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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Guest favourite
A spacious studio features a comfortable bed adorned with decorative pillows. A small sofa and dining area are present, alongside a TV mounted on the wall. Large windows provide natural light, with views of the garden visible through sheer curtains.
Apartment in Poole
4.81 out of 5 average rating, 362 reviews

Super sunny studio with own terrace & parking

We have a lovely spacious, peaceful, bright self contained ground floor studio, designated parking space, fast WiFi, Own private entrance with outside terrace. Enjoy preparing your own meals with a hob, combination microwave/oven, fully equipped kitchen. Refresh in the walk in shower, Sleep in a sprung, comfy mattress Only 10 min walk to Poole Park, Ashley Cross, 20 min to Central Poole, with a 10 min drive to the Ferry & Poole's award winning beaches .Durdle door & the Purbecks in easy reach

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, 584 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, 264 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 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, 492 reviews

The Shepherds Hut, peace and privacy.

Self contained bliss. A unique Shepherds Hut with it's own shower/wc. Comfortable double bed. Quiet, cosy & very restful. Close the door on the outside world for a while and totally relax enjoying the views from the bed & admire the dark starry sky at night. Lovely. Warm & cosy at all times with a super woodburner. Your own private outdoor space, great views & peace & quiet, fire up the BBQ or maybe a walk straight from your door through the beautiful lanes & fields. Private parking.

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, 457 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 light-filled bedroom features a spacious bed with a simple bedding pattern, complemented by a wooden dresser and a clothes rack. A seating area with a cozy chair is situated near the window, offering views of the garden. The decor is minimalistic and inviting.
Guest suite in Dorset
4.99 out of 5 average rating, 159 reviews

Garden View Annexe near West Bay, Bridport.

Our light bright garden view annexe is ideally situated for enjoying all that the Jurassic coastline has to offer. The harbour at West Bay (setting for ITV’s drama Broadchurch) is a pleasant 10 minute walk away. The bustling historic town of Bridport is only 5 minutes by car or about 25 minutes on foot. There you will find a twice weekly street market, a variety of shops and a good choice of pubs and cafes. Both Bridport Leisure Centre and the Golf Club with driving range are nearby.

Guest favourite
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, 403 reviews

The Seaside Shepherd’s Hut

Fall asleep to the sound of waves on shingle in this stunning, hand-crafted oak shepherd’s hut. In winter the Hut is cosy with double glazing, a wood burner plus radiator. In summer relax on the deck to enjoy glorious views of Lyme Bay in an AONB on the World Heritage Jurassic Coast. Nestling in the garden, Chesil Beach and the South West Coast Path are 30 seconds away down a private path. Watch magnificent sunsets over the bay and enjoy stargazing in our dark skies.

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, 288 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
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, 298 reviews

Cosy Hut in Woodland with breakfast

3 nights for the price of 2! Tucked away in its own private woodland, our off-grid Shepherd’s Hut offers a peaceful escape surrounded by nature. Fall asleep to the sound of the stream and owls calling, and wake to birdsong and dappled light. With a cosy coal burner, comfy bed and star-filled skies above, it’s the perfect place to unwind after exploring the coast, visiting RSPB Arne or walking the Purbeck hills. Pure Dorset magic. 🌿✨

Top Guest favourite
A double bedroom features a bed dressed in a floral-patterned yellow and white duvet cover. Two bedside lamps offer soft lighting, and white towels are neatly stacked on the bed. A colorful wall art piece hangs above the headboard, with natural light entering through the window.
Guest suite in Weymouth
4.83 out of 5 average rating, 175 reviews

The Haven Garden room Weymouth

We offer 1 double bedroom with a doorway leading to your breakfast area which includes a. fridge, kettle + toaster. We supply a cold continental style breakfast daily to the breakfast area leaving you then to decide when you would like to eat. The bathroom which is in the main house (approx 6 metres) is exclusively for guests and accessible along a short pathway. (See photos)

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