
Family-friendly holiday rentals in Chesil Beach
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Top-rated family-friendly rentals in Chesil Beach
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Headland Hideaway Shepherd's Hut in Lyme Regis
SHEPHERDS HUT An opulent hideaway retreat nestled on the Lyme Bay headland with uninterrupted ocean views, perfect for romantics & family adventurers. With an expansive sundeck, fire pit & swimming pool & endless expanse of garden. Embark on the most charming private adventure from bedroom shepherd's hut & adjacent shower room to the architectural wonder of the glass framed kitchen, diner & sitting room with freestanding log burner & stylish interior. Sit and wonder at the expanse of ocean views

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

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.

shepherds hut /Goat Glamping private hot tub
A stay you won’t forget, the goat glamping experience, while staying in a luxury fully fitted shepherds hut in the peaceful surroundings of this rustic Somerset smallholding. On arrival you will find a welcome hamper with essentials. Enjoy playing with the very friendly Pygmy goats and daily visits from the ducks on your doorstep. The perfect cozy getaway. Special occasion packages available on request. One kingsize bed and 2 child beds ( fold out, Bedding not supplied for these )

5* Cottage on Chesil Beach Dorset Jurassic Coast
SHORT HOUSE, CHESIL BEACH; beautiful 'Switch off the world', 5* Seaside Cottage on Dorset's World Heritage Jurassic Coast. Private access to Chesil Beach; 400m. Dogs welcome. Spectacular ocean views, dining terrace, large living space, fully equipped kitchen, 2 double ensuite bedrooms, king size (or twin) beds, Egyptian linen, fluffy towels & sandpit in a lovely garden. 43" Sony UHD TV + SKY Q, DVD & Bose Sound. A peaceful place to isolate, recuperate & build sandcastles.

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.

Swallows Return - Alpacas-Gardens-Brook-Tennis
Nestled in an area of Outstanding Natural Beauty, Wynford Eagle is one of West Dorset's hidden gems. Swallows Return is a cosy studio retreat, a haven for peace and relaxation which opens out onto a large terrace with stunning views of the valley, 8 acres of grounds and gardens and beautiful alpacas. A great base to explore Dorset, situated just 15 minutes from the Jurassic coastline and all this incredible area has to offer.

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.

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

Townhouse, garden, hot tub, breakfast terrace.

Log Cabin/Hot Tub on Private Lake Jurassic Coast

Little Bow Green

Astronomer Shepherd's hut

Luxurious Shepherd’s Hut with Hot Tub
Family- and pet-friendly home rentals

Your hideaway on Weymouth harbourside!

Romantic hillside hideaway with outstanding views

Chesil Cove Holiday Cottage

Sunflower House

The Old Cream Rooms, flat in the centre of town

Beautiful Annex situated on the Jurrasic Coast.

Maidenwell Cottage. Near Chesil Beach, Portland

Self-contained annexe on organic dairy farm
Family-friendly home rentals with a pool

Secluded hideaway, heated pool, walks, fossils

The Condo (Indoor Pool available May- end Sept)

Cosy Shepherd's Hut with wood-fired hot tub

The Potting Shed - cosy country cottage

Breathtaking sea views from this light, cosy lodge

Spacious Caravan near sea Weymouth Bay Haven

Chic retreat hot tub+pool nr Millfield Glastonbury

The Duck House. A child/dog friendly rural chalet
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- New Forest national park
- Bournemouth Beach
- Weymouth Beach
- Paultons Park Home of Peppa Pig World
- Stonehenge
- Boscombe Beach
- Kimmeridge Bay
- Southbourne Beach
- Highcliffe Beach
- The Tank Museum
- Poole Quay
- Crealy Theme Park & Resort
- Sandy Bay Beach Blue Flag Winner 2019
- Beer Beach
- Preston Sands
- Mudeford Sandbank
- Man O'War Beach
- Charmouth Beach
- Torre Abbey
- Oddicombe Beach
- Dartmouth Castle
- Hurst Castle
- Elberry Cove
- Compton Beach