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.

%{current} / %{total}1 / 1
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 in Churchstanton
4.99 out of 5 average rating, 488 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
The charming exterior of Carter's Cottage is showcased, featuring traditional stone walls and a thatched roof. Lush greenery surrounds the property, while the gravel pathway leads to a welcoming entrance framed by potted plants.
Cottage in North Chideock
4.87 out of 5 average rating, 102 reviews

Authentic, cosy, thatched cottage, mins from coast

Cosy Carters Cottage nestles in the peaceful Dorset hamlet of North Chideock, adjacent to 16th century Home Farm Cottage. A fab rambler's location, with EV charger, 40 mins walk from the Jurassic coastline, 3 thatched pubs, Spar shop, Felicity's Farm Shop, Hell's Lane smugglers hollow-way, Colmers Hill & Symondsbury Estate Cafe. 15 mins drive to Lyme Regis. The cottage is simply furnished - 2 bedrooms, (second at top of stairs) WC, kitchen & lounge. Guest parking with private, walled garden.

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
5 out of 5 average rating, 110 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.

Top guest favourite
A coastal view is framed by a large window, offering glimpses of the sandy beach and gentle waves lapping at the shore. Two inviting wicker chairs with pink cushions sit in the foreground, creating a cozy spot to appreciate the seascape.
Home in Dorset
4.94 out of 5 average rating, 105 reviews

BEACH HOUSE: sleeps 14 right on Sea / Beach / Sand

- Stunning sea and beach views: >80 reviews! - Right on beach without crossing any road - safe for children - Large 1840s period house, superbly equipped, quirky charm - Quieter end of town, exclusive use + 2 car permits - Space for several families to spread out, great privacy - Beach for a mile in both directions - Recent upgrades, was guesthouse - "Weymouth Best Beach in UK" (2023 Sunday Times) - UK's 3rd sunniest place - Harbour boat trips, sailing - Jurassic coast, unspoilt countryside

Guest favourite
Home in Portland
4.96 out of 5 average rating, 121 reviews

Blue Skies Retreat,Modern house Chesil Beach

Modern semi-detached house located two minutes walk from Portland Marina and Chesil beach. Perfectly situated for divers, walkers sailors and anyone who pursues water based activities. Pubs restaurants and takeaways within walking distance of the house. Private parking situated at the front of the property. This house has a modern contemporary interior with two double bedrooms. One of these with twin beds. Enclosed rear garden with patio and seating area perfect for watching the Chesil sunset.

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 in Puncknowle
4.95 out of 5 average rating, 115 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
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 in Somerset
4.94 out of 5 average rating, 175 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.

Guest favourite
The interior of the vintage bus features a cozy layout with a wooden ladder leading to an elevated sleeping area. Colorful quilts adorn the bunks, while floral curtains provide privacy. A kitchenette is visible, equipped with a sink and cooking facilities, complemented by natural light from the windows.
Bus in Owermoigne
4.86 out of 5 average rating, 295 reviews

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.

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
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
Shepherd’s hut in Waddon
4.97 out of 5 average rating, 272 reviews

The Hide with optional 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 - there is a £50 fee for the wood fired hot tub Everything you see in the photos are for your own exclusive use - no sharing - your own corner of a beautiful little vineyard! 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

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.
Flat in Dorset
4.93 out of 5 average rating, 334 reviews

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****

Guest favourite
A charming cottage exterior features a light-colored facade with a slate roof, framed by greenery and stone details. The entrance, highlighted by a classic columned portico, is complemented by two windows on either side, providing a welcoming and quaint appearance.
Home in Dorset
4.93 out of 5 average rating, 247 reviews

April's Cottage, sea views close to Chesil Beach

Escape from it all in this little cosy character cottage crammed with history and home comforts including own parking right outside your front door (size of parking space 3 x 5m). Located in the heart of the Jurassic coast, moments from Chesil Beach, local shops, pubs and cafes.

Popular amenities for Chesil Bank family-friendly rentals

Destinations to explore