Tiny house vacation rentals in Weymouth and Portland District

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Popular amenities for Weymouth and Portland District tiny house rentals

Family-friendly tiny house rentals

Top guest favorite
A view from inside the chalet is captured, featuring a comfortable futon sofa bed facing double doors that open to the beach. The wooden floor and light walls create a spacious feel. A small dining table is visible, enhancing the space’s functionality.
Guesthouse in Dorset
4.99 out of 5 average rating, 223 reviews

34 Monmouth Beach

JulieRating, 5 stars3 weeks ago
Absolutely loved our stay at No.34, just wish it had been longer - we didn't want to leave. It was so relaxing being right beside the sea and the chalet had everything that we needed. Amazing how such a small space can pack so much in!! We were blessed with wonderful weather too. I would highly recommend booking - you won't be disappointed. Thank you Sarah for all the work you do behind the scenes to make this such a special place 🌞⚓🌊⛵🍹
Top guest favorite
A row of modern wooden chalets stands along the stony beach, facing the shoreline. Driftwood and smooth stones are arranged in the foreground, providing an natural contrast to the structured design of the chalets. The entryways are framed by wooden decks, emphasizing the coastal location.
Chalet in Dorset
4.96 out of 5 average rating, 129 reviews

Chalet 31 Monmouth Beach Lyme Regis

VickyRating, 5 stars1 month ago
It is hard to describe the beauty of this place. From the step out onto the beach which is at the quieter end of Lyme Regis but still very close to all the action to the Sky window to watch the stars. It has everything you could want in a small space which makes it feel cozy but also homely. This is my third time and I am someone who doesn’t like to visit the same place twice. I would recommend you book this place – you won’t be disappointed!
Superhost
A modern caravan with a light exterior and white railing is showcased. A spacious deck area is visible, furnished with patio chairs. Steps lead to a paved entrance, while a manicured lawn and trees provide a pleasant setting.
Place to stay in Poole
4.82 out of 5 average rating, 224 reviews

6 Berth Caravan Poole Haven Holiday Free Beach Hut

AlisonRating, 5 stars1 week ago
We had an excellent week at this property. Lovely location, we enjoyed our walks down to the beach each day with our dog. Such a lovely buzz on the beach, very chilled. The open top bus from the site to Sandbanks and Poole was great. Our teenage daughter and her friend made use of this a couple of times to go shopping and explore a little on their own. We visited Corfe Castle, which was in a lovely place and parked on the Purbeck car park (rather than the actual Castle Car Park) which gave a lovely scenic walk through and passed over the Steam Railway. We visited Lulworth Cove and did the cliff top walk over to Durdle Door, which was an amazing site. Weymouth is beautiful, very sunny that day so perfect for a sea side resort. We took a look at the Beach Hut, in a great place, with a green area, Cafe and play park. Would work really well as a base for enjoying yourselves, especially if you have younger children. Great location and lots to see and do. Thank you
Superhost
A modern studio is situated in a garden setting, featuring a curved roof and wooden exterior. A small deck with a table and chairs offers outdoor seating. Lush greenery surrounds the entrance, and gentle hills can be seen in the background.
Tiny home in Beer
4.87 out of 5 average rating, 215 reviews

Escape Pod in Devon, 8 mins from beach + parking

MichelleRating, 5 stars2 weeks ago
The cute pod was tiny, but had everything required for our one night stay including a full kitchen. The bed was very comfortable and the location was quiet and peaceful. The instructions to locating the property were very detailed making it quite easy to find. Beer is such a pretty village. Would definitely recommend
Top guest favorite
A wooden hot tub sits in the foreground, with a charming Shepherd's Hut visible in the background. The hut features light blue doors and a large window, surrounded by manicured grass and blossoming trees. Outdoor seating is placed throughout the garden, providing a serene atmosphere.
Shepherd’s hut in Ilminster
5 out of 5 average rating, 232 reviews

Romantic Shepherds Hut & Wood-fired Hot Tub

KerryRating, 5 stars1 week ago
What a beautiful little place! Fiona is a lovely host and the place is beautiful with everything you need. Much needed reset for my husband and I. Thank you! 😊
Guest favorite
A charming shepherd's hut is situated among tall grass and wildflowers, framed by lush greenery. The wooden structure features a light blue door and large windows, offering glimpses of the serene surroundings. Steps lead up to the hut, enhancing the connection to nature.
Hut in Dorset
4.95 out of 5 average rating, 111 reviews

Astronomer Shepherd's hut

CeraRating, 5 stars1 week ago
Had a lovely stay in this beautiful hut. Unfortunately we had cloudy skies so didn’t get to stargaze. Loved our animal neighbours and the visits from the ducks. The BBQ and facilities were great we enjoyed cooking and eating al fresco all weekend. Walked to Winyard Gap for a pub lunch. All in all a lovely relaxing weekend.
Guest favorite
An open living area is visible, featuring a compact kitchen with modern appliances and a small dining space. Two bar stools are positioned at a counter. A television stands on a wooden unit, while patio doors lead to a small outdoor space.
Bungalow in Taunton
4.82 out of 5 average rating, 965 reviews

Secret Lodge in County Town of Somerset

LauraRating, 5 stars4 days ago
Another great stay at the Secret Lodge. Perfect location for my daughter’s exam centre plus quiet environment to revise in and comfy bed in the bedroom for a good sleep before exams!
Guest favorite
A modest eco-cabin built from timber is nestled in a grassy area, with windows reflecting natural light. A small porch leads to the entrance, and trees surround the structure, enhancing the tranquil outdoor environment.
Tiny home in Pitney
4.91 out of 5 average rating, 366 reviews

Cosy Eco Cabin on an Organic farm

MeghanRating, 5 stars1 week ago
I stayed here for a couple of nights with my husband and son as a base of operations to visit Lyme Regis and Longleat Safari Park. The cabin was much bigger than we thought it was going to be, really clean with everything you could need inside. The eco toilet was absolutely fine, but you obviously have to be prepared to go outside in the dead of night sometimes. It didn’t bother us though as the farm is very secure and felt safe at all times. It was nice one morning waking up to sheep in the paddock next door, which we watched for a while. The host Lizzie was great, very attentive and relaxed, and we didn’t have to wait long for her to arrive. It was a lovely stay and my son was really sad to leave at the end because it felt like a mini adventure by itself to him.

Tiny house rentals with a patio

Top guest favorite
A secluded cabin is nestled among trees, overlooking a tranquil pond. A wooden deck extends from the cabin, featuring outdoor seating. The cabin's large windows reflect the surrounding greenery, enhancing the sense of privacy and harmony with nature.
Hut in Dorset
4.95 out of 5 average rating, 126 reviews

Peaceful lake side cabin

PreechayaRating, 5 stars1 week ago
We had an amazing 4day stay. Thank you, Sharon & Tom! It’s our first time trying a bit off-grid, Tom gave us a very warm welcome. Thanks also to Sharon for always being responsive & for making sure everything was ok. The first night, we just needed a little to adjust to the slower pace of life, getting used to the shower, the kitchen, the phone charger in the cabin(with Sharon’s help), and having no signal. We went for a short walk in the nearby forest, was very refreshing. Enjoyed peacefully watching & listening to the birds every morning, feeding fishes in the lake, and using the BBQ in the garden & burner oven in the kitchen every evening. We also liked the helpful info. booklet about things to do in the area & nearby. We visited West Bay and then “Lyme Regis, highly recommend”. On the rainy, just watching the rain, the trees, and the sheep(the black & white sheep couple was our favourite) from the cabin was relaxing. We also saw a family of 4 deer from the kitchen window!
Guest favorite
A modern black cabin is viewed from a pathway, surrounded by lush greenery and tall trees. Soft morning light filters through branches, illuminating the landscape and creating a serene atmosphere. The countryside extends in the background, inviting peace and tranquility.
Hut in Compton Valence
4.97 out of 5 average rating, 108 reviews

Cabin with a spectacular outlook

LaurenRating, 5 stars2 months ago
BEAUTIFUL location + views. The cabin is just perfect, and roomier than it looks in the photos. Jeremy & co were fabulous hosts and we’d love to come back again soon. ☺️
Top guest favorite
A modern cabin features a wooden exterior complemented by large windows that allow for natural light. The surrounding garden includes greenery and a palm plant, with steps leading to the entrance. A tranquil atmosphere is created by the landscape and design.
Place to stay in Milton Abbas
4.95 out of 5 average rating, 135 reviews

Delightful 1 bedroom cabin/ 'sleep out'

RoryRating, 5 stars2 days ago
Sue and Ben are the most welcoming and lovely hosts. Helped us out as soon as we arrived and made us feel at home. The cabin was gorgeous and the location is so quiet! Thank you both!! Would recommend to anyone!!
Guest favorite
A unique cedar shingle Iglu is set within a green, landscaped yard. The structure features multiple windows and complements the surrounding trees. A hammock is suspended between two posts in the foreground, while smoke gently rises from a nearby wood fire, adding a touch of rustic charm.
Place to stay in Curry Rivel
4.94 out of 5 average rating, 390 reviews

Romantic Iglu - FREE HOT TUB - Unique Escape for 2

MaxRating, 5 stars1 week ago
extremely relaxing and well worth the money :)))
Top guest favorite
A charming cabin is nestled among lush greenery, featuring a wooden exterior and a deck area. The outdoor seating is visible, inviting guests to enjoy the peaceful surroundings. Near the cabin, a pathway leads through the vibrant wildflowers and plants, enhancing the connection with nature.
Cabin in Tytherleigh
5 out of 5 average rating, 105 reviews

Peaceful eco-retreat in the Devon countryside

TomRating, 5 stars2 weeks ago
Lovely little cabin; beautiful, peaceful, and quiet. Perfect location for easy drives to all kinds of parks and activities. The cabin was clean and had everything a couple could need. Alison was incredibly helpful and supplied us with any extra items we needed. Beautiful view from the living room, plenty of birds and lambs. Perfect spot!
Superhost
The exterior of The Cabin is highlighted by a wooden facade and spacious decking area. Two deck chairs are positioned for relaxation, surrounded by a natural landscape of grass and greenery. The large glass doors provide a view into the interior.
Guesthouse in Bere Regis
4.81 out of 5 average rating, 129 reviews

Unique Private Cabin in Purbeck Dorset Countryside

Nigel TateRating, 5 stars2 weeks ago
Such a lovely area. Lovely views of hills. Small but perfectly formed space with a lot of bits left like ground coffee, spices etc. Very comfortable bed. Lovely and warm. Thank you!
Top guest favorite
A dark-hued shepherd’s hut set in a gravel area, surrounded by greenery. A wooden structure with large windows features a cozy seating arrangement outside. Next to the hut, a rustic wooden pergola provides a shaded space for relaxation, enhancing the inviting atmosphere.
Shepherd’s hut in Staple Fitzpaine
5 out of 5 average rating, 274 reviews

Little Bow Green

PaulinaRating, 5 stars1 week ago
Fantastic experience start to finish, and lucked out massively with the good weather for birthday celebrations! Couldn’t be more pleased with how peaceful the location and atmosphere was. Thank you to the hosts for being so attentive and on hand at every opportunity. Every little touch and detail was just as described/pictured. Gained some beautiful memories thanks to this get away and all its special features. Wasn’t aware it was next to a property however you wouldn’t even notice, never bothered us or saw anyone. Would highly recommend this to anyone and everyone i know! x
Top guest favorite
A modern studio layout is presented, featuring a spacious bed in the foreground. A kitchenette with a gray countertop and white cabinets is visible, along with a bar stool in yellow. A sitting area with a dark sofa and access to an outdoor space is seen, complemented by natural light from sliding doors.
Tiny home in Boscombe
4.97 out of 5 average rating, 207 reviews

Tiny Home by the Sea with allocated free parking

AntheaRating, 5 stars4 days ago
I can highly recommend Tiny Home by the Sea! It is cleverly designed, high spec and spotlessly clean. Also super quiet and peaceful and very private location. The off-road parking was also appreciated. It is a short walk to the beach and local amenities. Becky’s communication was excellent - prompt and friendly and all the instructions regarding the property were very clear. A great find - hope to return one day!

Tiny house rentals with outdoor seating

Top guest favorite
The handcrafted oak shepherd’s hut is set in a green garden, featuring a light blue door and windows. A small deck with a dining table and chairs sits at the entrance, while a gas BBQ is positioned nearby. Steps lead to the inviting exterior.
Shepherd’s hut in West Bexington
4.97 out of 5 average rating, 384 reviews

The Seaside Shepherd’s Hut

JennyRating, 5 stars1 week ago
I had a wonderful time in the hut which was cosy and beautifully fitted out. It was great to be able to walk straight onto Chesil beach and be so close to the sea. Michele was very welcoming and the breakfast supplies were delicious. I recommend her honey from the bees that live by the sea!
Guest favorite
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, 134 reviews

Unique & Stunning Bespoke Thatched Shepherd's Huts

AliceRating, 5 stars1 week ago
Lovely stay, beautiful setting and Ruth was a wonderful host. Very private outdoor space with lots of wildlife. The accommodation was spacious and very clean. Hot tub was also fabulous!
Guest favorite
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
4.94 out of 5 average rating, 628 reviews

Haystore, Luxury Railway Carriage with Hot Tub

FreyaRating, 5 stars3 days ago
Absolutely loved our night away! Super quiet area with lovely amenities and the bottle of Prosecco and gin was an amazing touch. The hot tub was amazing and the inside of the hut was so rustic and lovely. Hannah was easy to contact and was helpful in every way possible. We’ll definitely be booking again :)
Top guest favorite
A panoramic view showcases rolling green fields dotted with grazing cattle under a bright blue sky with scattered clouds. Verdant trees line the horizon, creating a serene rural landscape that invites relaxation and appreciation of nature.
Hut in Bridport
5 out of 5 average rating, 322 reviews

Shepherd’s Hut nr Bridport Outstanding Views

IsobelRating, 5 stars1 week ago
I had a wonderful stay! Such a beautiful and tranquil spot to spend slow mornings gazing out at the view and peaceful evenings with a fire listening to the owls. The place was really clean and cosy and had everything you could need! Everywhere I wanted to get to was less than a 20 minute drive away too, so it was very easy to get around!
Top guest favorite
A charming Shepherd's Hut is surrounded by a well-maintained garden. Two light blue lounge chairs and a small table are positioned in the grass, inviting moments of relaxation. The entrance steps lead up to the hut, framed by greenery and colorful plants.
Shepherd’s hut in Musbury
4.98 out of 5 average rating, 469 reviews

The Shepherds Hut, peace and privacy.

RachelRating, 5 stars1 week ago
What an absolutely beautiful place to stay! The hut was like something out of a fairytale. Ei has excellent taste, it was decorated perfectly. From the bed you have views over the rolling hills of the surrounding farmland and also of the wildflower meadow in the garden. It is so peaceful there- we woke up to the sound of birds singing every morning with no other noise. Ei also has a very friendly cat who chose to join us for our dinners in the garden. She left us lots of lovely local food and drinks in the kitchen which were delicious. There is also a barbecue outside in case you feel like having one one evening. The bed is extremely comfy. The only thing I might mention is that the mattress is quite soft and might not be the best for people with back problems.
Guest favorite
The shepherd's hut is nestled amidst lush greenery, featuring a wooden deck with steps leading to the entrance. A small window allows natural light to enter, while a sturdy door is seen ajar, inviting guests inside to enjoy the rustic woodland experience.
Shepherd’s hut in Dorset
4.97 out of 5 average rating, 284 reviews

Cosy off grid Hut in Woodland with breakfast

MaryRating, 5 stars1 month ago
I recommend Claire's we had the best time everything was catered for and the surroundings set in the woods was amazing thank you for everything and the breakfast was just what we needed and very tasty we will be back
Top guest favorite
A charming green shepherd's hut is seen with a wooden door and window frames. The exterior features a ribbed texture, complemented by a small set of wooden steps leading to the entrance. Lush greenery and flowering plants surround the hut, under a bright blue sky.
Shepherd’s hut in Burton Bradstock
5 out of 5 average rating, 228 reviews

Shepherds Hut at C17th house on Jurassic Coast

JemmaRating, 5 stars1 week ago
This was a beautiful hidden gem in the heart of the most beautiful grounds! We loved the shepherds hut so much. The entrance is magical down a long pebble driveway past the owners home that looks like something from house and home magazine. Probably one of the most beautiful gardens I’ve seen. Shirley made sure the hut was ready for when we arrived which happened to be earlier than expected. We were met with a lovely warm and informative welcome, Shirley showed us the grounds and the hut which were both stunning. The hut has everything you need, top quality products and linens. Shirley gave us so many recommendations for the local area and places to visit. We will certainly be staying again!
Top guest favorite
A cozy outdoor area is set with two wooden chairs surrounding a small fire pit, casting a warm glow. The cabin is illuminated in the background, featuring a circular window. String lights create a welcoming ambiance above the picnic table, enhancing the outdoor living space.
Tiny home in Monkton Heathfield
4.97 out of 5 average rating, 209 reviews

Stay in a Meadow - light & airy Cabin sleeps 4

AlexRating, 5 stars1 week ago
We enjoyed a wonderful night away here, felt so peaceful and idyllic, kids loved the trampoline, hanging out in the swing chair and hammock. We had a BBQ and spent the evening around the fire pit. The tiny house is beautiful and has everything you need, really cosy and comfortable. We wandered around the meadow, what a lovely location.

Destinations to explore