Guesthouse vacation rentals in Chesil Beach

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Chesil Beach

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

0 of 0 items showing

1 of 3 pages

Top guest favorite

A charming exterior of a cottage features a light-colored door with a small window, flanked by two potted plants. The building is constructed with a mix of stone and brick, reflecting a rustic design. A small dog is resting on the stone pathway in front.

Guesthouse in Somerset

4.98 out of 5 average rating, 179 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

A rustic wooden table displays a selection of breakfast items. Fresh red tomatoes accompany a circular loaf of bread and a platter of various cured meats. A French press coffee pot is positioned nearby, suggesting an inviting morning setting.

Guesthouse in Shapwick

4.99 out of 5 average rating, 494 reviews

Idyllic detached retreat in Shapwick village.

“Surely the best turned out Potting Shed in England”.... from Alastair Sawday’s book “Go Slow England”. The ‘Potting Shed’ is completely separate to our own 400-year-old family home. As guests you have your own entrance door and key to enable you to come and go as you please. It is a charming, safe and secure, quietly situated double room with modern en-suite. Lovely views over the walled gardens and adjacent 15th century Church. Ideal both for single guests or couples. Instagram:shapwick_bnb

Guest favorite

A coastal landscape features a curved sandy beach bordered by grassy cliffs. Gentle waves lap at the shore, where small figures are seen enjoying the area. Rocky outcrops are visible in the water, with a boat positioned nearby and a backdrop of rolling hills.

Guesthouse in Dorset

4.87 out of 5 average rating, 190 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.

Top guest favorite

The exterior of The Frampton Arms pub is presented, showcasing a stone building with a traditional design. The entrance features a decorative archway, with welcoming signs indicating the establishment's services. Lanterns flanking the entrance add to the inviting appearance.

Guesthouse in Moreton

4.93 out of 5 average rating, 175 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.

Top guest favorite

Guesthouse in East Lydford

4.98 out of 5 average rating, 170 reviews

The Barton Annexe - Twin beds or double bed Studio

About 6 miles from Glastonbury with choice of either twin beds or double bed it is close to Somerton, Sreet, Glastonbury, Castle Cary and Shepton Mallet , A single storey property, with own access and entrance ideal for 1-2 persons with plenty of off road parking. Set in a quiet village location,with local pub, mini supermarket and petrol station it is just minutes from the A303 and A37 and an ideal base to use, to tour this lovely part of England. We provide milk on arrival +tea & coffee.

Top guest favorite

A calm waterfront scene is depicted, showcasing colorful buildings lining the harbor. A seagull is perched on a wooden post, with boats moored in the background. The water reflects the bright blue sky, creating a serene atmosphere.

Guesthouse in Dorset

4.97 out of 5 average rating, 119 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 favorite

A charming harbour scene features a variety of boats moored along the water's edge, while vibrant buildings line the waterfront. A calm waterway reflects the colorful facades and the clear sky, creating a picturesque coastal setting with outdoor seating visible along the promenade.

Guesthouse in Dorset

4.95 out of 5 average rating, 223 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

The sun casts a warm glow over the coastline, illuminating the tranquil sea. A lighthouse sits atop a grassy hill, with buildings nearby. The meandering path leads towards the cliff's edge, where the rugged landscape meets the shimmering water.

Guesthouse in Dorset

5 out of 5 average rating, 119 reviews

Beautiful rural retreat, outskirts of Swanage

Ideal for walkers, bird-watchers and nature lovers, this quiet bolt-hole is in the garden of one of the oldest houses in Swanage. The Purbeck stone building in the southern outskirts of the town is separate from the main house, has it's own entrance and off-road parking. A five minute walk brings you to the Durlston National Nature Reserve looking out over the Jurassic coast. Durlston Castle, the Lighthouse and the Southwest Coast Path are 15 minutes away on foot. All without crossing a road.

Top guest favorite

A serene rural landscape unfolds, featuring a lush expanse of green fields bordered by a simple wooden gate. Vivid trees dot the horizon and a stone building can be seen nestled among the greenery, contributing to the tranquil atmosphere of the countryside.

Guesthouse in Curry Rivel

4.99 out of 5 average rating, 124 reviews

Secluded, rural bolthole with tennis court

The Potting Shed is a stylish, secluded oak frame barn with tennis court on the stunning Somerset Levels. A luxurious space to kick back and relax in with its own private garden and beautiful 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.

Top guest favorite

A stunning coastal view features dramatic cliffs and the iconic rock formation known as Durdle Door. The sunset casts vibrant hues of orange and pink across the sky, reflecting on the gentle waves lapping against the sandy beach below.

Guesthouse in Dorchester

4.97 out of 5 average rating, 317 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 (a z-bed can be supplied for 1 child under 12). 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, high chair & travel cot available. Complimentary tea and coffee. Netflix TV.

Guest favorite

A sandy beach stretches along the shoreline, with gentle waves lapping at the water's edge. A paved walkway runs parallel to the beach, lined with beachgoers enjoying the day. Colorful beach huts and a calm blue sky are visible in the background.

Guesthouse in Southhill

4.83 out of 5 average rating, 240 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, 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.

Top guest favorite

A refillable pouch of Carex hand soap is displayed alongside a pump dispenser in a modern bathroom setting. The dispenser is clear, showing the white liquid inside and is situated on a countertop. A clean, minimalist aesthetic is presented.

Guesthouse in Easton

4.97 out of 5 average rating, 103 reviews

Characterful 2-bedroom cozy cottage with garden

Enjoy a stylish experience at this centrally-located cozy two-bedroom cottage with modern facilities plus Sky, coffee machine and private garden. Bedroom one has a double bed, bedroom two is a twin with two single beds. Walking distance from shops, cafes, Church Ope beach, cliff paths. Visit Portland to sail, dive, rock climb, bike ride, hike, visit art exhibitions, relax and explore. Unsafe for pre-school kids. Sorry no under 5 years old. No smoking 🚭