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Kid-friendly vacation rentals in Weymouth and Portland District

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Top-rated kid-friendly rentals in Weymouth and Portland District

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

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An open-plan lounge area displays a wood-burning fireplace set against a rustic stone hearth, with shelves featuring decorative items. Two low sofas are arranged for seating, accompanied by a colorful accent chair. Natural light enters through a window, illuminating the soft area rug.

Cottage in Dorset

4.88 out of 5 average rating, 345 reviews

18th Century Coastal Cottage

This historic home features original stone floors, rustic wood beam ceilings, a wood-burning fireplace, modern finishes, a sauna, and a private back patio overlooking the beach. Breathe in the refreshing ocean air from this hillside retreat. I’m sorry I have a no pets policy at the cottage. This cottage has steep stairs, low ceilings, a very low rise bed and a low sofa as seen in the pictures. 60 Mallams was built in approximately 1760 and still has many rustic features throughout. The cottage has two levels, ground floor consists of open plan lounge leading to the kitchen then conservatory with shower room. Which opens out into courtyard garden with a terrace and sea views. 1st floor has the main bedroom with a super king size bed and separate bathroom with a free standing bath with room for two.. Private parking on driveway 24hr key access safe by the front door I can be contacted at any time throughout your stay. The property is located just a five minute walk from Chesil Beach. It is also close to a number of the town's local shops and cosy pubs. There’s plenty of coastal walks all around Portland The sailing club is close offering various water sports There is bus services to and from Weymouth. There are amazing coastal walks around Portland. Please be mindful of the rubbish I have food waste bins , glass only tubs and the larger of the wheelie bins (green) are recycling only ( cans paper and plastic) and the black bins are general rubbish.. please be careful with the rubbish because if it's all mixed up the bin men won't take it away...

An open plan kitchen and living area is showcased, featuring a modern kitchen island with three high bar stools. The living space includes a comfortable sofa accented with several cushions, while large windows allow natural light to fill the room.

Condo in Dorset

4.91 out of 5 average rating, 465 reviews

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

Top guest favorite

A round porthole window features a serene view of calm waters reflecting the sky. A distant rocky shoreline with palm trees can be seen on the left side, framed by a textured wooden wall.

Bungalow in Dorset

4.95 out of 5 average rating, 164 reviews

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)

Top guest favorite

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.

Condo in Dorset

4.98 out of 5 average rating, 114 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!

A modern outdoor decking area is shown, featuring a dining set with four chairs around a glass-topped table. Lush green plants are visible, and the sunny sky is partially filled with fluffy clouds, creating a serene setting for relaxation or al fresco dining.

Guesthouse in Dorset

4.95 out of 5 average rating, 126 reviews

Palm Cottage

A good sized modern One bedroom garden annex only a short walking distance to local pub, take away, convenience store & hairdressers with a 20 minute walk into the Town Centre and Beach (£6 - £7 taxi ride) Weymouth is a very popular tourist attraction with numerous high end eating establishments, a superb beach and harbour which are particularly vibrant during the Spring and Summer months, a golf course and a railway station. Only 13 miles from the picturesque Lulworth Cove & Durdle Door

A spacious sleeping area features a large tufted headboard in a blue hue. Soft lighting is provided by a pendant lamp, while patterned wallpaper adds texture. Two decorative pillows rest on the bed, and natural light filters in through the window covered by dark curtains.

Guesthouse in Dorset

4.95 out of 5 average rating, 234 reviews

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.

Top guest favorite

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.

Condo in Dorset

4.97 out of 5 average rating, 146 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.

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.

Cottage in Dorset

4.95 out of 5 average rating, 133 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.

Top guest favorite

A spacious bedroom features a large bed with a pink patterned cover and multiple decorative pillows. Framed landscape photographs adorn the wall above the bed, complemented by a stylish mirror. A bedside table with a lamp and a bookcase are also present, contributing to a cozy atmosphere.

Bungalow in Dorset

5 out of 5 average rating, 17 reviews

Annies Annex

The property is light & airey, close to the local beach’s and Sandsfoot Castle. It has free street parking, and is close to main bus routes to Portland & WeymouthTown. Alternatively we are close to a beautiful trail which leads to Weymouth town with views to Portland and the local beaches. Close to many local takeaways and amenities. The hosts live in the adjoining bungalow and are close on hand if needed. This is an eco friendly property powered by solar energy.

A compact accommodation features a spacious bed with a neatly arranged blanket and a two-seater sofa. A mini kitchen area includes a kettle and sink. Natural light streams through a large window, highlighting the wood flooring and soft-toned walls.

Guesthouse in Southhill

4.83 out of 5 average rating, 253 reviews

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, 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.

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.

Apartment in Weymouth

4.9 out of 5 average rating, 424 reviews

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.

A games room is presented with a pool table at the center, surrounded by stylish seating. A retro arcade machine is visible in the corner, and natural light enters through glass doors that lead to an outdoor area. The walls are painted in a deep blue hue.

Townhouse in Dorset

4.98 out of 5 average rating, 199 reviews

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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Popular amenities for Weymouth and Portland District kid-friendly rentals

Free parking on premises

Air conditioning

Kid-friendly house rentals

The image captures a scenic view through three large windows, showcasing a vibrant sky with scattered clouds above the sea. The expansive blue water reflects the light, while distant coastal homes are visible in the foreground, contributing to a serene seaside ambiance.

4.91 out of 5 average rating, 33 reviews

Beautiful cottage with sea views & sunsets

Top guest favorite

The exterior of a period property is depicted, showcasing a mix of brickwork and modern elements. The sunny façade features multiple large windows, a decorative roofline, and a private entrance with wooden fencing, surrounded by lush greenery and colorful flowers.

4.97 out of 5 average rating, 330 reviews

Knap House (Weymouth) 3 minute walk from beach

Top guest favorite

A bright living area is observed, featuring large windows with white shutters that open to a view of potted flowers outside. A wood burner adds warmth to the space, complemented by a green armchair and a white sofa. A coffee table sits centrally in the room.

Home in Weymouth

4.94 out of 5 average rating, 124 reviews

Boutique Harbour Stay - walking distance to Beach

Top guest favorite

The exterior of a terraced cottage is presented, featuring a black door with decorative glass elements. A tall window with multiple panes brings light into the space. A white fence with a gate marks the entrance, complemented by a small hedge along the front.

4.97 out of 5 average rating, 317 reviews

Sea View

The charming exterior of the house is framed by vibrant greenery and colorful flowers. A winding stone path leads from the garden to the entrance, while a sunlit blue sky enhances the welcoming atmosphere of the property.

4.87 out of 5 average rating, 111 reviews

Beautiful spacious home & garden

Top guest favorite

The historic red brick building is prominently set against a backdrop of Weymouth Harbour. Lush greenery surrounds the property, with views of the waterfront and colorful buildings in the distance. The elevation of the house allows for an expansive view of the tranquil waterway.

5 out of 5 average rating, 11 reviews

Nothe House - Exclusive home, Weymouth Harbour

The living area features a modern grey sectional sofa adorned with patterned cushions. A wooden coffee table sits on a blue area rug. Natural light enters through a large window, while a mounted TV and decorative wall elements enhance the stylish design.

4.85 out of 5 average rating, 235 reviews

Olly's Retreat

A living area features light-colored furniture, including a cozy sofa adorned with decorative pillows. A flat-screen television sits on a dark wooden unit. Artwork depicting a sailboat and a wooden oar add character to the walls. Natural light enters through a window with light shades.

4.86 out of 5 average rating, 122 reviews

Fair Winds House

Kid-friendly apartment rentals

Top guest favorite

A wooden deck area features a stylish charcoal grill surrounded by two woven stools. The view overlooks the tranquil water, with boats gently swaying and distant views of land on the horizon beneath a partly cloudy sky.

Apartment in Poole

4.93 out of 5 average rating, 183 reviews

The Beach Hut

A corner sofa is arranged in the living room, accompanied by a wooden coffee table, a floor rug, and an accent chair. A mirror reflects the soft lighting from the ceiling fixture. A TV is mounted on the wall, enhancing the entertainment space.

Apartment in Dorset

4.94 out of 5 average rating, 102 reviews

1st Floor Apartment near Beach and town centre

Top guest favorite

A private terrace features a round table and four metal chairs, surrounded by lush greenery and colorful flowerpots. The expansive view includes rolling hills and the coastline of Lyme Bay under a clear blue sky.

Apartment in Charmouth

4.96 out of 5 average rating, 578 reviews

Fab Studio, Full Sea Views, Private Terrace,

Top guest favorite

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.

Apartment in Weymouth

5 out of 5 average rating, 473 reviews

Apartment with panoramic sea views

Top guest favorite

A stunning water view is captured during sunset, with vibrant orange, pink, and purple hues reflected across the calm waters. Silhouetted trees and boats dot the horizon, providing a serene backdrop to the scene.

Apartment in Poole

5 out of 5 average rating, 102 reviews

Sunset Cabin. Right on the Water's Edge! Stunning!

A view of Weymouth Harbour showcases calm turquoise waters lined with boats. The picturesque waterfront is framed by a mixture of residential and commercial buildings. People can be seen walking along the promenade, with clear blue skies overhead contributing to a vibrant atmosphere.

Apartment in Dorset

4.82 out of 5 average rating, 103 reviews

Holiday flat with stunning harbour views

An aerial view captures Bellamont House surrounded by rolling hills and vibrant autumn foliage. The light of dawn casts a warm glow over the property, emphasizing its spacious layout and serene setting within the Bride Valley landscape.

Apartment in Long Bredy

4.96 out of 5 average rating, 127 reviews

Elegant Wing of a Country House - Bride Valley

Top guest favorite

A sandy beach is visible with gentle waves lapping at the shore. Several individuals can be seen enjoying the water and beach activities, while the coastline extends into the distance. A clear blue sky and soft clouds enhance the inviting coastal scene.

Apartment in Weymouth

4.91 out of 5 average rating, 412 reviews

(Upper Deck) Beachside studio Weymouth

Kid-friendly condo rentals

A spacious window offers sweeping views of the sandy beach and the sea, filled with people enjoying the shore. The inviting window seat features soft cushions, enhancing the relaxing ambiance while vibrant colors are reflected in the glass.

Condo in Dorset

4.91 out of 5 average rating, 138 reviews

Beachfront Penthouse Apartment. Stunning Sea Views

Top guest favorite

A vibrant street scene depicts a picturesque high street with colorful bunting strung overhead. Buildings with varied architectural styles line the road, leading towards a distant view of the sea. Vehicles are parked along the side, contributing to the lively atmosphere.

Condo in Dorset

5 out of 5 average rating, 125 reviews

Blue Lias Apt - Lyme Regis - 2 min walk to beach

Top guest favorite

A vibrant scene along the waterfront features colorful buildings lining the quay, reflecting a charming coastal atmosphere. The illuminated sky above hints at dusk, and an ornate railing runs parallel to the water, adding a picturesque element to the view.

Condo in Dorset

4.95 out of 5 average rating, 335 reviews

Your hideaway on Weymouth harbourside!

Top guest favorite

The bedroom features a spacious bed dressed in patterned pink bedding with animal motifs. A yellow armchair adds a pop of color, while a round dining table with chairs is visible in the background. Light filters through the window, creating a bright atmosphere.

Condo in Dorset

4.96 out of 5 average rating, 191 reviews

Townhouse Flat

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.

Condo in Weymouth

4.92 out of 5 average rating, 432 reviews

Stunning Beachfront apartment overlooking the sea

A stone sign displaying 'LIME TREE LODGE' is presented among vibrant purple and white petunias. The flowers add a natural touch to the surroundings, creating a welcoming entryway.

Condo in Owermoigne

4.91 out of 5 average rating, 129 reviews

Lime Tree Lodge - West Wing, by the Jurassic Coast

Top guest favorite

An enclosed garden area features comfortable wicker seating adorned with vibrant cushions. A stylish coffee table holds a bottle of white wine and a plate of sliced oranges, while a patterned rug adds a touch of color underneath. Greenery lines the space, providing a sense of privacy.

Condo in Bournemouth

4.98 out of 5 average rating, 427 reviews

Beach 3 Mins Walk, 2pm Check-in, Private Garden

Top guest favorite

A dining area features a round table surrounded by a combination of blue and gray chairs. Natural light filters through large, curved windows adorned with blinds. A plant adds a touch of greenery, while a decorative map of Dorset is displayed on the wall.

Condo in Dorset

4.96 out of 5 average rating, 109 reviews

No1 By The Sea - Modern Apt, 5mins walk from beach

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