Family-friendly holiday rentals in Chickerell

Find and book unique family-friendly homes on Airbnb

Quick stats about holiday rentals that are family-friendly in Chickerell

  • Total holiday rentals

    Explore 50 holiday rentals in Chickerell

  • Nightly prices starting at

    Chickerell holiday rentals start at $123 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,680 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Chickerell holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Chickerell rentals

  • 4.8 Average rating

    Chickerell stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated family-friendly rentals in Chickerell

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

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Guest favourite
The image features a sweeping view of the tranquil sea, with boats dotting the water under a bright blue sky. In the foreground, tropical plants and a statue create a serene backdrop, enhancing the coastal ambiance.
Place to stay in Weymouth

Charlottesview - On The Beach with Parking inc.

Situated overlooking Weymouth Bay and the South West Coast Path with direct beach access through the car park and garden. Ground floor apartment access through secure communal grand entrance, via six stone steps. Georgian property (1776) with varied history through Georgian/Victorian era and two world wars, spacious, high ceilings, chandeliers and many period features. Covered semi underground car parking space in adjoining building with no roads to cross to access Charlottesview or the beach.

FamilyIndoor spacesCleanliness

4.95 out of 5 average rating, 436 reviews
Top Guest favourite
A modern outdoor decking area is shown, featuring a dining set with four chairs around a glass-topped table. Lush green plants are visible, and the sunny sky is partially filled with fluffy clouds, creating a serene setting for relaxation or al fresco dining.
Guesthouse in Weymouth

Palm Cottage

A good sized modern One bedroom garden annex only a short walking distance to local pub, take away, convenience store & hairdressers with a 20 minute walk into the Town Centre and Beach (£6 - £7 taxi ride) Weymouth is a very popular tourist attraction with numerous high end eating establishments, a superb beach and harbour which are particularly vibrant during the Spring and Summer months, a golf course and a railway station. Only 13 miles from the picturesque Lulworth Cove & Durdle Door

Indoor spacesKitchenCleanliness

4.96 out of 5 average rating, 158 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.

KitchenIndoor spacesHiking

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.

FamilyKitchenCondition

4.92 out of 5 average rating, 522 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

Indoor spacesFamilyAccess

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.

KitchenIndoor spacesAccuracy

4.97 out of 5 average rating, 382 reviews
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.
Apartment in Weymouth

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.

KitchenFamilyView

4.91 out of 5 average rating, 182 reviews
Top Guest favourite
A cozy bedroom is presented with a comfortable double bed featuring soft blue linens. A light fixture sits beside the bed, and a white wardrobe stands against a deep blue accent wall decorated with a jellyfish illustration. Natural light enters through a nearby window.
Condo in Weymouth

Captain's Quarters Apartment

Just a short stroll from Weymouth’s award-winning beach, this stylish retreat is near shops, restaurants, and the train station with links to London. Recently refurbished, it features a cozy bedroom with a double bed and a living room with a sofa bed. Step onto the decked balcony to unwind with fresh sea air. Please note: As a traditional 1910s building in a central town location, occasional outside noise and some sound from neighbouring properties may be audible.

Indoor spacesFamilyWalkability

4.91 out of 5 average rating, 107 reviews
Guest favourite
The exterior of the cottage features a charming stone façade with a thatched roof. A wooden door is surrounded by multiple windows. Lush greenery is present in the garden, along with a small patio area furnished with a dining set.
Cottage in Weymouth

Thatched Cottage by the Beach

The Stables is a charming thatched cottage nestled in the sort after village of Preston, Dorset. It is located a short walk to the beach and village amenities. It is perfectly located to access nearby famous Weymouth Beach, Weymouth Harbour and the beautiful Jurassic Coast. A romantic stable conversion with a recently re-designed Kitchen and Bathroom. It is perfect for an active summer beach holiday or a cozy winter holiday in front of the fire.

Indoor spacesFamilyTV

4.95 out of 5 average rating, 133 reviews
Superhost
A spacious bedroom features a king-size bed adorned with soft linens and decorative pillows. Light enters through two windows, framed by modern shades. A geometric accent wall in gray and yellow adds a contemporary touch. A plush carpet covers the floor, enhancing comfort.
Condo in Chickerell

Seaview Self Catering-Chesilhay

Modern one bed ground floor studio with open plan kitchen and living area and on-suite bathroom. Tastefully designed with everything you could need for your perfect getaway. Spacious bedroom with king size bed leading to the on-suite, with a large shower and fresh towels provided. The living area is equipped with a modern kitchen and breakfast bar dining area, with a comfy sofa positioned in front of the smart TV. Access to a shared garden.

Indoor spacesKitchenAccess

4.72 out of 5 average rating, 138 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

Indoor spacesFamilyBeach

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.

FamilyIndoor spacesDecor

4.91 out of 5 average rating, 293 reviews

Popular amenities for Chickerell family-friendly rentals

Family-friendly home rentals with a hot tub

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.

Indoor spacesKitchenAccuracy

4.93 out of 5 average rating, 249 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 spacesBathroom

4.9 out of 5 average rating, 134 reviews
Top Guest favourite
Shepherd’s hut in Portesham

The Hide with Private Wood Fired Hot Tub option

KitchenIndoor spacesHospitality

4.98 out of 5 average rating, 287 reviews
Guest favourite
A bright living room is illuminated by natural light from a large window, offering views of green fields. Comfortable seating is arranged around a wooden coffee table, with plush sofas and a decorative plant enhancing the welcoming space. A television set is positioned against the wall.
Bungalow in Weymouth

Bay View Luxury Stays - Southdown

FamilyKitchenSleep quality

4.93 out of 5 average rating, 123 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

KitchenFamilyBathroom

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

KitchenIndoor spacesView

4.93 out of 5 average rating, 374 reviews
Guest favourite
The entrance features a solid wooden door framed by two decorative lion statues, each placed on stone bases. Ambient lighting highlights the textured walls, and the home’s address can be seen above the door.
Holiday home in Portland

Quirky 2 bed holiday home with hot tub and sauna.

Indoor spacesKitchenLong stay

4.93 out of 5 average rating, 245 reviews
Guest favourite
Cottage in Alton Pancras

The Hideaway - sustainable hidden gem with hottub

FamilyIndoor spacesHeating

4.96 out of 5 average rating, 115 reviews

Family-friendly home rentals with a pool

When is the best time to visit Chickerell?

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Avg. price$247 NZD$238 NZD$228 NZD$247 NZD$277 NZD$257 NZD$294 NZD$320 NZD$224 NZD$233 NZD$215 NZD$231 NZD
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