Holiday houses in Woolland

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Woolland

Guests agree: these stays are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Top Guest favourite
A light-filled open-plan living area features large glass doors that lead to a terrace, framed by wooden beams. Comfortable seating and a dining table with chairs are arranged thoughtfully. A modern kitchen setup with a refrigerator is visible, enhancing the space's functionality.
Cabin in Gillingham
5 out of 5 average rating, 331 reviews

Oak Framed Home with Countryside Views & Hot Tub

Get back in touch with nature at this luxury cabin nestled in a quiet hamlet. Find tranquility on the terrace surrounded by breathtaking views, or lounge amid thoughtful decor and chic modern finishes in the exposed oak beam interior. Blue Vale is brand new as of June 2018! We helped to design this green oak framed building and have been involved in the whole process of building it, doing much of it ourselves. For our colour scheme we have used different shades of blue throughout, playing on the name of Blue Vale. The furnishing and finishing touches are of a high standard to help promote a comfortable and luxurious finish. There is an eclectic style combining modern country with industrial finishes. Luxury, high thread cotton bedding and towels, large flat screen smart tv's and luxury Neals Yard toiletries help to give the top-end finishing touches we would appreciate if we stayed away from home. Blue Vale is completely self contained but sits in the grounds of our family home. The decked outdoor living space is screened by trellis on the garden side with fields on the other. You would be very welcome to walk around our garden. We can be as interactive as you wish. With living in the same grounds we are close at hand if needed. We will welcome you when you arrive but will be respectful of your privacy. The glorious Blackmore Vale landscape is a tapestry of farmed green fields with a sprinkling of English villages, of which Sandley is one. Walk out (or cycle, using our available bikes) onto country lanes and venture along a web of footpaths to discover this unspoilt part of Dorset. Visit Stourhead, stroll around the ancient towns of Sherborne or Shaftesbury or discover the beautiful Jurassic coast. Visit Longleat safari park, Haynes Motor Museum, Monkey world & Yeovilton Air Museum. Sandley is a quiet hamlet with the neighbouring village of Buckhorn Weston just a mile away. The Stapleton Arms pub can be found here. We are 10 minutes away from the towns of Gillingham and Wincanton where various supermarkets, shops and services are. There is a train station in Gillingham which has a direct route to London in less than 2 hours. The larger cities of Bath and Salisbury are less than an hours drive and it takes around an hour to drive to the beautiful Jurassic coastline. The historic towns of Shaftesbury and Sherborne are only 15 and 20 minutes away respectively. The quiet rural roads and bridleways of the Blackmore Vale are excellent for cycling and walking. Blue Vale is in the grounds of our family home. There is a one- bedroomed B&B facility on the ground floor of our home.

Top Guest favourite
The exterior of the cottage is highlighted by its stone and brick façade, framed by greenery. A solid wood door with glass panels offers an inviting entrance. Windows allow natural light to enhance the warm tones of the building, situated along a quiet lane.
Cottage in Sturminster Newton
5 out of 5 average rating, 104 reviews

Unique Cottage with Private garden

The Sexton's cottage was restored to a high standard, bringing the charm of the original cottage with that of modern day living. There is a light and airy living, dining & kitchen area upstairs, with a double bedroom and Shower room downstairs. The cottage has a large private south facing garden with a dining area under a pergola, along with a BBQ and a raised decking area ideal for your morning cup of tea or an evening drink. Sturminster Newton is well positioned to explore Dorset and Somerset.

Top Guest favourite
The exterior of Oak Tree Barn displays rustic brick walls complemented by wooden window frames. A small tree is planted in a pot near the entrance, while a bench sits on a gravel path, surrounded by a tranquil rural landscape.
Cottage in Dorset
4.99 out of 5 average rating, 272 reviews

Lovely cosy place to stay in the heart of Dorset

Oak Tree Barn is a self-catering holiday accommodation in the heart of the village of Hazelbury Bryan, Dorset. The conversion was completed in early 2012 using locally reclaimed materials and keeping many of the original features. The Barn is warm and cosy in winter and cool in summer, the detached Barn has a large open-plan lounge and kitchen with views towards the local hills. The two bedrooms (one double with bath, one twin with shower) overlook paddocks where sheep graze and chicken forage.

Top Guest favourite
A light and airy living area features a plush sofa adorned with large pillows. Warm light filters through a large window, complemented by soft curtains. A rustic wooden coffee table sits in front of the couch, alongside a decorative side table and subtle artwork in the background.
Home in Ansty
4.99 out of 5 average rating, 75 reviews

Idyllic stay near James Mays pub

A stunning 2 bedroom rural getaway, a complete luxury countryside retreat perfectly located for exploring the local area, including a 15 minute walk to James May’s renowned pub and located only 2 miles from the village of Tisbury with all local amenities and a train station with direct links to London Waterloo. This charming cottage boasts two large bedrooms, one super king and one king along with a beautiful bathroom, downstairs shower room and picturesque gardens to enjoy with green egg bbq.

Top Guest favourite
A modern A-frame house is framed by a vibrant garden featuring tall grass and clusters of purple flowers. Large glass windows provide a view into the warmly lit interior, showcasing a cozy ambiance. Surrounding trees create a natural backdrop to this inviting space.
Place to stay in Lympsham
5 out of 5 average rating, 271 reviews

Romantic Somerset hideaway

Hello! We are Rob and Kate and we have poured our heart and soul into our guest house. Tucked away on the outskirts of sleepy Lympsham, enjoy the countryside around you whilst resting your legs after walking the renowned mendips. Enjoy a glass of wine whilst watching the many birds in the surrounding trees or be a little more adventurous with the numerous local cycle routes. We look forward to meeting you on your stay. Shared driveway next to main house. Not suitable for children or pets.

Guest favourite
The exterior of the barn features a wooden facade with large glass doors leading to a private outdoor space. A gravel patio is bordered by wooden seating and surrounded by farmland. Overcast skies add a tranquil ambiance to the scene.
Home in Dorset
4.96 out of 5 average rating, 334 reviews

The Barn @ Star Farm

Set in the heart of the Blackmore Vale in rural North Dorset, The Barn@Star Farm is a spacious 2 bedroom self catering holiday let furnished and equipped to a high standard. Recently converted the barn has its own private track and has wonderful views over unspoilt farmland. The property is quietly on the outskirts of the village of Hazelbury Bryan and is within a 45 minute drive to the Dorset Coast. The market towns of Sherborne, Blandford Forum and Dorchester are all within 20 minutes drive.

Top Guest favourite
The main living area features a spiral staircase leading to an upper level and an open-plan kitchen with a large island and breakfast bar. Natural light enters through large windows and bifold doors, enhancing the space that includes comfortable seating and greenery.
Home in Stubhampton
4.99 out of 5 average rating, 169 reviews

Stylish Barn Conversion

The Barn is a converted property located at the head of the stunning Tarrant valley within the Cranborne Chase Area of Outstanding Natural Beauty. The main living area has dual aspect and bifold doors out onto an enclosed patio, garden and seating area. Two of the bedrooms have internal balconies into the main body of the barn and triple velux roof windows to enjoy the rural views. The third bedroom has bifold doors onto the patio and an en-suite with rainfall snail shower. TV/cinema room.

Top Guest favourite
A charming brick and flint cottage stands under a clear blue sky. Symmetrical gabled roofs and evenly spaced windows enhance its facade. Lush greenery from nearby plants adds to the welcoming approach. A pathway leads to a wooden front door, inviting guests into a serene retreat.
Home in Child Okeford
4.99 out of 5 average rating, 144 reviews

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

Top Guest favourite
Barn in Woolland
5 out of 5 average rating, 26 reviews

Mount Pleasant Barn in Woolland, North Dorset

🏡 Mount Pleasant Barn | Beautiful conversion with Hot Tub Situated within the triangle of the Dorset towns of Sherborne, Shaftesbury and Dorchester and within easy reach of the Jurassic Coast - stay at this state of the art conversion with uninterrupted views, a wood-fired hot tub and dog-friendly walks on the doorstep. Lovingly restored by the Miller family, this stylish barn with modern comforts, is ideal for families or friends looking for peace, privacy, and a taste of Dorset life.

Top Guest favourite
A cozy living area features a large window offering views of the serene outdoor landscape. A wood-burning stove stands against a brick wall, providing warmth. A rounded coffee table complements the soft seating arrangement, styled with cushions and throws for comfort.
Guesthouse in Child Okeford
4.98 out of 5 average rating, 126 reviews

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.

Top Guest favourite
Cottage in Milton Abbas
5 out of 5 average rating, 22 reviews

Luxury Cottage | Sleeps 8 | Jurassic Coast

Luxury 4-bedroom cottage in Milton Abbas, Dorset, sleeping up to 8 guests, with parking, fireplaces and stylish interiors — just 25 minutes from the Jurassic Coast and Lulworth Cove. St James Cottage is a beautifully restored Grade II listed home blending timeless charm with modern comfort. Recently refurbished to an exceptional standard, it features three elegant living areas, a high-end kitchen and inviting fireplaces, creating the perfect countryside escape for families and groups.

Guest favourite
A Scandinavian-style cabin nestled within a lush, green woodland. Tall Douglas firs frame the property, contrasting against the clear blue sky. The path leading to the cabin is surrounded by vibrant grass and dense trees, enhancing the secluded and tranquil setting.
Cabin in Milton Abbas
4.94 out of 5 average rating, 149 reviews

Woodland Cabin with Brand New Sauna

In the heart of ancient Dorset woodland, the Cabin enjoys forest views from every room, a log burning stove, al fresco terrace dining, outdoor showering, sauna, hammock and private wildlife garden. 40 minutes away from the World Heritage Jurassic coast, a perfect destination for nature lovers, walkers and cyclists, this countryside hideaway is perfect for those in need of a digital detox. Unfortunately, it isn’t suitable for children under 5 or large/active dogs (see House Rules).

Popular amenities for Woolland holiday rentals