Family-friendly holiday rentals in Weymouth

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Top-rated family-friendly rentals in Weymouth

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

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Top guest favourite
The exterior of The Pod is showcased, featuring a round structure nestled among lush greenery. A wooden deck leads to a tube slide, providing a playful entry point. Surrounding pathways are lined with gravel, and natural landscaping enhances the connection to the outdoors.
Treehouse in Churchstanton
4.99 out of 5 average rating, 492 reviews

the pod@springwater

The Pod at Springwater is a unique, handcrafted property set up amongst the trees. It has two bedrooms: one double, with a large window and a view into the trees and the smaller, twin room, with offset bunk beds. The living room has a smart tv. There's also a well equipped bathroom with a great shower. Downstairs is accessed through a trapdoor in the floor to the kitchen or the fun way via the tube slide. Double doors open onto the backyard, which has an outdoor fireplace, pizza oven and bbq.

Top guest favourite
A coastal view is framed by a large window, offering glimpses of the sandy beach and gentle waves lapping at the shore. Two inviting wicker chairs with pink cushions sit in the foreground, creating a cozy spot to appreciate the seascape.
Home in Dorset
4.94 out of 5 average rating, 105 reviews

BEACH HOUSE: sleeps 14 right on Sea / Beach / Sand

- Stunning sea and beach views: >80 reviews! - Right on beach without crossing any road - safe for children - Large 1840s period house, superbly equipped, quirky charm - Quieter end of town, exclusive use + 2 car permits - Space for several families to spread out, great privacy - Beach for a mile in both directions - Recent upgrades, was guesthouse - "Weymouth Best Beach in UK" (2023 Sunday Times) - UK's 3rd sunniest place - Harbour boat trips, sailing - Jurassic coast, unspoilt countryside

Top guest favourite
A view of a charming seafront street, lined with historic buildings in various hues. Pedestrian-friendly spaces are visible, with outdoor seating outside restaurants. The well-maintained promenade leads towards the beach, highlighting the vibrant coastal atmosphere of Weymouth.
Flat in Weymouth
4.9 out of 5 average rating, 472 reviews

Flat One The Beaches

New for 2026 parking permit for Zone F on street parking The apartment is in a central position & can be noisy in the evenings especially at the weekends Recently converted Grade II listed property 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.

Top guest favourite
A cozy living area showcases two expansive sofas and a distinctive round coffee table. A flat-screen TV is mounted on the wall, beside a decorative shelf displaying nautical-themed accents and plants. Light filters in through a window adorned with light blinds, illuminating the space.
Apartment in Dorset
4.98 out of 5 average rating, 132 reviews

The Cosy Crab Cave - Steps from Weymouth Harbour

Tucked one street behind the bustling main harbour at the heart of Weymouth is where you’ll find The Cosy Crab Cave. Less than 5 minutes walk from the beach and even closer to a plethora of pubs, restaurants and cafes, our location is ideal whether you’re after a lively beach weekend on your doorstep or a stepping stone to explore the rest of our idyllic county Dorset. A self contained apartment with private entrance, master bedroom and additional submarine room - ideal for 2 and cosy for 3!

Guest favourite
The charming exterior of a green double-decker bus is showcased, featuring large windows and a wood-burner pipe on the roof. A circular picnic table with an umbrella is positioned on a wooden deck, surrounded by natural greenery, providing a relaxing outdoor space.
Bus in Somerset
4.94 out of 5 average rating, 181 reviews

“Rex the Bus” Quirky and fun bus conversion.

"Rex the Bus" is unique, fun and just a little bit quirky. This double decker bus has been converted to the highest standard and connected to mains electricity, water and drainage. Enjoy panoramic views of the countryside from the windows, watch the sunrise from your double bed or cabin bunk bed. Heating and a wood-burner will keep you warm and snug, whilst the kitchen area provides plenty of space to cook up a delicious meal. There is a shower downstairs and a loo and basin upstairs.

Top guest favourite
Apartment in Dorset
4.97 out of 5 average rating, 208 reviews

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.

Top guest favourite
A large window presents a stunning view of the beach and sea, illuminated by natural light. The light curtains gently frame the window, while a television stands on a dresser nearby. The serene coastal scenery offers a glimpse of a sandy beach and distant hills.
Apartment in Weymouth
4.91 out of 5 average rating, 487 reviews

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.

Guest favourite
A living room is presented with a navy blue feature wall and elegant chandeliers. A plush blue sofa and floral upholstered chairs provide seating around a central coffee table. A decorative mirror and artwork enhance the space, complemented by a non-working fireplace.
Flat in Dorset
4.92 out of 5 average rating, 154 reviews

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.

Guest favourite
Apartment in Dorset
4.91 out of 5 average rating, 130 reviews

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.

Top guest favourite
A welcoming lounge area features a red sectional sofa and a circular dining table with black chairs. A brick feature wall houses a mounted TV above a cozy fireplace. Lush greenery and a small potted plant add subtle touches of nature to the space.
Flat in Dorset
4.97 out of 5 average rating, 121 reviews

The Bunker • Stylish Coastal Stay • Walk to Beach

Stay close to everything in this stylish apartment, just a short walk from Weymouth’s beach and town centre. The area is breathtaking, with the Jurassic Coast and iconic spots like Lulworth Cove and the Isle of Portland nearby. Weymouth’s harbour, restaurants, cafés and coastal paths are all within easy reach, making it a great base for exploring. Complimentary tea, coffee, some biscuits and toiletries are provided to help you settle in on arrival.

Top guest favourite
The exterior of a two-story maisonette is depicted. It features a combination of traditional brick and painted walls, with large bay windows inviting natural light. A staircase leads to the entrance, complemented by a welcoming streetlamp nearby. The area is paved with cobblestones.
Apartment in Dorset
4.9 out of 5 average rating, 126 reviews

"The Escape" 2 bed property 100m from beach ..

Location, Location, Location! The Escape is nestled right in the heart of Weymouth, a few minutes walk from the beach, shops, pubs and restaurants. This beautiful refurbished 2 bedroom 2 bath maisonette can sleep up to 5 comfortably, perfect for a family holiday or couple/s enjoying a short break . Bedroom 2, has a King size bed and a single bed. Nearby carparks. A permit can be arranged at extra cost. Parking is not guaranteed.

Top guest favourite
A bright and inviting area features a large window draped with sheer curtains, allowing natural light to flood in. A small wooden table with two chairs is positioned near the window, complemented by decorative items on the wall and a plant on the table.
Tiny home in Weymouth
4.9 out of 5 average rating, 263 reviews

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

When is the best time to visit Weymouth?

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Avg. price$196 SGD$194 SGD$193 SGD$220 SGD$231 SGD$240 SGD$272 SGD$302 SGD$233 SGD$205 SGD$196 SGD$239 SGD
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Quick stats about holiday rentals that are family-friendly in Weymouth

  • Total holiday rentals

    Explore 570 holiday rentals in Weymouth

  • Nightly prices starting at

    Weymouth holiday rentals start at $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 20,260 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 250 rentals that welcome pets

  • Holiday rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wifi availability

    540 of Weymouth holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Weymouth rentals

  • 4.8 Average rating

    Weymouth stays are highly rated by guests – averaging 4.8 out of 5!

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