
Guesthouse vacation rentals in Weymouth
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Top-rated guesthouse rentals in Weymouth
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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.

The Milk Shed
Cosy and self-contained room with own access in peaceful village just off the A303 - great for a stop over or weekend away Beautiful rural walks in the surrounding area Continental breakfast available - Fine dining pub, The King's Arms, and outstanding village shop next door - 10 minutes drive to historical market-town of Sherborne with it's great shopping, abbey and castles - 20 minutes to Wincanton race course and Bruton's Hauser & Wirth art gallery - 1 hour's drive to the Jurassic coast

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.

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.

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.

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. 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. Complimentary tea and coffee. Netflix TV.
Popular amenities for Weymouth guesthouse rentals
Family-friendly guest house rentals

The Countryside Loft in stunning rural Dorset

Coast, countryside and towns at your fingertips

Garden Lodge Hideaway with BBQ, New Forest Edge

Beautiful Lodge with views of the countryside

The Highland Cow - New Forest Tranquility

"The Retreat" Beautiful self contained studio

The Studio B&B Luxury Garden Room

Georgian Rectory, Private Tub and Gardens.
Guest house rentals with a patio

Old Smokey

Character Barn in the Heart of Beaminster

The Getaway: Quaint Log Cabin on Jurassic Coast

Charming 2 bed self-contained cottage with Patio

Cosy lodge, parking, beautiful setting, Lyme Regis

The Studio @ No 28 Garden Annexe with patio

Secluded, rural bolthole with tennis court

Arne View Lodge, South facing with Hot tub.
Guest house rentals with a washer and dryer

Cosy Countryside 2-Bedroom Guest House

Milkwell’s heavenly place

Beautiful rural retreat, outskirts of Swanage

Delightful barn in scenic North Dorset

Rural Idyll for dog-lovers near the New Forest

Newly converted hilltop Chapel

Modern Garden Room under 5 min walk to beach

Spacious Stables Conversion
When is the best time to visit Weymouth?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$15,689 GYD | G$16,944 GYD | G$18,199 GYD | G$22,382 GYD | G$22,173 GYD | G$25,311 GYD | G$25,311 GYD | G$27,821 GYD | G$19,872 GYD | G$21,755 GYD | G$16,944 GYD | G$15,479 GYD |
| Avg. temp | 7°C | 7°C | 8°C | 9°C | 12°C | 15°C | 17°C | 17°C | 16°C | 13°C | 10°C | 8°C |
Quick stats about guesthouse rentals in Weymouth

Total vacation rentals
Explore 50 vacation rentals in Weymouth

Nightly prices starting at
Weymouth vacation rentals start at G$10,459 GYD per night before taxes and fees

Verified guest reviews
Over 1,190 verified reviews to help you choose

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Weymouth vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Weymouth rentals

4.7 Average rating
Weymouth stays receive an average rating of 4.7 out of 5 from guests
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- New Forest National Park
- Paultons Park Home of Peppa Pig World
- Weymouth Beach
- Stonehenge
- Boscombe Beach
- Kimmeridge Bay
- Bournemouth Beach
- Highcliffe Beach
- The Tank Museum
- Southbourne Beach
- Poole Quay
- Crealy Theme Park & Resort
- Preston Sands
- Sandy Bay Beach Blue Flag Winner 2019
- Mudeford Sandbank
- Beer Beach
- Man O'War Beach
- Charmouth Beach
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- Oddicombe Beach
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