Cottage holiday rentals in Osmington

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.

Walk to Lulworth Cove and Durdle Door from Cottage

A beautifully restored 300-year-old thatched retreat in the heart of West Lulworth. Tucked among the historic thatched cottages Honeysuckle Cottage is a romantic one-bedroom retreat a short stroll from Lulworth Cove, Durdle Door and the Coast Path. Lovingly restored over two years with quality craftsmanship and carefully chosen finishes, the cottage blends historic character with modern comfort, offering a peaceful, luxurious base to explore the Jurassic Coast. Arrive, unpack, and slow down.

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.

The Cartshed, Cranborne Chase National Landscape

The Cartshed is a converted barn located in the stunning Tarrant Valley. Tastefully decorated throughout, the living room boasts a Swedish log burner and bifold doors out onto your own garden. Kitchen fully equipped with granite worktops, dishwasher, washer/dryer and Nespresso coffee machine. Smart TV in living room, Bluetooth speaker, TV in bedroom and Wifi throughout. Ensuite comprises luxury rainfall shower with heated mosaic seat. No bath. Linen and robes provided. Charcoal BBQ available

Tranquil South Wiltshire Cottage with Views.

Church Path Cottage is a spacious two bedroomed cottage in the grounds of The Old Vicarage. It has its own access into the church car park and a path that provides a two minute walk to the centre of the village and the award winning country pub 'The Horseshoe'. Church Path Cottage is ideal for those seeking peace and tranquility or as a base to explore South Wiltshire and Dorset. The New Forest, Studland Beach, Stonehenge & the Cities of Salisbury and Bath are all within an hour's drive.

Luxury Interior Designed Retreat w/Tennis Court

This 17th Century Grade II Listed Cottage, nestled in the beautiful Cranborne Chase AONB, is a luxurious, interior designed haven perfect for a tranquil getaway. The design and decor offers a blended creation of contemporary and period accents, combining original rustic features with an architecturally-crafted state of the art extension for spacious dining and lounging. This is an ideal spot to kick back and relax in a calm, stylish space, whilst only being a short drive from civilization.

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.

Cosy ecolodge with free parking near town & beach

Asker Lodge is an eco-friendly lodge, seconds from the Old Railway Track for a lovely 2.4 mile stroll or cycle to the Jurassic Coast at West Bay. Or walk 15 mins in the opposite direction and you're in Bridport's bustling town centre Downstairs, there's an inviting open plan kitchen & living room opening onto a sunny patio garden. There's also a log burner & sofa bed, plus bathroom with electric shower. Upstairs are 2 cosy bedrooms (1 double & 1 single). Free parking for 2 cars

Character filled Somerset Cottage in AONB

'Christmas Cottage' - A cosy hiding place, perfect for a romantic weekend away, writers retreat or just some well needed space to rest. Nestled here, in the heart of Somerset, seated in an Area of Outstanding Natural Beauty in the historic, peaceful and quaint village of Nether Stowey. The Cottage is surrounded by stunning countryside walks, the beautiful 'Coleridge Way' and The National Trusts own 'Coleridge Cottage' in celebration of the English Poet Samuel Taylor Coleridge.

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!

Thatched Cottage by the Beach

The Stables is a charming thatched cottage nestled in the sort after village of Preston, Dorset. It is located a short walk to the beach and village amenities. It is perfectly located to access nearby famous Weymouth Beach, Weymouth Harbour and the beautiful Jurassic Coast. A romantic stable conversion with a recently re-designed Kitchen and Bathroom. It is perfect for an active summer beach holiday or a cozy winter holiday in front of the fire.

Deal Cottage - a cosy getaway for two

Deal Cottage is a traditional Purbeck stone mid terrace cottage in the Herston area of Swanage. Formerly a quarryman's home for many generations this grade 2 listed property is part of the original town & has uninterrupted hill views of Ninebarrow & Ballard Down. Walk & explore the Isle of Purbeck: just 30 mins drive to Durdle Door & Lulworth Cove. Swanage town centre & beach are a 20 min (2km) walk from Deal Cottage.