Family-friendly vacation rentals in Chickerell

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

Family · Kitchen · Check-in

Fun Bus family playground woodburner dogs nr beach

Escape to a beautiful vintage bus, set in the enchanting grounds of a 13th-century moated manor house. Fully equipped with kitchen, wood burner, solar power, and private shower & compost toilet nearby. Enjoy a private garden with fire pit, plus access to a huge shared garden, treehouse, trampoline & fire pit. Just 10 mins from the Jurassic Coast & 15 mins from Weymouth Beach. A perfect family getaway, and well-behaved pets are welcome! Also available: vintage horsebox, woodland hut & yurt.

Kitchen · Family · Wifi

Pond outside your bedroom window.

Self-contained bedroom, a sitting room and shower room. Your suite of rooms is separate from the house with its own entrance. The windows overlook the village duck pond and spring and pretty waterfall. There is parking, for your car, at your door. We're in a Dorset village with Trafalgar history, centuries old church, busy pub. The coast is only a couple of miles away. We are on the Dorset Coastal Path and the SSSI Jurasic Coast. £7.50 for a full Dorset breakfast. Evening meal £7 to £12.

Indoor spaces · Family · Sleep quality

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.

Kitchen · Family · Wifi

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

Kitchen · Indoor spaces · Access

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.

Indoor spaces · Family · Cleanliness

Marwells Farm Cottage

Beautiful countryside Cottage, located in a rural setting on the river Wey. Local walks from your doorstep, Short car journey to Weymouth sea front. Self contained annexe with private entrance. Fully fitted galley kitchen. One bedroom with a double and single bed+ sofa bed in the sitting room. Children of all ages welcome. I am pet friendly, with felines of my own. Wi-Fi is available but very limited due to rural location. Free on site parking. All photographs taken in January 2026

Indoor spaces · Family · Check-in

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.

Indoor spaces · Kitchen · Heating

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.

Indoor spaces · Kitchen · Air conditioning

Seaview Self-Catering-Fossils Reach

Modern double bed studio with bath/shower room and open plan kitchen/lounge situated on a working farm. Beautiful seaviews over the fleet and jurassic coast. Only 2 miles from Weymouth beach and a few strides from the south west coastal footpath. We are in walking distance of 5 public houses and restaurants and have ample parking. If your here for the breathtaking seaview walks or the attractions that weymouth has to offer you have found the right place.

Family · Indoor spaces · Quiet

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.

Family · Indoor spaces · Accuracy

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.

Indoor spaces · Family · Location