Vacation rentals in Dorchester

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Top-rated vacation rentals in Dorchester

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Guest favourite

Cottage in Dorset

4.98 out of 5 average rating, 282 reviews

The Old Apple Store, Bridport and Jurassic Coast

Our cottage is nestled in the heart of the Bride Valley close to the Jurassic Coast. This converted barn has views over our orchard. The cottage is 20 minutes drive from Dorchester and Bridport. 40 minutes to Durdle Door. Upstairs kitchen area with cooker, fridge, washing machine, lounge area with lots of books, DVD ‘s. Dining area and balcony with seating. Downstairs Large bedroom with King Size bed. Bathroom with shower. Outside pretty walled garden with seating. Min 2 night stay.

Mar. 7 – 14

$196 CAD per night

Guest favourite

Barn in Dorset

4.98 out of 5 average rating, 117 reviews

West Dorset stylish rural bliss.

The barn is a beautifully converted stable. Open plan, cosy but stylish. Great music system, tv, free sat. On a farm but private. Under floor heating throughout and a well kitted kitchen. 1 lovely bedroom with bath and storage. Separate bathroom. Camp beds available for 2 : no older than 10ish. Cot, high chair etc available on request. A mile from the village with a good shop and local pub. Lovely walks and easy access to the Jurassic Coast. Happy to help and provide recommendations

Oct. 31 – Nov. 7

$234 CAD per night

Guest favourite

Tiny homes in West Stafford

4.91 out of 5 average rating, 198 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.

Feb. 8 – 15

$235 CAD per night

Guest favourite

Guest suite in Dorset

4.91 out of 5 average rating, 129 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.

Nov. 2 – 9

$136 CAD per night

Guest favourite

Guesthouse 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 .

Nov. 19 – 26

$153 CAD per night

Guest favourite

Shepherd’s hut in Martinstown

4.96 out of 5 average rating, 140 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!

Aug. 18 – 25

$163 CAD per night

Guest favourite

Cottage in Winfrith Newburgh

4.98 out of 5 average rating, 252 reviews

Bramble - 17th Century Barn Conv -enclosed garden

Bramble 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.

Mar. 10 – 17

$234 CAD per night

Guest favourite

Guesthouse in Dorchester

4.97 out of 5 average rating, 276 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.

Sep. 22 – 29

$118 CAD 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.

Feb. 16 – 23

$253 CAD per night

Guest favourite

Guest suite in Sydling Saint Nicholas

4.98 out of 5 average rating, 167 reviews

Waterside. Sydling St Nicholas.

This property is a beautifully converted garage. It is detached at the front of the property and you have complete privacy. You can park your car directly in front of the Airbnb where there is seating for Airbnb use only. It is a very quiet village and at night if you switch all the lights off and it is a clear night you can see the Milky Way. If you are staying with us for a special occasion: birthday, anniversary , etc. Let me know and I will try to make your stay special.

Oct. 8 – 15

$140 CAD per night

Guest favourite

Cottage in Dorset

4.98 out of 5 average rating, 313 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!

Mar. 23 – 30

$176 CAD per night

Superhost

Home in Dorset

4.83 out of 5 average rating, 187 reviews

Beautiful townhouse in centre of Dorchester

This townhouse is ideally located in the heart of the historic town of Dorchester - just a 2 minute walk from the shops, restaurants, pubs and museums. This modern 3 bedroom house is suitable for couples and families. There is 1 bathroom and 2 shower rooms/ WCs, one of which is ensuite. There is a fully equipped kitchen and a large lounge / dining area. Please note, bedroom 3 is very small (4 ft bed). The property comes with one private parking space.

Jun. 3 – 10

$270 CAD per night