Cottage vacation rentals in Osmington

Thatched Cottage by Lulworth Cove & Durdle Door

A beautiful thatched chocolate box cottage on the breathtaking Dorset Jurassic Coast. A quintessential Lulworth Grade II listed property dating back to 1750, ideally situated within a very short walk of Lulworth Cove. Perfect for those looking for a rural retreat in one of the country's most appealing coastal villages. A fabulous spot for family holidays and breaks exploring the area by foot, paddle and bike, the cottage is also within easy reach of local towns and outstanding country pubs.

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.

Charming Country Cottage, Popular Village, sleep 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.

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.

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.

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.

Godminster Manor Cottage

Set in a private cobbled courtyard on an organic farm, half a mile from Bruton, this old stone cottage has been lovingly restored. It has an inglenook fireplace, oak-framed roofs, flagstone and elm floors, with art and furniture collected over many years filling the rooms. Bruton is renowned for its restaurants and art galleries. The 'Newt in Somerset' is next door and there many other wonderful nearby destinations and beautiful walks from the farm within the surrounding countryside.

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.

A Charming Cottage, Just a Moment from the Beach

Right on the gateway of the best beach in the United Kingdom. This is an excellent place to get your Weymouth adventure underway. Sympathetically updated and located a moment from the beach and train station; it'll suit most visitors needs. We've tried to update the cottage in keeping with a turn of the century victorian home, yet keeping it stylish and up to date with all the mod-cons you would expect. We're located close-by, so we're on-hand to support your trip. Enjoy.