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Holiday rentals with breakfast in Weymouth and Portland District

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Top-rated rentals with breakfast in Weymouth and Portland District

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

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Superhost
A spacious living area features a large brown sectional sofa and a glass coffee table. A dining table for four is set beside a window, while nautical decor is displayed on the walls. Natural light fills the room through multiple windows, enhancing the airy ambiance.
Flat in Poole
4.86 out of 5 average rating, 505 reviews

Poole Quay

Welcome to my waterside apartment. Brand new first floor apartment located on the edge of Poole quay. The apartment is bright and airy and comes with a designated parking space for your use. You will have access to all the amenities within my apartment from the tv, sound systems and WiFi to the whole kitchen, dishwasher and washer dryer. The apartment is set up to cater for anyone ranging from couples wanting a break away, small groups visiting Dorset to business people who want to feel at home

Guest favourite
A comfortable living area features a plush sofa and a wooden coffee table. A bright window allows natural light to fill the space, highlighting a potted plant. A decorative basket and a wall-mounted television contribute to the inviting atmosphere.
Home in Dorset
4.92 out of 5 average rating, 177 reviews

Dibbens Townhouse

One of the oldest buildings in Poole, a townhouse that's been in our family for over a century, and it shows in all the best ways. High ceilings, original features, and a stunning roll-top bath sit alongside modern comforts. You're right on the High Street, footsteps from a brilliant mix of pubs and restaurants, perfect for an evening stroll to find dinner or a nightcap. Poole Quay is just around the corner, and Baiter Park is a five-minute walk away if you fancy some fresh air and sea views.

Guest favourite
A person sits in a small boat on a clear, calm waterway surrounded by lush greenery. The boat is gently gliding through the water, with vibrant foliage reflecting in the serene surface. Wildlife may be observed in this tranquil setting.
Cottage in Portesham
4.76 out of 5 average rating, 449 reviews

Pond outside your bedroom window.

Self-contained bedroom, a sitting room and shower room. Your suite of rooms is separate from the house with its own entrance. The windows overlook the village duck pond and spring and pretty waterfall. There is parking, for your car, at your door. We're in a Dorset village with Trafalgar history, centuries old church, busy pub. The coast is only a couple of miles away. We are on the Dorset Coastal Path and the SSSI Jurasic Coast. £7.50 for a full Dorset breakfast. Evening meal £7 to £12.

Top guest favourite
A charming wooden hut is nestled among greenery, framed by a tree branch and vibrant foliage. The entrance is visible, adorned with a circular decorative piece. Lush grass surrounds the hut, contributing to the serene garden setting.
Hut in Cattistock
4.94 out of 5 average rating, 105 reviews

Private Garden Glamping Retreat- Firepit & Massage

The rustic glamping hut (double or twin) is nestling in the garden of this charming Georgian house in a tranquil Dorset village. Within a couple of steps is the bathroom hut with shower & toilet. Then there is the ‘firehut’, with a raised firepit, basic cooking equipment, fridge, microwave, toaster and mini stove. The walled garden is private for yourselves to enjoy, with an additional firepit for those starry nights. Additional two double bedrooms in main house available for booking.

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 Dorset
5.0 out of 5 average rating, 212 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 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.
Apartment in Weymouth
4.92 out of 5 average rating, 515 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 Bridport
4.99 out of 5 average rating, 184 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.

Top guest favourite
The exterior of the Shepherd's Hut is illuminated by warm string lights at night, creating a cozy ambiance. A wooden deck leads to the hut, which features arched windows and a covered seating area. The grassy garden is bordered by charming decorative elements.
Shepherd’s hut in Somerset
4.97 out of 5 average rating, 165 reviews

Esme's Escape - Luxury Shepherd's Hut & Hot Tub

Escape to total luxury in the heart of the South Somerset countryside. Welcome to Esme’s Escape, a multi-award-winning, handcrafted luxury shepherd’s hut designed for unforgettable romantic getaways. All this just 2 minutes walk from a Michelin guide pub/restaurant. Set in a peaceful, village location, Esme’s Escape blends boutique hotel comfort with countryside charm — offering the perfect hideaway for couples seeking relaxation, romance, and something truly special.

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, 329 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.

Top 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, 434 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 on the World Heritage Jurassic Coast. Nestling in my 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
The spacious room features a king size bed with striped bedding against a neutral backdrop. Two bedside lamps flank the bed, while a television is mounted on the wall. Natural light enters through the patio doors, leading to an outdoor space.
Home in Worth Matravers
4.94 out of 5 average rating, 172 reviews

Private entrance, kitchenette & private patio

Bright newly decorated room with king size bed, 2 armchairs, coffee table, TV. Door leading to private south facing patio with table and 2 chairs. Extremely quiet accommodation. The property is a five minute walk from Wareham town centre which has a selection of pubs and restaurants. It is less than five minutes to Wareham Common and moments from Wareham Walls. Parking provided on our drive.

Superhost
An inviting outdoor area is illuminated by soft lights against a twilight backdrop. The circular wood-fired hot tub features a blue glow, with a wooden structure providing cooking facilities and workspace nearby, marked by garlands and decorative elements.
Yurt in Sturminster Newton
4.86 out of 5 average rating, 467 reviews

🦆🦉🐓Marrakesh the yurt 🦆🦉🐓🦡

Marrakesh the Yurt is a quirky, twinkly woodland escape set in a private corner of our 1-acre garden 🌲 Relax in your private wood-fired hot tub, cook on the fire pit/BBQ or pizza oven, and enjoy dark skies for stargazing ✨ Inside you’ll find a cosy, fully furnished space with gas cooker, tea & coffee. A true off-grid, home-from-home hideaway.

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