Pet-friendly vacation rentals in Weymouth Harbour

4.94 out of 5 average rating, 394 reviews

Condo in Weymouth

Your hideaway on Weymouth harbourside!

Harbour Hideaway....light and airy lower ground floor apartment with own courtyard in fantastic harbourside location. Permit parking for 1 car & dogs welcome for free! Main sandy beach 5 mins away and town is just across the bridge. NB/ there are two single beds in the bedroom and a drop down King Size bed in the lounge (not in a separate room). My second Airbnb is up the hill behind Hideaway & the reviews are lumped together by Air so that explains them! It's a sleep 6 house but no pets allowed

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.

4.95 out of 5 average rating, 153 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.

Superhost

An indoor pool is surrounded by sleek gray tiling and illuminated by recessed lighting. The pool's inviting turquoise water reflects the ceiling lights. A cozy seating area with cushions is visible in the corner, providing a relaxed atmosphere.

Cottage in Osmington

A luxury unique home spa - White Stones Retreats.

Set in a prime position amidst a quintessential village of thatched cottages. Where wildflower paths and trickling streams amble down the the beautiful Osmington Bay. Toe dipping in the shallows, coastal walks under flaring sunsets, hibernating in our home spa while storms crash outside. Our unique holiday home offers a sanctuary in all weathers. With a collated & collected vibe, this light filled cottage is perfect for families looking for a beach escape, only a 5 minute drive to the sea.

4.85 out of 5 average rating, 206 reviews

4.93 out of 5 average rating, 106 reviews

Cottage in Weymouth

Cobb Cottage - Harbourside, permit parking

Cobb Cottage is a stylish hideaway, tucked down a cobbled side street in the heart of Weymouth's historic harbour. The cottage has been lovingly converted from a former bookshop into a contemporary, centrally located holiday home with easy access to Weymouth harbour. Perfectly suited for two couples or a family, with three bedrooms and two bathrooms. There is a parking permit to for one car which provides free parking on street outside the cottage, or in a nearby car park. Dog friendly!

4.91 out of 5 average rating, 103 reviews

A cozy bedroom is presented with a comfortable double bed featuring soft blue linens. A light fixture sits beside the bed, and a white wardrobe stands against a deep blue accent wall decorated with a jellyfish illustration. Natural light enters through a nearby window.

Condo in Weymouth

Captain's Quarters Apartment

Welcome to Captain’s Quarters – Your Perfect Seaside Escape! Just a short stroll from Weymouth’s award-winning beach, this stylish retreat is near shops, restaurants, and the train station with links to London. Recently refurbished, it features a cozy bedroom with a double bed and a living room with a sofa bed. Step onto the spacious decked balcony to unwind with fresh sea air. Whether for a romantic getaway or a coastal adventure, Captain’s Quarters is your home away from home.

4.89 out of 5 average rating, 131 reviews

A row of elegant seaside buildings is highlighted, facing a calm stretch of beach. A clock tower stands prominently along the waterfront. Reflections are visible in the water, creating a peaceful scene under a partly cloudy sky.

Apartment in Weymouth

Beach View Apartment

Whitesands apartments are situated on the seafront overlooking Weymouth’s glorious sandy beach and close to the Pavilion, harbour and town centre. Whilst retaining many of its original features, the property has been modernised to include fully fitted kitchens, central heating and new bathrooms. Refurbished and redecorated to a very high standard, Whitesands can now boast the interior quality that its imposing exterior has demanded.Enjoy the glorious view over Weymouth Bay.

4.94 out of 5 average rating, 217 reviews

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 in Weymouth

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.

4.91 out of 5 average rating, 150 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, 121 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.

4.91 out of 5 average rating, 128 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.

4.99 out of 5 average rating, 336 reviews

A view of Maidenwell Cottage from the garden, showcasing a landscaped area with palm trees and vibrant flowers. The cottage's exterior features a blue door and a stone wall, framed by greenery that enhances the inviting outdoor space.

Cottage in Portland

Maidenwell Cottage. Near Chesil Beach, Portland

Maidenwell Cottage is a Grade II listed period property on Portland, the southernmost point of the Jurassic Coast that has been refurbished to a high standard and designed to make you feel at home. Chesil Beach, local shops, cafes and pubs are all a within a short walking distance. Maidenwell Cottage is perfect for families and couples looking for a cosy seaside retreat and those looking for a place to relax following a day of walking, climbing and water sports.