Holiday rentals with breakfast in Weymouth and Portland District

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Top-rated Holiday Accommodation with Breakfast in Weymouth and Portland District

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Top Guest favourite
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, 295 reviews

Cosy off grid Hut in Woodland with breakfast

The Shepherds hut is situated in its own woodland and is off grid. You will be able to take in the beautiful night sky and fall asleep to the tranquil sound of the stream trickling by and our owls twit twooing after a day of walking the coast line and visiting the RSPB at Arne . It has its own small log/coal burner to make it nice and cosy and there is a lovely comfy double bed to relax on. You will also hear the night time noises of our woodland friends -the foxes barking and the deer rutting

Superhost
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
4.93 out of 5 average rating, 438 reviews

Romantic Iglu Escape with Private Hot Tub for two

Tucked away in a secret orchard in the heart of the Somerset Levels, the Iglu offers a unique & romantic escape for two. In the beautiful village of Curry Rivel, this enchanting cedar-shingled hideaway sits next to the Green & church capturing the charm of quintessential West Country. Rustic character & cozy comforts, completely self-contained, everything you need for a dreamy getaway. As evening falls sink into your private woodfired hot tub & soak under the stars while nature surrounds you.

Top Guest favourite
A cozy room is furnished with a spacious bed featuring a soft white coverlet. Soft lighting is provided by two bedside lamps, and a small table sits beside the bed. A window allows natural light to brighten the space, complementing the neutral tones throughout the room.
Guesthouse in Sherborne
4.96 out of 5 average rating, 315 reviews

The Milk Shed

Cosy and self-contained room with own access in peaceful village just off the A303 - great for a stop over or weekend away Beautiful rural walks in the surrounding area Continental breakfast available - Fine dining pub, The King's Arms, and outstanding village shop next door - 10 minutes drive to historical market-town of Sherborne with it's great shopping, abbey and castles - 20 minutes to Wincanton race course and Bruton's Hauser & Wirth art gallery - 1 hour's drive to the Jurassic coast

Top Guest favourite
A cozy bedroom is presented with a wooden bed featuring crisp white linens and decorative pillows. A light-colored dresser is positioned nearby, complemented by a small lamp. Natural light filters in through patterned curtains, enhancing the serene atmosphere.
Tiny home in Tincleton
4.99 out of 5 average rating, 184 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!

Guest favourite
A light-filled sitting room features a cozy gas fireplace framed by decorative elements. A television is positioned on a wooden unit nearby, while a soft area rug complements the seating area with patterned cushions on a beige sofa. Bookshelves are glimpsed in the background.
Home in Dorset
4.91 out of 5 average rating, 580 reviews

Tranquil Townhouse with Parking,minutes from Beach

Welcome to Weighbridge Cottage! Renovated to a high standard, this is an airy holiday home for up to 5 people plus 2 cots in central Lyme Regis and is 4 minutes easy stroll from the beach! Despite its name, Weighbridge cottage is a three story townhouse on Church Street in central Lyme Regis. It's close to everything, yet peaceful and tranquil. There's private off road parking right next to the front door. I have tried to include everything you need, toys and games, and beach stuff

Top Guest favourite
The exterior of a rustic barn features a stone façade with wooden elements. Large, sliding glass doors are framed by weathered wood. A small window with flower boxes is visible to the left, and a traditional wooden door borders the entrance, adding character to the setting.
Place to stay in Cann Common
4.97 out of 5 average rating, 262 reviews

The Barn - peaceful country setting.

A converted barn at Cann Common next to the main house with its own garden, patio and parking area. Located on a no-through road with only local residents traffic, giving a peaceful setting with views of the surrounding hills. Shaftesbury just over a mile with its historic Gold Hill and a good choice of shops and places to eat. It is a good base for exploring the area, offering historic houses, interesting gardens, walks, the Jurassic Coast, Stonehenge, Salisbury and Bath and much more.

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, 212 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.

Guest favourite
A large window presents a stunning view of the beach and sea, illuminated by natural light. The light curtains gently frame the window, while a television stands on a dresser nearby. The serene coastal scenery offers a glimpse of a sandy beach and distant hills.
Condo in Weymouth
4.91 out of 5 average rating, 454 reviews

Stunning Beachfront apartment overlooking the sea

A brand new apartment just 50 steps from the beach with free parking in the heart of Weymouth directly on the Esplanade with panoramic sea views of the award winning beach. Well equipped and nestled amongst shops and restaurants . Just minutes walk to bars , the harbour and train station. Fully fitted kitchen with family size fridge freezer, oven, microwave, toaster, kettle, cutlery, crockery, dishwasher, washing machine, flat screen TV's, Wifi, Hand, bath and beach towels provided.

Top Guest favourite
A stone cottage is featured with a small garden path leading to the entrance. Colorful bunting is displayed above the door, while flowering plants add greenery to the scene. The sunlight creates a bright and welcoming atmosphere.
Guest suite in Corfe Castle
4.96 out of 5 average rating, 287 reviews

Private entry in new annexe at Kingston cottage

Stay in a listed cottage tucked away in the heart of this Purbeck village with great views. PRIVATE GUEST ENTRANCE TO SPACIOUS, COMFORTABLE ROOM AND BREAKFAST DELIVERED BY ANOTHER PRIVATE INTERNAL DOOR. Beautiful walks from the property to the stunning Jurassic Coastline. Twin/double bedded room with delicious basket breakfast. Special diets catered for. 4G SPEED WIFI FOR GUESTS to help you plan your break. Far reaching views to Corfe Castle and Poole harbour.

Guest favourite
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
4.96 out of 5 average rating, 205 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.

Top Guest favourite
An outdoor seating area features a small table and chairs, framed by potted plants. Double doors lead into a light-filled interior. The stone façade showcases complimentary brick accents and multiple windows, enhancing the natural light and inviting ambiance.
Guest suite in Dorset
4.94 out of 5 average rating, 309 reviews

The Arch, Country Apartment

This barn conversion is light and airy with a modern yet rustic feel. The open plan modern kitchen opens onto a spacious living area. The downstairs walk in shower and toilet are positioned in the corner. The spiral stairs lead to the loft bedroom. The maximum occupancy for this property is two.

Top Guest favourite
The interior of the shepherd's hut features a cozy sleeping area with a spacious bed adorned with colorful throws and pillows. A well-equipped kitchenette with a wood countertop is visible, along with a comfortable seating area. Natural light streams through large glass doors, enhancing the welcoming ambiance.
Shepherd’s hut in Eype
5 out of 5 average rating, 182 reviews

Shepherds Hut, B&B, Sea views coastal walks,

New and luxurious Shepherds hut with hot water, view to the sea and horses to watch. Parking and lots of walks, great area with cafes, pubs close by. Eype beach is 5 mins walk and the host can provide extra catering by arrangement. Private terrace with bbq, table chairs and sun loungers .

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