Vacation rentals in Woolland

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Woolland

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

1 of 1 pages1 / 1
Guest favorite
The exterior of a charming cottage features a sloped roof and brick walls, framed by natural greenery. A welcoming entryway with glass doors is visible, surrounded by outdoor seating made up of several wooden chairs. A blue planter adds a pop of color to the setting.
Cottage in Duntish
4.87 out of 5 average rating, 102 reviews

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

Superhost
A charming barn exterior is featured, surrounded by greenery and blooming white flowers. A shaded outdoor dining area with a round table and chairs is visible on a pebble pathway, offering a serene and inviting space for outdoor relaxation.
Vacation home in Dorset
4.75 out of 5 average rating, 57 reviews

Cheerful cosy rustic retreat

The Barn at Ridouts is beautifully converted 2 bedroom barn in the Dorset National Park, the heart of Hardy Country. It is peaceful and surrounded by wildlife - comfortable, spacious, light and airy - you can enjoy the log-burner and underfloor heating. Listen to the owls and enjoy starry skies. It is a perfect base for putting your feet up and relaxing, or for getting out walking, cycling and exploring . Find fascinating old towns, pretty villages, great pubs, local shops and places to visit.

Top guest favorite
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, 268 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 favorite
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, 258 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 favorite
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, 328 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 favorite
The blue Shepherd’s Hut is positioned on a grassy area, showcasing its charming curved design. Wooden steps lead to the entrance, inviting guests inside. Surrounding trees and a scenic countryside view enhance the peaceful setting.
Shepherd’s hut in Dorset
5 out of 5 average rating, 384 reviews

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.

Top guest favorite
A well-maintained garden area features lush green grass and flowering shrubs, including roses. The stone exterior of the annex and adjacent buildings is visible, surrounded by trees and soft landscaping. A seating area may be inferred among the greenery, creating a serene environment.
Guest suite in Hinton Saint Mary
4.96 out of 5 average rating, 134 reviews

Rose's Yard - Annex in delightful Dorset village

A light, self-contained, first floor annex in a 200 year old barn for guests sole use, with shared use of the owners walled garden. Off road parking for one car. Self-check in. In the heart of Hinton St Mary, a 2 minute walk to the Tithe Barn wedding venue and surrounded by beautiful Dorset countryside perfect for walkers and cyclists. The village pub is a few steps away and the market town of Sturminster Newton with its mill, shops, cafes, bars and takeaways is less than 2 miles away.

Superhost
A spacious garden surrounds a brick cottage, showcasing a conservatory with large glass windows. A wooden dining table and bench are positioned on the grassy lawn, framed by trees and vibrant flowers. Rolling hills are visible in the background under a clear blue sky.
Cottage in Woolland
4.71 out of 5 average rating, 42 reviews

Family cottage Spacious garden Aug available

August Dates Available Our 3 bedroom family cottage has a very large private sunny garden, a conservatory to relax in & a farmhouse kitchen to gather in. We have reliable fast WIFI Set in a quiet hamlet surrounded by rolling hills, plentiful walks & pubs. It’s 60 minutes from the Jurassic coast The cottage has been in our family for over 50 years & offers a unique stay in a real home, rather than a holiday home aesthetic. Well equipped kitchen & comfy quality beds and bedlinen.

Top guest favorite
An open living area features a modern, plush sectional sofa facing a large glass wall that connects to the outdoor space. Two small, round tables, one with a decorative tray, are positioned in front. Natural light fills the room, highlighting the simple decor.
Bungalow in Somerset
4.99 out of 5 average rating, 285 reviews

Modern & spacious house in the countryside.

The Pavilion is a modern, purpose built holiday house in the quiet Somerset village of Yarlington. It has all the conveniences: Wood burning stove, underfloor heating, Washer & tumble dryer, Iron & ironing board, fast fibre optic broadband and a charging station for an electric or plug in hybrid car, but sadly the mobile phone signal is very poor. The house is next to the pub and a stones throw from the church. The Newt and Hauser Wirth Gallery in Bruton are within a 15 minute drive.

Guest favorite
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, 148 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).

Top guest favorite
The rustic entrance of a charming cottage is framed by lush greenery and vibrant flowering plants. A stone pathway leads to the pale green door, which is accented by a small lantern. The historic brick exterior and the surrounding garden create a welcoming facade.
Home in Winterborne Kingston
5 out of 5 average rating, 41 reviews

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!

Guest favorite
A view from the studio's balcony reveals a spacious wooden deck furnished with two Adirondack chairs and a small side table. The surrounding countryside features lush green fields, distant hills, and a clear blue sky, creating a serene outdoor retreat.
Apartment in Stoke Wake
4.95 out of 5 average rating, 218 reviews

Willow Tree Farm Studio

Welcome to Willow Tree Farm. We have a lovely large private studio with stunning views from its own balcony across the Dorset countryside. Our space is perfect for two adults to escape the rat race and unwind. The studio has a country theme with a comfy Super King Bed, sofa, an indoor table for two, a TV as well as a large en-suite bathroom. Outside you'll find your own private balcony with garden furniture and a BBQ just down the steps below.

Popular amenities for Woolland vacation rentals

  1. Airbnb
  2. United Kingdom
  3. England
  4. Dorset
  5. Woolland