
Cottage holiday 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.

Thatched Cottage Walk to Lulworth Cove Durdle Door
@HoneysuckleCottageWestLulworth is a beautiful thatched holiday cottage in a pretty English village in Dorset. Situated in the world renowned Jurassic Coast village of West Lulworth, it is walking distance from Lulworth Cove & Durdle Door & ideally located by the South West Coastal Path. This one-bed cottage is the perfect base for a romantic getaway in Dorset, lovingly restored over two years to the highest standard with luxury fixtures & fittings to create a comfortable home for your holiday

Shepherd's Cottage
Shepherd's cottage is a delightfully cosy annexe with it's own private entrance and own cottage garden. Tucked away on a no through road, that leads directly onto a bridleway and footpaths, Shepherd's cottage makes an ideal place to stay for those who simply want to get away from it all. We welcome 2 small dogs ( pet fee applies) and horses - with a choice of fields to keep your horse in ( additional charge of £25 per night for horses). Complimentary bottle of wine on stays of 4 nights or more.

Lovely cosy place to stay in the heart of Dorset
Oak Tree Barn is a self-catering holiday accommodation in the heart of the village of Hazelbury Bryan, Dorset. The conversion was completed in early 2012 using locally reclaimed materials and keeping many of the original features. The Barn is warm and cosy in winter and cool in summer, the detached Barn has a large open-plan lounge and kitchen with views towards the local hills. The two bedrooms (one double with bath, one twin with shower) overlook paddocks where sheep graze and chicken forage.

Romantic barn with kingsize 4-poster, fire, bikes
If you are looking for a romantic escape in the New Forest, just a short walk from the pub and open forest, then look no further. Situated in the grounds of an impressive country house, the Goat Shed is the stylishly renovated ground floor of a 19th century barn, with a kingsize four poster bed, claw foot bath and woodburning stove. Deer roam through the gardens, and our wood burning stove makes nights in perfectly cosy. A great spot from which to explore the forest, or simply relax in comfort.

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.

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.

Cosy Cottage in Rural Hamlet on the Jurassic Coast
Quirky, Cozy Cottage. Perfect for a winter/summer break. Coal/Wood burner and a Super-King Size Bed. Located in Acton, A small tranquil hamlet, The cottage is surrounded by fields and located right on the South West Coast Path. Incorporating breath-taking views from all around. Everything is on your doorstep! Walkable is the Square and Compass, The Kings Arms in Langton, Dancing Ledge, Seacombe, Chapmans Pool, Dinosaur Footprints, The South West Coast Path, Swanage and Studland Beaches.

Luxury bolthole in secluded valley near coast
The Old Cow Byre is a unique hideaway in a tranquil valley, less than 20 minutes from the Jurassic Coast's stunning beaches. Perfect for a romantic break. Lounge on the balcony floating over your own private wildflower meadow. Have dinner watching the sun sink behind the valley. Sit round the woodburner for cosy evenings in, or round the fire pit outside wrapped in blankets. Discover country pubs with beer out of the barrel. Take walks from the front door or along the South West Coast Path.

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

Cottage by the Common, Corfe Castle
The Cottage is an open plan building next to the entrance to Corfe Common in a tranquil setting. Downstairs there is a King-size bed & upstairs there are 2 single beds . Sleeping areas are open plan but have thick curtains that can be drawn to create a private and cosy space. Downstairs has Wet-room with sink & separate toilet & sink New Kitchen WiFi Log burner and 2 free basket of logs South facing Patio Parking 2 cars 5 mins walk to Corfe Village Pets welcome.

Little Roost at Uplyme: Luxury self-catering
AUTUMN / WINTER 2025 - cosy short stays available - 10% weekly discount ...Self-catering, luxury cottage, riverside walk 1 mile to Lyme Regis. Private carport parking, EV charger. Walk to town and beach or 5 mins drive. SUMMER STAYS WEEKLY SAT arrive/depart - please see calendar. BT WIFI and NETFLIX. Uplyme Village pub Talbot Arms 10 min walk. Converted stables, stone walls, oak beams, well-equipped kitchen cosy interior . King size double bed & bathroom upstairs.
Popular amenities for cottage rentals in Osmington
Cottage rentals with a hot tub

Peace and Tranquillity -Hot Tub- Dog Friendly

Blashford Manor Farm - The New Forest Cottage

80 acre Wood, Dutchtub, Lake, Treehouse & Zip-line

Romantic Retreat with hot tub

Luxury New Forest Cottage, with hot tub & log fire

Cottage with Covered Hot Tub Godshill New Forest

Secluded Woodland Cottage with Private Hot Tub

Charming Brick Cottage with a Patio and Hot Tub
Pet-friendly cottage rentals

Whatley Cottage, Rural Retreat.

A Charming Cottage, Just a Moment from the Beach

Little Coombe

Cottage in the heart of Montacute

The Seed House, Shepton Montague

Little Gem Somerset Cottage

The Parlour, Duntish Mill Farm, EV Charging

Cove Garden Cottage with enclosed sea view garden
Private cottage rentals

Thatched Cottage by the Beach

Pilgrims Cottage-Luxury Grade 1 Listed cottage

Old Post Office Thatched Cottage

🌳 Forest Lodge🌲 Family Friendly Woodland Cottage 🐔

Bramshurst ~ Relaxing stay in the country

Blackbird Cottage close to walks & Jurassic Coast

No1. The Courtyard, Clyffe House

The Boathouse Osmington Mills
Destinations to explore
- New Forest National Park
- Paultons Park Home of Peppa Pig World
- Stonehenge
- Weymouth Beach
- Boscombe Beach
- Bournemouth Beach
- Lyme Regis Beach
- Kimmeridge Bay
- Highcliffe Beach
- The Tank Museum
- Southbourne Beach
- Poole Quay
- Crealy Theme Park & Resort
- Mudeford Sandbank
- Beer Beach
- Mudeford Quay
- Blackgang Chine
- Man O'War Beach
- Charmouth Beach
- Carisbrooke Castle
- Exmouth Beach
- Hurst Castle
- Tapnell Farm Park
- Palace House




