House holiday rentals in Weymouth

A modern kitchen and dining area features sleek white cabinetry and a wooden countertop. The space includes a circular dining table with seating for six, a large flat-screen TV on the wall, and sliding doors leading to the outside. Bright light illuminates the room.

4.96 out of 5 average rating, 156 reviews

☀️Sunny modern house in Weymouth with parking☀️

SUNNY CORNER ; a recently refurbished large house set in a desirable area of Weymouth, Dorset. A bright and modern house with a south facing garden which will sleep eight people & has a private driveway for three cars. The house is located in the desirable area of Lodmoor ; a fifteen minute walk on flat ground leading you to Weymouth Beach, The Esplanade & Local Attractions. It's also located on a bus route with various locations to visit and a pub within walking distance serving great food.

A view from an open window reveals the tranquil harbour with reflections of colorful buildings and docked boats. Light streams in, enhancing the serene atmosphere of the outdoor setting.

5.0 out of 5 average rating, 99 reviews

Sea Pilot's Cottage | Weymouth harbour | Sleeps 6

Step into history at Sea Pilot's Cottage, a Grade II listed, gem right on Weymouth's harbour. Fully refurbished in 2024, enjoy stunning harbour views from the dining room, lounge, and master bedroom. Just an 8-minute walk to the beach. Features a luxury kitchen and stylish furnishings. The spacious master bedroom has a king-sized bed and bath, a second king bedroom with compact en-suite, and a cosy twin bed room. South-facing courtyard garden. Perfect for a seaside getaway, oozing with history.

4.96 out of 5 average rating, 138 reviews

Home in Portland

Blue Skies Retreat,Modern house Chesil Beach

Modern semi-detached house located two minutes walk from Portland Marina and Chesil beach. Perfectly situated for divers, walkers sailors and anyone who pursues water based activities. Pubs restaurants and takeaways within walking distance of the house. Private parking situated at the front of the property. This house has a modern contemporary interior with two double bedrooms. One of these with twin beds. Enclosed rear garden with patio and seating area perfect for watching the Chesil sunset.

4.97 out of 5 average rating, 143 reviews

A stone cottage features a light green door framed by greenery. Large windows allow natural light to illuminate the entryway, while shrubs and trees create a peaceful, sheltered setting. The roofline peaks gently against a backdrop of clear blue skies.

Home in Martinstown

Enchanting Manor Coach House

An elegant, relaxed home in the grounds of the Manor in this AONB with walks directly from the house. The pretty village of Winterbourne St. Martin (Martinstown) has a great pub and a super village shop both within a short walk. Close to the Jurassic Coast and spectacular country views, its the perfect place to chill after a walk, a day at the beach (approx five miles away) or visiting the many attractions in and around Dorchester. Guests have a private garden, and access to a tennis court.

The living room features a comfortable seating arrangement with two large sofas and a wooden armchair. A television is mounted on the wall, accompanied by a collection of framed artworks that add character. Large windows adorned with wooden shutters allow natural light to fill the space.

4.94 out of 5 average rating, 102 reviews

The Beach House/central/spacious/dog+kid friendly

5 mins walk from Weymouth's award winning sandy beaches and on a peaceful tree-lined road, the Beach House is the perfect place to explore Weymouth. Our home can accommodate large families with kids & pets - fully enclosed paved backyard + summer house, outdoor dining and seating, bbq and fire pit. 7 mins walk from the train station, 15 mins walk to the town centre & historic harbour with all the bars and restaurants - we have the perfect getaway location. FREE parking nearby.

4.96 out of 5 average rating, 124 reviews

Cottage 5 mins walk to Harbour

Your family will be close to everything when you stay at this centrally-located cottage. Coral Cottage is only 5 mins walk to the harbour & town and 10mins walk to Weymouth’s blue flag Sandy beach. Coral Cottage has been refurbished to a very high standard and as a former Victorian railway cottage it is full of character and is a perfect retreat for families or couples. It is ideally situated for the harbour, marina, beach, cafes and shops, with a nearby supermarket to hand.

4.91 out of 5 average rating, 159 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.

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.

4.98 out of 5 average rating, 126 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.

4.92 out of 5 average rating, 135 reviews

The Palms at No10 - Spacious and Family Friendly

Welcome to the Palms at No10! Unwind in this stylish and beautifully appointed home for your stay on the Jurassic Coast. The property offers ample space for 6 guests across three stunningly finished bedrooms, and our outdoor terrace provides al fresco to unwind after a day exploring everything Dorset has to offer. The Palms is perfectly located for a coastal getaway, with both the town centre just a short 20 minute walk away and the seaside only a stones throw away.

4.87 out of 5 average rating, 217 reviews

A living area features light-colored furniture, including a cozy sofa adorned with decorative pillows. A flat-screen television sits on a dark wooden unit. Artwork depicting a sailboat and a wooden oar add character to the walls. Natural light enters through a window with light shades.

Home in Portland

Fair Winds House

Fair Winds offers a getaway just a stone's throw from the ocean and Portland Marina with allocated parking and enclosed garden. Wake up to sea views 2 minutes walk from Portland Castle Beach, or 5 minutes to the renowned Chesil Beach. We have a brilliant bakery and the beachside sauna, both just around the corner. For a peaceful retreat or an adventure by the sea, Fair Winds is an ideal base for exploring the wonders of Dorset's stunning coastline.

A well-maintained outdoor space features a stone pathway leading through a landscaped garden with various plants and flowers. A wooden deck area offers seating, while a pergola provides shade. The garden is enclosed and creates a private setting for relaxation.

4.89 out of 5 average rating, 151 reviews

Home from home by coast, Garden & Parking Weymouth

“Sunnyside Weymouth” is a bright, spacious 3-bed home from home with parking, just a short walk from the award winning beach, harbour, shops, and cafes. Unwind in the large, comfy lounge with Smart TV, cook with ease in the well-equipped kitchen, and relax in the sunny garden. Ideally located for exploring local attractions and the stunning Jurassic Coast, with scenic trails, historic sites, and family-friendly activities all nearby.

A two-story residence features a classic facade with a prominent red front door. A car port is visible on the left, accommodating a vehicle. Large windows allow natural light to enhance the exterior, while a clear blue sky forms the backdrop.