Chalet holiday rentals in Weymouth and Portland District

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.

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.

Summer Lodge

The Summer Lodge boasts uninterrupted views of the Fleet Lagoon and world famous Chesil Beach from its elevated position on the South West Coast Path (Jurassic Coast). Located just one mile from the Isle of Portland, the home of the 2012 Olympic sailing events and a short drive from Weymouth town centre and harbour, our stunning holiday home is perfectly situated for anyone wanting a coastal escape. Our sea view lodge sleeps 6 people. There are 2 double bedrooms and a small double sofa bed.

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

Breathtaking sea views from this light, cosy lodge

Seascape is a bright, airy lodge tucked away 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 in warmer weather, 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!

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, ...

Lulworth Hideaway - cosy chalet, walk to the Cove

Tuck yourselves away in this snug, well-equipped chalet nestled in West Lulworth, one of Dorset's most beloved coastal villages. Designed perfectly for two, it has everything you need: your own private entrance and a secluded outdoor seating area with views across the Purbeck Hills. Lulworth Cove and Durdle Door are just a short walk away, and a local pub is practically on your doorstep — ideal for a pint after a day on the Jurassic Coast. Well-behaved dogs are very welcome.

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. No EV charging on site (nearest available within 500m). 1 double bed/bedding provided

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 at the Creek Caravan Park in Ringstead bay. Kingfisher is a luxury spacious lodge at the Creek Caravan Park 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.

A charming cottage set in a rural location

A charming cottage set in a rural location, nestled between Bournemouth and the New Forest. There is a large free car park on site and bicycle lock up. We are in green belt countryside with forest and Avon Heath Country Park & Moors Valley Country park close by (my favourite is Moors Valley). The road is a cul de sac and quiet, we have rabbits, dog called 'Poppy' and free roaming chickens.