Holiday houses in Osmington Mills

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Top-rated holiday rentals in Osmington Mills

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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
4.92 out of 5 average rating, 289 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.

Guest favourite
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, 130 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.

Guest favourite
A large decking area is visible, featuring a spacious table under an umbrella, surrounded by comfortable seating. The expansive view of the sea stretches out to the horizon, complemented by a clear blue sky with wispy clouds.
Holiday park in West Lulworth
4.95 out of 5 average rating, 117 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!

Top Guest favourite
The exterior of a modern stone cottage is shown, featuring a gravel driveway and landscaped areas with shrubs and plants. A large garage is visible, and the structure's red roof contrasts with the stone walls. A blue water barrel is positioned near the entrance.
Guest suite in Weymouth
4.92 out of 5 average rating, 198 reviews

Private Guest Suite in Sutton Poyntz + own parking

We are a Modern Stone built cottage in beautiful village. Private secure gated parking for 2 guest cars. We love our local pub The Springhead which is 1 minute walk away, set around a duck pond with willow trees. There are numerous country and coastal walks nearby and we welcome dogs. We live upstairs but you are completely separate to us and left alone. There is 2 large bedrooms a kitchen equipped with small mini oven and microwave, bathroom inc bath and shower and comfortable lounge.

Top Guest favourite
A private garden features a round table surrounded by four chairs, set on a stone patio. Lush greenery and flowering plants border a well-maintained lawn, while a rustic shed is visible in the background under a clear blue sky dotted with clouds.
Cottage in Lewell
4.94 out of 5 average rating, 314 reviews

Jasmine Cottage

Jasmine Cottage is a characterful, compact barn conversion, that sits next to the 400 year old farm house. It sleeps up to four people (including infants), with a double and a twin room. We are one mile away from The Wise Man Inn - an award-winning pub; 6 miles from Dorset's stunning Jurassic coast and 3 miles from the county town of Dorchester. You will, however, need a car- or bikes! Sorry, no pets and no smoking. No EV charging, yet, but there are many fast charging points nearby.

Top Guest favourite
Barn in Dinton
5 out of 5 average rating, 173 reviews

Unique, romantic & private luxury country retreat

Unique. private & very ancient dovecote near Salisbury & Stonehenge with a fabulous swimming pool in gorgeous peaceful countryside with wonderful walks straight from the door. Beautifully furnished, very well equipped, romantic & spacious. Thick stone walls make it warm & cosy in winter, cool in summer as well as very quiet. It has an exceptionally comfortable super kingsize bed, rolltop bath, huge velvet sofa, sound system, 50" TV, fully equipped kitchen, dining area & shower room.

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
4.82 out of 5 average rating, 142 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.

Top Guest favourite
Shepherd’s hut in West Lulworth
4.98 out of 5 average rating, 101 reviews

Bindon Burrow - Lulworth Cove. Dog friendly.

A lovingly created Shepherds hut for two, in walking distance of Lulworth Cove, Durdle Door and good pubs. One of 2 huts, each with off road parking and shared access path down steps to private facilities. Located in a secluded spot behind our family home. A fully self contained hut including a double bed, kitchen with multi cooker, wood burner and en-suite bathroom including hot shower and state of the art composting toilet. Small enclosed garden; dog friendly.

Top 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
4.94 out of 5 average rating, 313 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.!

Guest favourite
Cottage in Osmington
4.84 out of 5 average rating, 55 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.

Top Guest favourite
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
4.85 out of 5 average rating, 60 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.

Top Guest favourite
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, 81 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.

Popular amenities for Osmington Mills holiday rentals

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