Vacation rentals in Osmington Mills

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Top-rated vacation rentals in Osmington Mills

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Guest favorite
The open plan living area features a spacious seating arrangement with a gray sofa adorned with decorative pillows. A light wooden dining table is positioned nearby, complementing the modern kitchen area equipped with a microwave. Natural light floods in through large windows.
Cottage in Osmington
4.95 out of 5 average rating, 60 reviews

Beachfront Escape in Sleepy Coastal Village

A beautiful, newly decorated three-bedroom house on the Jurassic Coast in the quiet and secluded area of Ringstead Bay. The house can accommodate six people, it has private front and rear gardens, stunning views across the water to Weymouth and Portland, and beach access directly in front of the property. The coastal path runs right past the front of the house leading to White Nothe and Lulworth in one direction and Osmington Mills and the local pub in the other. This is a dog friendly house and there are amazing walks to be had along the beach or on the many paths and routes in the local area This is a newly decorated, light and airy ground floor home with three bedrooms – a master king bedroom with single day bed and ensuite shower room; another king bedroom; one twin room (one queen bed and one single bed). In addition to the ensuite bathroom, the house has another two spacious shower rooms, with enough hot water for everyone to shower after a swim in the sea! The large open plan kitchen/living area has a brand-new kitchen with all the necessary amenities and a large range cooker; a separate utility/dishwashing area; a dining area with a table for eight people; and a seating area with a large smart television. The house also has fast broadband with wifi, a washing machine, a dryer, parking for 5 cars, garden furniture, use of a BBQ (please clean it after use) and a selection of beach toys. Guests have exclusive use of the house and garden. The few bedrooms in the old house (1st floor) will be locked and will never be occupied during your stay. You will be welcomed at the start of your stay. We are available over the phone for any requests or information for the duration of your stay and will advise how to lock up when you leave The home is set along beachfront (which can be accessed by a rugged cliff path) in the secluded hamlet of Ringstead on the Jurassic Coast. The area is ideal for hiking, fossil hunting, sailing, and fishing. Nearby Osmington Mills has a pub and cafe. There is a tiny independent shop in the village selling essentials and ice creams, both weymouth and Dorchester have many large supermarkets. it is not essential but advised to have a car if planning on getting to the local towns during your stay. you are welcome to bring boats, there is fantastic fishing in the bay and we can advise on the best spots. Sailing is great as well. Larger boats can be taken to the beach via the slip ramp 100m from the house or in weymouth marina. Small boats and dinghys can go down the short cliff in front of the house. Upon prior request we can provide access to a boat and recreational water sports equipment and toys Use of these is at your own risk and we will ask for a small deposit. The home is set along beachfront (which can be accessed by a rugged cliff path) in the secluded hamlet of Ringstead on the Jurassic Coast. The area is ideal for hiking, fossil hunting, sailing, and fishing. Nearby Osmington Mills has a pub and cafe. Stand-Up Paddleboards and boats available to get you out onto the water - do ask for more info!

Guest favorite
The cozy living room features a historical stone fireplace with an inglenook, complemented by exposed beamed ceilings. A colorful area rug covers the wooden floor, and a green sofa is positioned opposite a wooden television stand. Soft cushions are arranged on the seating for comfort.
Cottage in Osmington
4.89 out of 5 average rating, 35 reviews

Charming Grade II listed Dorset cottage

Wintersweet Cottage (C1798) is set in the picturesque village of Osmington 3 miles from the beautiful sandy beach of Weymouth. Tucked away in a private drive with only 3 other thatched cottages it's a haven of tranquillity surrounded by stunning walks along the Jurassic Coast or up to the famous White Horse of Osmington on your doorstep. A courtyard with BBQ is the perfect place to relax on a summer's eve after a walk, a trip to Lulworth Cove or any of the other delights that Dorset offers

Guest favorite
A cottage made of natural stone is surrounded by lush greenery and colorful flowers. A spacious balcony extends over the entrance, providing an outdoor area to enjoy the views. The sun illuminates the property, enhancing its inviting presence in the serene landscape.
Cottage in Morcombelake
4.95 out of 5 average rating, 488 reviews

Romantic hillside hideaway with outstanding views

A unique and romantic hideaway, Quarryman's Cottage is dinner on the roof terrace watching the sunset over Lyme Bay & Charmouth, stargazing from the luxury freestanding bath, epic views from the double shower, reading under the old oak tree, BBQ's & firepits, leisurely walks to The Anchor at Seatown via Golden Cap or the coastal path, the sound of birdsong, the glimpse of a deer, curling up in front of the wood burner in winter. It is a tranquil & heavenly escape from the bustle of daily life.

Top guest favorite
A functional open-plan space features a well-equipped kitchen with green cabinet fronts and modern appliances. A dining table and chairs are set nearby. A cozy sleeping area is marked by a four-poster bed, complemented by natural wood flooring and soft decor elements.
Guest suite in Crossways
4.97 out of 5 average rating, 141 reviews

The Annex @14

Welcome to The Annex @14, a newly renovated ground floor property and great base for exploring historic Dorset and a perfect getaway for two! Self-contained with its own private entrance .The annex is attached to our home at the end of a quiet cul-de-sac in the village of Crossways near Dorchester. There is a hot tub available for your own exclusive use! In the heart of Hardy Country, ideal for walkers and cyclists. Lulworth Cove, Durdle Door, the beautiful sands of Weymouth Bay are close by.

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, 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 favorite
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 favorite
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.

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, 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 favorite
Shepherd’s hut in West Lulworth
4.98 out of 5 average rating, 103 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 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
4.94 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 favorite
Cottage in Osmington
4.84 out of 5 average rating, 56 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.

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
4.85 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.

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