Vacation rentals in Osmington Mills

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Top-rated vacation rentals in Osmington Mills

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Top guest favorite
A luxury hot tub filled with bubbling water welcomes relaxation, framed by lush greenery and open fields under a clear blue sky. The spacious area includes a basketball hoop for added enjoyment, creating an inviting outdoor atmosphere.
Guesthouse in Tarrant Gunville
4.88 out of 5 average rating, 208 reviews

The Retreat ~ Hot Tub~ Sauna ~ Charming & Cosy Gem

Step into the stylish and comfortable 1BR 1Bath guest house nestled in the picturesque village of Tarrant Gunville. It offers a relaxing oasis with a luxury hot tub, sauna, and a perfect base to explore natural attractions and historical landmarks of Dorset County. Modern design and a rich amenity list will satisfy your every need. ✔ Comfy BR with a Double Bed ✔ Bright Living Space ✔ Kitchenette Amenities ✔ Garden ✔ Hot Tub ✔ Sauna ✔ Smart TV ✔ High-Speed Wi-Fi ✔ Free Parking See more below.

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Guest favorite
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
4.92 out of 5 average rating, 293 reviews

The Old Reading Room West Stafford, Dorset.

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.

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Guest favorite
An indoor pool area is presented under a wooden-beamed ceiling, featuring exposed brick walls. Soft lighting creates a calm ambiance around the clear water of the pool. A cozy seating area is visible in the background, adding to the overall relaxation space.
Home in Osmington
4.86 out of 5 average rating, 131 reviews

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.

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Guest favorite
Holiday park in West Lulworth
4.95 out of 5 average rating, 118 reviews

Sea View Chalet - Durdle Door

Our Chalet is a treasured home away from home, overlooking stunning Durdle Door, a World Heritage Site on the beautiful Dorset Jurassic Coast…. The chalet has a large decking overlooking the sea, it’s a total escape…..it has 1 King Double bedroom with en-suite, & 1 twin, 2 shower rooms & fully fitted modern kitchen/living area which opens onto the large decking area and panoramic views of the sea… to the left is Lulworth Cove, to the right the Isle of Portland, amazing sunrises and sunsets!

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Top guest favorite
A cozy bedroom is presented with a wooden bed featuring crisp white linens and decorative pillows. A light-colored dresser is positioned nearby, complemented by a small lamp. Natural light filters in through patterned curtains, enhancing the serene atmosphere.
Tiny home in Tincleton
5 out of 5 average rating, 210 reviews

Cosy private Loft overlooking Dorset countryside

Nestled in the heart of the Dorset countryside, The Loft is your ideal 'getaway'. From stunning views to a comfy king-size bed, this cosy space will provide you with everything you need to relax. Open the stable door, and listen to the birds, reconnect with nature while sipping coffee and tucking into a selection of breakfast options provided upon your arrival. With an abundance of local amenities, please see the guide for my favourite secret spots! We look forward to welcoming you!

LocationFamilyOutdoor spaces

Guest favorite
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
4.82 out of 5 average rating, 145 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.

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Top guest favorite
The exterior of the barn features a heart-shaped wooden accent on the entrance, surrounded by two planters with neatly trimmed shrubs. A pathway of stone slabs leads through a grassy area adorned with round stones and blooming flowers, set against a backdrop of large windows.
Barn in Dorset
4.99 out of 5 average rating, 149 reviews

Coppice Barn, farm stay, nr Durdle Door & Lulworth

Sorry no Pets Suitable for only one infant. A barn conversion two miles from the Dorset coast. Set within its own private garden with unspoilt views of Galton Farm overlooking Moreton forest and Tadnoll Heath. Ten minutes drive to Durdle Door, Lulworth Cove and Ringstead Bay. Plenty of coastal and country walks to choose from. The barn consists of one bedroom with a superking bed. Large bathroom and open plan kitchen, dining and sitting area all delightfully decorated.

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Top guest favorite
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, 318 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.!

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Superhost
Cottage in Osmington
4.82 out of 5 average rating, 57 reviews

The Boathouse Osmington Mills

The Boathouse was originally built as boat storage for the New Coastguard Cottages ca. 1905. It is situated in a secluded position next to the South West Coast Path giving door step access to coastal walks to Weymouth, Durdle Door and Lulworth Cove. If shorter walks are more favourable, its less than a 5 minute walk to the pebble beach and the Smugglers Inn pub, a pretty thatched roof country pub – once the headquarters for 17th Century smugglers.

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Guest favorite
A rustic-style bedroom features exposed stone walls and a freestanding copper bath illuminated by wall sconces. A spacious bed is adorned with neatly arranged white towels, and large windows allow natural light to fill the room.
Home in Osmington
4.86 out of 5 average rating, 66 reviews

Luxury Cottage with Copper Bath and Scenic Trails

Escape to Granary Cottage – a romantic one-bedroom hideaway in the Dorset countryside. Soak in the copper bath after days exploring dramatic coastal cliffs, hidden coves and rolling hills. With walking trails from the door and the South West Coast Path moments away, adventure is never far. After a day outdoors, retreat to your cosy, stylish space made for two. A perfect blend of rustic charm, comfort and wild beauty.

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Top guest favorite
A stone exterior of the home is visible, framed by lush greenery. A glimpse of the sea is seen in the background, with gentle light illuminating the setting. A pathway leads through the garden, enhancing the natural charm of the location.
Place to stay in Osmington
4.99 out of 5 average rating, 84 reviews

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.

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Top guest favorite
The image depicts a roundhouse surrounded by a gravel garden with various plants. A wooden bench is positioned in the foreground, while a fire pit is visible. The outdoor deck features seating and a log burner, with clear blue skies in the background.
Place to stay in North Curry
4.99 out of 5 average rating, 145 reviews

Luxury Roundhouse with log fired hot tub

A bespoke, luxury roundhouse, with log fired Skarsguard hot tub & stunning views of the Blackdown Hills and surrounds. Nestled above the Somerset Levels. The Good Life’s roundhouse is the perfect place to get away from it all and enjoy some quiet time in the country. Come for a romantic getaway, just the two of you, unwind & destress, with luxurious and private surroundings.

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Popular amenities for Osmington Mills vacation rentals