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

Airbnb your place

Family-friendly holiday rentals in Weymouth and Portland District

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Weymouth and Portland District

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

0 of 0 items showing

1 of 3 pages

1 of 3 pages

Cottage in Dorset

4.88 out of 5 average rating, 309 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 favourite

Apartment in Weymouth

4.92 out of 5 average rating, 118 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

Guest favourite

Cottage in Portesham

4.78 out of 5 average rating, 361 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.

Guest favourite

Cottage in Winfrith Newburgh

4.98 out of 5 average rating, 252 reviews

Bramble - 17th Century Barn Conv -enclosed garden

Bramble Barn is a beautiful 17th-century barn conversion situated down a private road just 4 miles from Lulworth Cove, Durdle Door and the Jurrasic Coast World Heritage Site. This large splendid brick barn has been converted into two identical properties creating accommodation of the highest standards. Each barn has its own enclosed garden and a south-facing terrace, ideal for eating out. Tadnoll Heath, a Dorset Wildlife Trust Reserve, lies just to the north. Ample off-road parking.

Guest favourite

Guesthouse in Dorchester

4.97 out of 5 average rating, 276 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.

Guest favourite

Chalet in Weymouth

4.98 out of 5 average rating, 220 reviews

The Fleet Retreat

Our luxurious accommodation, ‘The Fleet Retreat’ boasts views of the Fleet Lagoon, a stunning nature reserve nestled between world famous Chesil beach and the Jurassic coast path. It is situated just 1 mile from Portland and 2 miles from Weymouth town centre Our luxurious accommodation is in close proximity to an abundance of beaches, walks and activities. It is perfect for couples wanting to while away a lazy weekend or for families wanting to explore all that Dorset has to offer.

Guest favourite

Cottage in Dorset

4.98 out of 5 average rating, 162 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!

Guest favourite

Cottage in Dorset

4.98 out of 5 average rating, 315 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!

Guest favourite

Apartment in Weymouth

4.91 out of 5 average rating, 603 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 .

Guest favourite

Place to stay in Weymouth

4.94 out of 5 average rating, 210 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.

Guest favourite

Condo in Dorset

4.95 out of 5 average rating, 277 reviews

Your hideaway on Weymouth harbourside!

Harbour Hideaway....light and airy basement apartment with own courtyard in fantastic harbourside location. Permit parking for 1 car and dogs welcome. Main sandy beach 5 mins away and town is just across the bridge. Friday changeovers preferred if weekly durations. Please note that there are two single beds in the bedroom and a drop down King Size bed in the lounge (not in a separate room) x

Guest favourite

Cottage in Dorset

4.85 out of 5 average rating, 353 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.

Holiday rentals for every style

Get the amount of space that is right for you

Chalets

Adventure-ready homes with après-ski style

Houses

A space that's all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Weymouth and Portland District family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guest favourite

Cottage in Dinnington

4.95 out of 5 average rating, 432 reviews

The Cottage, Parsonage Farmhouse with hot tub

Guest favourite

Cottage in Dorchester

4.99 out of 5 average rating, 168 reviews

Charming Brick Cottage with a Patio and Hot Tub

Guest favourite

Home in Poole

4.97 out of 5 average rating, 334 reviews

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

Guest favourite

Home in Somerset

4.91 out of 5 average rating, 210 reviews

Country House - Jacuzzi Pool Escape Room Karaoke

Guest favourite

Shepherd’s hut in Ilminster

5.0 out of 5 average rating, 203 reviews

Romantic Shepherds Hut & Wood-fired Hot Tub

Home in Long Sutton

4.79 out of 5 average rating, 463 reviews

Somerset Cider Barn Bliss: Tub, Pool, Pubs, Walks

Guest favourite

Yurt in Colyton

4.98 out of 5 average rating, 130 reviews

Buzzard Yurt - A unique eco holiday in East Devon

Guest favourite

Barn in Trull

4.96 out of 5 average rating, 170 reviews

The Apple Press - Sweethay

Family- and pet-friendly home rentals

Guest favourite

Guest suite in Cattistock Dorchester

4.9 out of 5 average rating, 369 reviews

Willow Annexe

Guest favourite

Guest suite in Duntish

4.91 out of 5 average rating, 407 reviews

Duntish Studio

Guest favourite

Guest suite in Morcombelake

4.91 out of 5 average rating, 397 reviews

Modern studio, hillside garden with amazing views

Guest favourite

Cottage in Honiton

4.97 out of 5 average rating, 438 reviews

East Devon Farmhouse Cottage luxurious and rural.

Guest favourite

Tiny home in Dorset

4.9 out of 5 average rating, 214 reviews

North End Farm, Old Cricket Pavilion

Guest favourite

Bungalow in Dorset

4.95 out of 5 average rating, 151 reviews

Dairy House Self Catering Annexe

Guest favourite

Home in Shaftesbury

4.99 out of 5 average rating, 444 reviews

Private, with incredible views

Guest favourite

Apartment in Dorset

4.82 out of 5 average rating, 384 reviews

1 The Gables

Family-friendly home rentals with a pool

Guest favourite

Chalet in Weymouth

4.93 out of 5 average rating, 121 reviews

Bowleaze Cove with a view

Guest favourite

Apartment in Whitchurch Canonicorum

4.94 out of 5 average rating, 235 reviews

The Duck Wing, quirky dog friendly apartment

Home in Preston Road

4.83 out of 5 average rating, 109 reviews

Spacious Caravan near sea Weymouth Bay Haven

Guest favourite

Chalet in Dorset

4.94 out of 5 average rating, 232 reviews

Breathtaking sea views from this light, cosy lodge

Guesthouse in Swanage

4.86 out of 5 average rating, 144 reviews

Swanage Sands Vegetarian/Vegan Studio

Guest favourite

Cottage in Sherborne

4.91 out of 5 average rating, 396 reviews

Secret Rural Retreat

Guest favourite

Home in Blandford Forum

4.98 out of 5 average rating, 44 reviews

Cottage for two with indoor swimming pool & sauna

Guest favourite

Home in LYME REGIS

5.0 out of 5 average rating, 19 reviews

Your Own Private Indoor Pool. Rural Seaside

Destinations to explore