Guesthouse vacation rentals in Weymouth and Portland District

Cosy garden cabin in the centre of Wareham

Quiet & cosy cabin with own bathroom within Wareham walls hosted by a Tibetan & English couple. A good place to explore the Jurassic coast & attractions such as Durdle Door, Lulworth Cove, Corfe Castle, Studland, Swanage, Arne Bird Sanctuary, Monkey World, Bovington Tank Museum & Wareham Forest. 5-minute walk to the picturesque quay & town centre which has pubs, restaurants, cafes, supermarkets, buses to tourist attractions & a cinema. 10-minute walk to station. Parking on available on drive.

Bright & Snug annexe with Parking in Weymouth

Welcome to our one bedroom self contained private accommodation with parking space in Weymouth. Consisting of a double bed, two seater sofa ( NOT suitable to sleep) , mini kitchen unit with sink, kettle & toaster, fridge, smart TV, chest of drawers, shower room. Weymouth town Centre, train station and Weymouth’s popular beach is a 20 minute walk through the RSPB nature reserve, where you will see swans, ducks & plenty of bird species. Pub, pharmacy & shop is only a 5 min stroll down the road

Full use: hot tub/sauna/bbq/firepit/Netflix/Prime

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.

Palm Cottage

A good sized modern One bedroom garden annex only a short walking distance to local pub, take away, convenience store & hairdressers with a 20 minute walk into the Town Centre and Beach (£6 - £7 taxi ride) Weymouth is a very popular tourist attraction with numerous high end eating establishments, a superb beach and harbour which are particularly vibrant during the Spring and Summer months, a golf course and a railway station. Only 13 miles from the picturesque Lulworth Cove & Durdle Door

Seaside studio cabin minutes from 'secret' beach

Tucked away up an unmade track & five minutes walk from a 'secret' local beach; Cove Cabin is a compact, stylish, private space; perfect for a couple or two companions. On the doorstep of lesser known beaches & gardens but not far from Weymouth's bustling scenic harbour & golden sands. Ideal stop off whilst walking the SW Coast Path. The perfect area for watersports, wild swimming, walking, mooching around the harbour & locality, sampling the local seafood & eateries & just simply relaxing.

34 Monmouth Beach

34 Monmouth Beach lies to the west of the historic Cobb in Lyme Regis. It is a beautifully finished and stylishly furnished wooden chalet right on the beach. Enjoy uninterrupted sea views from the generous wooden deck at the front of the chalet. There is parking behind the chalet and a ramped access. Our chalet is great for couples, small families, friends; it can sleep 4. Our change over days are Friday and Monday (though this listing may state Fridays only), check in 4pm, check out 10am.

The Yorkshireman @ Piddlehinton

We are so excited about our 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 our award winning pub, The Thimble Inn. We are right next door if you need anything, but if you prefer your privacy, you can be totally separate.

Beautiful Cosy Retreat & Hot tub, near beach

Although the Annexe is part of our family home, we no longer live in the house & the property is only for guests staying at the annexe. During your stay explore the Dorset coast & forests, eat delicious meals at our local restaurants & pubs, spend a relaxing evening in fully covered hot tub surrounded by festoons lights, or spend the afternoon in the garden. The Annexe is a couple minutes walk away from pubs, restaurants, M&S & Tesco & lovely woodland walks. Sky sports is include.

The Barn Little Birch

Wooden barn conversion that's been converted to the highest spec, on the edge of a pretty rural Dorset village. Only a few miles from the stunning Lulworth Cove and Durdle Door, there is plenty of walks attractions for all the family. The world famous Monkey world and Tank Museum is only a 10 minute drive away, you could also visit the ruins of Corfe castle with beautiful village it is set in. We are 20 minute drive from Dorchester which was the home of Thomas Hardy.

Characterful 2-bedroom cozy cottage with garden

Enjoy a stylish experience at this cozy, centrally-located cozy two-bedroom cottage with modern facilities plus Sky, coffee machine and private garden. Bedroom one has a double bed, bedroom two is a twin with two single beds. Walking distance from shops, cafes, Church Ope beach, cliff paths. Visit Portland to sail, dive, rock climb, bike ride, hike, visit art exhibitions, relax and explore. Unsafe for pre-school kids. Sorry no under 4 years old . No smoking 🚭

A charming one bedroom guesthouse nr Maiden Newton

The Woodshed is a self contained guesthouse that is situated in a paddock behind our main house and in the heart of the glorious Dorset countryside, perfect for holidays and short breaks. A lovely one double bedroom property with secure private parking and a decking area with outdoor seating and stunning views of the Frome valley. Surrounded by rolling hills and close to some of Dorset's most treasured landmarks, this is a place to truly escape and relax. *NO PETS

The Mousehole - 1 bed in Corfe Castle

Situated a five minute walk from the centre of beautiful Corfe Castle, the Mousehole is a newly converted and fitted out annexe to our home. It is light and bright, yet peaceful. Completely self contained and surrounded by glorious countryside, you can explore from the doorstep. We have four pubs within a short walk, and a fabulous village shop / Post Office. Beaches are within a short drive or bus ride and the Swanage Railway steam trains stop in the village.