
Family-friendly holiday rentals in Weymouth
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Weymouth

Total holiday rentals
Explore 580 holiday rentals in Weymouth

Nightly prices starting at
Weymouth holiday rentals start at $89 SGD per night before taxes and fees

Verified guest reviews
Over 21,780 verified reviews to help you choose

Pet-friendly holiday rentals
Find 260 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
550 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!
Top-rated family-friendly rentals in Weymouth
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Perfect 2 bed home from home close to beach
Hidden Gem is a newly refurbished, child friendly two bedroom ground floor apartment in central Weymouth, close to the train station and 5 mins level walk to Weymouth's prize winning beach. With private gated off street parking. Unlimited high speed wifi. Fully equipt kitchen, hob, oven, microwave, dishwasher and fridge freezer. Bathroom with walk in shower and free standing bath. Two double bedrooms + travel cot and ample storage. Patio doors leads to a private courtyard for al fresco dining.
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Cottage close to Beach & Old Harbour with Parking
Sydenham Cottage | Stylish Coastal Retreat with Parking | Walk to Beach & Harbour Beautifully refurbished to a high standard, Sydenham Cottage is a stylish and comfortable base for your Weymouth stay. Just a 2-minute walk from the bustling harbour and moments from the award-winning beach, it’s perfect for exploring cafés, restaurants, and the coast. Prices shown include Airbnb’s 18.6% booking fee. This property is also available to book on other platforms, where prices and fees may differ.
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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.
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Stunning Barn conversion with heated swimming pool
Courage Cottage is a two bedroom detached barn conversion in a Georgian farmyard.The barn was converted in 2013 so has all modern conveniences including underfloor heating. It is very individual and situated in a quiet , rural setting. It has two bedrooms with en-suite bathrooms. The village of Martinstown has an excellent pub and shop. Dorchester is 2 miles away and has every facility including good rail connections in all directions.Swimming pool (shared ) open May 15th-Sept 15th
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Newly built self contained Annex in Weymouth
A new purpose built self-contained annex, located in one of Weymouth's most prestigious and quiet locations. Situated a few minutes walk from a local beach and with just a 10 minute walk to Weymouth harbour. The property is thoughtfully furnished to provide a comfortable experience. A large Juliet balcony and plenty of windows ensure a light and airy ambience. Private gated off road parking with security cameras leads to a rear self contained outdoor patio area and the main entrance.
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Harbour's Edge Cottage - Nothe Parade, Weymouth
Beautiful harbourside cottage with fantastic outlook onto Weymouth harbour. This two bedroom cottage is delightfully decorated and has everything you need for a wonderful vacation. The kitchen is really well equipped & there is a washer dryer. The dining area (ground floor) is great for an evening meal & there is a view of the harbour from many of the rooms. The lounge has amazing views of the harbour and is located on the first floor along with the twin bedroom and main bathroom.
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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.
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Cottage 5 mins walk to Harbour
Your family will be close to everything when you stay at this centrally-located cottage. Coral Cottage is only 5 mins walk to the harbour & town and 10mins walk to Weymouth’s blue flag Sandy beach. Coral Cottage has been refurbished to a very high standard and as a former Victorian railway cottage it is full of character and is a perfect retreat for families or couples. It is ideally situated for the harbour, marina, beach, cafes and shops, with a nearby supermarket to hand.
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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.
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Thatched Cottage by the Beach
The Stables is a charming thatched cottage nestled in the sort after village of Preston, Dorset. It is located a short walk to the beach and village amenities. It is perfectly located to access nearby famous Weymouth Beach, Weymouth Harbour and the beautiful Jurassic Coast. A romantic stable conversion with a recently re-designed Kitchen and Bathroom. It is perfect for an active summer beach holiday or a cozy winter holiday in front of the fire.
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80m to beach, cinema, games room in Weymouth
NAPIER'S LOOKOUT is a stone's throw from Weymouth's award winning sandy beach. Our home has a newly refurbished, well equipped kitchen, large living room / diner featuring a home cinema, and 5 bedrooms over 3 floors. The games room has a pool table, arcade, darts board, mini basket ball and board games. It’s the perfect base for families and friends to get together and relax, or to explore the fun of Weymouth and the Jurassic Coast.
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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.
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Popular amenities for Weymouth family-friendly rentals
Family-friendly home rentals with a hot tub

Townhouse, garden, hot tub, breakfast terrace.
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Bay View Luxury Stays - Southdown
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Quirky 2 bed holiday home with hot tub and sauna.
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Poole Harbour View,Top Location Opp Hot-tub /Sauna
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Melbury Lodge, Dorset - hot tub, stunning views
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The Hideaway - sustainable hidden gem with hottub
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shepherds hut /Goat Glamping private hot tub
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Log Cabin/Hot Tub on Private Lake Jurassic Coast
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Family- and pet-friendly home rentals

The Palms at No10 - Spacious and Family Friendly
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Apartment with panoramic sea views
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Captain's Quarters Apartment
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A Charming Cottage, Just a Moment from the Beach
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Spacious luxury home | 200m from beach | parking
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"The Escape" 2 bed property 100m from beach ..
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Maidenwell Cottage. Near Chesil Beach, Portland
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Art-Filled 2-Bed, Suntrap Garden, 2 Min to Beach
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Family-friendly home rentals with a pool

Cosy Chesil Beach Getaway - Weymouth *no fees!*
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Summer Lodge
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Secluded hideaway, heated pool, walks, fossils
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Private use of Indoor Pool available May- end Sept
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Family Lodge, Sandford Holiday Park, Dorset
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A luxurious modern 3-bedroom Swift Bordeaux
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Everdene shepherd's hut
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The Duck House. A child/dog friendly rural chalet
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When is the best time to visit Weymouth?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $213 SGD | $207 SGD | $201 SGD | $239 SGD | $256 SGD | $256 SGD | $271 SGD | $302 SGD | $232 SGD | $204 SGD | $195 SGD | $238 SGD |
| Avg. temp | 7°C | 7°C | 8°C | 9°C | 12°C | 15°C | 17°C | 17°C | 16°C | 13°C | 10°C | 8°C |
Destinations to explore
- Cottage rentals Weymouth
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- Hotel rooms Weymouth
- Bed and breakfasts Weymouth
- Chalet rentals Weymouth
- Rentals with breakfast Weymouth
- Waterfront rentals Weymouth
- Flat rentals Weymouth
- Rentals with beach access Weymouth
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- House rentals Weymouth
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- Motorhome rentals Weymouth
- Rentals with a hot tub Weymouth
- Rentals with pools Weymouth
- Rentals with lake access Weymouth
- Townhouse rentals Weymouth
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- Pet-friendly rentals Weymouth
- Guest house rentals Weymouth
- Family-friendly rentals Dorset
- Family-friendly rentals England
- Family-friendly rentals United Kingdom
- New Forest National Park
- Bournemouth Beach
- Weymouth Beach
- Paultons Park Home of Peppa Pig World
- Longleat Safari Park
- Stonehenge
- Southbourne Beach
- Boscombe Beach
- Mudeford Quay
- Brixham Harbour
- Durdle Door Holiday Park
- Torquay Beach
- The Tank Museum
- Lyme Regis Beach
- Bournemouth International Centre
- Kimmeridge Bay
- Beer Beach
- West Bay Beach
- Alum Chine Beach
- Shorefield Country Park
- Highcliffe Beach
- Crealy Theme Park & Resort
- Powderham Castle
- Poole Quay





