Discover the best Weymouth holiday cottages, and book a fun-filled holiday on the beautiful Jurassic Coast. Learn more here.
Looking for dream cottages on the Jurassic Coast?
Look no further than Weymouth. This beautiful town on the Dorset coast is an ideal choice for your next UK getaway.
You’ll find plenty to keep you occupied during your trip. Explore Weymouth harbour, or mosey around the town centre. Head to the beach for a day of fun in the sun, or dine out at fantastic restaurants. Enjoy donkey rides on the golden sands, and head out to the countryside for beautiful walks in an official Area of Outstanding Natural Beauty.
Whether you like action-packed adventure holidays or you prefer chilling out on the beach, Weymouth has attractions to suit you.
Breakfree Holidays has a huge range of cottages near Weymouth, but here are six of our absolute favourites. Take a look, see what takes your fancy and book your stay now!
Self-Catering Accommodation near Weymouth
- 5 The Beaches (Weymouth)
- Portland Pebble (Wyke Regis)
- Picardy Cottage (Weymouth)
- The Gables (Brewers Quay Harbour)
- Beachside Gallery (Weymouth)
- Buccaneer Cottage (Brewers Quay Harbour)
5 The Beaches
Location: Central Weymouth
Great for: Romantic stays with gorgeous sea views
This lovely little flat is a fantastic choice for couples looking for a romantic getaway on the south coast. It’s situated above a fish and chips shop (so you can have dinner on the table in just a few minutes!), and it offers gorgeous views out to Weymouth Beach.
The flat is just a stone’s throw from everything you could want to do on your Weymouth holiday, in a perfect location. Shops, pubs, restaurants and fantastic things to do are all just a short walk from the property’s front door. What more could you want?
Facilities: This flat is a one-bedroom property that’s perfectly equipped for couples. The interior is beautifully decorated, with pale blue sofas for relaxing and a spacious kitchen area where you can rustle up a romantic meal for two. The bedroom has a comfortable king-size bed where you can sprawl out after a busy day of sightseeing (or relaxing on the sandy beach!).
You and your loved one can enjoy spectacular views from the living area. The large sash-style windows provide a wonderful panorama of the seafront and the esplanade. Pour yourself a glass of wine, sit on the comfortable sofa and enjoy the beauty that surrounds you.
Portland Pebble
Location: Wyke Regis
Great for: Beach-adjacent stays with friends or family
Sea views? Check!
Comfortable balcony? Check!
Enclosed garden? Check!
Private parking? Check!
Whatever you might want from a holiday cottage, Portland Pebble has it. Set in the heart of Wyke Regis (about 2 miles from the centre of Weymouth), this delightful property is situated just one minute from Smallmouth Bay, meaning you can head for a day at the beach in next to no time. You’ll also be only half a mile from Chesil Beach, one of the most popular destinations in the area.
Spend your days enjoying the views over Portland Harbour or relaxing on Chesil Beach, then return to your comfortable holiday cottage for a cosy night in. Pure bliss!
Facilities: As self-catering cottages go, they don’t get much better than this. This family-friendly holiday cottage is equipped with everything you could need for a comfortable stay on Dorset’s heritage coast.
With three bedrooms and three bathrooms, the property has enough room for the whole family (or a group of friends!). There are two double rooms and a twin. The first floor double has a comfortable balcony with furniture, and the top-floor double also has fantastic skylight windows and a comfortable sofa, so you can really make the most of the sea views!
Want more outdoor space? You’ve got it. The cottage also has a lovely enclosed garden courtyard, with two sun loungers that will let you soak up the Dorset sunshine in style.
Back inside, you’ll find a lovely living area with plenty of sofa space for six, as well as a well-equipped kitchen-diner with everything you’ll need to cook a tasty dinner for your friends or family.
Book this fantastic property today and enjoy a relaxing holiday on the Dorset coast.
Picardy Cottage
Location: Central Weymouth
Great for: Group stays in a central location
If you’re travelling in a group, you’ll love a stay at Picardy Cottage. Situated right in the centre of Weymouth, this three-floor property is an excellent choice for groups of up to eight guests who want to be in the heart of it all.
You’ll be just a couple of minutes away from everything that Weymouth has to offer. There are a couple of excellent pubs right around the corner, and the golden sands of Weymouth Beach are only a stone’s throw from the front door.
Facilities: This four-bedroom holiday cottage is an ideal choice for your Weymouth holiday. The holiday cottage is set over three floors, there are two double rooms and two twins, meaning the house can comfortably sleep eight guests, adults and children alike. The bedrooms are bright and spacious, with hotel-quality beds and beautifully soft bedding – you’re sure to sleep like a baby!
There are two family bathrooms, both with a bathtub and a shower overhead. Downstairs, you’ll also find a spacious living room, a dining room and a fully stocked kitchen (with a dishwasher!).
Situated in a perfect location with excellent amenities and facilities, Picardy Cottage is a great choice for your next seaside break.
The Gables
Location: Brewers Quay Harbour, Weymouth
Great for: Family stays in a quaint cottage
Arrive at the Gables and you’ll find yourself struck by just how picturesque this lovely little cottage is. The property is situated on the site of a former brewery, and it retains some fantastic period features.
Location-wise, you couldn’t ask for better. The cottage is in the heart of the Brewers Quay area of Weymouth, just a couple of streets parallel from the waterfront. You’ll be able to head out your front door and start exploring the sights of Weymouth in no time at all. The Nothe Gardens are right around the corner, and there are two interesting museums within a 2-minute walk of the property.
If you’re looking for family fun in a cute cottage, book your stay at the Gables today.
Facilities: The cottage has four bedrooms and can sleep up to six guests. There’s one double room, one twin room and two singles, meaning the kids can have their own space if you’re travelling as a family.
The open-plan living area features plenty of space for everyone to relax, with a kitchen corner and dining table for enjoying a family meal together. The property also has parking for one car, so you’ll have no trouble returning home after a busy day of sightseeing. Pets are welcome in this self-catering accommodation too – bring up to two dogs with you from home so they don’t miss out on a family holiday!
One of the real highlights of this property has got to be the outside space. Guests love the outdoor patio, which has garden furniture so you can relax outside in the sunshine or enjoy a bit of al-fresco dining.
Beachside Gallery
Location: Central Weymouth
Great for: Family stays with sweeping sea views
Set in Weymouth town centre, this two-bedroom apartment is an excellent choice of accommodation for families of four coming to the Dorset coast. The beach is right across the road from the property, meaning you can be chilling out on the sand or swimming in the sea in a matter of moments.
The flat is set right on Weymouth Esplanade, above a cosy coffee house where you can grab a morning cuppa on your way out. You’ll really be right in the heart of it all in this fantastic location.
Facilities: Beachside Gallery is a two-bedroom apartment on the second floor. The master bedroom has a spacious king-size bed, while the second bedroom is a twin, meaning this is an ideal choice for a family of four or a small group of friends.
The interior has a modern and trendy design, with an open-plan living area including a kitchen and dining area. When you’ve exhausted all the restaurants that Weymouth has to offer (or if you just fancy a relaxing night in!), you can cook up a storm in the kitchen and enjoy the sea views from the dining table.
The bathroom features a nice tub with a showerhead above, so you can start the day with a refreshing shower and end it with a soothing soak. So relaxing!
Buccaneer Cottage
Location: Brewers Quay Harbour, Weymouth
Great for: Bar-hopping stays with friends
In an excellent location in the Brewers Quay Harbour area of Weymouth, Buccaneer Cottage is an ideal base for visiting the pubs and bars scattered around the town. Since Brewers Quay is a former brewing area (as the name suggests), it should come as no surprise that there are some excellent pubs and taverns in the area.
Spend your days relaxing on the beach, then head out for a pub crawl with your pals. The King’s Arms, The Red Lion and the Nothe Tavern are just a handful of the drinking establishments you can easily reach on foot from this holiday cottage. Drink your fill, then head back to your comfortable accommodation to sleep it off!
If bars aren’t your scene, don’t worry. This cottage also provides easy access to some of the best sights in Weymouth, so you’ll still find plenty to keep you busy. Explore the quaint shops of the town centre, enjoy donkey rides along the beach or just put your feet up and dive into a good book on the beach.
Whatever kind of holiday you enjoy, Buccaneer Cottage makes a great base.
Facilities: Buccaneer Cottage has three spacious bedrooms, each of which has enough room for two. There are two doubles with en-suite bathrooms, as well as a twin that can be made up as a double if you prefer. There’s also a full-sized family bathroom, meaning each pair of guests can have their own – no squabbling over whose turn it is to use the shower in the morning!
The interior is charmingly decorated – a quaint and old-fashioned style provides a comfortable setting for whatever you’re up to during your stay. The kitchen is well equipped, and there’s a nice long dining table alongside a window, giving you views out over the harbour as you feast and dine.
Buccaneer Cottage really is an excellent choice of holiday cottage if you’re looking for somewhere comfortable and central in Weymouth. It’s also a pet-friendly property, so you can bring your pups from home to let them enjoy the blue flag beach as much as you do!
Weymouth Holiday Cottages for a Relaxing Getaway
Weymouth is the perfect place for a holiday in the UK. It’s an ideal base for discovering the highlights of the Jurassic Coast, but the town alone is a brilliant destination in and of itself. Explore the town’s numerous shops and restaurants, stroll down the seafront, spend a day at Nothe Fort or enjoy a day at the Sea Life Centre with your whole family.
Whether you want to stay in the town centre or you’d prefer a self-catering holiday cottage that offers a bit of peace and quiet, you’ll find it here.
Need more holiday inspiration? Breakfree Holidays has got you covered. Take a look at these beautiful holiday cottages near the beach or discover the accommodation available in Cromer, Norfolk.
Find your perfect location, and book a Breakfree Holidays trip today.