House holiday rentals in Weymouth and Portland District

Serene Retreat with Jurassic Countryside Views

Nestled on a peaceful lane, The View offers a serene escape with stunning Jurassic Coast vistas, including Hardy’s Monument and Weymouth Marina. This self-contained apartment is ideally located for relaxation and adventure, with Weymouth’s town centre, beach, harbour, and Rodwell Trail just a short stroll away. Enjoy off-street parking for one car, a private entrance, and a welcoming patio to unwind. Whether for coastal walks, seaside fun, or a quiet retreat, The View promises a memorable stay.

Historic town centre riverside hideaway

Whether your idea of a getaway involves romance, outdoor pursuits, or delving into Christchurch's history, our riverside retreat is for you. After a full day, pamper yourself in our luxurious spa bathroom and sink into the super king-sized bed. Enjoy riverside dining on your private patio, with scenic views of the river and paddle boarders passing by. Nestled in a secluded spot, yet conveniently amidst town centre cafes and restaurants, we offer the perfect blend of privacy and hospitality.

Home from home

Enjoy a stylish experience at this centrally-located accommodation. Coming with a friend but don’t want to share bed, bed settee available, request when booking. Nature reserve within a minute walk, off main road but short walking distance to beach, shops, pubs and local buses. Off road parking for 1 car, small outside seating area to enjoy your morning cuppa or evening drinks. Self contained with own front door. Stair lift on request, bathroom has low level access shower, handrails and seat.

Charming Portland house with sea and sunset views

Welcome to our renovated Dorset getaway. Our Portland stone house is 5 minutes walk from Chesil Beach and 20 minutes walk to the Weymouth & Portland National Sailing Academy. The Isle of Portland is an idyllic spot to relax with stunning sea views or base yourself to explore the many activities in the area: walking, coasteering, horse riding, sailing, water sports, alpacas etc. The house is perfect for a self catering getaway but there are great restaurants a short walk away.

Fair Winds House

Fair Winds offers a getaway just a stone's throw from the ocean and Portland Marina with allocated parking and enclosed garden. Wake up to sea views 2 minutes walk from Portland Castle Beach, or 5 minutes to the renowned Chesil Beach. We have a brilliant bakery and the beachside sauna, both just around the corner. For a peaceful retreat or an adventure by the sea, Fair Winds is an ideal base for exploring the wonders of Dorset's stunning coastline.

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.

Beautiful spacious home & garden

Kick back and relax in this calm, stylish space with a beautiful garden and wildlife pond. 15 mins walk from Weymouth’s award winning beach and Lodmoor Country Park (seasonal miniature steam train, Sealife Centre and Sandworld). Easy reach of Weymouth’s historic harbour.

April's Cottage, sea views close to Chesil Beach

Escape from it all in this little cosy character cottage crammed with history and home comforts including own parking right outside your front door. Located in the heart of the Jurassic coast, moments from Chesil Beach, local shops, pubs and cafes.

Cottage in Bower Hinton

Beautifully finished one bedroom barn conversion, part of Hillside Farm- a 19th Century hamstone barn. Carefully renovated with king size bed, generous walk in shower, open fire and well equiped kitchen to make your stay as comfortable as possible.