seaside town of Weymouth on Dorset’s world famous Jurassic Coast, home to the 2012 Sailing Olympics. Plenty of walks in the countryside or along the fabulous coastal paths. Nearby RSPB sites at Radipole, Lodmoor and Arne (30 mins drive). Continental breakfast provided. Not suited to children.

Guest favourite

Shepherd’s hut in Martinstown

4.97 out of 5 average rating, 166 reviews

Cosy Shepherds hut near Dorchester

Nestled in a quiet wooded corner of our garden on the edge of the village of Martinstown. Fully self contained, the hut has everything you need inside and is in a great central location, close to Dorchester and just a short drive to Weymouth and Chesil beach. Fantastic walks, bike rides and lovely Jurassic coast beaches are nearby. We love to share our beautiful little corner of Dorset with both new guests and those of you have have stayed before. Check out our wonderful reviews!

Guest favourite

Loft in Piddlehinton

4.87 out of 5 average rating, 113 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.

Guest favourite

Guesthouse in Dorchester

4.97 out of 5 average rating, 294 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.

Guest favourite

Cottage in Lewell

4.94 out of 5 average rating, 267 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.

Guest favourite

Rental unit in Weymouth

4.9 out of 5 average rating, 366 reviews

(Upper Deck) Beachside studio Weymouth

A stones throw from the waters edge this studio has 270 degrees of coastal views from an elevated position (The 'crows nest' balcony! ) The windows and Private balcony have outstanding panoramic views across the Jurassic coast and Weymouth, catching beautiful sunrise and sunsets. NO NEED FOR A CAR- ITS ALL HERE! ...hikes, cycle, kayak, swim, run! Great vibe at the famous Oasis Cafe nearby. Please note: Beach terrace shared with shop - can get busy in July/August period.

Guest favourite

Cottage in Dorset

4.99 out of 5 average rating, 334 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!

Guest favourite

Cottage in Dorset

4.96 out of 5 average rating, 193 reviews

Strawberry Cottage

Lovingly restored and modernised by Harry in 2011, Strawberry Cottage is nestled by the river Wey in the village of Upwey, Dorset. This quaint property is close to the famous Jurassic Coast, within 4 miles of the seaside town of Weymouth and the market town of Dorchester. Durdle Door is a 29 minute drive and the main supermarket is 8 minutes away by car. Upwey has two pubs and a busy tearoom all within 8 to 10 minutes walk. Relax inside or out.