Chalets in Weymouth and Portland District

Beautiful Shepherd Oak~ Escape to the coast

Welcome to Shepherd Oak - a superb contemporary two bed holiday cottage, perfect for families, business stays, couple retreats or breaks with friends. Shepherd Oak is ideally situated for exploring the Dorset area. This beautiful countryside setting has amazing views, the lounge looks out onto the wild flower meadow perfect to relax & watch the wildlife. With a well equipped kitchen and smart TVs in every bedroom there is space for all the family to enjoy. More dates available, please check!

Durdle Door & Lulworth Cove. Family/Dog friendly.

Our holiday home is located in Durdle Door Holiday Park near the famous stone arch of Durdle Door, a UNESCO World Heritage site. It's in a great position, being one of the closest homes to the beach access path, and boasts sea glimpses from the sun deck and living room window. Featuring all mod-cons it is a really comfortable home-from-home. The park is quiet and well-maintained with a shop, restaurant, bar and play-park. Lulworth Cove, along with its pubs and restaurants are a short walk away.

Breathtaking sea views from this light, cosy lodge

Seascape is a bright, airy lodge down its own drive at the edge of Swanage Bay View. Adjoining Townsend Nature Reserve it enjoys utter tranquillity and spectacular views over the bay, as seen on 'A Place in the Sun'. With its tasteful modern furnishings, central heating and double glazing, Seascape is a cosy winter retreat, while in Spring and Summer use of a 1903 beach hut on a private beach is included. In addition, guests enjoy the amenities of SBV - all within a 15 min walk of the seafront!

Chalet ‘Little Coppice’ East Stoke Wareham Dorset

A lovely self contained two bedroomed cottage with its own private garden in a rural location on the site of an equine residence. Easy access to woodland walking, and 1.5 miles from nearest village with pub, shops and mainline railway station. Nearby attractions include Monkey World, Bovington Tank Museum, Swanage Steam Railway, Weymouth Beach, Corfe Castle (with inflatable water park), Studland Beach (fantastic National Trust sandy beach), Lulworth Cove and Lulworth Castle (for Bestival).

A luxurious modern 3-bedroom Swift Bordeaux

A luxurious modern 3-bedroom Swift Bordeaux Silver Prestige. This fabulous caravan is situated at Haven Littlesea Holiday Park in Weymouth in a spacious plot with views of the Fleet Lagoon and Chesil Beach. Sleeps up to 6 people. 1.5 bathrooms Linen and towels supplied. Parking spaces for 2 cars. Outside decking and seating area. Onsite restaurant, laundrette and local shop. For use of swimming pool, entertainment venue and booking activities you can purchase Play Passes from Haven

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

The Duck House. A child/dog friendly rural chalet

The Duck House is a lovely child/dog friendly chalet nestling in the orchard at Plenty Cottage. Quiet and peaceful it's the perfect retreat for a family - and dogs are especially welcome! Open plan living it’s a comfortable and home from home. A wonderful rambling garden, summerhouse, BBQ and a (free) heated swimming pool (1st April - 31st Sept). The mantra is 'No Stress'. Ample parking, dog/child friendly pub 7 mins walk away. Wonderful NT beaches just five min drive.

Kingfisher - Creek Caravan Park Ringstead

Welcome to Kingfisher, a spacious lodge at Ringstead Bay that offers the perfect blend of comfort and seaside charm. With plenty of room to relax, this lodge is ideal for long stays by the beach. Take in the stunning sea views from the balcony, explore nearby coastal trails, or visit local spots like Weymouth and Durdle Door. Our friendly staff is on hand to ensure a memorable and relaxing stay.

Chalet 31 Monmouth Beach Lyme Regis

A delightful, modern, petite wooden chalet located on Monmouth beach in Lyme Regis, overlooking the Jurassic coastline, famous Cobb and fossiling areas including the ammonite graveyard. A unique design, 10/15 minutes walking distance of the main town, shops, bars and restaurants. Perfect location for a relaxing break watersports enthusiasts, fossil hunting, walkers or artists. No pets allowed.