Holiday rentals in Winterborne Stickland

Cute cob cottage - own garden

Relax in cosy 2 bedroom cottage at the top of the Winterborne valley. Explore Hardys’ country straight from the door onto miles of bridleways and footpaths with far reaching views. Well equipped with books and games, a log burner, and an out door bbq there is something to do whatever the weather. An enclosed private rear garden for sunny days. The perfect bolt hole to explore Dorset from, with the famous Jurassic coast only 45 minutes away. We also have a pool available on our other listing.

The Coach House, Duntish Mill Farm, EV Charging

Whether you're exploring Dorset's countryside and coastline or simply looking to switch off for a few days The Coach House offers a peaceful escape for two. Beautifully renovated it combines exposed beams, a cosy wood-burning stove and a luxurious walk-in rainfall shower with plenty of space to relax and unwind Set within Duntish Mill Farm between Sherborne and Dorchester and within easy reach of the Jurassic Coast, it's the perfect base for discovering some of Dorset's most beautiful landscapes

Ranmoor Estate - Hunters Cottage - Hot Tub & A/C

Welcome to Hunters Cottage – our most opulent luxury cottage at Ranmoor Estate, where refined comfort meets timeless countryside charm. This stunning, air-conditioned retreat is perfect for couples seeking a romantic escape. The main bedroom features a king-size bed and a beautiful slipper bath, creating the ultimate space to unwind. Outside, enjoy your private hot tub and BBQ area overlooking the rolling Dorset countryside — the perfect setting for relaxation, romance, and lasting memories.

Pretty thatched, historic Cottage in an ANOB area

The cottage is a lovely grade II, listed, historic, thatched cottage. It's in a conservation area which is also in an Area of Outstanding Natural Beauty. There are lots of great local country walks. It’s also a central base to visit all that Dorset has to offer; from beaches and beauty spots to country towns. The Crown pub is in the centre of the village, only 5 minutes walk away. Our Sports and Social Club has a a bar and play equipment. It is on the left at the north end of the village

Luxurious Shepherd’s Hut with Hot Tub

Get back in touch with nature at this luxury Shepherd’s Hut nestled in a quiet hamlet. Enjoy the large hut’s interior amid thoughtful industrial style decor and modern finishes and embrace outdoor living in your own large outdoor space, surrounded by breathtaking views of the countryside. Relax in the large fire fuelled hot tub, lounge on the deck in front of the fire pit or grab a bean bag and find a quiet spot in your own private paddock. This place offers luxurious comfort indoors and out.

Hanford Minima

Immaculate newly renovated three-bedroom cottage, (1 super king en suite, 1 king and 1 twin sharing a family bathroom) dating from the 1840s in typical Dorset brick and flint. Nestled at the foot of Hambledon Hill – between Shaftesbury and Blandford – it's only a mile to the excellent village shop and an easy walk over Hambledon hill to The Cricketer's pub for lunch or a pint. Drive to the Jurassic coast (40 mins) to explore Lulworth Cove or visit the gorgeous beach at Studland or Weymouth

Cosy Countryside 2-Bedroom Guest House

Escape to our cosy countryside annexe in Child Okeford within walking distance to historic Hambledon Hill. Set beside a peaceful stream with woodland views and birdsong, it’s perfect for a rural getaway. The self-contained space has 2 bedrooms (one with cot), a fully equipped kitchen for home cooking, and a shower room with washer and dryer. Enjoy the wood fire, private deck with grill, village shop and pubs. A peaceful home away from home to unwind and explore the charm of rural Dorset.

The Covey - 1 Bedroom Annex with Country Views

Situated in beautiful Wessex this self-contained annex located on the outskirts of Blandford is within walking distance of amenities but retains a countryside feel overlooking fields. With one bedroom and separate living area it’s perfect for singles or couples A walk thru video of the property is available on YouTube on searching for TheCoveyBlandford Nearest pub - 10 mins walk Driving mins Nearest shop - Lidl 3 Blandford centre - 5 Poole & Bournemouth / beaches 30-40 Purbecks -40

Cobblers Cottage, Dorset

Relax and unwind in a newly renovated 18th Century cottage, combining period charm with modern convenience and luxury. Sleeping 6+ in three spacious double bedrooms, one en suite on the ground floor. The cottage also boasts a decadent bathroom, open plan kitchen diner, living room with inglenook fireplace, sun room and front & back cottage gardens. Within 20 minutes of Dorset's top attractions, you can combine rural charm with convenience to truly make the most of your trip!

Honeycomb Treehouse in the Heart of Dorset

Escape to our unique luxury treehouse in the heart of Dorset, a secluded sanctuary designed for two. This stylish, multi-level cabin offers a private hot tub, fire pit, and 40 acres of private woodland. Disconnect and reconnect with nature in this one-of-a-kind retreat, complete with modern amenities for a comfortable and tranquil stay. • Private Hot tub • Fully Equipped Kitchenette • Private Garden • Smart TV • Ping Pong Table •Access to 40 acres woodland

The Manor House Suite

The Manor Suite is a newly renovated, self-contained retreat in the heart of Milborne St Andrew, a quiet Dorset village. The suite sits in the shadow of a 13th century church, offering a truly peaceful base to explore the region. The Jurassic Coast, Weymouth and Dorchester are all within easy reach. The village is wonderfully quiet and unhurried, with The Royal Oak pub just a short stroll away and Langham's Vineyard nearby for wine tastings and dining.

No.3

No.3 is a self-contained property which was the extension of the original farm cottage built in 1907, now part of the hosts’ residence (number 4). It has it’s own separate access off a quiet unclassified road leading out of the village of Winterborne Whitechurch with off-road parking. The property has been adapted to provide all the comforts for a quiet enjoyable stay but public transport is infrequent so a car is recommended.