
Family-friendly vacation rentals in Weymouth
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Top-rated family-friendly rentals in Weymouth
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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

Bright & Snug annexe with Parking in Weymouth
Welcome to our one bedroom self contained private accommodation with parking space in Weymouth. Consisting of a double bed, two seater sofa ( NOT suitable to sleep) , mini kitchen unit with sink, kettle & toaster, fridge, smart TV, chest of drawers, shower room. Weymouth town Centre, train station and Weymouth’s popular beach is a 20 minute walk through the RSPB nature reserve, where you will see swans, ducks & plenty of bird species. Pub, pharmacy & shop is only a 5 min stroll down the road

The Snug - 2mins walk from the beach 🏝
Moments from Weymouth beach this lovely self catering apartment is perfectly located. Dorset is breathtaking with its Jurassic coast, explore popular spots like Lulworth cove or the isle of Portland or stay put and enjoy all that Weymouth’s bustling town, harbour and beaches have to offer. With great seafood, and a wonderful selection of restaurants within walking distance you won’t be at a loss of places to eat. Take a rib ride from the harbour and see if you can spot our resident dolphins.

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)

Townhouse Flat
A lovely one bed first floor flat within family home. The flat sleeps 4, max 5 with z bed. The flat is self-contained, but is accessed via the family home front door, hallway and stairs. The flat is on the first floor of a period townhouse on Dorchester Road, and is close to local amenities (Tesco Express, pub, Post Office and chip shop). The beach is a 10 min walk away and the town centre is a 20 min walk. Free on street parking is available. See additional charges for Z bed hire.

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.

Belle View Apartment
Whitesands apartments are situated on the seafront overlooking Weymouth’s glorious sandy beach and close to the Pavilion, harbour and town centre. Whilst retaining many of its original features, the property has been modernised to include fully fitted kitchens, central heating and new bathrooms. Refurbished and redecorated to a very high standard, Whitesands can now boast the interior quality that its imposing exterior has demanded. Enjoy the glorious view over Weymouth Bay.

Beachside View
Enjoy easy access both beach and town centre from this beachfront couples' retreat. This top floor (3rd floor) flat has panoramic views across the bay and there's even a telescope. This apartment is right next to a M&S food hall and within 100m of a fish n chip shop, a Chinese takeaway, a traditional pub and several bars and restaurants. There is a king size bed in the bedroom and a sofa that pulls out into a bed in the lounge. Access to the bathroom is through the bedroom.

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.
Popular amenities for Weymouth family-friendly rentals
Family-friendly home rentals with a hot tub

shepherds hut /Goat Glamping private hot tub

Countryside Cabin with Hot Tub and Tree Deck

Townhouse, garden, hot tub, breakfast terrace.

The Hide on the Vineyard with wood fired hot tub

Log Cabin/Hot Tub on Private Lake Jurassic Coast

Little Coombe, a luxury rural cottage with Hot tub

Shepherd's Hut, with stunning views and hot tub

The Annex @14
Family- and pet-friendly home rentals

Discover Little Drey: Your Perfect Getaway

Swallows Return - Alpacas-Gardens-Brook-Tennis

Little Barn is a cosy dwelling in a remote valley

The Old Cream Rooms, flat in the centre of town

Sunflower House

Coastal Hideaway, Weymouth/Portland cosy cottage

Tranquil Townhouse with Parking,minutes from Beach

Couples Luxury Retreat
Family-friendly home rentals with a pool

Secluded hideaway, heated pool, walks, fossils

Headland Hideaway Shepherd's Hut in Lyme Regis

The Condo (Indoor Pool available May- end Sept)

Cosy Shepherd's Hut with wood-fired hot tub

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
Quick stats about vacation rentals that are family-friendly in Weymouth
Total rentals
490 properties
Nightly prices starting at
€ 9 before taxes and fees
Total number of reviews
20K reviews
Pet-friendly rentals
210 properties allow pets
Rentals with a pool
50 properties have a pool
Rentals with dedicated workspaces
120 properties have a dedicated workspace
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- 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
- Compton Beach
- Oake Manor Golf Club
- Tapnell Farm Park