Holiday houses in Osmington

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Top-rated holiday rentals in Osmington

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Top Guest favourite
A wooden cabin is nestled among trees, surrounded by greenery. A gravel path leads to the entrance, with a small deck at the front featuring a seating area. A fire pit is visible nearby, suggesting a peaceful outdoor experience.
Hut in Middlemarsh
5 out of 5 average rating, 254 reviews

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

Top Guest favourite
A cozy sitting area features a plush olive green velvet sofa adorned with patterned and solid cushions. A stylish wooden chair complements the vintage aesthetic, while large artworks decorate the walls. Exposed wooden beams add character, and a patterned rug enhances the inviting ambiance.
Barn in Dorset
5 out of 5 average rating, 102 reviews

Artist’s Creative Hideaway & Sauna

Beautiful, inspiring, and peaceful, Arthouse is a place to escape. This converted art studio in West Dorset is close to Chesil Beach and the Jurassic Coast. It is surrounded by wildflowers and features contemporary art and sculptures by artists Rouwen and Reeve. The space is complemented by mid-century modern furnishings, high ceilings, and exposed beams. All doors open to a private patio and a naturalistic garden. The Sauna, located in the gravel garden looks out onto sculptures and plants.

Guest favourite
The exterior of the Victorian Reading Room is presented, showcasing a charming brick facade with light moss present on the roof. A welcoming entry door, framed by two chimneys, is complemented by modern windows. A vintage-style post box is positioned beside the entrance.
Tiny home in West Stafford
4.93 out of 5 average rating, 270 reviews

The Old Reading Room West Stafford

The Victorian Reading Room of West Stafford is of historical importance. Used before the war as a Reading Room for the villagers and estate workers, the newspapers were provided, the village shop in the late 1930s, then a workshop and a store room for the church. We have now lovingly restored, decorated and furnished this amazing building into a cosy self catering holiday retreat, "far from the madding crowd" Open plan, comfy double sofabed, wood burner, country walks and fabulous village pub.

Superhost
An indoor pool is surrounded by sleek gray tiling and illuminated by recessed lighting. The pool's inviting turquoise water reflects the ceiling lights. A cozy seating area with cushions is visible in the corner, providing a relaxed atmosphere.
Cottage in Osmington
4.86 out of 5 average rating, 160 reviews

A luxury unique home spa - White Stones Retreats.

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.

Top Guest favourite
Condo in Dorset
4.97 out of 5 average rating, 203 reviews

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.

Guest favourite
A well-maintained garden is framed by a charming stone house with dark-framed windows. An inviting grassy area features various flowering plants and a seating chair, while a wooden garden structure adds character. The image conveys a serene outdoor environment with a hint of nature.
Guest suite in Osmington
4.8 out of 5 average rating, 131 reviews

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.

Guest favourite
A cozy sleeping area features a spacious bed with soft gray bedding and a decorative throw pillow. A wooden bookshelf displays various items, while a glass door opens to a view of the outside. Warm lighting highlights the room's inviting design.
Farm stay in Osmington
4.93 out of 5 average rating, 279 reviews

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.!

Top Guest favourite
An indoor swimming pool is featured, surrounded by large windows allowing natural light. The ceiling beams reveal a spacious, airy atmosphere. Two red chairs are positioned nearby, and a shallow end is visible with steps leading into the water. A blue cover rests along one side of the pool.
Cottage in Dorset
4.98 out of 5 average rating, 373 reviews

Private use of 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!

Guest favourite
Apartment in Weymouth
4.89 out of 5 average rating, 454 reviews

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.

Top Guest favourite
A bright and inviting area features a large window draped with sheer curtains, allowing natural light to flood in. A small wooden table with two chairs is positioned near the window, complemented by decorative items on the wall and a plant on the table.
Tiny home in Weymouth
4.9 out of 5 average rating, 244 reviews

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.

Guest favourite
The front of a charming stone cottage is displayed, featuring climbing greenery that softens the façade. A white picket fence encloses the small manicured garden, which includes a blooming red flower. Bright sunlight enhances the warm tones of the stonework and foliage.
Cottage in Martinstown
4.86 out of 5 average rating, 172 reviews

Cosy, dog friendly cottage in the heart of Dorset

Take it easy at this unique and tranquil getaway in the heart of Dorset. Beautiful scenery is all around you in this cosy cottage. The Jurassic coastline a just a short drive away, as is the historic town of Dorchester. The village has a great local pub, and a shop selling local produce as well as some essential items. Enjoy the privacy of an entire home with a beautiful garden in picturesque surroundings.

Guest favourite
A serene bedroom is presented with soft blue bedding and neatly arranged towels. Decorative woven wall art adds natural texture, while a bedside lamp provides gentle illumination. Light enters through a window, enhancing the calming atmosphere of the space.
Apartment in Overcombe
4.94 out of 5 average rating, 135 reviews

Joanne's Retreat - Cosy, Calming with Free Parking

Welcome to Joanne's Retreat; our two-bedroom, ground floor apartment in Weymouth Dorset. 𓇼 Sleeps three; one king size, one single. 𓇼 Calming interior, with a scant-chic styling. 𓇼 Enclosed Garden with a BBQ. 𓇼 Dog Friendly, with a goodie bag on arrival. 𓇼 15-minute walk to the beach. 𓇼 One free parking for the duration of your stay. 𓇼 Plenty of great pubs within walking distance.

Popular amenities for Osmington holiday rentals

  1. Airbnb
  2. United Kingdom
  3. England
  4. Dorset
  5. Osmington