Chalet holiday rentals in Weymouth and Portland District

Luxurious holiday home at Weymouth Bay

2015 Luxurious Willerby Chambery static holiday home. Located in a quiet corner on Havens Weymouth Bay Holiday Park. Sleeps 4/up to 6 if using sofa bed. 2 Bedrooms. Sorry no pets.The main bedroom en suite toilet and sink and 24” smart tv/ dvd. 1 x twin bedroom and a pull out sofa bed in lounge. 43” smart tv/ DVD player in lounge. Wi-fi , Bluetooth speakers in ceiling. Full size fridge/freezer, microwave, full size cooker. Central heating and double glazing. Patio doors, decking.Allocated parking

Wyvern Apartment - Where your comfort matters

Wyvern Apartment is a newly converted studio apartment which is close to beautiful countryside and many great attractions. We have designed the apartment with our guests' comfort in mind and it has been ideally equipped for both business and pleasure guests. There is free parking, a flat screen smart TV, free unlimited WI-FI along with lots of other little touches to help make your stay as welcoming and convenient as possible. The apartment boasts a well equipped kitchen and walk-in shower room.

Escape to the Dorset coast - Enjoy Shepherd Oak

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.

Our Plaice by the Sea

'Our Plaice by the Sea' is a 2 bedroom caravan, on the flagship Littlesea Haven holiday park. Our Plaice feels like a home from home, reminding us of a beach hut with its pale- blue cladding, decking out front and stunning views of Chesil Beach; it stands out, giving a relaxed seaside vibe. There’s plenty to do on-site with an indoor and outdoor pool, adventure golf, arcade, day and night entertainment (Haven passes to be purchased) fabulous coastal path walks and near to the Jurassic coastline.

Jurassic Coast Dorset UK

Overlooking Chesil Beach, on Jurassic Coast World Heritage site. Many local eateries, attractions & great base for exploring the many AONBs in West Dorset. Swimming beaches at Hive Beach (Best beaches in Dorset, Sunday Times 2024), West Bay & Weymouth. To the West- Bridport (with it’s famous Wed & Sat street markets), Charmouth (Jurassic Coast centre, renowned fossil beach) and charming historical Lyme Regis. To the East- Lulworth Cove & Durdle Door. Plus- Many historic and magical Celtic sites.

The Dorset Resort

The twelve 5 Star Scandinavian Log Homes at the Dorset Resort are made entirely from trees grown in the Nordic forests of Finland and available to rent from 2 days to 4 weeks. With 3 ensuite bedrooms, a further bathroom and 2 sofa beds the house is equipped to sleep 8 comfortably. Open plan living with fully equipped kitchen, linen and towels included for an easy break. A built in sauna adds that extra element of luxury with complimentary use of the Resort fitness suite and discounted golf.

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

Lavish Dorset countryside retreat

Escape to the idyllic countryside of Dorset and indulge in the ultimate retreat at The Drover. This luxurious holiday let, nestled near Bridport, offers a serene haven where modern comfort meets rustic charm. As you step into the spacious abode, you're greeted by an expansive open-plan layout that seamlessly combines a kitchen, dining area, and lounge. The heart of the home, the kitchen boasts sleek appliances including a dishwasher, fridge, freezer, oven, and a 5-ring induction hob, ...

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 cosy in winter, while outside, the large deck offers a panoramic view all the way to Corfe Castle. In addition, guests enjoy the amenities of SBV - all within a 15 min walk of the seafront!

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.