
Family-friendly holiday rentals in Chesil Beach
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Top-rated family-friendly rentals in Chesil Beach
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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.

Little Barn is a cosy dwelling in a remote valley
Little Barn is located in a remote valley between Upwey and Portesham near Weymouth in Dorset A converted Barn with a modern open plan interior. An adequate garden with Outdoor furniture and BBQ with an external secure store for bicycles etc. The area is good for walking (dogs welcome), many footpaths line the surrounding countryside. Hardy's monument is situated a few miles away. The area offers good cycling both on and off road. Good access to the Dorset coastline which is a short drive away.

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)

Little Beach House on West Dorset’s Jurassic coast
Little Beach House is located in the unspoilt hamlet of West Bexington only 20 yards from Chesil beach which is on the Jurassic coast of West Dorset. It has uninterrupted views of the sea from the lounge and bedroom and has a very sunny aspect being a south-facing garden, outside it has a grassed back and front garden with private parking West Bexington has a hotel with restaurant and bar, it also has great food at the Club house restaurant, all within a short walking distance of the Chalet

“Rex the Bus” Quirky and fun bus conversion.
"Rex the Bus" is unique, fun and just a little bit quirky. This double decker bus has been converted to the highest standard and connected to mains electricity, water and drainage. Enjoy panoramic views of the countryside from the windows, watch the sunrise from your double bed or cabin bunk bed. Heating and a wood-burner will keep you warm and snug, whilst the kitchen area provides plenty of space to cook up a delicious meal. There is a shower downstairs and a loo and basin upstairs.

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.

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.

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.

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.

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.

1-Bed Escape / Parking and Jurassic Views
FREE PARKING, FAST Wi-FI and sweeping Jurassic views welcome you to this cosy 1- Bed Hideaway. Perfect for couples, small families or solo travellers seeking quiet lane near coast path. Comfortable Double bed Ensuite walk in shower and separate bath Kitchenette Lounge area Separate private patio Smart TV Private off-road parking for up to two cars Superhost care -replies within an hour, book now !

Pebble Lodge
Pebble Lodge is a stylish, modern and luxury home from home for four guests (plus one infant). Situated on the five star Chesil Beach Holiday Park, Pebble Lodge boasts an uninterrupted view of the Fleet Lagoon and Chesil Beach, infamous parts of the Jurassic Coast. Beautiful accommodation, finished with some personal touches really makes Pebble Lodge the perfect coastal escape in all seasons.
Popular amenities for Chesil Beach family-friendly rentals
Family-friendly home rentals with a hot tub

Stay in the AONB with Own Hot Tub, Dogs Welcome

Countryside Cabin with Hot Tub and Tree Deck

Haystore- Luxury Railway Carriage with Hot Tub

Romantic Iglu Escape with Private Hot Tub for two

Townhouse, garden, hot tub, breakfast terrace.

The Hide on the Vineyard with wood fired hot tub

Log Cabin/Hot Tub on Private Lake Jurassic Coast

Little Bow Green
Family- and pet-friendly home rentals

Discover Little Drey: Your Perfect Getaway

Headland Hideaway Shepherd's Hut in Lyme Regis

Your hideaway on Weymouth harbourside!

Sunflower House

The Old Cream Rooms, flat in the centre of town

Tranquil Townhouse with Parking,minutes from Beach

Beautiful Annex situated on the Jurrasic Coast.

Jurassic coast Glamping, West Dorset
Family-friendly home rentals with a pool

Secluded hideaway, heated pool, walks, fossils

The Condo (Indoor Pool available May- end Sept)

Family friendly & comfortable 2 Bed Holiday Home

6 Berth Caravan Poole Haven Holiday Free Beach Hut

Breathtaking sea views from this light, cosy lodge

Chic retreat hot tub+pool nr Millfield Glastonbury

Quackers! An eco/dog friendly shepherd's hut

Secluded Stargazing Romantic Shepherds hut&hot tub
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- Paultons Park Home of Peppa Pig World
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