Townhome holiday rentals in Isle of Portland

A cozy bedroom features a spacious bed with dark bedding and decorative pillows. Soft grey carpeting covers the floor. A stylish ottoman is placed at the foot of the bed. Nightstands with small plants sit on either side, and natural light enters through a window with sheer curtains.

4.78 out of 5 average rating, 23 reviews

The Weymouth House | Close to Beach | Dog Friendly

Entire seaside terraced townhouse. Sleeps from 2 - 10 people. Dogs welcome. Only 2 minute walk from Weymouth train station and 2 minute walk to the beach! Perfect location. Spread over three floors, our townhouse features a small living room with a sofa bed, a luxurious main bedroom, and two additional bedrooms with bunk beds and a single bed perfect for families or groups. It features a private outside terrace to enjoy. Bring your furry friends along for the adventure they’re more than welcome

A balcony with panoramic sea views is highlighted by a small dining set featuring four yellow chairs and a matching table. Sunlight illuminates the area, enhancing the inviting space for relaxation or meals.

4.91 out of 5 average rating, 118 reviews

Bright & beautiful 4 bedroom house with sea views

We're very excited to have installed a large balcony overlooking the sea, we hope you'll fall in love with Coastguard's Vantage as much as we have. Many of the rooms have sea views A 3min walk from Chesil Beach, it's the perfect base for experiencing the world famous walks We'll give you a guide about all the free parking spaces within 2mins walk from the house A utility room with washing machine & dryer has space to store boards, sails etc It's also close to the National Sailing Academy.

The front view of a three-story house is presented, showcasing a light blue façade complemented by white window frames. A small garden area with green plants is visible, and surrounding properties feature varying colors, contributing to a charming neighborhood. A wrought iron fence encloses the entrance.

4.93 out of 5 average rating, 166 reviews

The Wyke Square House in charming Weymouth

The Wyke Square House is a delightful and comfortable home-away-from-home spread over three floors. Located in the heart of charming Wyke Regis, you are moments away from the town centre and Weymouth's coves and renowned beaches. There are plenty of great pubs and restaurants nearby, as well as loads of attractions. Whether you are here to relax or for work, to hike along the Jurassic Coast, or to sail or windsurf at the National Academy - welcome to our piece of Jurassic Coast paradise!

A modern three-story house features natural stone cladding and large windows. The entrance is framed by a neatly landscaped front garden with shrubs. A path leads to the front doors, showcasing the welcoming façade of the property within a quiet development.

4.98 out of 5 average rating, 110 reviews

Modern & spacious 'Olympic' House by the sea

A stylish, 3 storey 'Olympic' house on the beautiful Isle of Portland, Dorset. Moments from the beach, this modern 3 bedroomed house comfortably sleeps 7 (+2 available on request) A large open-plan kitchen, dining & living space adjoins a private, enclosed garden that is a real sun-trap. Chesil Beach, The National Sailing Academy, great pubs & restaurants, a park, skate park, sculpture park & the coast path are all on your doorstep. It is the perfect base for exploring the Jurassic coast.

A charming Georgian house presents a whitewashed façade, featuring large windows and a wide blue front door. The building is flanked by brick walls and mature greenery, creating a welcoming entrance on a quiet lane.

4.97 out of 5 average rating, 154 reviews

Old Red Lion House in Market Town

A beautiful listed building located on a quiet lane in the centre of the pretty market town of Blandford Forum, offering the perfect place to explore Dorset or simply relax in one of the cosy sitting rooms and indulge in one of the house's many books. Plenty of board games and DVDs will keep the younger ones entertained or get outside to the nearby River Stour to spot otters and kingfishers (just a 5 minute walk from the house) or head in any direction to Dorset's spectacular countryside.

A cozy lounge area features a light-colored sofa with striped cushions, accompanied by two armchairs. A coffee table is situated in front, and a mirror is mounted above the fireplace. Natural light streams through bay windows, illuminating the neutral decor and wooden flooring.

4.95 out of 5 average rating, 86 reviews

Seashells House- 3 mins walk to beach

3 MINUTES WALK TO THE BEACH Seashells House had a cosy feel, the design & intention to make your stay relaxing & comfortable - a home from home with a bit of quirky too. The house is located in the heart of Weymouth close to all amenities including the sandy blue flag beach, the many cafes & restaurants, an array of independent interesting shops as well as the essentials. It is close to the bustling harbour & all local tourist attractions. Everything for a great holiday on your door step.

Superhost

4.88 out of 5 average rating, 156 reviews

Historic Seaman Chaplaincy, Seaview all rooms

The Gift House Portland is a historic Seaman's Chaplaincy, 3 storey late Georgian stone house. All 4 spacious bedrooms have sea view & perfect for sunset watching. Dog friendly (1dog only) Locate in island village, 5-8 mins walk to pebble beach, 17th century pub, restaurants, good coffee, good chippy & grocery shop. Jurassic coast walks, sculpture park, Portland stone quarry, cycling, swimming, rock climbing, sea fishing, diving, kayak, sailing, paddling, windsurf & more are around.

A dining area is presented with a rustic wooden table surrounded by several chairs, enhanced by decorative table settings. A gallery wall with floral wallpaper features artwork, while a vintage cabinet and a lamp provide additional character to the space. Warm light is emitted from hanging fixtures.

4.95 out of 5 average rating, 214 reviews

CLOUD 9 🦚 Homely & Happy 😊 Near the Beach 🌊🐟🌞

Welcome home, welcome to CLOUD9🌅 Vintage-modern velvet luxury in the historic heart of Fortuneswell on the Isle of Portland🌊 Renovated & designed with love by our family🧡 Living/dining room, kitchen, downstairs w/c, enclosed garden. Spacious shower room plus 3 themed bedrooms 🦚🌸 with sea views⛵️ Chesil beach, co-op local, fish & chips & friendly pubs all close-by🐟 😊 Super fast 100mb+ WiFi. Fully equipped kitchen. *If booking for 1-2 only, loft room will be locked shut.

Aerial view of the coastal town, showcasing the sandy beach and marina with several boats docked. Colorful buildings line the waterfront, while the beach extends into the distance, under a clear blue sky with scattered clouds.

5 out of 5 average rating, 15 reviews

Free Parking | Flexible Check-in times | Sleeps 8+

🏡 The Old Town House will be entirely yours for the duration of your stay, so you can relax and enjoy the space in comfort and privacy. ✨FREE PARKING 2 minute walk away in the private Marina for 2 cars (180m) . ✨ Relaxed check-in times. ✨200m from the Beach. ✨ Outside Space/ Courtyard. ✨ Shops, Restaurants & Pubs on your doorstep! • 🚗 25 minutes to Durdle Door & Lulworth Cove • 🌊 Discover the Jurassic Coast • ⛴️ Easy access to ferries to Guernsey, Jersey, and France

A scenic view of a calm harbor features various boats moored along the waterfront. Buildings with a mix of architectural styles line the opposite bank, displaying warm colors under a partly cloudy sky. A bird is seen flying overhead, adding to the tranquil atmosphere.

4.94 out of 5 average rating, 115 reviews

Sailor's Watch: A beautiful home by the sea...

A spacious Grade 2 Listed Dutch Style harbourside merchant house which has been split into two homes. You will be renting our home which spans across the first and second floors. It has been recently refurbished and has wonderful views of the harbour. There is a garden out the back with table and chairs. Close to the main town, beach and amenities of Weymouth. Dogs will be charged at £20 each per booking, please let me know if you are bringing your dog with you.

A peaceful courtyard is adorned with various potted plants and greenery, creating a serene environment. Grey flagstone provides a clear path, while a green chair and a small table invite relaxation. Light streams through an open window, enhancing the inviting space.

4.95 out of 5 average rating, 38 reviews

Seaside Town House

A classic seaside town house, on a lovely quiet street. Light open living space downstairs, with bedrooms and bathroom upstairs. The little courtyard at the back is a lovely spot to have breakfast in the morning sunshine or retreat back to after a day on the beach. The house is a 4 minute walk from Weymouth's main sandy beach, a fantastic place to spend sunny days with so much going on. People from all backgrounds are welcome as well as any well behaved pets.

A bright bedroom features a wooden bed with a simple headboard and white linens. Two grey towels are neatly placed on the bed. Open shelves are positioned on either side, and natural light streams through a large window, enhancing the minimalist design.