Family-friendly vacation rentals in Chickerell

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Top-rated family-friendly rentals in Chickerell

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Top guest favorite
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, 499 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
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, 471 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.

Guest favorite
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
4.84 out of 5 average rating, 284 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 ( 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

Superhost
A stylish living area features dark walls complementing a plush teal sofa with a decorative cushion. A small dining table and chairs are visible in the corner, with modern cabinetry and a kitchen area showcased in the background. Warm lighting enhances the inviting atmosphere.
Apartment in Dorset
4.79 out of 5 average rating, 163 reviews

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.

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, 187 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)

Guest favorite
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
4.96 out of 5 average rating, 136 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

Superhost
The cottage exterior is characterized by traditional stonework and a thatched roof, set against a clear blue sky. A wooden door leads to the entrance, complemented by neatly trimmed bushes and a grassy area in front.
Cottage in Dorset
4.79 out of 5 average rating, 146 reviews

Marwells Farm Cottage

Beautiful countryside Cottage, located in a rural setting on the river Wey. Local walks from your doorstep, easily accessible to the Jurassic coastline. Short car journey to Weymouth sea front. Self contained annexe with private entrance. Fully kitted galley kitchen, travel cot. Sofa bed also on premises. Children of all ages welcome. I am delighted to be pet friendly and have lots of friendly felines of my own. Wi-Fi is available but very limited due to rural location. Free on site parking.

Top guest favorite
Condo in Dorset
4.96 out of 5 average rating, 199 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.

Guest favorite
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, 453 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.

Top guest favorite
The exterior of Sunnyside Lodge features a well-maintained brick facade adorned with vibrant flower planters. A paved driveway is visible, leading to the entrance, with clear space indicating off-road parking availability. The surrounding area includes privacy fencing and additional greenery.
Bungalow in Weymouth
4.97 out of 5 average rating, 329 reviews

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.

Guest favorite
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.
Apartment in Dorset
4.92 out of 5 average rating, 145 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 favorite
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, 440 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.

Popular amenities for Chickerell family-friendly rentals

Quick stats about vacation rentals that are family-friendly in Chickerell

  • Total vacation rentals

    Explore 50 vacation rentals in Chickerell

  • Nightly prices starting at

    Chickerell vacation rentals start at ﺩ.ﺇ220 per night before taxes and fees

  • Verified guest reviews

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  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Chickerell vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Chickerell rentals

  • 4.8 Average rating

    Chickerell stays are highly rated by guests—averaging 4.8 out of 5!

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