Holiday rentals in Greenhill

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Top-rated holiday rentals in Greenhill

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Top guest favourite
The image features a sweeping view of the tranquil sea, with boats dotting the water under a bright blue sky. In the foreground, tropical plants and a statue create a serene backdrop, enhancing the coastal ambiance.
Place to stay
4.95 out of 5 average rating, 422 reviews

Charlottesview - On The Beach with Parking inc.

Situated overlooking Weymouth Bay and the South West Coast Path with direct beach access through the car park and garden. Ground floor apartment access through secure communal grand entrance, via six stone steps. Georgian property (1776) with varied history through Georgian/Victorian era and two world wars, spacious, high ceilings, chandeliers and many period features. Covered semi underground car parking space in adjoining building with no roads to cross to access Charlottesview or the beach.

Top guest favourite
A modern dining area features a white table set for four with bowls, plates, and glasses. Red and white chairs are arranged around the table. In the background, a comfortable sofa faces a flat-screen television, with patio doors opening to a private courtyard.
Flat
4.99 out of 5 average rating, 122 reviews

Perfect 2 bed home from home close to beach

Hidden Gem is a newly refurbished, child friendly two bedroom ground floor apartment in central Weymouth, close to the train station and 5 mins level walk to Weymouth's prize winning beach. With private gated off street parking. Unlimited high speed wifi. Fully equipt kitchen, hob, oven, microwave, dishwasher and fridge freezer. Bathroom with walk in shower and free standing bath. Two double bedrooms + travel cot and ample storage. Patio doors leads to a private courtyard for al fresco dining.

Superhost
A stylish living area features dark walls complementing a plush teal sofa with a decorative cushion. A small dining table and chairs are visible in the corner, with modern cabinetry and a kitchen area showcased in the background. Warm lighting enhances the inviting atmosphere.
Flat
4.79 out of 5 average rating, 182 reviews

The Snug - 2mins walk from the beach 🏝

Moments from Weymouth beach this lovely self catering apartment is perfectly located. Dorset is breathtaking with its Jurassic coast, explore popular spots like Lulworth cove or the isle of Portland or stay put and enjoy all that Weymouth’s bustling town, harbour and beaches have to offer. With great seafood, and a wonderful selection of restaurants within walking distance you won’t be at a loss of places to eat. Take a rib ride from the harbour and see if you can spot our resident dolphins.

Top guest favourite
A view of a charming seafront street, lined with historic buildings in various hues. Pedestrian-friendly spaces are visible, with outdoor seating outside restaurants. The well-maintained promenade leads towards the beach, highlighting the vibrant coastal atmosphere of Weymouth.
Flat
4.9 out of 5 average rating, 489 reviews

Flat One The Beaches

New for 2026 parking permit for Zone F on street parking The apartment is in a central position & can be noisy in the evenings especially at the weekends Recently converted Grade II listed property on Weymouth seafront. The apartment is one of four located off a private inner courtyard on the first floor. well equipped apartment across the road from Weymouth’s award winning beach and nestled a stones throw away from Weymouth town with its great choice of harbour side restaurants and bars.

Top 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
4.92 out of 5 average rating, 506 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.

Guest favourite
A living room is presented with a navy blue feature wall and elegant chandeliers. A plush blue sofa and floral upholstered chairs provide seating around a central coffee table. A decorative mirror and artwork enhance the space, complemented by a non-working fireplace.
Flat
4.91 out of 5 average rating, 168 reviews

Esplanade: Beach front, Regency flat with parking

Alexandra House, Esplanade is on the seafront overlooking Weymouth’s glorious sandy beach and close to the bandstand, Pavilion theatre, harbour and town centre. This stunning Grade II listed property retains many of its original features and has a modern kitchen, new bathroom and free parking at the rear of the property for one car. This ground floor flat has been refurbished to a very high standard - step into luxury on the seafront and enjoy the uplifting view over Weymouth Bay.

Top guest favourite
A cozy living area features a wood burner set into a simple mantel, complemented by a glass coffee table with wooden legs. Two colorful armchairs, one yellow and one teal, are arranged around the space, with natural light streaming through the windows adorned with potted plants.
Cottage
4.94 out of 5 average rating, 208 reviews

A Charming Cottage, Just a Moment from the Beach

Right on the gateway of the best beach in the United Kingdom. This is an excellent place to get your Weymouth adventure underway. Sympathetically updated and located a moment from the beach and train station; it'll suit most visitors needs. We've tried to update the cottage in keeping with a turn of the century victorian home, yet keeping it stylish and up to date with all the mod-cons you would expect. We're located close-by, so we're on-hand to support your trip. Enjoy.

Guest favourite
Home
4.91 out of 5 average rating, 143 reviews

Art-Filled 2-Bed, Suntrap Garden, 2 Min to Beach

An art-filled coastal home two minutes from Weymouth's beach, with a walled suntrap garden and hand-painted murals by my sister throughout. It's a house with a bit of soul — five years of slowly layering it with the things that actually matter: a deep bath for long soaks, soft bedding, fast Wi-Fi, proper wine glasses, and the small thoughtful touches that make a stay feel easy. A base for sea swims, coastal walks, Sunday roasts, or a slow weekend with nowhere to be.

Top guest favourite
An open-plan living area showcases modern furnishings with a seamless transition from the kitchen to the lounge space. The arrangement features a comfortable sofa, sleek cabinets, and a mounted TV. Large windows allow natural light to brighten the area, highlighting the contemporary decor.
Home
4.97 out of 5 average rating, 112 reviews

Spacious luxury home | 200m from beach | parking

Set on a quiet street close to everything, this renovated Victorian townhouse offers a calm, comfortable place to settle in and relax. Guests often mention how clean, stylish and genuinely homely it feels. With generous living space and thoughtful touches throughout, it suits both families and groups of friends. You’re just a short walk from the station, beach, harbour, shops, cafés and restaurants, making it an easy, well-equipped base for a laid-back coastal stay.

Top guest favourite
Flat
5 out of 5 average rating, 23 reviews

Dream beach

Dream Beach is a newly renovated 3 bedroom apartment, immaculate throughout, and only a stones throw from the beautiful Weymouth beach. The apartment has the most amazing panoramic sea views which are an absolute dream and a view you’ll never grow tired of. The apartment is brand new throughout, including new kitchen and bathroom. The master bedroom and lounge diner have wonderful sea views of the whole bay that stretch as far as Lulworth Cove and Portland.

Top guest favourite
A welcoming lounge area features a red sectional sofa and a circular dining table with black chairs. A brick feature wall houses a mounted TV above a cozy fireplace. Lush greenery and a small potted plant add subtle touches of nature to the space.
Flat
4.97 out of 5 average rating, 149 reviews

The Bunker • Stylish Coastal Stay • Walk to Beach

Stay close to everything in this stylish apartment, just a short walk from Weymouth’s beach and town centre. The area is breathtaking, with the Jurassic Coast and iconic spots like Lulworth Cove and the Isle of Portland nearby. Weymouth’s harbour, restaurants, cafés and coastal paths are all within easy reach, making it a great base for exploring. Complimentary tea, coffee, some biscuits and toiletries are provided to help you settle in on arrival.

Guest favourite
The spacious lounge area features a comfortable dark sofa with decorative cushions, a glass coffee table, and a light rug. An open-plan kitchen with modern appliances is visible, alongside a dining table with four chairs. Seamless natural light enters through large windows, offering views of the bay.
Apartment
4.95 out of 5 average rating, 55 reviews

Captain's Retreat

A stone's throw from Weymouth's award winning beach, Captain's Retreat is a spacious apartment within a grand Georgian building on Weymouth's famous Esplanade. A cozy and stylish theme, with 180 degree views of beautiful Weymouth bay and Durdle Door in the distance from both the lounge and kitchen. A home from home experience awaits! Captain's Retreat also offers free parking in zone H. The permit is provided in a wallet inside the apartment.

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