Guesthouse vacation rentals in Chesil Bank

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Top-rated guesthouse rentals in Chesil Bank

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

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Top guest favorite
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.
Guesthouse in Somerset
4.98 out of 5 average rating, 256 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 favorite
An elegant orangery features large glass doors surrounded by greenery, providing a bright and airy feel. The well-kept garden includes a manicured lawn and decorative plants, with two seating chairs positioned invitingly on the patio, perfect for enjoying the peaceful outdoor atmosphere.
Guesthouse in Broadmayne
5.0 out of 5 average rating, 122 reviews

Stunning and luxurious Manor House holiday home

This immaculate and luxurious ground floor expansive accommodation is light, airy, stylish and oozes opulence! Perfect for family, friends with a love for activities and exploring South Dorset. 10 minutes drive from Weymouth beaches, Lulworth Cove. Open plan kitchen to living area, two bedrooms, wet room, utility area, cloakroom, outstanding Orangery with garden views, private walled rear garden , enclosed coach house/ own drive in private grounds of Manor House, with direct countryside walks.

Top guest favorite
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.
Guesthouse in Tarrant Gunville
4.88 out of 5 average rating, 210 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.

Guest favorite
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 Weymouth
4.94 out of 5 average rating, 338 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 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 Weymouth
4.96 out of 5 average rating, 157 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 favorite
A cozy living area features a large window offering views of the serene outdoor landscape. A wood-burning stove stands against a brick wall, providing warmth. A rounded coffee table complements the soft seating arrangement, styled with cushions and throws for comfort.
Guesthouse in Child Okeford
4.98 out of 5 average rating, 140 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.

Top 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, 351 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 dining area is seen with a neatly set table adorned with a floral tablecloth. Fresh tulips are placed in a vase, alongside breakfast items. Large windows open to the outside, providing natural light and views of the green landscape beyond.
Guesthouse in Uplyme
4.96 out of 5 average rating, 253 reviews

Cosy lodge, parking, beautiful setting, Lyme Regis

Relax with the whole family at this peaceful place to stay. One of two properties available, Beech Lodge is situated in a quiet spot with lovely views towards the Devon countryside. It is a five minute drive to Lyme Regis and is near a footpath that takes you via Uplyme along the River Lim for a meandering walk into Lyme's centre. It is an ideal base for exploring all that Devon and Dorset has to offer. Please read our reviews. Guests love staying here.

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
4.94 out of 5 average rating, 133 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
The exterior of The Little House is framed by lush greenery and colorful flowers. A spacious patio area is visible with seating arrangements against the backdrop of the tranquil landscape. The sunny sky adds brightness to the peaceful environment.
Guesthouse in Uplyme
4.99 out of 5 average rating, 134 reviews

The Little House

The Little House, your home away from home. This 2 bedroom static home will be your perfect getaway from your busy life! After spending a busy day on the beach or in the local area you will look forward to coming home just as I do every day to this beautiful location in Uplyme. We are also situated less than 2 minutes from River Cottage HQ. Perfect if you are attending one of their courses or going for dinner.

Top guest favorite
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, 347 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.

Top guest favorite
The exterior of a cottage is presented, featuring a brick facade with a pitched roof. Multiple windows allow for natural light, while a front door is centrally located. Planters filled with flowers are positioned along the pathway, enhancing the welcoming appearance.
Guesthouse in Dorset
4.92 out of 5 average rating, 226 reviews

Cottage for two in Coombe Keynes

Come and stay in our newly renovated annex. It offers one double bedroom, a shower room, a well equiped kitchen, and a spacious lounge and dining area. It is light and airy with a modern, cosy feel. Coombe Keynes is 7 miles from Wareham and a short drive from the Jurassic coast. The next village of Wool offers everyday essentials, and there are a number of local pubs offering excellent food.

Popular amenities for Chesil Bank guesthouse rentals