Holiday rentals with outdoor seating in Chesil Bank

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Top-rated rentals with outdoor seating in Chesil Bank

Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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Top guest favourite
A cozy sitting area features a plush olive green velvet sofa adorned with patterned and solid cushions. A stylish wooden chair complements the vintage aesthetic, while large artworks decorate the walls. Exposed wooden beams add character, and a patterned rug enhances the inviting ambiance.
Barn
5 out of 5 average rating, 105 reviews

Artist’s Creative Hideaway & Sauna

Beautiful, inspiring, and peaceful, Arthouse is a place to escape. This converted art studio in West Dorset is close to Chesil Beach and the Jurassic Coast. It is surrounded by wildflowers and features contemporary art and sculptures by artists Rouwen and Reeve. The space is complemented by mid-century modern furnishings, high ceilings, and exposed beams. All doors open to a private patio and a naturalistic garden. The Sauna, located in the gravel garden looks out onto sculptures and plants.

Guest favourite
A serene outdoor seating area is highlighted, featuring two wicker armchairs with soft cushions and a glass-topped table. Beyond, the tranquil Fleet Lagoon reflects sunlight, providing picturesque views, while colorful flowers add a touch of warmth to the setting.
Chalet
4.95 out of 5 average rating, 218 reviews

Summer Lodge

The Summer Lodge boasts uninterrupted views of the Fleet Lagoon and world famous Chesil Beach from its elevated position on the South West Coast Path (Jurassic Coast). Located just one mile from the Isle of Portland, the home of the 2012 Olympic sailing events and a short drive from Weymouth town centre and harbour, our stunning holiday home is perfectly situated for anyone wanting a coastal escape. Our sea view lodge sleeps 6 people. There are 2 double bedrooms and a small double sofa bed.

Top guest favourite
A sandy beach stretches across the foreground, with large stones placed sporadically. In the distance, a row of white chalets is visible against a backdrop of rolling hills under a cloudy sky.
Chalet
4.95 out of 5 average rating, 113 reviews

Little Beach House on West Dorset’s Jurassic coast

Little Beach House is located in the unspoilt hamlet of West Bexington only 20 yards from Chesil beach which is on the Jurassic coast of West Dorset. It has uninterrupted views of the sea from the lounge and bedroom and has a very sunny aspect being a south-facing garden, outside it has a grassed back and front garden with private parking West Bexington has a hotel with restaurant and bar, it also has great food at the Club house restaurant, all within a short walking distance of the Chalet

Top guest favourite
A modern kitchen features a wooden dining table surrounded by four woven chairs. A large range cooker is positioned against the tiled backsplash, with ample white cabinetry overhead and below. Open shelving displays glassware and decorative items, complemented by soft lighting and a neutral-colored floor.
Cottage
4.94 out of 5 average rating, 232 reviews

Strawberry Cottage

Lovingly restored and modernised by Harry in 2011, Strawberry Cottage is nestled by the river Wey in the village of Upwey, Dorset. This quaint property is close to the famous Jurassic Coast, within 4 miles of the seaside town of Weymouth and Dorchester town.Durdle Door / Lulworth Cove is an approximate 29 minute drive,and the main supermarket is 8 minutes away by car. Upwey has two pubs a busy tearoom,garden nursery and Tesco Express all within 5 to 10 minutes walk. Relax inside or out.

Guest favourite
A charming barn conversion features natural stone walls and large windows that invite ample sunlight. The surrounding landscape includes lush greenery and a clear blue sky, creating a serene rural atmosphere. The driveway leads to the entrance, providing easy access to the property.
Cottage
4.79 out of 5 average rating, 191 reviews

Stunning Barn conversion with heated swimming pool

Courage Cottage is a two bedroom detached barn conversion in a Georgian farmyard.The barn was converted in 2013 so has all modern conveniences including underfloor heating. It is very individual and situated in a quiet , rural setting. It has two bedrooms with en-suite bathrooms. The village of Martinstown has an excellent pub and shop. Dorchester is 2 miles away and has every facility including good rail connections in all directions.Swimming pool (shared ) open May 15th-Sept 15th

Top guest favourite
The exterior of Sunnyside Lodge features a well-maintained brick facade adorned with vibrant flower planters. A paved driveway is visible, leading to the entrance, with clear space indicating off-road parking availability. The surrounding area includes privacy fencing and additional greenery.
Bungalow
4.97 out of 5 average rating, 344 reviews

Sunnyside Lodge

Sunnyside Lodge is a fully self-contained property with a private entrance and off-road parking located 1.4 miles from Weymouth town centre. The property has been converted to a holiday let, decorated to a crisp, clean and comfortable finish. The property comes with access to high speed WiFi, Sky Q and is fully fitted with fire alarms and a CO2 alarm. The location provides excellent transport links to surrounding local attractions including The Jurassic Coast - a World Heritage Site.

Top guest favourite
The wood-fired hot tub, crafted from cedar, is positioned under a wooden shelter, offering a view of the vineyard and sunset. The serene water surface reflects the trees and warm evening light, providing a tranquil setting for relaxation.
Shepherd’s hut
4.97 out of 5 average rating, 270 reviews

The Hide on the Vineyard with wood fired hot tub

'The Hide' is a truly romantic hideaway on an English Vineyard with your own Shepherd's Hut, Cabin, Shower room & Private Wood Fired Hot Tub for two adults Everything you see in the photos are for your own exclusive use - no sharing - your own corner of a beautiful little vineyard! A perfect place to relax in a romantic setting for two Enjoy beautiful sunsets over the vines whilst soaking in your own private wood fired hot tub which has a small extra charge of £50 per stay

Guest favourite
Home
4.9 out of 5 average rating, 123 reviews

Short House, Chesil Beach

5* Luxury Dorset Seaside Cottage with 200m frontage on to Chesil Beach; the UNESCO World Heritage Jurassic Coast. Short House; newly re-fitted, large living/dining/kitchen, 2 double bedrooms with ocean views and 2 classy bathrooms. Options for two additional John Lewis auto-inflatable single beds, and a crib/cot, increasing capacity to 6 people. A peaceful idyllic 'Stop the world, I want to get off' getaway, but only 15 mins from the charming market town; Bridport.

Guest favourite
The handcrafted oak shepherd’s hut is set in a green garden, featuring a light blue door and windows. A small deck with a dining table and chairs sits at the entrance, while a gas BBQ is positioned nearby. Steps lead to the inviting exterior.
Shepherd’s hut
4.97 out of 5 average rating, 406 reviews

The Seaside Shepherd’s Hut

Fall asleep to the sound of waves on shingle in this stunning, hand-crafted oak shepherd’s hut. In winter the Hut is cosy with double glazing, a wood burner plus radiator. In summer relax on the deck to enjoy glorious views of Lyme Bay on the World Heritage Jurassic Coast. Nestling in my garden, Chesil Beach and the South West Coast Path are 30 seconds away down a private path. Watch magnificent sunsets over the bay and enjoy stargazing in our dark skies.

Top guest favourite
A bright and inviting area features a large window draped with sheer curtains, allowing natural light to flood in. A small wooden table with two chairs is positioned near the window, complemented by decorative items on the wall and a plant on the table.
Tiny home
4.9 out of 5 average rating, 254 reviews

Cosy Sail Loft on the harbour.

This special place is close to everything, making it easy to plan your visit. With your own parking space, own entrance, bedroom / lounge, own kitchen and Bathroom, you can be fully self sufficient or enjoy all the local pubs and restaurants on your door step. Literally right on the harbour front and only a minute away from the beach, this cosy property allows you to enjoy all of this seaside town within a few minutes.

Guest favourite
Cottage
4.86 out of 5 average rating, 174 reviews

Cosy, dog friendly cottage in the heart of Dorset

Take it easy at this unique and tranquil getaway in the heart of Dorset. Beautiful scenery is all around you in this cosy cottage. The Jurassic coastline a just a short drive away, as is the historic town of Dorchester. The village has a great local pub, and a shop selling local produce as well as some essential items. Enjoy the privacy of an entire home with a beautiful garden in picturesque surroundings.

Guest favourite
The image shows a beachfront restaurant with a large awning displaying the name 'ROCKFISH.' Multiple outdoor tables are visible on a balcony above. The building's facade features light-colored walls and large windows, contributing to a welcoming atmosphere by the sea.
Flat
4.92 out of 5 average rating, 263 reviews

Beachfront apartment - balcony and parking permit

Watch the sun rise and night fall over the bay from this charming, central Esplanade, Georgian first floor apartment with free parking permit. Looking directly onto Weymouth's award winning beach and just minutes from Weymouth's picturesque harbour and town. A comfortable, light and airy living space offering a large sea and beach view balcony with seating. Ideal for couples. Superfast Sky WiFi.

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