Guesthouse holiday rentals in Chesil Beach

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Top-rated Guesthouses in Chesil Beach

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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, 209 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.
Guesthouse in Southhill
4.84 out of 5 average rating, 285 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.
Guesthouse in Moreton
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.
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

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.
Guesthouse in Dorset
4.94 out of 5 average rating, 267 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, 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.
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
The open-plan living area features exposed wooden beams and large glass doors that lead to a private deck. A pink sofa and blue couch are arranged around a coffee table on a patterned rug, with a dining set visible in the background.
Guesthouse in Curry Rivel
4.98 out of 5 average rating, 144 reviews

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.

Guest favourite
An outdoor decking area features a small round table with two metal chairs, surrounded by greenery and flowering plants. A blue pot holds herbs, enhancing the tranquil setting with views of the landscape beyond, complemented by a wooden railing.
Guesthouse in Ryall
4.94 out of 5 average rating, 302 reviews

Garden Studio with stunning views, West Dorset.

The Garden Studio is situated at the top of our garden and nestles on the side of Hardown Hill (National Trust). It boasts spectacular views over the Marshwood Vale. Great for countryside walks around the vale and along the Jurassic Coast. Good restaurants and places of interest at nearby historic towns Bridport and Lyme Regis. Lovely beaches close by at West Bay, Seatown, Eype, Charmouth and Lyme Regis. We are approx. 2 miles from Charmouth. The Garden Studio welcomes dogs.

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.
Guesthouse in Maiden Newton
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

Guest favourite
An outdoor courtyard setting is visible, featuring a wooden dining table surrounded by six slatted chairs. A small barbecue is positioned nearby. The stone walls of the barn create a rustic backdrop, complemented by a planter with greenery and a hanging basket of flowers.
Guesthouse in Dorset
4.93 out of 5 average rating, 142 reviews

Character Barn in the Heart of Beaminster

Recently renovated, this Grade II listed Barn was originally a grain store and is now a one bedroom, comfortable and cosy retreat set in the heart of Beaminster, a small picturesque town nestled in a natural valley in stunning West Dorset, close to the Jurassic coast. The Barn is very close to all the shops, restaurants, pubs and cafes of Beaminster as well as some of Dorset's best walks, National Trust sites, Jurassic Coast beaches and weekend markets.

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.

Popular amenities for Chesil Beach guesthouses

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