
Family-friendly vacation rentals in Chickerell
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Chickerell

Total vacation rentals
Explore 50 vacation rentals in Chickerell

Nightly prices starting at
Chickerell vacation rentals start at G$14,614 GYD per night before taxes and fees

Verified guest reviews
Over 1,680 verified reviews to help you choose

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Chickerell vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, 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.

Large coastal cottage with spa and private pool
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.
KitchenIndoor spacesHeating

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.
FamilyIndoor spacesParking

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.
FamilyKitchenParking

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
FamilyIndoor spacesBeach

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.
Indoor spacesFamilyLaundry

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.
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Seaview Self-Catering-Fossils Reach
Modern double bed studio with bath/shower room and open plan kitchen/lounge situated on a working farm. Beautiful seaviews over the fleet and jurassic coast. Only 2 miles from Weymouth beach and a few strides from the south west coastal footpath. We are in walking distance of 5 public houses and restaurants and have ample parking. If your here for the breathtaking seaview walks or the attractions that weymouth has to offer you have found the right place.
FamilyKitchenCleanliness

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.
FamilyKitchenRiver

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.
Indoor spacesFamilyCheck-in

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.
KitchenFamilyView

Weymouth nest with FREE parking, 10 min to beach
A stunning newly refurbished two bedroom ground floor flat stylishly finished to a high standard with garden and free parking. situated in a residential area of chickerell village with play park, local shops, Bennett’s water gardens, the gorgeous fleet is a stones through away and our award winning beach is a short drive away with it’s gorgeous restaurants and bars there is definitely something for all the family.
Indoor spacesFamilyHeating

Pebble Lodge
Pebble Lodge is a stylish, modern and luxury home from home for four guests (plus one infant). Situated on the five star Chesil Beach Holiday Park, Pebble Lodge boasts an uninterrupted view of the Fleet Lagoon and Chesil Beach, infamous parts of the Jurassic Coast. Beautiful accommodation, finished with some personal touches really makes Pebble Lodge the perfect coastal escape in all seasons.
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Popular amenities for Chickerell family-friendly rentals
Family-friendly home rentals with a hot tub

The Snipe House with Hot Tub
FamilyKitchenTV

Townhouse, garden, hot tub, breakfast terrace.
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Bay View Luxury Stays - Southdown
KitchenIndoor spacesHospitality

The Hide with Private Wood Fired Hot Tub option
Indoor spacesKitchenGrill

Log Cabin/Hot Tub on Private Lake Jurassic Coast
Indoor spacesFamilyLayout

Quirky 2 bed holiday home with hot tub and sauna.
KitchenFamilyHot tub

Poole Harbour View,Top Location Opp Hot-tub /Sauna
FamilyIndoor spacesSleep quality

shepherds hut /Goat Glamping private hot tub
FamilyKitchenHot tub
Family- and pet-friendly home rentals

Beautiful Annex situated on the Jurrasic Coast.
FamilyIndoor spacesAccuracy

Fun Bus family playground woodburner dogs nr beach
Indoor spacesKitchenSleep quality

The Palms at No10 - Spacious and Family Friendly
KitchenFamilyParking

Cosy Chesil Beach Getaway - Weymouth *no fees!*
KitchenIndoor spacesAccuracy

Enchanting Manor Coach House
FamilyKitchenShared spaces

Summer Lodge
KitchenFamilyCheck-in

Spacious luxury home | 200m from beach | parking
Indoor spacesFamilyBeach

Maidenwell Cottage. Near Chesil Beach, Portland
FamilyKitchenCheckout
Family-friendly home rentals with a pool

Secluded hideaway, heated pool, walks, fossils
FamilyKitchenPool

A luxurious modern 3-bedroom Swift Bordeaux
Indoor spacesKitchenGrill

Private use of Indoor Pool available May- end Sept
Indoor spacesKitchenWifi

Clover Carriage with pool, sauna and outdoor bath
Indoor spacesKitchenCleanliness

The Duck House. A child/dog friendly rural chalet
KitchenFamilyBiking

Everdene shepherd's hut
KitchenIndoor spacesHot tub

Headland Hideaway Shepherd's Hut in Lyme Regis
Indoor spacesFamilyHiking

Family Lodge, Sandford Holiday Park, Dorset
FamilyIndoor spacesAccess
When is the best time to visit Chickerell?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$29,437 GYD | G$28,393 GYD | G$27,141 GYD | G$29,437 GYD | G$32,986 GYD | G$30,690 GYD | G$35,074 GYD | G$38,206 GYD | G$26,723 GYD | G$27,767 GYD | G$25,679 GYD | G$27,558 GYD |
| 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





