Vacation rentals in Woodsford

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Top-rated vacation rentals in Woodsford

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Guest favorite

The entrance to the Old Bike Shed is framed by lush greenery and seasonal plants. The dark blue door is set against a rustic brick wall, with a small table and two chairs positioned on the cobblestone patio, inviting relaxation in a tranquil outdoor setting.

Guesthouse in Puddletown

4.81 out of 5 average rating, 36 reviews

The Old Bike Shed

Take it easy at this unique and tranquil getaway in Puddletown, Dorset - Perfect for cyclists, walkers, and weekend escapees! The newly renovated 'old bike shed' is situated in the garden of my Victorian cottage with separate access. The room is bright and airy with garden views and access to a private decked area. The house is a short walk or ride to Puddletown forest and the surrounding countryside. We are bike friendly and there is secure storage for up to two bikes - available on request.

Top guest favorite

A hot tub is displayed in a serene outdoor setting, surrounded by well-maintained grass and a privacy screen. The water is bubbling gently, creating a relaxing ambiance, and a hedge is visible in the background under a clear blue sky.

Guest suite in Crossways

4.96 out of 5 average rating, 102 reviews

The Annex @14

Welcome to The Annex @14, a newly renovated ground floor property and great base for exploring historic Dorset and a perfect getaway for two! Self-contained with its own private entrance .The annex is attached to our home at the end of a quiet cul-de-sac in the village of Crossways near Dorchester. There is a hot tub available for your own exclusive use! In the heart of Hardy Country, ideal for walkers and cyclists. Lulworth Cove, Durdle Door, the beautiful sands of Weymouth Bay are close by.

Guest favorite

An open green door reveals a view of the nearby church tower, framed by natural light. The interior features light wood flooring and modern cabinetry, with a small potted plant adding a touch of greenery. The cozy lounge area is visible to the side.

Tiny home in West Stafford

4.92 out of 5 average rating, 245 reviews

The Old Reading Room West Stafford

The Victorian Reading Room of West Stafford is of historical importance. Used before the war as a Reading Room for the villagers and estate workers, the newspapers were provided, the village shop in the late 1930s, then a workshop and a store room for the church. We have now lovingly restored, decorated and furnished this amazing building into a cosy self catering holiday retreat, "far from the madding crowd" Open plan, comfy double sofabed, wood burner, country walks and fabulous village pub.

Guest favorite

Aerial view of a crescent-shaped cove, showcasing clear turquoise waters surrounded by rugged cliffs. Several boats can be seen moored in the bay, while the landscape features green hills in the background, enhancing the natural beauty of the coastal area.

Condo in Owermoigne

4.9 out of 5 average rating, 126 reviews

Lime Tree Lodge - West Wing, by the Jurassic Coast

Lime Tree Lodge - West Wing, is a self-contained apartment attached to the main house. 150yds off the A352 between the Saxon town of Wareham and the county town of Dorchester -home of Poundbury, Prince Charles’ venture into village/workplace design and development. Very central to the Jurassic Coast, the Annexe is only 2 miles from the coast with Swanage, Lulworth Cove, Durdle Door, Weymouth and Portland close by. Monkey World, The Tank Museum and Hardy's cottage are about 5 - 10 mins drive.

Guest favorite

A bright and airy bedroom features a light-colored dresser with multiple drawers, complemented by a small bedside table. A framed landscape print hangs on the wall above, while soft natural light enters through the window, casting gentle shadows on the wooden floor.

Guest suite in Dorset

4.91 out of 5 average rating, 219 reviews

Discover Little Drey: Your Perfect Getaway

At Little Drey, you'll find comfort, and warm hospitality, all while being conveniently close to Dorchester. A variety of restaurants, cafes, and shops are all within walking distance. Close to some of the best places to visit in Dorset, and within easy reach of famous beauty spots and amazing places to visit. Parking on property along with self-check-in, makes it super easy to have a relaxing, enjoyable break. Your host lives next door and is on hand to make your stay the best possible.

Top guest favorite

A scenic country road is lined with grazing cows, creating a picturesque farm setting. Lush greenery surrounds the path, with trees offering shade. In the background, an old structure can be seen peeking through the foliage, adding historic charm to the rural landscape.

Farm stay in Blandford Forum

4.93 out of 5 average rating, 106 reviews

Self-contained annexe on organic dairy farm

Whether you’re wanting to have a base for a holiday with family, staying for a wedding, or here on business, I would love to have you stay at Lower Farm. The Annexe is situated on a working organic dairy farm, nestled in the most idyllic part of Dorset; perfectly located for beaching, country pubbing or long walks in the rolling countryside that surrounds. The property has a kingsize bed and a sofa bed. I will always do my utmost to cater to your requirements, just pop me a message ☺️

Top guest favorite

A wooden window frame offers a view of lush greenery and a thatched roof cottage in the distance. Gentle clouds drift across the sky, creating a serene backdrop to the surrounding countryside.

Tiny home in Tincleton

4.99 out of 5 average rating, 160 reviews

Cosy private Loft overlooking Dorset countryside

Nestled in the heart of the Dorset countryside, The Loft is your ideal 'getaway'. From stunning views to a comfy king-size bed, this cosy space will provide you with everything you need to relax. Open the stable door, and listen to the birds, reconnect with nature while sipping coffee and tucking into a selection of breakfast options provided upon your arrival. With an abundance of local amenities, please see the guide for my favourite secret spots! We look forward to welcoming you!

Top guest favorite

The entrance showcases a pale green door framed by a reddish brick wall, featuring an arched top. A wooden bench sits alongside the entrance, complemented by potted olive trees. Sunlight filters down, highlighting the textured surface of the wall and the surrounding greenery.

Cottage in Tincleton

5 out of 5 average rating, 35 reviews

No1. The Courtyard, Clyffe House

Enjoy a tranquil break in our recently renovated Grade II listed cottage in the heart of Dorset. No.1 The Courtyard is nestled just outside the village of Tincleton and was originally part of the servant’s accommodation to Clyffe House (1842). We are situated 6 miles from Dorchester, and within easy reach of many Dorset attractions; Lulworth Cove, Durdle Door, Corfe Castle, The Purbeck Hills, Kimmeridge, Southwest Coastal Path, Bovington Tank Museum, Monkey World, Weymouth, Swanage.

Top guest favorite

A stunning coastal view features dramatic cliffs and the iconic rock formation known as Durdle Door. The sunset casts vibrant hues of orange and pink across the sky, reflecting on the gentle waves lapping against the sandy beach below.

Guesthouse in Dorchester

4.97 out of 5 average rating, 317 reviews

Lovely, Quiet Studio Annex (with Netflix)

Self contained, self catering studio annex based in the county town of Dorchester. The annex is suitable for 2 adults (a z-bed can be supplied for 1 child under 12). The towns amenities are all within a short walking distance, including the new 'Brewery Square' development. Great base to explore Dorset's fabulous coast, countryside and walk in the footsteps of Thomas Hardy's Casterbridge. Motorbike friendly, high chair & travel cot available. Complimentary tea and coffee. Netflix TV.

Guest favorite

A scenic coastal view captures the natural stone arch beside a sandy beach. Gentle waves meet the shore, while cliffs rise in the distance under a partly cloudy sky. The path leading to the beach is lined with grass and earth, providing a sense of the rugged landscape.

Cottage in Lewell

4.94 out of 5 average rating, 282 reviews

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.

Guest favorite

A wooden countertop is displayed with a stylish electric kettle and three glass jars, each sealed with bamboo lids. The jars contain sugar, brown sugar, and another ingredient, with wooden spoons resting in each. The overall arrangement offers a functional and inviting kitchen space.

Condo in Dorset

4.9 out of 5 average rating, 60 reviews

Studio with off-street parking, private entrance

Welcome to our bright studio with gated off-road parking and free fibre (76mbps) wi-fi. We welcome all to enjoy a stay in Dorset. We are a ten minute walk from the station, Poundbury and Brewery Square. Our newly renovated studio has an inviting interior, a rainfall shower and dedicated office space. A small double bed will provide a comfortable nights sleep. Dorset’s motto is “who’s afeard “ so what will you discover? The Cerne Giant, the chocolate factory ? Minimum stay two nights

Top guest favorite

A compact wood burner is positioned in the corner of the hut, providing warmth and ambiance. Beside it, stacked logs are neatly stored on a shelf, while a wicker basket below organizes additional firewood. The surrounding walls are clad in corrugated metal, adding texture.

Shepherd’s hut in Dorchester

4.95 out of 5 average rating, 141 reviews

Troytown Farm Bespoke Shepherd's Hut

A bespoke shepherd's hut, made by a local craftsman residing on rolling pasture of a forgotten turf maze and meeting place lost in time. Welcome to the first Troytown shepherd's hut, completed in June 2023. Located on Dorset's famous Jurassic Coastline it is the perfect base for exploring sandy beaches, historic monuments and plentiful walks in nearby Puddletown Forest. Enjoy an off grid experience with views of ancient woodland and sheep grazed pasture.