Vacation rentals in Osmington

Large coastal cottage with spa and private pool

Set in a prime position amidst a quintessential village of thatched cottages. Where wildflower paths and trickling streams amble down the the beautiful Osmington Bay. Toe dipping in the shallows, coastal walks under flaring sunsets, hibernating in our home spa while storms crash outside. Our unique holiday home offers a sanctuary in all weathers. With a collated & collected vibe, this light filled cottage is perfect for families looking for a beach escape, only a 5 minute drive to the sea.

The Beach Hytte - Stunning Sea View Penthouse

Enjoy your perfect getaway in this award winning 2 bed penthouse apartment with 180 degree sea views in the heart of the tranquil Alum Chine area of Bournemouth just a few minutes walk from the beach. The property boasts two dining areas, one of which sits on the large balcony with views across Bournemouth beach and a bespoke wood burning stove for the winter nights. The open plan kitchen leads onto a cozy living room where you can enjoy Sky Glass TV entertainment through super fast WiFi.

East Creek, beach, pool, dog, hot tub - Ringstead

East Creek in Ringstead is newly refurbished with a brand new kitchen, lounge and bathroom. This house sleeps 10, has fast broadband and has fantastic views. Step onto your expansive deck, where panoramic views of the azure sea stretch endlessly before you. This is the ultimate vantage point for coastal bliss. Your own private pool awaits, inviting you to cool off in style or soak up the sun in absolute privacy. Swimming pool open May to end of September, for 2025 trailing end of October.

Stunning Barn conversion with heated swimming pool

Courage Cottage is a two bedroom detached barn conversion in a Georgian farmyard.The barn was converted in 2013 so has all modern conveniences including underfloor heating. It is very individual and situated in a quiet , rural setting. It has two bedrooms with en-suite bathrooms. The village of Martinstown has an excellent pub and shop. Dorchester is 2 miles away and has every facility including good rail connections in all directions.Swimming pool (shared ) open May 15th-Sept 15th

Old Dorset Cottage

Relax with the whole family in this peaceful traditional Dorset Cottage. Set in the tranquil village of Osmington, this Cottage has all the traditional features with the exposed stonework, beams and large inglenook fireplace. It has been tastefully modernised to make it fit for a family get away. With a new kitchen, large farmhouse dining room and all facilities to help you feel right at home. Outside enjoy the gardens, bbq and patio and easy access to country walks and beaches.

The Ringstead Suite

This unique suite with it's own private stairway from the floral garden leading to your own private balcony is a perfect base looking onto the Jurassic Coast above Ringstead Bay. Above the property is the inner coastal path and Ridgeway walks. Nearby is beach access at Ringstead Bay and Osmington Mills. The suite comprises a cosy lounge area, shower room and toilet, hallway with boot and coat cupboard and luxurious bedroom with Purbeck Stone wall overlooking the garden.

Glebe Summer House

Tidy private, serene, and peaceful setting 10-15 minute walk of Osmington Bay beach. Ideally located near many stunning coastal spots, including Weymouth, Durdle Door, and Lulworth Cove. The X54 bus, which runs hourly to these destinations stop is just a 3-2 minute walk away. Guests have access to a private full bathroom located just a few steps outside the summerhouse. Full AC. Perfect for a quiet coastal escape surrounded by nature for couples or solo travelers.

Beautiful Annex situated on the Jurrasic Coast.

Pixon Barn is situated on a working farm on the Jurassic Coastline within an easy driving distance to Weymouth, Lulworth Cove, and Abbotsbury. It is located next to numerous bridlepaths, perfect for avid walkers, cyclists and lovers of the countryside. We welcome any and all well behaved dogs. There are several pubs all within a 5 minutes distance by car, as well as our own farm cafe and shop located on the main road into Weymouth. Best ice-cream around.!

Thatched Cottage by the Beach

The Stables is a charming thatched cottage nestled in the sort after village of Preston, Dorset. It is located a short walk to the beach and village amenities. It is perfectly located to access nearby famous Weymouth Beach, Weymouth Harbour and the beautiful Jurassic Coast. A romantic stable conversion with a recently re-designed Kitchen and Bathroom. It is perfect for an active summer beach holiday or a cozy winter holiday in front of the fire.

Quaint Thatched Coastal Cottage

Beautiful thatched cottage dating back to the 18th century in the center of the chocolate box village of Osmington. You could easily spend a relaxing break, whiling away hours in the sunny front room or garden against a backdrop of horses walking and church bells in the distance. If you want to be more active, it is the perfect setting for walkers, with easy access to the popular white horse and coastal walks on the south west coast path alike.

Cosy Cottage with Hot Tub and Pub

Beautifully restored three-bedroom Dorset cottage sleeping up to six guests, perfectly located near Weymouth and the Jurassic Coast. Combining original character with modern comforts, the cottage features a cosy wood-burning stove, private garden and a traditional wood-fired hot tub. Ideal for families and friends, with a children's play area and the welcoming Sunray pub on-site. Dog friendly, with private parking for two cars included.

Delightful one bed property on the Jurassic Coast

This unique single storey home has been refurbished to a high standard and makes comfortable accommodation for two people. Situated in the garden of the owners' thatched thirteenth century cottage it offers plenty of character, and is well screened from main house. It sits in a delightful garden with table and chairs for your use. It is situated within yards of the beautiful Jurassic coastal path.