Guesthouse holiday rentals in Dorset

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Top-rated Guesthouses in Dorset

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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.
Guesthouse in Dorset
4.88 out of 5 average rating, 213 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 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.
Guesthouse in Dorset
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

Guest favourite
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.
Guesthouse in Dorset
4.94 out of 5 average rating, 274 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 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.
Guesthouse in Sherborne
4.96 out of 5 average rating, 317 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 view from inside the chalet is captured, featuring a comfortable futon sofa bed facing double doors that open to the beach. The wooden floor and light walls create a spacious feel. A small dining table is visible, enhancing the space’s functionality.
Guesthouse in Dorset
4.99 out of 5 average rating, 245 reviews

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.

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.
Guesthouse in Piddlehinton
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.

Top Guest favourite
A covered outdoor space features a hot tub surrounded by lush greenery and natural light. The area includes a seating arrangement and a dining table, providing a serene environment for relaxation and socializing, sheltered from the elements.
Guesthouse in Dorset
4.95 out of 5 average rating, 498 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.

Top Guest favourite
A bright bedroom features a spacious bed with patterned bedding and neatly placed towels at the foot. Large triangular windows allow natural light to fill the room, while a small television and wooden bedside table provide additional amenities.
Guesthouse in Corfe Castle
4.94 out of 5 average rating, 100 reviews

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.

Guest favourite
The exterior of Lavender Cottage features a charming stone facade and a tiled roof. A white table with matching chairs is positioned outside, surrounded by vibrant flowers and greenery. The inviting outdoor area provides a setting for relaxation and enjoyment of the picturesque surroundings.
Guesthouse in Mosterton
4.96 out of 5 average rating, 113 reviews

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.

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.
Guesthouse in Dorset
4.95 out of 5 average rating, 592 reviews

The Cabin - Hot tub vibes

This is a space for people who want to relax or explore the amazing area of Dorset. It is designed like a hotel room, with no cooking facilities but with the addition of a hot tub 😇 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 pets - sorry!

Top Guest favourite
An inviting living area is presented, featuring a mix of stylish furniture. A green armchair complements a gray sofa, while a wood-burning stove adds warmth. Natural light floods the space, highlighting wood paneling and a staircase leading to a mezzanine. A tall plant adds a touch of nature.
Guesthouse in Dorset
4.97 out of 5 average rating, 184 reviews

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.

Top Guest favourite
A spacious bed is dressed in a bold plaid design, complemented by vibrant red throw pillows. A decorative heart-shaped cushion adds a charming touch. Natural light illuminates the room, highlighting the warm wooden flooring.
Guesthouse in Dorchester
4.97 out of 5 average rating, 330 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. 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.

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