House holiday rentals in Weymouth

Blue Bay Cottage - Cove Street, Weymouth Harbour

Beautiful 3 bedroom cottage close to Weymouth harbour and town centre. Own entrance leading to dining room, kitchen, conservatory, cloakroom and rear courtyard. Stairs to lounge with gas stove, bathroom with large shower and single bedroom. Further stairs to master bedroom and twin bedroom. Kitchen with integrated dishwasher, fridge, Neff hide and slide oven, microwave. The cottage has gas central heating and a parking permit for on street/harbourside parking. WiFi and outside space to sit

Value · Family · Check-in

Large coastal cottage with spa and private pool

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.

Value · Location · View

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.

Family · Location · Outdoor spaces

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.

Family · Location · Accuracy

Cosy Chesil Beach Getaway - Weymouth *no fees!*

Welcome to our beautiful static caravan, situated on the 5* award wining Chesil Beach Holiday Park. You can enjoy views across Chesil beach towards to the Isle of Portland. Ideal for making the most of all that Weymouth has to offer, as well as Portland and the Jurassic Coast. It is also perfectly located for walking the infamous South West Coast Path, which runs along the bottom end of the site. ** PLEASE NOTE, WE DON'T PROVIDE BED LINEN** One dog per booking welcome.

Value · Family · Nearby

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.

Value · Family · Getting around

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.

Value · Family · Check-in

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.

Family · Value · TV

Luxury waterfront 5 bed house

A newly built 3 storey 5 bed detached house with stunning harbour views, 5 mins to Sandbanks beaches. Direct access to the water, Kayaks available for hire. 2 of the 5 bedrooms have sea views and share a balcony. All 5 bedrooms have en-suites and the master bedroom has a freestanding bath overlooking the sea. It has a bespoke layout with an open plan kitchen/dining area on the 3rd floor which makes the most of the stunning views at the highest level of the house.

Location · Value · Getting around

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.

Family · Location · Amenities

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.

Location · Family · Getting around

Character 4 bedroom house, Weymouth Harbour

Hartlebury End... your stunning home from home just a few minutes walk from Weymouth's outer harbour, town & beautiful sandy beach. Own car port & lovely enclosed garden. (I have 2 Airbnb's and the other one is on the harbourside, smaller and pet friendly so that will explain the reviews!)

Value · Location · Parks