Tiny house holiday rentals in Weymouth and Portland District

Find and book unique tiny home rentals on Airbnb

Top-rated tiny home rentals in Weymouth and Portland District

Guests agree: these tiny home rentals are highly rated for location, cleanliness and more.

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Guest favourite
The wooden clad hut is set against a stone wall in a green field. A white door is framed by flower pots and decorative features. A railing surrounds the entrance, with a small outdoor seating area visible. Lush grass and trees complement the natural setting.
Hut in Dorset
4.92 out of 5 average rating, 197 reviews

Batch Hut (Dog Friendly but just one please)

Wooden clad hut set in the heart of Upwey village, it’s similar to a Shepherd's Hut but slightly bigger. The hut is sited in a field only 3 minutes walk from two local pubs, set on the Jurassic Trail so country walks in abundance, 5 min drive to Weymouth Beach. This is ideally suited for those wanting down to earth but acceptable accommodation. Everybody who has stayed here has really enjoyed the country setting and although basic I have been told many times that the photos don't do it justice.

Top guest favourite
The exterior of the Victorian Reading Room is presented, showcasing a charming brick facade with light moss present on the roof. A welcoming entry door, framed by two chimneys, is complemented by modern windows. A vintage-style post box is positioned beside the entrance.
Tiny home in West Stafford
4.92 out of 5 average rating, 285 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.

Top guest favourite
Shepherd’s hut in Waddon
4.98 out of 5 average rating, 280 reviews

The Hide with Private Wood Fired Hot Tub option

'The Hide' is a truly romantic hideaway on an English Vineyard with your own Shepherd's Hut, Cabin, Shower Room & Private Wood Fired Hot Tub for two - there is a £50 fee for the wood fired hot tub Please be aware the Airbnb Guest Service Fee of 12.5% is now included in our prices Everything you see in the photos are for your own exclusive use Enjoy beautiful sunsets over the vines whilst soaking in your own private wood fired hot tub A perfect place to relax in a romantic setting for two

Top guest favourite
A private outdoor space is depicted, featuring a wooden deck surrounded by greenery. A round dining table is positioned under a large umbrella, accompanied by black chairs. Potted plants add color, while a barbecue grill is visible in the background.
Cabin in Dorset
4.96 out of 5 average rating, 306 reviews

Woodside Cabin. A warm & cozy home from home.

Woodside Cabin is a hand-built contemporary, warm and cosy hideaway set in the garden of the main house on the edge of private woodland backing on to open fields. It has 1 en-suite bedroom with double shower, fully fitted kitchen, and large bi-fold doors leading out to your own private garden. It’s a great space for couples looking for a mini break/romantic getaway. It’s also a great base for walkers wanting to explore the Jurassic Coast and all the incredible views South Dorset has to offer.

Top guest favourite
A charming shepherd's hut is set amidst greenery, featuring open stable doors that reveal a cozy interior. The exterior includes hanging flower baskets and a gravel path leading to the steps, with a fire bowl nearby and a canopy offering shaded seating.
Shepherd’s hut in Ryall
4.99 out of 5 average rating, 372 reviews

The Hodders Hut: Luxury Shepherds Hut, Nr Bridport

RYALL is a hamlet 10 minutes’ drive from the beaches of the Jurassic Coast, Bridport & Lyme Regis. A modern, romantic Shepherd's Hut. It has a kingsize bed, with a goose down duvet, proper shower/loo, fitted kitchen, & desk. Wifi & DAB radio. It's super warm, there’s a log-burning stove, a radiator & heated towel rail. We've added an Indian Fire Bowl for nights toasting marshmallows outside. Sunny days a BBQ & a seating area for eating al fresco. Extremely welcoming to all. Especially DOGS.

Top guest favourite
The modern oak cabin is set amidst lush greenery, featuring a spacious wooden deck adorned with outdoor furniture. Large glass windows provide views into the interior, where natural light enhances the cozy ambiance. Potted plants are arranged around the deck, adding a touch of nature.
Cabin in Somerset
4.96 out of 5 average rating, 426 reviews

The Old Chicken House, Otterhead Lakes ¦ Hottub

The Old Chicken House is a stunning, purpose built, oak cabin set in woodland just over the lane from the beautiful Otterford Lake walks. The luxurious interior provides a perfect couples escape. Inside, the cosy lounge area with woodburner leads into the open plan kitchen, king-size bedroom & en-suite. With its rustic design & new fittings - the Chicken House is truly unique Ideal location, only 5 mins from main trunk road access, yet this part of the Blackdown Hills is virtually silent

Top guest favourite
A charming wooden structure is set against a backdrop of rolling hills shrouded in soft morning mist. Lush greenery and wildflowers surround the building, creating a serene atmosphere typical of the Dorset countryside.
Tiny home in Shaftesbury
4.98 out of 5 average rating, 238 reviews

The Apex: a tiny house retreat in a wild meadow

A wonderful and unique tiny house on wheels, The Apex is nestled within a wildlife habitat surrounded by unspoilt views of the rolling Dorset countryside. Stay and experience the ideal retreat in which to relax and unwind, from where you can venture out on country walks in nature and to neighbouring rural villages and towns. Enjoy the loft-style bedroom and separate reading room floating above a fully equipped kitchen and living area, looking out to an area of outstanding natural beauty.

Top guest favourite
Tiny home in Portland
4.95 out of 5 average rating, 299 reviews

Coast - White Stones Studios

Come and enjoy our new and unique contemporary eco-friendly accommodation set in peaceful and creative surroundings at the heart of Easton, Portland, on the tip of The Jurassic coast. Located to the rear of White Stones Art Cafe's secluded and tranquil gardens there are three holiday studios available, each sat nestled together in peaceful surroundings. Breeze is one of our three bespoke holiday studios, finished to a high standard and providing a contemporary holiday experience.

Top guest favourite
A modern studio with a wooden exterior is set on a spacious wooden deck, bordered by potted plants. Large glass doors and windows provide ample natural light and views of the surrounding countryside.
Home in Cruxton
4.98 out of 5 average rating, 313 reviews

Cruxton Studio, an Idyllic Countryside Escape in Dorset

Tucked away amongst fields down a Dorset country lane, Cruxton Studio is the perfect getaway. After an invigorating walk, return for tea and a homemade Dorset Apple Cake or simply sit outside and listen to the wildlife. Clean lines and soft tones create a fresh feel, while sweeping skies make it an ideal spot for stargazing. The property is surrounded by beautiful countryside with walks and cycle rides straight from the door and the Jurassic Coast is only a 20 minute drive away.

Top guest favourite
The exterior of a cozy thatched hut is visible, featuring a wooden facade and open double doors. A gravel pathway leads to the entrance, surrounded by lush greenery. A wooden bench and a small table are included in the foreground, enhancing the inviting outdoor space.
Shepherd’s hut in Moreton
4.98 out of 5 average rating, 154 reviews

Unique & Stunning Bespoke Thatched Shepherd's Huts

Our Bespoke Shepherd's huts are set in the tranquil countryside of Dorset in the village of Moreton which is famous for being the burial place of Lawrence of Arabia and 500 metres from Moreton Ford which leads into countryside and woods to stroll through. The huts are set in their own private garden with gravelled outdoor dining area and Hot Tub. Inside you benefit from one hut being the living space, a 2nd hut as a full bathroom which are connected by a galley kitchen.

Guest favourite
A bright living area is presented, featuring a comfortable grey sofa and a light wood floor. A modern kitchenette is visible, with white cabinets and seating for two at the bar. Decorative plants adorn the wall, adding a touch of greenery.
Tiny home in East Coker
4.94 out of 5 average rating, 198 reviews

The Little Stable at Flo’s Cottages

Boutique retreat on the edge of East Coker, a village immortalised by TS Eliott. Converted stable only 2K from town in a rural setting. A bolthole for couples or those working in Yeovil. A fully equipped kitchen, living area, shower room & EV charger (extra charge). Enjoy the patio for evening sun, or grab a blanket, snuggle up & enjoy a beautiful starry evening after a day out exploring our little corner of Somerset. Please note the pool is closed from 8/9/25.

Top guest favourite
A pathway leads to a beautifully lit private garden featuring a cozy fire pit under an oak pergola. The warm glow of string lights enhances the inviting atmosphere. A gently illuminated railway carriage is visible in the background, surrounded by lush greenery.
Train in Somerset
4.95 out of 5 average rating, 805 reviews

Haystore, Luxury Railway Carriage with Hot Tub

Enjoy the peaceful setting of this romantic spot in nature. Located in a private garden on our family farm on the Somerset levels. The carriage has been hand built and reclaimed from an old Devon railway carriage into a luxury self contained space - perfect for romantic breaks in nature. Wi-Fi, cedar clad electric Hot tub, log fire & star gazing. We also have our own little shop selling soft and alcoholic drinks, home made candles, sloe gin and playing cards

Popular amenities for tiny home rentals in Weymouth and Portland District

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