
Cottage holiday rentals in Osmington
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Top-rated cottage rentals in Osmington
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1888 Portland stone cottage
1888 Portland stone cottage, with many original features. Stone fireplace with log burner. Cosy 2 bedroom, 3 storey cottage located within easy walking distance of Easton Square, which has local amenities, including grocery stores, chemist, pubs and cafes. Small sunny aspect courtyard with bistro table and chairs. A perfect holiday location all year round, for either sun and relaxation, or enjoy activities like windsurfing, sailing, diving, rock climbing, fishing, walking and bird watching.

Authentic thatched cottage, mins from coast
Thatched Carters Cottage nestles in the peaceful Dorset hamlet of North Chideock, adjacent to 16th century Home Farm Cottage. A fabulous rambler's location, with EV charger, 40 mins walk from the Jurassic coastline, 3 thatched pubs, Spar shop, Felicity's Farm Shop, Hell's Lane fab hollow-way, Colmers Hill & Symondsbury Estate Cafe. 15 mins drive to Lyme Regis. The cosy Cottage is simply furnished - 2 bedrooms, bathroom, kitchen & TV lounge. Guest parking with private garden and bike storage.

Little Barn is a cosy dwelling in a remote valley
Little Barn is located in a remote valley between Upwey and Portesham near Weymouth in Dorset A converted Barn with a modern open plan interior. An adequate garden with Outdoor furniture and BBQ with an external secure store for bicycles etc. The area is good for walking (dogs welcome), many footpaths line the surrounding countryside. Hardy's monument is situated a few miles away. The area offers good cycling both on and off road. Good access to the Dorset coastline which is a short drive away.

Cottage close to Beach & Old Harbour with Parking
Sydenham Cottage is an attractive cottage with designated parking, refurbished to a high standard; designed to make you feel at home. The cottage is located in the heart of Weymouth just 2 minutes walk from restaurants, cafes, the old harbour, and award winning blue flag beach. The house is perfect for families or couples wanting a cosy retreat. You can walk from the house to the sandy beaches, craggy cliffs off the Jurassic Coast with the Dorset Downs nearby, so walkers will love it too.

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.

Tudor Rose Luxury thatched cottage Dorset.
A boutique and chic thatched cottage for 2 nestled within the beautiful village of Stourpaine in an AONB. Escape to this romantic couples hideaway for the ultimate luxury getaway. Finished and equipped to a high standard including king size bed with designer linens, roll-top bath and separate shower, cosy lounge, separate dining room, fully equipped kitchen and lovely sunny courtyard. Great walks and the superb village pub are just a short stroll away. 1 small dog is welcome to join you!

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.

The Old Stable central & OSP, 2 bed/2 ensuite
The Old Stable , situated in the centre of the historical village of Corfe Castle, Dorset overlooking the Castle Ruins with OSP Recently converted with original features, open plan lounge, Purbeck stone wall, wood flooring, leading to a bespoke hand painted Kitchen providing all mod cons & dining table Upstairs 2 bedrooms (1 small double & 1 twin room) 2 en-suites, A picturesque Idyllic location, perfect to rest & enjoy Tea rooms, Jurassic coastline, local beaches. & pubs

Luxurious studio for two with spectacular views
Situated in the East Devon National Landscape at the end of a magical winding country lane is the stunningly located Artist’s Studio - luxury accommodation nestling in a south facing hillside and boasting far-reaching uninterrupted views across the spectacular Devon countryside. The Studio, originally a barn, is now a spacious self catering rural retreat, comfortably accommodating 2 adults, with huge vaulted ceilings and where your every whim and desire is catered for.

Maidenwell Cottage. Near Chesil Beach, Portland
Maidenwell Cottage is a Grade II listed period property on Portland, the southernmost point of the Jurassic Coast that has been refurbished to a high standard and designed to make you feel at home. Chesil Beach, local shops, cafes and pubs are all a within a short walking distance. Maidenwell Cottage is perfect for families and couples looking for a cosy seaside retreat and those looking for a place to relax following a day of walking, climbing and water sports.

The Parlour, Duntish Mill Farm, EV Charging
The Parlour is a 3 double bedroom cottage which is part of Duntish Mill Farm that has recently been lovingly renovated. There is open plan living with vaulted ceilings and a cosy log burner. French doors that lead onto a large private patio area. Located in an AONB of Dorset, we are surrounded by plenty of stunning countryside centrally located between the historic towns of Sherbourne and Dorchester, which is also only a short drive away from the Jurassic Coast.

Private use of Indoor Pool available May- end Sept
Self contained detached cottage in a tranquil location close to the famous 'Jurassic Coast' ; Durdle Door, Lulworth, Corfe Castle, Weymouth and Dorchester are all a short drive away. Further attractions close by are Monkey World, Bovington Tank Museum, and Sculpture by the lakes. There is a well stocked village shop and good village pub. Dorset has so much to offer, with beautiful coastline and breathtaking scenery. Relax in the pool at your leisure!
Popular amenities for Osmington cottage rentals
Cottage rentals with a hot tub

Peace and Tranquillity -Hot Tub- Dog Friendly

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

‘Stag Cottage’ New Forest Romantic Hideaway

Romantic Retreat with hot tub

A Stunning Dorset Thatched Cottage - Dog friendly

Luxury New Forest Cottage, with hot tub & log fire

Dreamwood Woodland Retreat with Private Hot Tub

‘The Nest’ A beautiful cottage in Devon
Pet-friendly cottage rentals

Double house farm. Brook Cottage, Glastonbury

Coastal Retreat Steps from Lulworth Cove

Romantic hillside hideaway with outstanding views

Chesil Cove Holiday Cottage

Stunning Barn conversion with heated swimming pool

Shepherd's Cottage

Cove Garden Cottage with enclosed sea view garden

Cosy, dog friendly cottage in the heart of Dorset
Private cottage rentals

Thatched Cottage by Lulworth Cove & Durdle Door

Thatched Cottage Spring Breaks near Lulworth Cove

Cosy ecolodge with log-burner, near town & beach

Strawberry Cottage

Cosy Purbeck Cottage on the Jurassic Coast

Farm Cottage on 9 acre Equestrian Small Holding.

Charming Country Cottage, Popular Village, sleep 6

Idyllic cottage in the New Forest
Destinations to explore
- New Forest National Park
- Paultons Park Home of Peppa Pig World
- Stonehenge
- Weymouth Beach
- Boscombe Beach
- Bournemouth Beach
- Lyme Regis Beach
- Bournemouth International Centre
- Kimmeridge Bay
- The Tank Museum
- Highcliffe Beach
- Southbourne Beach
- Crealy Theme Park & Resort
- Beer Beach
- Mudeford Quay
- Mudeford Sandbank
- West Bay Beach
- Blackgang Chine
- Man O'War Beach
- Charmouth Beach
- Carisbrooke Castle
- Hurst Castle
- Tapnell Farm Park
- Durdle Door Holiday Park




