Cottages in Weymouth

Table of Contents

• At a glance: what should you know about renting a cottage in Weymouth?
• Cottages in Weymouth: find your perfect retreat
• Exploring Weymouth: our top recommendations
• Activities: what are the top things to do and see in Weymouth?

• Cosy and characterful: Weymouth cottages offer snug, self-catering comfort for families, couples and dog owners.
• Where to stay: Near the golden beach and Georgian Esplanade, or around the historic harbour with its painted houses.
• What guests love: Three miles of Blue Flag sand, the Jurassic Coast on the doorstep and a warm welcome for four-legged friends.
• Where to eat: Fresh Dorset seafood, from harbourside fish spots to a rustic crab hut on the beach.
• Things to do: Relax on the beach, walk the harbour, explore Nothe Fort and Portland, and visit Durdle Door and Lulworth Cove.

Cottages in Weymouth are made for easy, characterful seaside holidays on the Dorset coast, from cosy stone-built boltholes near the harbour to roomy family homes a short stroll from the sand. Set around this classic Jurassic Coast resort, they range from romantic retreats for couples to comfortable houses with space for children and dogs, many with gardens, sea glimpses and traditional charm. Whether you want to be steps from the beach or tucked into a quiet lane, there is a self-catering cottage to match. Expect features such as:

• A cosy sitting room with characterful, homely touches
• A garden or courtyard for outdoor dining
• A well-equipped kitchen for self-catering days
• Wi-Fi and parking for a relaxed stay
• A warm welcome for families, couples and dogs

Wherever you base yourself, the beach, the harbour or a coastal path is rarely far away. Weighing up your options? You can also browse dog-friendly cottages in Weymouth and holiday homes in Weymouth, compare apartments in Weymouth and B&Bs in Weymouth, or look wider to holiday lettings in Lyme Regis and all holiday lettings in Weymouth.

What are the best areas to stay in Weymouth?

It depends on the holiday you have in mind: the seafront is best for the beach and buzz, while the harbour and Portland suit history and coastal walks. The table below details areas for specific interests:

What do our guests say?

Guests booking cottages in Weymouth through Holidu often highlight the cosy, homely comfort of a self-catering base, the three miles of golden Blue Flag sand and the pretty painted houses of the historic harbour. Many mention the fresh Dorset seafood, the dog-friendly welcome and how easy it is to reach Durdle Door, Lulworth Cove and Portland, and return for the relaxed family beach days and the wild beauty of the Jurassic Coast.

On the Jurassic Coast in Dorset, south-west England, Weymouth is a classic seaside town famed for its three miles of golden Blue Flag sand, its elegant Georgian Esplanade and its historic harbour lined with painted houses. Overlooked by Nothe Fort and Sandsfoot Castle and set beside the UNESCO World Heritage coastline, it blends easy family beach days with maritime history, fresh seafood and easy access to Portland, Chesil Beach, Durdle Door and Lulworth Cove. Welcoming and characterful, it makes a great base for a cottage holiday.

🥗Where to eat in Weymouth?

According to Google Maps reviews, Catch at The Old Fish Market is one of the best rated restaurants in Weymouth. Below is a table showing top highly-rated spots hand-picked by our travel experts.

⭐Our guests' recommendation: Our guests love the Crab House Café, a rustic wooden hut on the beach towards Portland: order oysters straight from the Fleet lagoon and just-caught crab, and settle in with the sea on your doorstep for a wonderfully relaxed, hands-on seafood feast.

1. Relax on Weymouth Beach
2. Wander the historic harbour
3. Explore Nothe Fort
4. Discover Portland and Portland Bill
5. Walk Chesil Beach
6. Visit Durdle Door and Lulworth Cove
7. Take a boat trip along the coast

1. Relax on Weymouth Beach

   Weymouth's golden Blue Flag beach stretches for three sheltered miles along the bay, backed by the elegant Georgian Esplanade. With gently shelving, calm water, soft sand for building castles and traditional touches like donkey rides and Punch and Judy, it is a firm favourite with families. Deckchairs, cafes and ice-cream stalls line the seafront, making it a perfect spot for a lazy day by the sea with children and dogs in tow.

2. Wander the historic harbour

   Weymouth's Old Harbour is the characterful heart of the town, lined with brightly painted houses, bobbing boats and a working quay. Watch the fishing boats land the catch, cross the historic Town Bridge, and enjoy fresh seafood at a waterside table. Lively yet full of maritime charm, the harbour is a lovely place to stroll on a summer evening and a great starting point for exploring the town on foot.

3. Explore Nothe Fort

   Standing guard above the harbour, Nothe Fort is a superbly preserved Victorian sea fort with sweeping views over Weymouth Bay and Portland Harbour. Explore the ramparts, tunnels and cannon, discover hands-on exhibits and costumed displays, and let children roam the gun decks. Surrounded by the peaceful Nothe Gardens, it is a fascinating and family-friendly day out that brings the town's rich maritime history vividly to life.

4. Discover Portland and Portland Bill

   Just south of Weymouth, the rugged Isle of Portland juts dramatically into the sea. Drive out to the candy-striped Portland Bill Lighthouse to watch the waves crash over the rocks, explore old quarries and clifftop paths, and soak up the wild, windswept scenery. Home to the famous Portland stone, it offers bracing coastal walks, seabird colonies and some of the most spectacular sea views on the whole Dorset coast.

5. Walk Chesil Beach

   One of the natural wonders of the Jurassic Coast, Chesil Beach is an extraordinary 18-mile shingle bank running from Portland towards West Bay. Behind it lies the sheltered Fleet lagoon, a haven for birdlife. Walk a stretch of the pebbles, visit the Chesil Beach Centre to learn about this remarkable landform, and enjoy the raw, elemental beauty of the coast. It is a memorable and windswept spot for a bracing seaside walk.

6. Visit Durdle Door and Lulworth Cove

   A short drive east brings you to two of England's most iconic coastal sights. Durdle Door is a magnificent natural limestone arch rising from the sea, while nearby Lulworth Cove is an almost perfect circular bay ringed by cliffs. Follow the coastal path between them for breathtaking views, paddle in the sheltered water and marvel at the geology. Both are unmissable highlights of a Jurassic Coast holiday.

7. Take a boat trip along the coast

   Seeing the Jurassic Coast from the water is a real treat, and Weymouth's harbour is the perfect launch point. Hop aboard a boat trip to cruise past dramatic cliffs, hidden coves and Durdle Door, keep an eye out for seabirds and dolphins, or take a shorter harbour cruise with the family. Fishing and pleasure trips run through the season, offering a fresh and memorable perspective on this spectacular stretch of coastline.