Vacation rentals in Portesham

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Top-rated vacation rentals in Portesham

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Guest favorite

Guest suite in Portesham

4.83 out of 5 average rating, 163 reviews

Modern living in a Traditional quaint village.

A self contained house attached to owners property. Access via secure garage and own door. Offering privacy in beautiful countryside at the edge of the village with pub/ cafe and shop. Open plan living space with TV/DVD player and log burner for the colder months. Dishwasher and washing machine in the property. 1 Bedroom with sloping ceiling with double or twin beds. Can also accommodate 1 baby (under 2 years to share bedroom). Bathroom with bath and shower. Own small garden with patio area.

Jun 19 – 26

G$20,621 GYD per night

Guest favorite

Cottage in Dorset

4.98 out of 5 average rating, 280 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.

Feb 27 – Mar 6

G$28,619 GYD per night

Guest favorite

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

Apr 4 – 11

G$20,897 GYD per night

Guest favorite

Cottage in Dorset

4.94 out of 5 average rating, 210 reviews

Little Barn is a cosy dwelling in a remote valley

Little Barn is located in a remote valley between Upwey and Portesham near Weymouth in Dorset A converted Barn with a modern open plan interior. An adequate garden with Outdoor furniture and BBQ with an external secure store for bicycles etc. The area is good for walking (dogs welcome), many footpaths line the surrounding countryside. Hardy's monument is situated a few miles away. The area offers good cycling both on and off road. Good access to the Dorset coastline which is a short drive away.

Oct 11 – 18

G$58,749 GYD per night

Guest favorite

Guest suite in Dorset

4.92 out of 5 average rating, 125 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.

Dec 9 – 16

G$20,747 GYD per night

Guest favorite

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!

Jun 15 – 22

G$21,150 GYD per night

Guest favorite

Guesthouse in Dorchester

4.97 out of 5 average rating, 274 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.

Nov 27 – Dec 4

G$17,625 GYD per night

Guest favorite

Shepherd’s hut in Waddon

4.96 out of 5 average rating, 190 reviews

The Hide on the Vineyard with wood fired hot tub

'The Hide' is a romantic hideaway on an English Vineyard with your own Shepherd's Hut, Cabin, Shower room & Private Wood Fired Hot Tub for two Everything you see in the photos are for your own exclusive use - no neighbours, no sharing - your own corner of a beautiful vineyard! A perfect place to relax in a romantic setting for two With views across the valley and out to the sea Enjoy beautiful sunsets over the vines while you're soaking in your own private wood fired hot tub

Oct 31 – Nov 7

G$42,455 GYD per night

Guest favorite

Guest suite in Long Bredy

4.92 out of 5 average rating, 140 reviews

Stylish hayloft conversion next to 18thC farmhouse

A newly converted hayloft set up as a one bedroom house. Pitched, beamed ceiling in bed/sitting room, own kitchen downstairs. Spacious shower room, separate small WC No TV but WiFi. Private entrance from village lane into property. In the heart of the Bride Valley so perfect for all year round walkers and nature lovers. Jurassic Coast 5 miles away. One of the richest areas in the UK for hill forts and ancient earthworks. Very houseproud so regrettably no pets and no smokers.

Mar 23 – 30

G$23,707 GYD per night

Guest favorite

Shepherd’s hut in West Bexington

4.97 out of 5 average rating, 346 reviews

The Seaside Shepherd’s Hut

Fall asleep to the sound of waves on shingle in this stunning, hand-crafted oak shepherd’s hut. In winter the Hut is cosy with double glazing, a wood burner plus radiator. In summer relax on the deck to enjoy glorious views of Lyme Bay in an AONB on the World Heritage Jurassic Coast. Nestling in the garden, Chesil Beach and the South West Coast Path are 30 seconds away down a private path. Watch magnificent sunsets over the bay and enjoy stargazing in our dark skies.

Apr 9 – 16

G$27,696 GYD per night

Guest favorite

Apartment in Chickerell

4.95 out of 5 average rating, 140 reviews

Little Knapp

In a designated area of outstanding natural beauty “Little Knapp” a modern coach house style self contained studio apartment is nestled within a private hamlet very close to all the amenities of Chickerell and within a five minute drive of the coastal resort of Weymouth. Situated on the famous Jurassic coast road and only a five minute walk to join the Jurassic South Coast foot path, “Little Knapp” is ideally placed for exploring the wonderful county of Dorset.

Aug 6 – 13

G$25,002 GYD per night

Guest favorite

Apartment in Weymouth

4.9 out of 5 average rating, 338 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! Please note: Beach terrace shared with shop - can get busy in July/August period.

Apr 9 – 16

G$17,073 GYD per night