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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Top guest favourite
The exterior of The Pod is showcased, featuring a round structure nestled among lush greenery. A wooden deck leads to a tube slide, providing a playful entry point. Surrounding pathways are lined with gravel, and natural landscaping enhances the connection to the outdoors.
Treehouse
4.99 out of 5 average rating, 503 reviews

the pod@springwater

The Pod at Springwater is a unique, handcrafted property set up amongst the trees. It has two bedrooms: one double, with a large window and a view into the trees and the smaller, twin room, with offset bunk beds. The living room has a smart tv. There's also a well equipped bathroom with a great shower. Downstairs is accessed through a trapdoor in the floor to the kitchen or the fun way via the tube slide. Double doors open onto the backyard, which has an outdoor fireplace, pizza oven and bbq.

Top guest favourite
Shepherd’s hut
4.98 out of 5 average rating, 281 reviews

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

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
4.85 out of 5 average rating, 190 reviews

A luxury unique home spa - White Stones Retreats.

Set in a prime position amidst a quintessential village of thatched cottages. Where wildflower paths and trickling streams amble down the the beautiful Osmington Bay. Toe dipping in the shallows, coastal walks under flaring sunsets, hibernating in our home spa while storms crash outside. Our unique holiday home offers a sanctuary in all weathers. With a collated & collected vibe, this light filled cottage is perfect for families looking for a beach escape, only a 5 minute drive to the sea.

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
4.89 out of 5 average rating, 108 reviews

The Snipe House with Hot Tub

Set on the Jurassic coast in an area of outstanding natural beauty. Snipe House offers access to a beautiful scenic part of Dorset. Situated just 5 minutes from Abotsbury and 10 minutes from Weymouth close to award winning beaches and convenient access to many miles of glorious country walks. Private, secluded exclusive. The House is situated on a dog boarding site. Snipe House comes with your own private dog run, we can also offer doggy day care. Luxury Spa set at 38C so unwind and chill.

Guest favourite
The charming exterior of a green double-decker bus is showcased, featuring large windows and a wood-burner pipe on the roof. A circular picnic table with an umbrella is positioned on a wooden deck, surrounded by natural greenery, providing a relaxing outdoor space.
Bus
4.94 out of 5 average rating, 187 reviews

“Rex the Bus” Quirky and fun bus conversion.

"Rex the Bus" is unique, fun and just a little bit quirky. This double decker bus has been converted to the highest standard and connected to mains electricity, water and drainage. Enjoy panoramic views of the countryside from the windows, watch the sunrise from your double bed or cabin bunk bed. Heating and a wood-burner will keep you warm and snug, whilst the kitchen area provides plenty of space to cook up a delicious meal. There is a shower downstairs and a loo and basin upstairs.

Top guest favourite
An open plan living area features a wooden dining table with a vibrant orange top, complemented by a cozy wood-burning stove. A staircase leads to a mezzanine level where a sleeping area is visible. Modern kitchen appliances are arranged along one wall.
Barn
4.99 out of 5 average rating, 236 reviews

The Cider House. Rural Bolthole near Bridport Jurassic Coast

A rural bolthole in a converted barn - comfort and style with just a nod to luxury. Part of a small cluster of outbuildings behind our home, surrounded by 14 acres of fields. Designed for year round use with lovely outside spaces for summer and a cosy interior and wood-burning stove for colder months. Totally self-contained, secluded, and away from the coastal crowds, but just 10 mins Bridport & beach. Attention to every detail to give you everything you want, but nothing you don't need.

Guest favourite
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
4.91 out of 5 average rating, 103 reviews

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.

Guest favourite
A living room is presented with a navy blue feature wall and elegant chandeliers. A plush blue sofa and floral upholstered chairs provide seating around a central coffee table. A decorative mirror and artwork enhance the space, complemented by a non-working fireplace.
Flat
4.91 out of 5 average rating, 163 reviews

Esplanade: Beach front, Regency flat with parking

Alexandra House, Esplanade is on the seafront overlooking Weymouth’s glorious sandy beach and close to the bandstand, Pavilion theatre, harbour and town centre. This stunning Grade II listed property retains many of its original features and has a modern kitchen, new bathroom and free parking at the rear of the property for one car. This ground floor flat has been refurbished to a very high standard - step into luxury on the seafront and enjoy the uplifting view over Weymouth Bay.

Top guest favourite
A former aircraft, showcased in a woodland setting, features a unique exterior design with vibrant green accents. The fuselage stands on a grassy area, surrounded by trees and green foliage, with a pathway leading up to it, indicating accessibility to the entrance.
Plane
4.99 out of 5 average rating, 124 reviews

No Snakes on this Plane!

Tired of economy class? Charter a stay in a first class fuselage with wood fired hot tub situated in tranquil woodland. Welcome onboard your own private aircraft, step inside to the sleek contemporary interior of first class. Outside, unwind in seclusion in private woodland, a short walk away from the West Somerset Railway and the AONB of the Quantock Hills. An ideal getaway for two in first class, for families there is a bunk bed in the living room area. Dogs at additional cost.

Top guest favourite
Barn
5 out of 5 average rating, 222 reviews

Jurassic Coast Boutique Retreat with Views

Set amid the rolling Dorset countryside with far reaching breathtaking views The Hayloft is a relaxed luxury retreat designed for slow, restorative stays. Part of Grandview Farm The Hayloft is a self contained annex offering a secluded, peaceful haven just moments from the Jurassic Coast. Thoughtfully styled with natural textures and luxurious touches throughout, it is the perfect base for a couple or two friends who enjoy coastal walks, cosy mornings and drinks under the stars.

Top guest favourite
Apartment
4.91 out of 5 average rating, 139 reviews

Beachside View

Enjoy easy access both beach and town centre from this beachfront couples' retreat. This top floor (3rd floor) flat has panoramic views across the bay and there's even a telescope. This apartment is right next to a M&S food hall and within 100m of a fish n chip shop, a Chinese takeaway, a traditional pub and several bars and restaurants. There is a king size bed in the bedroom and a sofa that pulls out into a bed in the lounge. Access to the bathroom is through the bedroom.

Guest favourite
Home
4.9 out of 5 average rating, 124 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.

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