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Family-friendly holiday rentals in Chesil Bank

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Chesil Bank

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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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 in Weymouth

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.

FamilyIndoor spacesCheckout

4.96 out of 5 average rating, 242 reviews
Top Guest favourite
Shepherd’s hut in Portesham

The Hide with Private Wood Fired Hot Tub option

'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 - there is a £50 fee for the wood fired hot tub Please be aware the Airbnb Guest Service Fee of 12.5% is now included in our prices Everything you see in the photos are for your own exclusive use Enjoy beautiful sunsets over the vines whilst soaking in your own private wood fired hot tub A perfect place to relax in a romantic setting for two

Indoor spacesKitchenGetting around

4.98 out of 5 average rating, 287 reviews
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 in Puncknowle

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

FamilyKitchenAmenities

4.94 out of 5 average rating, 142 reviews
Guest favourite
Bus in Owermoigne

Fun Bus family playground woodburner dogs nr beach

Escape to a beautiful vintage bus, set in the enchanting grounds of a 13th-century moated manor house. Fully equipped with kitchen, wood burner, solar power, and private shower & compost toilet nearby. Enjoy a private garden with fire pit, plus access to a huge shared garden, treehouse, trampoline & fire pit. Just 10 mins from the Jurassic Coast & 15 mins from Weymouth Beach. A perfect family getaway, and well-behaved pets are welcome! Also available: vintage horsebox, woodland hut & yurt.

KitchenFamilyDecor

4.87 out of 5 average rating, 327 reviews
Guest favourite
A person sits in a small boat on a clear, calm waterway surrounded by lush greenery. The boat is gently gliding through the water, with vibrant foliage reflecting in the serene surface. Wildlife may be observed in this tranquil setting.
Cottage in Portesham

Pond outside your bedroom window.

Self-contained bedroom, a sitting room and shower room. Your suite of rooms is separate from the house with its own entrance. The windows overlook the village duck pond and spring and pretty waterfall. There is parking, for your car, at your door. We're in a Dorset village with Trafalgar history, centuries old church, busy pub. The coast is only a couple of miles away. We are on the Dorset Coastal Path and the SSSI Jurasic Coast. £7.50 for a full Dorset breakfast. Evening meal £7 to £12.

FamilyKitchenBarbecue

4.76 out of 5 average rating, 454 reviews
Top Guest favourite
A large window presents a stunning view of the beach and sea, illuminated by natural light. The light curtains gently frame the window, while a television stands on a dresser nearby. The serene coastal scenery offers a glimpse of a sandy beach and distant hills.
Condo in Weymouth

Stunning Beachfront apartment overlooking the sea

A brand new apartment just 50 steps from the beach with free parking in the heart of Weymouth directly on the Esplanade with panoramic sea views of the award winning beach. Well equipped and nestled amongst shops and restaurants . Just minutes walk to bars , the harbour and train station. Fully fitted kitchen with family size fridge freezer, oven, microwave, toaster, kettle, cutlery, crockery, dishwasher, washing machine, flat screen TV's, Wifi, Hand, bath and beach towels provided.

FamilyIndoor spacesView

4.92 out of 5 average rating, 522 reviews
Superhost
A spacious outdoor area features a round wooden table surrounded by six wooden chairs. A large umbrella provides shade, and sea views are visible in the background, framed by a well-maintained grassy lawn and wooden fencing.
Home in West Bexington

Chesil Lodge Cottage

Chesil Lodge Cottage is situated in the beautiful coastal hamlet of West Bexington, one of Dorset's best kept secrets, and just a stone's throw from the spectacular Chesil beach. The cottage is a comfortably appointed chalet with its own driveway, ample parking and enclosed private garden. There is a wooden veranda with sea and countryside views. Inside there is one double bedroom and a further bedroom with a double bed and single bunk above. There is also a sofa-bed in the lounge.

KitchenFamilyAccess

4.88 out of 5 average rating, 111 reviews
Top 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 in Dorset

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

FamilyKitchenBiking

4.8 out of 5 average rating, 207 reviews
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 in Weymouth

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.

FamilyKitchenLocation

4.97 out of 5 average rating, 382 reviews
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 in Dorset

Arthouse - Curated artists’ studio + sauna

The former artists’ studio in a converted barn in Thomas Hardy’s West Dorset - close to Chesil Beach and the wonderful Jurassic Coast. The art-filled space, with tall ceilings and exposed beams, is curated with art, sculptures, and ceramics by the artist-owners. Mid-century furnishings complement hand-printed wallpaper and antique rugs. Doors open to a private courtyard garden with a patio and fire pit. The sauna, behind the main barn, overlooks a gravel garden.

Indoor spacesKitchenAmenities

5.0 out of 5 average rating, 139 reviews
Top 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 in West Bexington

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.

Indoor spacesKitchenParking

4.97 out of 5 average rating, 435 reviews
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 in Weymouth

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.

KitchenFamilyTV

4.91 out of 5 average rating, 292 reviews

Popular amenities for Chesil Bank family-friendly rentals

Family-friendly home rentals with a hot tub

Top Guest favourite
A private outdoor deck features a Canadian spa hot tub, surrounded by comfortable seating under a large umbrella. Lush greenery and a garden are visible in the background, providing a tranquil setting for relaxation.
Shepherd’s hut in Misterton

shepherds hut /Goat Glamping private hot tub

Indoor spacesKitchenBathroom

4.99 out of 5 average rating, 294 reviews
Guest favourite
The interior of the cabin showcases a wooden staircase leading to the upper level, framed by log beams and large windows. Natural light floods the space, highlighting the warm wooden tones. A serene view of the lake is visible through the windows.
Cabin in Dorset

Log Cabin/Hot Tub on Private Lake Jurassic Coast

Indoor spacesKitchenCheckout

4.93 out of 5 average rating, 374 reviews
Guest favourite
An aerial view of Snipe House reveals a detached property with a sloped roof surrounded by green fields. The private outdoor area includes a hot tub, seating under an umbrella, and a secured dog run, all enclosed by a light green wooden fence.
Home in Portesham

The Snipe House with Hot Tub

KitchenFamilyDecor

4.9 out of 5 average rating, 134 reviews
Top Guest favourite
A green yurt is nestled among lush grass and trees, with a spacious wooden terrace visible nearby. The landscape features rolling hills in the background, under a bright blue sky illuminated by rays of sunshine. The area offers a serene rural setting.
Yurt in Colyton

Buzzard Yurt - A unique eco holiday in East Devon

Indoor spacesFamilyWi-Fi

4.99 out of 5 average rating, 210 reviews
Top Guest favourite
A hot tub is situated on a patio, surrounded by lush greenery and subtropical trees. Steps lead up to a covered sun terrace, which is partially visible in the background. The tranquil garden space offers a serene environment, with a well-maintained lawn and various plants.
Townhouse in Weymouth

Townhouse, garden, hot tub, breakfast terrace.

FamilyIndoor spacesLayout

4.93 out of 5 average rating, 249 reviews
Top Guest favourite
Cottage in Honiton

Peace and Tranquillity -Hot Tub- Dog Friendly

FamilyIndoor spacesHospitality

4.95 out of 5 average rating, 274 reviews
Top Guest favourite
A charming shepherd's hut features a blue exterior and wooden accents. Two rustic chairs are positioned around a fire pit on a decked area, with smoke gently rising. Large windows provide a view into the interior, inviting natural light into the space.
Shepherd’s hut in Dorset

Shepherd's Hut, with stunning views and hot tub

KitchenIndoor spacesAmenities

4.94 out of 5 average rating, 471 reviews
Superhost
The Manor House sits elegantly in the expansive, well-manicured garden, surrounded by lush greenery. It features multiple windows that invite natural light, and a spacious deck extends from the back of the house, perfect for outdoor gatherings.
Home in Lytchett Matravers

Totally Unique 6 Double Bedroom Manor House Poole.

KitchenIndoor spacesSleep quality

4.91 out of 5 average rating, 246 reviews

Family- and pet-friendly home rentals

Family-friendly home rentals with a pool

Top Guest favourite
A rectangular freshwater pool is framed by a wooden deck, surrounded by a landscaped garden. Lush greenery and rolling hills are visible in the background, offering a serene and expansive view of the countryside.
Bungalow in Charmouth

Secluded hideaway, heated pool, walks, fossils

KitchenFamilyLaundry

4.95 out of 5 average rating, 247 reviews
Top Guest favourite
Train in Axminster

Clover Carriage with pool, sauna and outdoor bath

KitchenIndoor spacesPool

4.99 out of 5 average rating, 337 reviews
Top Guest favourite
A bright living area contains large windows with sheer curtains, allowing natural light to fill the space. A comfortable sofa is positioned against the wall, and a wooden dining table with soft chairs is visible. Shelving units feature decorative accents and a television.
Home in Weymouth

Cosy Chesil Beach Getaway - Weymouth *no fees!*

Indoor spacesKitchenCheckout

4.97 out of 5 average rating, 299 reviews
Guest favourite
The exterior of The Duck House is depicted, showcasing a charming two-story chalet surrounded by lush greenery. The light yellow walls complement the natural landscape, while windows reflect the tranquil sky. The well-maintained lawn offers open space for relaxation and play.
Chalet in Whitchurch Canonicorum

The Duck House. A child/dog friendly rural chalet

Indoor spacesFamilyHospitality

4.89 out of 5 average rating, 243 reviews
Top Guest favourite
An indoor swimming pool is featured, surrounded by large windows allowing natural light. The ceiling beams reveal a spacious, airy atmosphere. Two red chairs are positioned nearby, and a shallow end is visible with steps leading into the water. A blue cover rests along one side of the pool.
Cottage in Dorset

Private use of Indoor Pool available May- end Sept

Indoor spacesKitchenBeach

4.98 out of 5 average rating, 401 reviews
Guest favourite
The interior features two twin beds with colorful bedding arranged against wooden walls. A dining table is set with two glasses of red wine, a bottle, and a small vase of flowers. A window offers views of the surrounding greenery.
Shepherd’s hut in Dorset

Everdene shepherd's hut

KitchenIndoor spacesBathroom

4.89 out of 5 average rating, 212 reviews
Guest favourite
A modern caravan is positioned on a spacious grassy plot. It features a large deck with white railing and a series of windows providing ample natural light. The exterior is clad in light-colored panels, and nearby caravans are visible in the background.
Chalet in Dorset

A luxurious modern 3-bedroom Swift Bordeaux

Indoor spacesKitchenPets

4.93 out of 5 average rating, 123 reviews
Superhost
A solid wood cabin is nestled among lush greenery and vibrant flowering shrubs. Tall trees surround the cabin, providing a sense of seclusion while allowing natural light to filter through the leaves. A warm, inviting entrance with a lantern enhances the rustic charm.
Cabin in Forton

Woodpecker Lodge - Log Cabin with Private Hot Tub

KitchenIndoor spacesCleanliness

4.9 out of 5 average rating, 166 reviews