We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Airbnb your place

Family-friendly vacation rentals in Chickerell

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Chickerell

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

0 of 0 items showing

1 of 3 pages

Cottage in Dorset

4.87 out of 5 average rating, 326 reviews

18th Century Coastal Cottage

This historic home features original stone floors, rustic wood beam ceilings, a wood-burning fireplace, modern finishes, a sauna, and a private back patio overlooking the beach. Breathe in the refreshing ocean air from this hillside retreat. I’m sorry I have a no pets policy at the cottage. This cottage has steep stairs, low ceilings, a very low rise bed and a low sofa as seen in the pictures. 60 Mallams was built in approximately 1760 and still has many rustic features throughout. The cottage has two levels, ground floor consists of open plan lounge leading to the kitchen then conservatory with shower room. Which opens out into courtyard garden with a terrace and sea views. 1st floor has the main bedroom with a super king size bed and separate bathroom with a free standing bath with room for two.. Private parking on driveway 24hr key access safe by the front door I can be contacted at any time throughout your stay. The property is located just a five minute walk from Chesil Beach. It is also close to a number of the town's local shops and cosy pubs. There’s plenty of coastal walks all around Portland The sailing club is close offering various water sports There is bus services to and from Weymouth. There are amazing coastal walks around Portland. Please be mindful of the rubbish I have food waste bins , glass only tubs and the larger of the wheelie bins (green) are recycling only ( cans paper and plastic) and the black bins are general rubbish.. please be careful with the rubbish because if it's all mixed up the bin men won't take it away...

Guest suite in Portesham

4.84 out of 5 average rating, 179 reviews

Modern living in a Traditional quaint village.

A self contained house attached to owners property. Access via secure garage and own door. Offering privacy in beautiful countryside at the edge of the village with pub/ cafe and shop. Open plan living space with TV/DVD player and log burner for the colder months. Dishwasher and washing machine in the property. 1 Bedroom with sloping ceiling with double or twin beds. Can also accommodate 1 baby (under 2 years to share bedroom). Bathroom with bath and shower. Own small garden with patio area.

Rental unit in Weymouth

4.92 out of 5 average rating, 127 reviews

Marina Place Weymouth

Marina Place Weymouth Is a modern very good sized 2 bedroom 2nd floor Apartment with wonderful views over inner harbour, & marina, Swannery & bowls green. It’s on the edge of town & a 2 minute walk to the beach & shops Its 5 minutes from Train & Bus Station. It has lift, gated, parking for one vehicle. It has Juliet balconies from the bedrooms & kitchen dinner with great views & large bathroom & also ensuite shower room on main bedroom which makes it idea for families or couples. SORRY NO PETS

Guesthouse in Dorchester

4.97 out of 5 average rating, 300 reviews

Lovely, Quiet Studio Annex (with Netflix)

Self contained, self catering studio annex based in the county town of Dorchester. The annex is suitable for 2 adults (a z-bed can be supplied for 1 child under 12). The towns amenities are all within a short walking distance, including the new 'Brewery Square' development. Great base to explore Dorset's fabulous coast, countryside and walk in the footsteps of Thomas Hardy's Casterbridge. Motorbike friendly, high chair & travel cot available. Complimentary tea and coffee. Netflix TV.

Cottage in Dorset

4.97 out of 5 average rating, 190 reviews

Character cottage with sea views and parking

200-year old 'Quarryman's Cottage' is just a short walk from Chesil Beach and the South West Coast Path and the perfect base for a family holiday in Dorset. It offers a private balcony with stunning sea views, off-road parking, three bedrooms, and open plan dining/living room with log burner. The local area is fantastic for windsurfing, sailing, kitesurfing, paddleboarding, climbing, walking, bird-watching, diving and fishing. We hope you enjoy it as much as we do!

Townhouse in Dorset

4.93 out of 5 average rating, 105 reviews

Sailor's Watch: A beautiful home by the sea...

A spacious Grade 2 Listed Dutch Style harbourside merchant house which has been split into two homes. You will be renting our home which spans across the first and second floors. It has been recently refurbished and has wonderful views of the harbour. There is a garden out the back with table and chairs. Close to the main town, beach and amenities of Weymouth. Dogs will be charged at £20 each per booking, please let me know if you are bringing your dog with you.

Cottage in Dorset

4.99 out of 5 average rating, 339 reviews

The Condo (Indoor Pool available May-Oct only)

Self contained detached cottage in a tranquil location close to the famous 'Jurassic Coast' ; Durdle Door, Lulworth, Corfe Castle, Weymouth and Dorchester are all a short drive away. Further attractions close by are Monkey World, Bovington Tank Museum, and Sculpture by the lakes. There is a well stocked village shop and good village pub. Dorset has so much to offer, with beautiful coastline and breathtaking scenery. Relax in the pool at your leisure!

Rental unit in Weymouth

4.91 out of 5 average rating, 639 reviews

Splendid Quiet Ground Floor Apartment Near the Sea

This gorgeous large studio apartment with separate entrance is contained within an historic Georgian house, minutes from the ocean. Peace and quiet are ensured by a large well tended front garden with off street parking. The accommodation has a spacious shared patio, giving way to an established secluded garden. The apartment boasts a stylish fully fitted kitchen and leather Chesterfield sofa, chairs and a large comfy bed .

Place to stay in Weymouth

4.95 out of 5 average rating, 239 reviews

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.

Rental unit in Weymouth

5 out of 5 average rating, 422 reviews

Apartment with panoramic sea views

We are situated 600 yards, through the nature reserve, from the beach and at the top of the hill with panoramic views over Weymouth bay, beach and nature reserve. 3 miles from the town With loads of parking available outside .You’ll love my place because of the location, the views. good for couples, solo adventurers, business travellers and small, well behaved dogs.

Cottage in Dorset

4.85 out of 5 average rating, 377 reviews

Character cottage close to beach

Spacious and beautiful house 5 min walk to Chesil Beach. Free superfast wi-fi, well equipped kitchen including dishwasher and a cosy log burner in living room. Scandi style décor. Netflix and smart TV. Right in heart of Fortuneswell, Portland with some shops, pubs and restaurants close by. 10-15 min drive from Weymouth. Great for couples.

Bungalow in Weymouth

4.97 out of 5 average rating, 152 reviews

LITTLE RETREAT. Rural village close to the sea

Stay in a very warm and cosy cottage and enjoy all that Dorset has to offer or just chill out and relax. A one bedroom cottage set in the owners beautiful walled garden with guest parking. In a village with easy access to Dorset's fabulous coast, countryside and main attractions. Two local pubs and cafe within easy walking.

Vacation rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Chickerell family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Cabin in Forton

4.9 out of 5 average rating, 154 reviews

Woodpecker Lodge - Log Cabin with Private Hot Tub

Barn in Trull

4.96 out of 5 average rating, 190 reviews

The Apple Press - Sweethay

Shepherd’s hut in Ilminster

5 out of 5 average rating, 217 reviews

Romantic Shepherds Hut & Wood-fired Hot Tub

Home in Somerset

4.92 out of 5 average rating, 227 reviews

Country House - Pool Jacuzzi Escape Room Karaoke

Barn in Long Sutton

4.85 out of 5 average rating, 289 reviews

Somerset Threshing Barn w/ Pool, Hot Tub & Sauna

Home in Hamworthy Poole

4.97 out of 5 average rating, 363 reviews

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

Cottage in Dinnington

4.95 out of 5 average rating, 476 reviews

The Cottage, Parsonage Farmhouse with hot tub

Home in Wimborne St Giles

4.94 out of 5 average rating, 149 reviews

Charming Country Cottage

Family- and pet-friendly home rentals

Cottage in Combpyne

4.94 out of 5 average rating, 335 reviews

Lidyates Cottage near Lyme Regis

Rental unit in Lyme Regis

4.91 out of 5 average rating, 423 reviews

Blue Horizons seaside flat in town centre

Home in Dorset

4.86 out of 5 average rating, 126 reviews

Modern Olympic eco-house Dorset by the sea

Guest suite in Morcombelake

4.91 out of 5 average rating, 423 reviews

Modern studio, hillside garden with amazing views

Rental unit in Bridport

4.86 out of 5 average rating, 435 reviews

The Old Bakery

Tiny home in Pitney

4.92 out of 5 average rating, 343 reviews

Cosy Eco Cabin on an Organic farm

Home in Dorset

4.92 out of 5 average rating, 500 reviews

Tranquil Townhouse with Parking,minutes from Beach

Tiny home in Dorset

4.9 out of 5 average rating, 230 reviews

North End Farm, Old Cricket Pavilion

Family-friendly home rentals with a pool

Chalet in Dorset

4.94 out of 5 average rating, 249 reviews

Breathtaking sea views from this light, cosy lodge

Home in Preston Road

4.84 out of 5 average rating, 111 reviews

Spacious Caravan near sea Weymouth Bay Haven

Home in LYME REGIS

5 out of 5 average rating, 22 reviews

Your Own Private Indoor Pool. Rural Seaside

Home in Bridport

4.91 out of 5 average rating, 46 reviews

Moorbath Farmhouse with Indoor Pool & Hot Tub

Home in Blandford Forum

4.98 out of 5 average rating, 50 reviews

Flint Cottage for two with indoor pool & sauna

Rental unit in Whitchurch Canonicorum

4.94 out of 5 average rating, 256 reviews

The Duck Wing, quirky dog friendly apartment

Cottage in Sherborne

4.91 out of 5 average rating, 414 reviews

Secret Rural Retreat

Shepherd’s hut in Dorset

4.89 out of 5 average rating, 173 reviews

Everdene shepherd's hut

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

Total rentals
60 properties
Nightly prices starting at
$50 before taxes and fees
Total number of reviews
1.8K reviews
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
20 properties have a dedicated workspace

Destinations to explore