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 $124 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.

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

4.96 out of 5 average rating, 158 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.

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.

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.

4.92 out of 5 average rating, 524 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

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.

4.97 out of 5 average rating, 382 reviews
Guest favourite
Condo in Weymouth

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.

4.91 out of 5 average rating, 160 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.

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.

4.72 out of 5 average rating, 138 reviews
Guest favourite
A spacious living room features a large sectional sofa in gray, accented with orange and patterned cushions. A mid-century coffee table is centered on a colorful area rug. Framed artwork decorates the walls, while ample natural light enters through two large windows.
Townhouse in Weymouth

80m to beach, cinema, games room in Weymouth

NAPIER'S LOOKOUT is a stone's throw from Weymouth's award winning sandy beach. Our home has a newly refurbished, well equipped kitchen, large living room / diner featuring a home cinema, and 5 bedrooms over 3 floors. The games room has a pool table, arcade, darts board, mini basket ball and board games. It’s the perfect base for families and friends to get together and relax, or to explore the fun of Weymouth and the Jurassic Coast.

4.98 out of 5 average rating, 265 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

4.94 out of 5 average rating, 368 reviews

Popular amenities for Chickerell family-friendly rentals

When is the best time to visit Chickerell?

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Avg. price$249 NZD$240 NZD$230 NZD$249 NZD$279 NZD$260 NZD$297 NZD$324 NZD$226 NZD$235 NZD$217 NZD$233 NZD
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