Guesthouse vacation rentals in Chesil Beach

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Top-rated guesthouse rentals in Chesil Beach

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Top guest favorite
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, 210 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 favorite
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, 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 favorite
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 favorite
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 favorite
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 favorite
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.
Guesthouse in Dorset
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 favorite
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 favorite
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 favorite
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 favorite
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.

Top guest favorite
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, 183 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.

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