
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.

1 Bed home near Sailing academy Portland, Weymouth
The home is located in Portland near to a Port and 5 miles to Weymouth also 10 min walk to sailing academy The area is noted for diving,windsurfing,fishing,sailing,extensive coastal walks,rock climming, cycle routes It is a one bedroom apartment.There is a small Beach and it’s a short walk to shops,cafe's and restaurants.Includes an open plan kitchen,living room and en-suite bathroom with electric showerThere is a sofa bed on request Parking is nearby but free parking is available in the street

Islands Wrest (The Galleon Rm). Pet friendly.
Nautical galleon themed room with own entrance, kitchen & shower room this your own space within owner occupied property. Explore Portland, an Island that features breathtaking views, beautiful walks. Castles, 3 lighthouses. Chesil beach. a Museum, rock climbing, wildlife, water sports. History of smugglers & pirates explore Church Ope Cove. 20 min on bus to Weymouth for more seaside fun! Set centrally on the Jurassic coast. This is a real hidden gem. Not suitable for infants (Adults only)

Seaside studio cabin minutes from 'secret' beach
Tucked away up an unmade track & five minutes walk from a 'secret' local beach; Cove Cabin is a compact, stylish, private space; perfect for a couple or two companions. On the doorstep of lesser known beaches & gardens but not far from Weymouth's bustling scenic harbour & golden sands. Ideal stop off whilst walking the SW Coast Path. The perfect area for watersports, wild swimming, walking, mooching around the harbour & locality, sampling the local seafood & eateries & just simply relaxing.

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.

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.

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.

Maidenwell Cottage. Near Chesil Beach, Portland
Maidenwell Cottage is a Grade II listed period property on Portland, the southernmost point of the Jurassic Coast that has been refurbished to a high standard and designed to make you feel at home. Chesil Beach, local shops, cafes and pubs are all a within a short walking distance. Maidenwell Cottage is perfect for families and couples looking for a cosy seaside retreat and those looking for a place to relax following a day of walking, climbing and water sports.

Flat One The Beaches
***Flat one the Beaches is in a central position & can be noisy in the evenings especially at the weekends***Recently converted Grade II listed building on Weymouth seafront. The apartment is one of four located off a private inner courtyard on the first floor. well equipped apartment across the road from Weymouth’s award winning beach and nestled a stones throw away from Weymouth town with its great choice of harbour side restaurants and bars.

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.

1-Bed Escape / Parking and Jurassic Views
FREE PARKING, FAST Wi-FI and sweeping Jurassic views welcome you to this cosy 1- Bed Hideaway. Perfect for couples, small families or solo travellers seeking quiet lane near coast path. Comfortable Double bed Ensuite walk in shower and separate bath Kitchenette Lounge area Separate private patio Smart TV Private off-road parking for up to two cars Superhost care -replies within an hour, book now !

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.

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
Popular amenities for Weymouth and Portland District family-friendly rentals
Family-friendly home rentals with a hot tub

shepherds hut /Goat Glamping private hot tub

Haystore- Luxury Railway Carriage with Hot Tub

The Hide on the Vineyard with wood fired hot tub

Log Cabin/Hot Tub on Private Lake Jurassic Coast

Perfect luxury getaway-hot tub-dog friendly

Little Bow Green

Beautiful Cosy Retreat & Hot tub, near beach

Shepherd's Hut, with stunning views and hot tub
Family- and pet-friendly home rentals

CLOUD 9 🦚 Homely & Happy 😊 Near the Beach 🌊🐟🌞

Marwells Farm Cottage

Belle View Apartment

1888 Portland stone cottage

Coastal Hideaway, Weymouth/Portland cosy cottage

Couples Luxury Retreat

Beautiful Annex situated on the Jurrasic Coast.

Self-contained annexe on organic dairy farm
Family-friendly home rentals with a pool

Woodpecker Lodge - Log Cabin with Private Hot Tub

Secluded hideaway, heated pool, walks, fossils

Headland Hideaway Shepherd's Hut in Lyme Regis

The Condo (Indoor Pool available May- end Sept)

Family friendly & comfortable 2 Bed Holiday Home

6 Berth Caravan Poole Haven Holiday Free Beach Hut

Breathtaking sea views from this light, cosy lodge

Spacious Caravan near sea Weymouth Bay Haven
Destinations to explore
- Paris Holiday rentals
- London Holiday rentals
- Picardy Holiday rentals
- Grand Paris Holiday rentals
- River Thames Holiday rentals
- South West England Holiday rentals
- Inner London Holiday rentals
- Dublin Holiday rentals
- Rivière Holiday rentals
- Brussels Holiday rentals
- South London Holiday rentals
- Central London Holiday rentals
- Apartment rentals Weymouth and Portland District
- Fitness-friendly rentals Weymouth and Portland District
- Bed and breakfasts Weymouth and Portland District
- Rentals with outdoor seating Weymouth and Portland District
- Waterfront rentals Weymouth and Portland District
- Rentals with a washing machine and dryer Weymouth and Portland District
- Chalet rentals Weymouth and Portland District
- Smoking-friendly rentals Weymouth and Portland District
- Pet-friendly rentals Weymouth and Portland District
- Rentals with a fireplace Weymouth and Portland District
- Townhouse rentals Weymouth and Portland District
- Beachfront rentals Weymouth and Portland District
- House rentals Weymouth and Portland District
- Rentals with breakfast Weymouth and Portland District
- Rentals with a hot tub Weymouth and Portland District
- Rentals with pools Weymouth and Portland District
- Condo rentals Weymouth and Portland District
- Rentals with beach access Weymouth and Portland District
- Cottage rentals Weymouth and Portland District
- Rentals with lake access Weymouth and Portland District
- Rentals with an EV charger Weymouth and Portland District
- Tiny house rentals Weymouth and Portland District
- Rentals with a fire pit Weymouth and Portland District
- Rentals with a patio Weymouth and Portland District
- Guesthouse rentals Weymouth and Portland District
- Family-friendly rentals England
- Family-friendly rentals United Kingdom
- New Forest national park
- Bournemouth Beach
- Weymouth Beach
- Paultons Park Home of Peppa Pig World
- Stonehenge
- Boscombe Beach
- Kimmeridge Bay
- Southbourne Beach
- Highcliffe Beach
- The Tank Museum
- Poole Quay
- Crealy Theme Park & Resort
- Sandy Bay Beach Blue Flag Winner 2019
- Beer Beach
- Preston Sands
- Mudeford Sandbank
- Man O'War Beach
- Charmouth Beach
- Torre Abbey
- Oddicombe Beach
- Hurst Castle
- Elberry Cove
- Compton Beach
- Oake Manor Golf Club