Guest house holiday rentals in Chesil Bank

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Top-rated guest house rentals in Chesil Bank

Guests agree: these guest house rentals are highly rated for location, cleanliness and more.

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Top guest favourite
A quaint cottage is shown with a stone facade and a charming tiled roof. Large windows frame the entrance, which is flanked by small potted plants. A well-maintained stone patio extends in front, surrounded by a grassy area under clear blue skies.
Guest house in Somerset
4.98 out of 5 average rating, 236 reviews

Garden Cottage, glorious Somerset countryside

Nestled in the grounds of Tarqua House in this idyllic village. Come and stay in our cosy hideaway on the Somerset/Dorset boarder close to the Jurassic Coast. A newly converted, self-contained cottage with exposed beams and underfloor heating. Super comfy kingsize double bed with mattress topper, White Co linen and towels. Fully equipped kitchenette including Smeg kettle and toaster, Nespresso coffee machine. Roberts Radio, Smart TV, Wifi. Outside space and parking. Great pub in the village.

Top guest favourite
Guest house in Stockland
4.99 out of 5 average rating, 103 reviews

A stylish one-bedroom barn adjacent to a stream.

Developed to a high standard, Streamside sits on the edge of a quiet village, in a picturesque Conservation Area in an AONB. It is ideally situated to explore the Jurassic Coast with countryside walks/cycles via footpaths/bridal ways/turbaries from the door. With views of rolling fields in all directions and the fabulous Kings Arms Pub less than 50m away (roaring fires, wholesome food and great beer), Streamside also benefits from a private patio and a shared garden to relax and enjoy the stream

Guest favourite
A luxury hot tub filled with bubbling water welcomes relaxation, framed by lush greenery and open fields under a clear blue sky. The spacious area includes a basketball hoop for added enjoyment, creating an inviting outdoor atmosphere.
Guest house in Tarrant Gunville
4.86 out of 5 average rating, 191 reviews

The Retreat ~ Hot Tub~ Sauna ~ Charming & Cosy Gem

Step into the stylish and comfortable 1BR 1Bath guest house nestled in the picturesque village of Tarrant Gunville. It offers a relaxing oasis with a luxury hot tub, sauna, and a perfect base to explore natural attractions and historical landmarks of Dorset County. Modern design and a rich amenity list will satisfy your every need. ✔ Comfy BR with a Double Bed ✔ Bright Living Space ✔ Kitchenette Amenities ✔ Garden ✔ Hot Tub ✔ Sauna ✔ Smart TV ✔ High-Speed Wi-Fi ✔ Free Parking See more below.

Top 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 in Dorset
4.96 out of 5 average rating, 141 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

Top 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.
Guest house in Dorset
4.94 out of 5 average rating, 312 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
Guest house in Child Okeford
4.98 out of 5 average rating, 110 reviews

Cosy Countryside 2-Bedroom Guest House

Escape to our cosy countryside annexe in Child Okeford within walking distance to historic Hambledon Hill. Set beside a peaceful stream with woodland views and birdsong, it’s perfect for a rural getaway. The self-contained space has 2 bedrooms (one with cot), a fully equipped kitchen for home cooking, and a shower room with washer and dryer. Enjoy the wood fire, private deck with grill, village shop and pubs. A peaceful home away from home to unwind and explore the charm of rural Dorset.

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.
Guest house in Ryall
4.94 out of 5 average rating, 319 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
The exterior view showcases a stone-clad building with a welcoming entrance. A small window and a hanging planter add charm. A pathway leads to the door, with a black chair positioned nearby for outdoor seating.
Guest house in Dorset
4.86 out of 5 average rating, 104 reviews

The Penthouse (Small but mighty)

Enjoy a stylish experience at this centrally-located place on the Isle of Portland. So many places to visit and all within a stones throw away from our newly refurbished Penthouse. Guest access- just off the road down a private drive with one parking space directly outside. The space- One small but stylish room with a double bed and luxury bedding. Mini fridge and kettle. En-suite modern bathroom, towels included. Check-in from 16:00pm Check out before 10:00am

Top 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.
Guest house in Dorset
4.94 out of 5 average rating, 157 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.
Guest house in Mosterton
4.96 out of 5 average rating, 120 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 favourite
Guest house in Dorset
4.98 out of 5 average rating, 207 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.
Guest house in Dorchester
4.97 out of 5 average rating, 342 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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