
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 $122 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.

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
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
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
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, 522 reviews
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
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
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.
4.91 out of 5 average rating, 182 reviews
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.
4.91 out of 5 average rating, 107 reviews
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
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
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
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.
4.91 out of 5 average rating, 292 reviewsPopular amenities for Chickerell family-friendly rentals
Family-friendly home rentals with a hot tub

Townhouse, garden, hot tub, breakfast terrace.
4.93 out of 5 average rating, 249 reviews
The Snipe House with Hot Tub
4.9 out of 5 average rating, 134 reviews
The Hide with Private Wood Fired Hot Tub option
4.98 out of 5 average rating, 287 reviews
Bay View Luxury Stays - Southdown
4.93 out of 5 average rating, 123 reviews
shepherds hut /Goat Glamping private hot tub
4.99 out of 5 average rating, 294 reviews
Log Cabin/Hot Tub on Private Lake Jurassic Coast
4.93 out of 5 average rating, 374 reviews
Quirky 2 bed holiday home with hot tub and sauna.
4.93 out of 5 average rating, 245 reviews
The Hideaway - sustainable hidden gem with hottub
4.96 out of 5 average rating, 115 reviewsFamily- and pet-friendly home rentals

Summer Lodge
4.96 out of 5 average rating, 242 reviews
Art-Filled 2-Bed, Suntrap Garden, 2 Min to Beach
4.91 out of 5 average rating, 156 reviews
The Palms at No10 - Spacious and Family Friendly
4.92 out of 5 average rating, 132 reviews
Beautiful Annex situated on the Jurrasic Coast.
4.94 out of 5 average rating, 326 reviews
Fun Bus family playground woodburner dogs nr beach
4.87 out of 5 average rating, 327 reviews
A Charming Cottage, Just a Moment from the Beach
4.94 out of 5 average rating, 222 reviews
A luxurious modern 3-bedroom Swift Bordeaux
4.93 out of 5 average rating, 123 reviews
Apartment with panoramic sea views
5.0 out of 5 average rating, 558 reviewsFamily-friendly home rentals with a pool

Pebble Lodge
4.95 out of 5 average rating, 300 reviews
Cosy Chesil Beach Getaway - Weymouth *no fees!*
4.97 out of 5 average rating, 299 reviews
Private use of Indoor Pool available May- end Sept
4.98 out of 5 average rating, 401 reviews
Secluded hideaway, heated pool, walks, fossils
4.95 out of 5 average rating, 247 reviews
Headland Hideaway Shepherd's Hut in Lyme Regis
4.99 out of 5 average rating, 148 reviews
Clover Carriage with pool, sauna and outdoor bath
4.99 out of 5 average rating, 337 reviews
The Duck House. A child/dog friendly rural chalet
4.89 out of 5 average rating, 243 reviews
Everdene shepherd's hut
4.89 out of 5 average rating, 212 reviewsWhen is the best time to visit Chickerell?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $246 NZD | $238 NZD | $227 NZD | $246 NZD | $276 NZD | $257 NZD | $294 NZD | $320 NZD | $224 NZD | $233 NZD | $215 NZD | $231 NZD |
| Avg. temp | 7°C | 7°C | 8°C | 9°C | 12°C | 15°C | 17°C | 17°C | 16°C | 13°C | 10°C | 8°C |
Destinations to explore
- New Forest National Park
- Bournemouth Beach
- Weymouth Beach
- Paultons Park Home of Peppa Pig World
- Longleat Safari Park
- Stonehenge
- Southbourne Beach
- Boscombe Beach
- Mudeford Quay
- Brixham Harbour
- Durdle Door Holiday Park
- Torquay Beach
- The Tank Museum
- Lyme Regis Beach
- Kimmeridge Bay
- Bournemouth International Centre
- Beer Beach
- West Bay Beach
- Alum Chine Beach
- Shorefield Country Park
- Highcliffe Beach
- Crealy Theme Park & Resort
- Poole Quay
- Powderham Castle





