
Holiday rentals in Osmington
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Top-rated holiday rentals in Osmington
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Woodpecker cabin secluded in lovely Dorset forest
Cabin located in a secluded woods in Dorset, en-suite bathroom and shower. The cabin has underfloor heating and a TV with Netflix it has a fully fitted kitchen with fridge freezer hob and oven. The cabin is under two oaks and is very picturesque and is completely on its own. It is located in an area of outstanding natural beauty, with access to a great range of footpaths and pub a short walk away.There are a herd of friendly local deer on site that you can be introduced too, we do not allow dogs

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.

Luxury thatched Little Barn
The Little Barn is a 200 year old, thatched, cob cottage. It is a self-contained studio guest room with its entrance in the garden of the main house. It is perfect for a couple using the comfortable king-sized bed. It is thoughtfully decorated and furnished with modern fittings, including a cleverly fitted kitchenette. This picturesque cottage is located in the quiet, rural setting of Shitterton, in the village of Bere Regis, Dorset. We are within easy reach of Dorset's many attractions.

Townhouse Flat
A lovely one bed first floor flat within family home. The flat sleeps 4, max 5 with z bed. The flat is self-contained, but is accessed via the family home front door, hallway and stairs. The flat is on the first floor of a period townhouse on Dorchester Road, and is close to local amenities (Tesco Express, pub, Post Office and chip shop). The beach is a 10 min walk away and the town centre is a 20 min walk. Free on street parking is available. See additional charges for Z bed hire.

Stunning Beachfront apartment overlooking the sea
A brand new apartment just 50 steps from the beach with free parking in the heart of Weymouth directly on the Esplanade with panoramic sea views of the award winning beach. Well equipped and nestled amongst shops and restaurants . Just minutes walk to bars , the harbour and train station. Fully fitted kitchen with family size fridge freezer, oven, microwave, toaster, kettle, cutlery, crockery, dishwasher, washing machine, flat screen TV's, Wifi, Hand, bath and beach towels provided.

Cheerful one bedroom home in the heart of Dorset
A great base for exploring Dorset and centrally-located. This newly decorated self contained 1 bedroom annexe has a fully equipped kitchen & in the county town of Dorchester, the birth place of Thomas Hardy. It is a perfect base to explore the beautiful countryside and Jurassic coast! The town’s amenities are only a short walk away including the new Brewery Square development. Complimentary tea and coffee also provided. Please note, we are unable to accommodate children

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.

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.!

The Condo (Indoor Pool available May- end Sept)
Self contained detached cottage in a tranquil location close to the famous 'Jurassic Coast' ; Durdle Door, Lulworth, Corfe Castle, Weymouth and Dorchester are all a short drive away. Further attractions close by are Monkey World, Bovington Tank Museum, and Sculpture by the lakes. There is a well stocked village shop and good village pub. Dorset has so much to offer, with beautiful coastline and breathtaking scenery. Relax in the pool at your leisure!

Flat One The Beaches
***Flat one the Beaches is in a central position & can be noisy in the evenings especially at the weekends***Recently converted Grade II listed building on Weymouth seafront. The apartment is one of four located off a private inner courtyard on the first floor. well equipped apartment across the road from Weymouth’s award winning beach and nestled a stones throw away from Weymouth town with its great choice of harbour side restaurants and bars.

The Hide in the treetops near weymouth town/beach
Open plan space: sleeps 2; king size bed; bed linen. Kitchen with induction hob; electric oven; microwave and fridge freezer; coffee machine; tea towels. Ensuite shower room; hand towels & Bath sheets. Beach Towels not provided so please remember to pack yours! Comfy sofa; dining table and 4 chairs. Large TV and wifi. No children of any age and no animals/pets allowed. Smoking strictly prohibited inside The Hide or on the grounds.

Cosy Sail Loft on the harbour.
This special place is close to everything, making it easy to plan your visit. With your own parking space, own entrance, bedroom / lounge, own kitchen and Bathroom, you can be fully self sufficient or enjoy all the local pubs and restaurants on your door step. Literally right on the harbour front and only a minute away from the beach, this cosy property allows you to enjoy all of this seaside town within a few minutes.
Popular amenities for Osmington holiday rentals
Other great holiday rentals in Osmington

1 Bed in Osmington (82098)

Jasmine Cottage

Six Horse Barn - Luxury Spacious Open Plan

Shepherd's Hut in rural Dorset

Wonderful Single near Town & Beach with Breakfast

Seaside Escape on Crescent St, Near the Beach

Cosy room close to hospital in quiet area

Beautiful spacious home & garden
Destinations to explore
- New Forest National Park
- Paultons Park Home of Peppa Pig World
- Weymouth Beach
- Stonehenge
- Boscombe Beach
- Kimmeridge Bay
- Bournemouth Beach
- Highcliffe Beach
- The Tank Museum
- Southbourne Beach
- Poole Quay
- Crealy Theme Park & Resort
- Sandy Bay Beach Blue Flag Winner 2019
- Mudeford Sandbank
- Beer Beach
- Blackgang Chine
- Man O'War Beach
- Charmouth Beach
- Carisbrooke Castle
- Oake Manor Golf Club
- Hurst Castle
- Calshot Beach
- Compton Beach
- The Needles Old Battery & New Battery




