
Cottage holiday rentals in Osmington
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Osmington
Guests agree: These cottages are highly rated for location, cleanliness and more.

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.

Stay in the AONB with Own Hot Tub, Dogs Welcome
Nestled in the wilderness of the Quantock Hills AONB, this beautiful lodge is a perfect country retreat. Ideal for couples, families, walkers, trail runners, cyclists, bird watchers and nature lovers. Fully renovated, with a large hot tub, underfloor heating, comfortable furniture, a coffee machine and a wood burner for cosy winter nights. Dogs welcome, lockable shed for bicycles. Numerous walks out of the front door with unbeatable views. Superfast Wi-Fi. Toiletries and essentials provided.

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.

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 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.

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.

5* Cottage on Chesil Beach Dorset Jurassic Coast
SHORT HOUSE, CHESIL BEACH; beautiful 'Switch off the world', 5* Seaside Cottage on Dorset's World Heritage Jurassic Coast. Private access to Chesil Beach; 400m. Dogs welcome. Spectacular ocean views, dining terrace, large living space, fully equipped kitchen, 2 double ensuite bedrooms, king size (or twin) beds, Egyptian linen, fluffy towels & sandpit in a lovely garden. 43" Sony UHD TV + SKY Q, DVD & Bose Sound. A peaceful place to isolate, recuperate & build sandcastles.

Charming 16th century cottage in rural setting
Dating from the 16th century, Stable Cottage adjoins the rest of the property but has its own front door and is a completely private and self contained space. Downstairs has an entrance hall, sitting room, with original beams and kitchen; upstairs there are 2 bedrooms, one double and one single, bathroom and separate shower room. Perfect for 2/3 adults (3 adults max) or for a family with a baby/child. Close to Salisbury and the New Forest, it's the place to explore Wiltshire.

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.

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.
Popular amenities for Osmington cottage rentals
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

Homely, colourful and cosy Forge Cottage

Romantic Retreat with hot tub

Dreamwood - Woodland Cottage with Private Hot Tub

Luxury New Forest Cottage, with hot tub & log fire

Cottage with Covered Hot Tub Godshill New Forest
Pet-friendly cottage rentals

Little Coombe

Stylish and Cosy 2 bedroom cottage with log burner

Greenlands Barn on the old River Tone navigation

Marwells Farm Cottage

The Parlour, Duntish Mill Farm, EV Charging

Tudor Rose Luxury thatched cottage Dorset.

Chocolate box cottage, Sleepy village, Sea 30 mins

Spaniel Cottage with views of Ham hill, Somerset
Private cottage rentals

Dorset retreat close to Jurassic coast - with AGA

Farmhouse style self-catering cottage in Dorset

Thatched Cottage by the Beach

Little Roost at Uplyme: Luxury self-catering

Old Post Office Thatched Cottage

Beautiful 2 bedroom cottage in glorious Dorset

Blackbird Cottage | Near Jurassic Coast & Walks

Stable Cottage at Poxwell Manor
Destinations to explore
- New Forest National Park
- Paultons Park Home of Peppa Pig World
- Weymouth Beach
- Stonehenge
- Boscombe Beach
- Kimmeridge Bay
- Bournemouth Beach
- Highcliffe Beach
- The Tank Museum
- Southbourne Beach
- Poole Quay
- Crealy Theme Park & Resort
- Sandy Bay Beach Blue Flag Winner 2019
- Mudeford Sandbank
- Beer Beach
- Blackgang Chine
- Man O'War Beach
- Charmouth Beach
- Carisbrooke Castle
- Oake Manor Golf Club
- Hurst Castle
- Calshot Beach
- Compton Beach
- The Needles Old Battery & New Battery




