
Cottage vacation rentals in Osmington
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Top-rated cottage rentals in Osmington
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Cute, Cosy & Stylish Bothy Cottage, near Sherborne
Stylish, Comfortable & Quirky - “Top 10 Dorset Airbnb” (Conde Nast Traveller) in a “Top 50 UK Village” (Sunday Times). The Bothy is a detached stone cottage where you can share some free Prosecco on your private terrace. It is in the rural historic Yetminster Conservation Area with a thatched pub, café & shop. It is next door to a quintessential "Chocolate Box" thatched cottage. You are on the edge of the Dorset Area of Outstanding Natural Beauty with good access to the sea & Jurassic Coast.
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Stylish Country Cottage, Popular Village, sleeps 6
A stylish cosy village cottage, centrally located in the popular, sought after Somerset village of Curry Rivel is perfect for group trips, family get togethers, sophisticated stag or hen do's, suitable for walkers, cyclists, weekends away with friends and we’re dog friendly. Modern, quirky interiors give the cosy cottage a feeling of space and light. The cottage has all amenities within a minutes walk including popular The Firehouse Somerset pub, One Stop Convenience Store, Petrol Station & PO.
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Beautiful 2 bedroom cottage in glorious Dorset
Nestled in the picturesque Dorset countryside, this charming Portland stone cottage offers a quintessential English retreat. Set within the grounds of a historic Old Rectory, the property is surrounded by rolling hills, lush meadows, and the tranquil River Frome, providing an idyllic spot for a holiday. It is all on one level,we are able to rent out the whole cottage also which creates an additional 2 bedrooms for extended family - we rarely rent this out to another party and is mostly empty.
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The Old Stables
The old Stables is half of a newly converted cottage finished to a high standard situated within a 14 ac plot. There are two double bedrooms one with an en-suite bathroom and a separate shower wet room. The master bedroom has a king sized bed , the second bedroom a full double.Bed linen is 100% cotton with feather duvets. Synthetic available on request. There is a fully fitted kitchen with oven , hob and dishwasher and microwave. Outside there is a private garden area and plenty of parking.
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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.
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The Hollies, Dorset A countryside~coastal ‘gem’
Close to the coast, ‘The Hollies, Dorset’. Relaxing, quiet ‘getaway’ for you and family in a pretty village 5 mins stroll from a super pub. Mid-terrace single story with dogs welcome (please enquire). Access to SW Coast Path, towns, beaches & visitor attractions inc Lulworth Cove & Castle, Durdle Door, Monkey World & The Tank Museum. 3 beds (2 double, 1 single) *fold-out bed for extra child. Big well-equipped kitchen. Cosy lounge. Enc rear garden, 2 parking spaces. Peruse our 5* reviews!
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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.
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Cobb Cottage - Harbourside, permit parking
Cobb Cottage is a stylish hideaway, tucked down a cobbled side street in the heart of Weymouth's historic harbour. The cottage has been lovingly converted from a former bookshop into a contemporary, centrally located holiday home with easy access to Weymouth harbour. Perfectly suited for two couples or a family, with three bedrooms and two bathrooms. There is a parking permit to for one car which provides free parking on street outside the cottage, or in a nearby car park. Dog friendly!
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Stunning Barn conversion with heated swimming pool
Courage Cottage is a two bedroom detached barn conversion in a Georgian farmyard.The barn was converted in 2013 so has all modern conveniences including underfloor heating. It is very individual and situated in a quiet , rural setting. It has two bedrooms with en-suite bathrooms. The village of Martinstown has an excellent pub and shop. Dorchester is 2 miles away and has every facility including good rail connections in all directions.Swimming pool (shared ) open May 15th-Sept 15th
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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.
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Berry Farm Cottage
Berry Farm Cottage nestles in a private area of the grounds of Berry Farm, which dates back to the 16th century. It is located in the charming Conservation Village of Walditch, within walking distance of Bridport. The Cottage itself has 2 bedrooms and two bathrooms with an open-plan living space and is set away from the main house in its own private grounds, with 1,200sqm (0.3acres) of orchard garden, as well as an outside patio with table and chairs, with country views.
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Secluded Woodland Cottage with Private Hot Tub
Escape to Meadow Cottage, a peaceful countryside retreat perfect for couples. This modern studio features a private hot tub, a dedicated workspace with super-fast fiber optic internet, and a fully fenced yard. Enjoy access to 40 acres of private woodland. Watch wildlife from your window in this cozy, pet-friendly getaway. Comfortably fits 2 guests. • King Size Bed • Private Hottub • Dog Friendly • Fully Equipped Kitchen • Private Garden • Smart TV • Super Fast WiFi
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Popular amenities for Osmington cottage rentals
Cottage rentals with a hot tub

Peace and Tranquillity -Hot Tub- Dog Friendly
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Romantic Retreat with hot tub
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A Stunning Dorset Thatched Cottage - Dog friendly
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Luxury New Forest Cottage, with hot tub & log fire
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Cottage with Covered Hot Tub Godshill New Forest
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New Luxury Hot Tub August 2026 Shepherds Cottage
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Detached and romantic cottage with hot tub.
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The Cottage, Parsonage Farmhouse with hot tub
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Pet-friendly cottage rentals

Whatley Cottage, Rural Retreat for couples & dogs
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A Charming Cottage, Just a Moment from the Beach
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Beautiful thatched cottage near award winning pub
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Coastal Retreat Steps from Lulworth Cove
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Pond outside your bedroom window.
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Cottage in the heart of Montacute
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The Coach House, Duntish Mill Farm, EV Charging
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Cosy Cottage in Rural Hamlet on the Jurassic Coast
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Private cottage rentals

Thatched Cottage by Lulworth Cove & Durdle Door
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Secluded and Romantic Paradise on Somerset Levels
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Cosy ecolodge with free parking near town & beach
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Honeysuckle Cottage: Lulworth Cove & Durdle Door
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Strawberry Cottage
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Pilgrims Cottage-Luxury Grade 1 Listed cottage
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Sherborne Character Cottage , Neda.
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Romantic cottage set in walled garden, New Forest
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Destinations to explore
- New Forest National Park
- Bournemouth Beach
- Weymouth Beach
- Paultons Park Home of Peppa Pig World
- Stonehenge
- Longleat Safari Park
- Southbourne Beach
- Boscombe Beach
- Mudeford Quay
- Durdle Door Holiday Park
- The Tank Museum
- Lyme Regis Beach
- Bournemouth International Centre
- Kimmeridge Bay
- Beer Beach
- West Bay Beach
- Powderham Castle
- Alum Chine Beach
- Highcliffe Beach
- Poole Quay
- Mudeford Sandbank
- St Mary's Stadium
- Rockley Park
- Dawlish Warren Beach





