Holiday rentals with beach access in Weymouth and Portland District

4.93 out of 5 average rating, 238 reviews

Cottage in Portland

1888 Portland stone cottage

1888 Portland stone cottage, with many original features. Stone fireplace with log burner. Cosy 2 bedroom, 3 storey cottage located within easy walking distance of Easton Square, which has local amenities, including grocery stores, chemist, pubs and cafes. Small sunny aspect courtyard with bistro table and chairs. A perfect holiday location all year round, for either sun and relaxation, or enjoy activities like windsurfing, sailing, diving, rock climbing, fishing, walking and bird watching.

BeachWalkabilityQuiet

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.

4.98 out of 5 average rating, 131 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.

WalkabilityBeachLaundry

Place to stay in Weymouth

A welcoming lounge area features large windows that allow natural light to fill the space. A comfortable gray sectional sofa is complemented by decorative cushions. A simple table is positioned in front, while books are neatly arranged on a nearby shelf, enhancing the inviting environment.

4.97 out of 5 average rating, 100 reviews

Castle Cove

Our modern holiday home in Weymouth is fully equipped with everything you will need for a comfortable stay. . Modern shower and washroom . Open plan, fitted lounge and kitchen . Cooker, fridge/freezer and m'wave . 32" Flat screen TV . WiFi . 2 bedrooms (1 double, 1 twin) . Central heating and gas fire . Private sun terrace with furniture and sea views . Easy access to nearby beaches . Lovely walk to Weymouth Harbour area There is parking for one car conveniently adjacent to the holiday home.

BeachViewCondition

4.91 out of 5 average rating, 269 reviews

A cozy lounge area features a rustic stone fireplace with a log burner, surrounded by soft seating. A plush rug lies on the wooden floor, and framed pictures are hung on the walls. A staircase leads to the upper level.

Cottage in Portland

Milly Moll Cottage, next to Church Ope Cove.

Julie and Matt welcome you to Milly Moll Cottage. A quirky C18th, grade 2 listed property full of character and charm, just next door to the Portland museum. Built of Portland stone with original fireplaces and a cozy lounge with a log burner, from here you can explore the Jurassic coast. It’s a 2 minute walk to Church Ope Cove, either passing under Rufus Castle arch or via the ruins of St Andrews church and is ideally placed for numerous outdoor pursuits. We hope you will enjoy your stay.

ViewWalkabilityLayout

4.92 out of 5 average rating, 520 reviews

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

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.

ViewBeachIndoor spaces

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.

4.91 out of 5 average rating, 178 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.

BeachViewParking

4.91 out of 5 average rating, 158 reviews

Condo in Weymouth

Beachside View

Enjoy easy access both beach and town centre from this beachfront couples' retreat. This top floor (3rd floor) flat has panoramic views across the bay and there's even a telescope. This apartment is right next to a M&S food hall and within 100m of a fish n chip shop, a Chinese takeaway, a traditional pub and several bars and restaurants. There is a king size bed in the bedroom and a sofa that pulls out into a bed in the lounge. Access to the bathroom is through the bedroom.

ViewBeachCheck-in

4.91 out of 5 average rating, 292 reviews

A bright and inviting area features a large window draped with sheer curtains, allowing natural light to flood in. A small wooden table with two chairs is positioned near the window, complemented by decorative items on the wall and a plant on the table.

Tiny home in Weymouth

Cosy Sail Loft on the harbour.

This special place is close to everything, making it easy to plan your visit. With your own parking space, own entrance, bedroom / lounge, own kitchen and Bathroom, you can be fully self sufficient or enjoy all the local pubs and restaurants on your door step. Literally right on the harbour front and only a minute away from the beach, this cosy property allows you to enjoy all of this seaside town within a few minutes.

BeachWalkabilityCheck-in

4.99 out of 5 average rating, 97 reviews

A bright conservatory features a circular dining table surrounded by white chairs. Natural light floods the space through glass panels. Potted plants and decorative wall art enhance the area, while a view of a small outdoor space with a green lawn is visible through the glass doors.

Condo in Chickerell

Weymouth nest with FREE parking, 10 min to beach

A stunning newly refurbished two bedroom ground floor flat stylishly finished to a high standard with garden and free parking. situated in a residential area of chickerell village with play park, local shops, Bennett’s water gardens, the gorgeous fleet is a stones through away and our award winning beach is a short drive away with it’s gorgeous restaurants and bars there is definitely something for all the family.

WalkabilityBeachCleanliness

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.

4.9 out of 5 average rating, 503 reviews

Flat One The Beaches

New for 2026 parking permit for Zone F on street parking ‼️ Please be aware when parking not to park in disabled zones these are not always marked very clearly. The permit does not guarantee a parking space especially in the summer months Therefore, you may incur extra costs parking in the long stay car parks‼️ ‼️The apartment is in a central position & can be noisy in the evenings especially at the weekends‼️

WalkabilityBeachOutdoor spaces

Place to stay in Weymouth

A spacious deck overlooks the tranquil Fleet Lagoon, featuring a glass-topped table surrounded by four wicker chairs. A cushioned seating area is positioned nearby, inviting relaxation under the expansive sky filled with scattered clouds.

4.95 out of 5 average rating, 298 reviews

Pebble Lodge

Pebble Lodge is a stylish, modern and luxury home from home for four guests (plus one infant). Situated on the five star Chesil Beach Holiday Park, Pebble Lodge boasts an uninterrupted view of the Fleet Lagoon and Chesil Beach, infamous parts of the Jurassic Coast. Beautiful accommodation, finished with some personal touches really makes Pebble Lodge the perfect coastal escape in all seasons.

WalkabilityViewQuiet

A spacious patio area features a circular dining table surrounded by six chairs, complemented by a large umbrella. Decorative planters with green plants add a touch of nature. Full height glass doors provide a view of the surroundings while inviting natural light.