
Guesthouse holiday rentals in Weymouth and Portland District
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Top-rated Guesthouses in Weymouth and Portland District
Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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.

Beautiful rural retreat, outskirts of Swanage
Ideal for walkers, bird-watchers and nature lovers, this quiet bolt-hole is in the garden of one of the oldest houses in Swanage. The Purbeck stone building in the southern outskirts of the town is separate from the main house, has it's own entrance and off-road parking. A five minute walk brings you to the Durlston National Nature Reserve looking out over the Jurassic coast. Durlston Castle, the Lighthouse and the Southwest Coast Path are 15 minutes away on foot. All without crossing a road.

Secluded, rural bolthole with tennis court
The Potting Shed is a stylish, secluded oak frame barn with tennis court on the beautiful Somerset Levels. A luxurious space to kick back and relax in with its own private garden and stunning far reaching views of the countryside. It boasts a romantic bedroom with kingsize French bed and ensuite. The bespoke kitchen is extremely well equipped, with a Nespresso machine, dishwasher, induction hob and fan oven. There is lots to enjoy in the local area from good pubs to fantastic walks.

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.

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 🚭

Cosy lodge, parking, beautiful setting, Lyme Regis
Relax with the whole family at this peaceful place to stay. One of two properties available, Beech Lodge is situated in a quiet spot with lovely views towards the Devon countryside. It is a five minute drive to Lyme Regis and is near a footpath that takes you via Uplyme along the River Lim for a meandering walk into Lyme's centre. It is an ideal base for exploring all that Devon and Dorset has to offer. Please read our reviews. Guests love staying here.

Lavender Cottage, Mosterton, Beaminster, Dorset.
Lavender Cottage is a quaint little stone cottage situated in the grounds of 300 year old Sandiford Farm. With spectacular views of the Dorset countryside and decorated with french flair it's not only a walkers paradise but also just 20 mins drive from the Jurassic Coastline. If you're looking for a base to unwind and explore with a popular pub on your doorstep offering great food and drinks then look no further, this is the place for you.

The SHED at Dorset Farm
the SHED is really anything but a shed. Built on the site of a former stables, the shed is a bespoke design and build, constructed in 2020 /2021. Built next to a nature pond and coppice within an AONB, living in the shed connects you to the beauty of the natural world. The shed is all about serenity, luxury craftsmanship and escapism. Outside there is a private terrace with Pizza oven, BBQ and outdoor dining and living area.
Popular amenities for Weymouth and Portland District guesthouses
Family-Friendly guesthouses

Cosy Shepherd Hut with Courtyard Garden

Self catering studio flat on beautiful Devon farm

Rural Idyll for dog-lovers near the New Forest

Coast, countryside and towns at your fingertips

Beautiful Lodge with views of the countryside

A great base for exploring Dorset and beyond.

Spring Studio

A Hidden Gem With Private Hot Tub and Garden.
Guesthouses with a patio

Character Barn in the Heart of Beaminster

Rosie’s Place - close to beach

The Getaway: Quaint Log Cabin on Jurassic Coast

Charming 2 bed self-contained cottage with Patio

The Studio @ No 28 Garden Annexe with patio

Arne View Lodge, South facing with Hot tub.

Unique Private Cabin in Purbeck Dorset Countryside

Dorset Stay: Coast & Countryside
Guest house rentals with a washing machine and dryer

Cosy Countryside 2-Bedroom Guest House

A spacious home from home in North Dorset

Milkwell’s heavenly place

Comfortable annexe within reach of the sea

Delightful barn in scenic North Dorset

Newly converted hilltop Chapel

Littlesea Holiday Park,Weymouth 3 bedroom sleeps 8

*Secluded detached Modern property with garden*
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