Guest house holiday rentals in Weymouth

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Top-rated guest house rentals in Weymouth

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Top guest favourite
A wooden cabin with large glass doors and windows is shown against a clear blue sky. The entrance is framed by a stone patio, and greenery is visible alongside the cabin, enhancing its natural setting.
Guest house
4.88 out of 5 average rating, 211 reviews

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.

Guest favourite
A compact accommodation features a spacious bed with a neatly arranged blanket and a two-seater sofa. A mini kitchen area includes a kettle and sink. Natural light streams through a large window, highlighting the wood flooring and soft-toned walls.
Guest house
4.84 out of 5 average rating, 286 reviews

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

Guest favourite
A covered hot tub is featured in the foreground, with bubbling water inviting relaxation. In the background, a spacious garden is visible, showcasing a patio dining set shaded by an umbrella, a barbecue grill, and comfortable seating areas surrounded by greenery.
Guest house
4.92 out of 5 average rating, 208 reviews

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.

Guest favourite
A modern outdoor decking area is shown, featuring a dining set with four chairs around a glass-topped table. Lush green plants are visible, and the sunny sky is partially filled with fluffy clouds, creating a serene setting for relaxation or al fresco dining.
Guest house
4.96 out of 5 average rating, 136 reviews

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

Superhost
A spacious sleeping area features a large tufted headboard in a blue hue. Soft lighting is provided by a pendant lamp, while patterned wallpaper adds texture. Two decorative pillows rest on the bed, and natural light filters in through the window covered by dark curtains.
Guest house
4.94 out of 5 average rating, 268 reviews

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.

Top guest favourite
A Purbeck stone building is set in a lush green landscape, surrounded by trees. A pathway leads to a wooden deck with two comfortable chairs placed by the entrance. The structure's traditional architecture blends with the nature-rich surroundings.
Guest house
4.99 out of 5 average rating, 152 reviews

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.

Top guest favourite
A cozy room is furnished with a spacious bed featuring a soft white coverlet. Soft lighting is provided by two bedside lamps, and a small table sits beside the bed. A window allows natural light to brighten the space, complementing the neutral tones throughout the room.
Guest house
4.96 out of 5 average rating, 315 reviews

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

Top guest favourite
A charming exterior view of a light blue cottage with a dark roof and two front doors. Neatly trimmed bushes line the pathway, and a small outdoor area is visible. The structure is surrounded by greenery, with a clear blue sky overhead.
Guest house
4.97 out of 5 average rating, 209 reviews

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.

Guest favourite
A comfortable sleeping area is highlighted by a spacious bed adorned with patterned pillows. A wall-mounted TV and a small desk with a chair are positioned nearby, alongside a stylish shelving unit that adds functionality and aesthetic appeal.
Guest house
4.96 out of 5 average rating, 582 reviews

The Cabin - Hot tub vibes

**Building work next door June to September** price reduced by 25% to reflect this and anyone staying will need to accept there may be some noise pollution. This is a space for people who want to relax or explore the amazing area of Dorset. Sandbanks beach - 10 min drive. Durdle Door - 30 min drive. Studland - short ferry ride from Sandbanks We have a driveway so there is parking available for you if you travel by car. We also live a 5 - 10 minute walk from Poole town centre. No pet

Guest favourite
The spacious living area features a comfortable seating arrangement with a coffee table and a dining space. Natural light floods in through large glass doors, which open to a private garden view. A cozy bed is situated against a light-colored wall, complemented by decorative accents.
Guest house
4.95 out of 5 average rating, 483 reviews

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.

Guest favourite
The exterior of a wooden barn conversion features a spacious deck surrounded by a grassy area and colorful flower beds. Large windows provide a view into the interior, while the roof is covered with green tiles. A shaded area is located to the right of the building.
Guest house
4.88 out of 5 average rating, 344 reviews

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.

Guest favourite
A wooden guesthouse is nestled within a paddock, surrounded by tall trees. A well-maintained railing borders the property, and a small deck extends from the front. The exterior showcases a blend of rustic charm and modern design under a clear blue sky.
Guest house
4.88 out of 5 average rating, 122 reviews

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

Popular amenities for guest house rentals in Weymouth

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Quick stats about guest house rentals in Weymouth

  • Total holiday rentals

    Explore 50 holiday rentals in Weymouth

  • Nightly prices starting at

    Weymouth holiday rentals start at £38 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

  • Wifi availability

    40 of Weymouth holiday rentals include wifi 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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