Family-friendly vacation rentals in Weymouth

A modern dining area features a white table set for four with bowls, plates, and glasses. Red and white chairs are arranged around the table. In the background, a comfortable sofa faces a flat-screen television, with patio doors opening to a private courtyard.

4.98 out of 5 average rating, 130 reviews

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.

A bright living area features a comfortable sofa with navy blue and plaid cushions, complemented by a rustic coffee table. A flat-screen TV is mounted on the wall, and natural light floods in through large windows, illuminating the stone wall and wooden furniture.

4.97 out of 5 average rating, 196 reviews

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.

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.

4.92 out of 5 average rating, 516 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.

4.8 out of 5 average rating, 203 reviews

A charming barn conversion features natural stone walls and large windows that invite ample sunlight. The surrounding landscape includes lush greenery and a clear blue sky, creating a serene rural atmosphere. The driveway leads to the entrance, providing easy access to the property.

Cottage in Dorset

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

A modern living space is illuminated by natural light from large windows. A spacious bed, adorned with patterned linens, is complemented by bedside lamps and a cozy seating area featuring two chairs. A television is positioned for convenient viewing, enhancing the inviting atmosphere.

4.97 out of 5 average rating, 196 reviews

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.

4.97 out of 5 average rating, 379 reviews

Bungalow in Weymouth

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.

A charming harbourside cottage is viewed from across the water, showcasing a two-story facade with various window styles. A small boat is docked in the foreground, while the surrounding buildings exhibit a mix of soft colors and architectural features that complement the waterfront setting.

4.93 out of 5 average rating, 151 reviews

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.

Superhost

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.

4.91 out of 5 average rating, 175 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.

4.91 out of 5 average rating, 157 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.

The exterior of the cottage features a charming stone façade with a thatched roof. A wooden door is surrounded by multiple windows. Lush greenery is present in the garden, along with a small patio area furnished with a dining set.

4.95 out of 5 average rating, 130 reviews

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.

4.98 out of 5 average rating, 263 reviews

A spacious living room features a large sectional sofa in gray, accented with orange and patterned cushions. A mid-century coffee table is centered on a colorful area rug. Framed artwork decorates the walls, while ample natural light enters through two large windows.

Townhouse in Weymouth

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.

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.

4.9 out of 5 average rating, 142 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.

Popular amenities for Weymouth family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.87 out of 5 average rating, 134 reviews

An indoor pool area is presented under a wooden-beamed ceiling, featuring exposed brick walls. Soft lighting creates a calm ambiance around the clear water of the pool. A cozy seating area is visible in the background, adding to the overall relaxation space.

Home in Osmington

Large coastal cottage with spa and private pool

4.93 out of 5 average rating, 247 reviews

A hot tub is situated on a patio, surrounded by lush greenery and subtropical trees. Steps lead up to a covered sun terrace, which is partially visible in the background. The tranquil garden space offers a serene environment, with a well-maintained lawn and various plants.

Townhouse in Weymouth

Townhouse, garden, hot tub, breakfast terrace.

4.93 out of 5 average rating, 123 reviews

A bright living room is illuminated by natural light from a large window, offering views of green fields. Comfortable seating is arranged around a wooden coffee table, with plush sofas and a decorative plant enhancing the welcoming space. A television set is positioned against the wall.

Bungalow in Weymouth

Bay View Luxury Stays - Southdown

4.97 out of 5 average rating, 439 reviews

A contemporary house is visible from across the water, featuring large glass windows that reflect the surrounding greenery. The property is set within a grassy area, complemented by picnic tables and benches, with trees framing the home against a clear sky.

Home in Hamworthy

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

Shepherd’s hut in Misterton

A private outdoor deck features a Canadian spa hot tub, surrounded by comfortable seating under a large umbrella. Lush greenery and a garden are visible in the background, providing a tranquil setting for relaxation.

shepherds hut /Goat Glamping private hot tub

4.99 out of 5 average rating, 291 reviews

Superhost

A modern kitchen is presented, featuring a sleek gas stove and an oven, complemented by white cabinetry and light wood countertops. A vase of white flowers adds a touch of elegance, while cooking utensils are displayed in a wooden holder. A toaster and a green cutting board are visible on the counter.

4.79 out of 5 average rating, 115 reviews

Chic seaside apartment

4.9 out of 5 average rating, 124 reviews

An aerial view of Snipe House reveals a detached property with a sloped roof surrounded by green fields. The private outdoor area includes a hot tub, seating under an umbrella, and a secured dog run, all enclosed by a light green wooden fence.

Home in Portesham

The Snipe House with Hot Tub

4.96 out of 5 average rating, 271 reviews

Cottage in Honiton

Peace and Tranquillity -Hot Tub- Dog Friendly

Family- and pet-friendly home rentals

4.98 out of 5 average rating, 120 reviews

An open-plan living area showcases modern furnishings with a seamless transition from the kitchen to the lounge space. The arrangement features a comfortable sofa, sleek cabinets, and a mounted TV. Large windows allow natural light to brighten the area, highlighting the contemporary decor.

Home in Weymouth

Spacious luxury home | 200m from beach | parking

4.93 out of 5 average rating, 106 reviews

Cobb Cottage - Harbourside, permit parking

A spacious patio area features a circular dining table surrounded by six chairs, complemented by a large umbrella. Decorative planters with green plants add a touch of nature. Full height glass doors provide a view of the surroundings while inviting natural light.

5.0 out of 5 average rating, 555 reviews

Apartment with panoramic sea views

4.87 out of 5 average rating, 326 reviews

Bus in Owermoigne

Fun Bus family playground woodburner dogs nr beach

4.91 out of 5 average rating, 128 reviews

Home in Weymouth

The Palms at No10 - Spacious and Family Friendly

A cozy bedroom is presented with a comfortable double bed featuring soft blue linens. A light fixture sits beside the bed, and a white wardrobe stands against a deep blue accent wall decorated with a jellyfish illustration. Natural light enters through a nearby window.

4.91 out of 5 average rating, 102 reviews

Captain's Quarters Apartment

A cozy living area features a wood burner set into a simple mantel, complemented by a glass coffee table with wooden legs. Two colorful armchairs, one yellow and one teal, are arranged around the space, with natural light streaming through the windows adorned with potted plants.

4.94 out of 5 average rating, 217 reviews

A Charming Cottage, Just a Moment from the Beach

The image displays the entrance of a recently renovated cottage. A light blue door featuring a diamond-shaped window is centered. A small wall-mounted light fixture is positioned beside the door, and a mailbox is located beneath a window, framed by white walls.

4.84 out of 5 average rating, 121 reviews

Violet Bay - Lovely 2 bedroom fisherman’s cottage

Family-friendly home rentals with a pool

Place to stay in Weymouth

A spacious deck overlooks the tranquil Fleet Lagoon, featuring a glass-topped table surrounded by four wicker chairs. A cushioned seating area is positioned nearby, inviting relaxation under the expansive sky filled with scattered clouds.

Pebble Lodge

4.95 out of 5 average rating, 298 reviews

4.95 out of 5 average rating, 241 reviews

A serene outdoor seating area is highlighted, featuring two wicker armchairs with soft cushions and a glass-topped table. Beyond, the tranquil Fleet Lagoon reflects sunlight, providing picturesque views, while colorful flowers add a touch of warmth to the setting.

Chalet in Weymouth

Summer Lodge

4.95 out of 5 average rating, 244 reviews

A rectangular freshwater pool is framed by a wooden deck, surrounded by a landscaped garden. Lush greenery and rolling hills are visible in the background, offering a serene and expansive view of the countryside.

Bungalow in Charmouth

Secluded hideaway, heated pool, walks, fossils

4.97 out of 5 average rating, 398 reviews

An indoor swimming pool is featured, surrounded by large windows allowing natural light. The ceiling beams reveal a spacious, airy atmosphere. Two red chairs are positioned nearby, and a shallow end is visible with steps leading into the water. A blue cover rests along one side of the pool.

Cottage in Dorset

Private use of Indoor Pool available May- end Sept

Chalet in Whitchurch Canonicorum

The exterior of The Duck House is depicted, showcasing a charming two-story chalet surrounded by lush greenery. The light yellow walls complement the natural landscape, while windows reflect the tranquil sky. The well-maintained lawn offers open space for relaxation and play.

The Duck House. A child/dog friendly rural chalet

4.89 out of 5 average rating, 242 reviews

4.89 out of 5 average rating, 212 reviews

The interior features two twin beds with colorful bedding arranged against wooden walls. A dining table is set with two glasses of red wine, a bottle, and a small vase of flowers. A window offers views of the surrounding greenery.

Shepherd’s hut in Dorset

Everdene shepherd's hut

4.93 out of 5 average rating, 120 reviews

A modern caravan is positioned on a spacious grassy plot. It features a large deck with white railing and a series of windows providing ample natural light. The exterior is clad in light-colored panels, and nearby caravans are visible in the background.

Chalet in Dorset

A luxurious modern 3-bedroom Swift Bordeaux