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Family-friendly holiday rentals in Chesil Bank

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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.

KitchenFamilyAccuracy

4.96 out of 5 average rating, 242 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

Indoor spacesKitchenPets

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.

FamilyKitchenHeating

4.87 out of 5 average rating, 328 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.

Indoor spacesFamilyDecor

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.

KitchenFamilyHospitality

4.92 out of 5 average rating, 524 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.

FamilyKitchenCheck-in

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 +heated pool (15/5-15/9)

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

FamilyIndoor spacesCleanliness

4.8 out of 5 average rating, 207 reviews
Top Guest favourite
The exterior of the cottage is showcased, highlighting a charming wooden structure adorned with climbing foliage. A gravel driveway leads up to the entrance, framed by neatly arranged planters. A wooden fence enhances the privacy of the property, complemented by young trees.
Cottage in Bridport

Berry Farm Cottage

Berry Farm Cottage nestles in a private area of the grounds of Berry Farm, which dates back to the 16th century. It is located in the charming Conservation Village of Walditch, within walking distance of Bridport. The Cottage itself has 2 bedrooms and two bathrooms with an open-plan living space and is set away from the main house in its own private grounds, with 1,200sqm (0.3acres) of orchard garden, as well as an outside patio with table and chairs, with country views.

KitchenIndoor spacesBathroom

4.99 out of 5 average rating, 276 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 spacesKitchenSleep quality

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.

KitchenIndoor spacesSleep quality

4.97 out of 5 average rating, 435 reviews
Top Guest favourite
A lively seafront scene is depicted, showcasing a sandy beach populated with sunbathers and colorful umbrellas. The historic architecture of a grand building stands prominently in the background, while various water activities are taking place along the shoreline.
Apartment in Weymouth

Flat 2 Royal Quarters

Flat 2 Royal Quarters is a newly refurbished apartment in a grade two building situated on Weymouth seafront. The apartment is stylishly furnished to a high standard Stunning views over Weymouth bay. Flooded with light & you can watch the sunrise every morning from your bed...(weather permitting;)) *** new for 2026 I now provide a parking permit**** Please be aware that the apartment is on the seafront and it can be noisy

FamilyIndoor spacesValue

4.94 out of 5 average rating, 368 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.

Indoor spacesFamilyLayout

4.91 out of 5 average rating, 293 reviews

Popular amenities for Chesil Bank family-friendly rentals

KitchenWi-FiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

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 spacesKitchenHospitality

4.93 out of 5 average rating, 375 reviews
Top Guest favourite
Shepherd’s hut in Portesham

The Hide with Private Wood Fired Hot Tub option

Indoor spacesKitchenWalkability

4.98 out of 5 average rating, 287 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

FamilyIndoor spacesPets

4.99 out of 5 average rating, 212 reviews
Superhost
An indoor pool is surrounded by sleek gray tiling and illuminated by recessed lighting. The pool's inviting turquoise water reflects the ceiling lights. A cozy seating area with cushions is visible in the corner, providing a relaxed atmosphere.
Cottage in Osmington

A luxury unique home spa - White Stones Retreats.

Indoor spacesKitchenCleanliness

4.85 out of 5 average rating, 208 reviews
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 spacesFamilyAccuracy

4.99 out of 5 average rating, 294 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

FamilyIndoor spacesGetting around

4.9 out of 5 average rating, 134 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.

KitchenFamilyTV

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

Peace and Tranquillity -Hot Tub- Dog Friendly

FamilyKitchenParking

4.95 out of 5 average rating, 275 reviews

Family- and pet-friendly home rentals

Top Guest favourite
The cottage, constructed from Portland stone with a thatched roof, is framed by a well-maintained garden. The exterior features multiple windows and a welcoming entrance, surrounded by neatly arranged flower beds and green lawns, presenting a serene countryside setting.
Cottage in Chilfrome

Beautiful 2 bedroom cottage in glorious Dorset

Indoor spacesKitchenRiver

4.98 out of 5 average rating, 113 reviews
Guest favourite
An outdoor space features a round table with a white tablecloth, accompanied by a bowl of fruit and a traditional teapot. Two wooden chairs are positioned beside the table. Large double doors open into a compact cabin with pastel blue walls, providing an inviting entryway.
Cabin in Seatown

Jurassic coast Glamping, West Dorset

KitchenIndoor spacesBeach

4.82 out of 5 average rating, 1347 reviews
Top Guest favourite
A spacious grassy area is bordered by lush trees, creating a serene environment. The Safari Tent is positioned on the right, featuring a covered porch with outdoor seating. A dirt path leads to the tent, suggesting accessibility to the natural surroundings.
Tent in Hooke

'Tanglewood' Safari Tent the perfect rural retreat

KitchenIndoor spacesRiver

4.97 out of 5 average rating, 156 reviews
Top Guest favourite
An expansive wooden deck is featured, with a modern round fire pit positioned among lush greenery and vibrant flowers. Large glass doors allow views into the interior space, which is visible beyond the deck. The natural landscape extends in the background under a clear sky.
Shepherd’s hut in Uplyme

Headland Hideaway Shepherd's Hut in Lyme Regis

KitchenIndoor spacesPets

4.99 out of 5 average rating, 148 reviews
Top Guest favourite
A stone cottage features a light green door framed by greenery. Large windows allow natural light to illuminate the entryway, while shrubs and trees create a peaceful, sheltered setting. The roofline peaks gently against a backdrop of clear blue skies.
Home in Martinstown

Enchanting Manor Coach House

Indoor spacesKitchenLong stay

4.96 out of 5 average rating, 142 reviews
Guest favourite
A light-filled sitting room features a cozy gas fireplace framed by decorative elements. A television is positioned on a wooden unit nearby, while a soft area rug complements the seating area with patterned cushions on a beige sofa. Bookshelves are glimpsed in the background.
Home in Dorset

Tranquil Townhouse with Parking,minutes from Beach

FamilyKitchenComfort

4.91 out of 5 average rating, 649 reviews
Top Guest favourite
Home in Dorset

Stylish Beach House moments from the beach

Indoor spacesFamilyComfort

4.96 out of 5 average rating, 192 reviews
Top Guest favourite
A cozy sleeping area features a spacious bed with soft gray bedding and a decorative throw pillow. A wooden bookshelf displays various items, while a glass door opens to a view of the outside. Warm lighting highlights the room's inviting design.
Farm stay in Osmington

Beautiful Annex situated on the Jurrasic Coast.

Indoor spacesKitchenSolo travel

4.94 out of 5 average rating, 326 reviews

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

FamilyKitchenComfort

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

Clover Carriage with pool, sauna and outdoor bath

FamilyKitchenView

4.99 out of 5 average rating, 338 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!*

KitchenIndoor spacesWi-Fi

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

FamilyIndoor spacesLocation

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

Indoor Pool. Available until end of October!

KitchenFamilyWalkability

4.98 out of 5 average rating, 402 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

Indoor spacesFamilyValue

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

KitchenIndoor spacesValue

4.92 out of 5 average rating, 124 reviews
Guest favourite
Lush gardens are featured with blooming roses in vibrant shades of pink and white. A pathway meanders through the garden, leading into a verdant field. The sky above is bright with fluffy white clouds, enhancing the tranquil outdoor setting.
Cottage in Sherborne

Secret Rural Retreat

Indoor spacesFamilyQuiet

4.91 out of 5 average rating, 446 reviews

Destinations to explore