01929 481547 Save 20% on stays before 12th September
Save 10% on stays before 26th September
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Garden Flat
Swanage
4.6/5
Gorgeous, ground floor flat in Swanage with parking and a garden.
Recommended
Two Bedroom Holiday Cottage in Dorset
A two bedroom holiday cottage in Dorset is the perfect choice for small families, couples holidaying together, or friends looking to share a memorable break by the coast or countryside. Offering a little more space while retaining all the charm and comfort of a traditional cottage stay, these properties strike an ideal balance between sociable living and private retreat.
From coastal boltholes just a stone’s throw from the sea to peaceful rural escapes surrounded by rolling Dorset countryside, our two bedroom cottages are thoughtfully furnished and carefully located. Whether you’re planning sandy beach days, scenic walks or simply time away from the everyday, these cottages provide a relaxed, home-from-home base for your stay in Dorset.
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Swanage
4.6/5
Save 20% on stays before 29th August
Save 10% on stays before 26th September
Harbour Vista
Weymouth
5/5
Set within a striking Grade II listed building on Weymouth’s historic harbour, Harbour Vista is a stylish third-floor apartment offering a front-row seat to one of Dorset’s most vibrant seaside towns.
Save 20% on stays before 12th September
Save 10% on stays before 26th September
The Aspens
Swanage
4.7/5
Delightful light-filled family holiday home, situated just a stone’s throw from beautiful Swanage Pier.
Save 20% on stays before 22nd August
Save 10% on stays before 12th September
Compass Cottage
Swanage
4.8/5
A boutique, contemporary seaside cottage, nestled in the heart of the town centre of Swanage.
Save 10% on stays before 12th September
Greenhayes
Langton Matravers
4.8/5
Lovely, traditional cottage with stunning country views to the coast. Ideal for a romantic getaway or for small families. Pet friendly.
Save 30% on stays before 22nd August
Save 20% on stays before 29th August
Sea Breeze
Swanage
5/5
Tucked away in the centre of Swanage, Sea Breeze is a bright and welcoming second-floor apartment just a short stroll from the beach, shops, and restaurants. With two bedrooms, two bathrooms, and all the comforts of home, this well-located flat
Bayview
Swanage
4.8/5
A good quality three bed seaside apartment, steps away from the sea and Swanage beach.
Oak Cottage
Weymouth
5/5
Characterful two-bedroom cottage with a secluded courtyard garden and beautiful bathroom, close to Dorset's top attractions.
Wisteria Cottage
Dorchester
5/5
Wisteria Cottage is a welcoming 4-Star retreat set within a peaceful Dorset estate, overlooking the courtyard pond at the front and gardens at the back. Sleeping four, this dog-friendly two-storey cottage offers a light modern interior, flexible bedrooms, and French
Save 20% on stays between 11th Jul - 28th Aug
+2 more discounts
Hill View
Weymouth
4.9/5
Set in the peaceful Weymouth suburb of Preston, Hill View offers a delightful retreat for couples or small families.
Save 20% on stays before 22nd August
Save 18% on stays before 16th October
Purbeck View
Swanage
5/5
Set within the seaside town of Swanage, Purbeck View is a charming pet friendly end-of-terrace cottage designed for relaxed, family-friendly stays by the coast.
Save 20% on stays before 12th September
Cheesemans Cottage
Muckleford, Dorchester
4.7/5
This traditional home embodies all the distinct qualities of a quintessential English country retreat in Dorset. This ‘chocolate box’ thatched cottage, located on a quiet country lane is surrounded by a beautiful garden.
Bluebell Cottage
Dorchester
5/5
Bluebell Cottage is a bright and welcoming ground-floor retreat, set within the courtyard of a peaceful Dorset estate. Perfect for a couple or small family, it offers two bedrooms, a cosy open-plan living space, and dog-friendly touches. With landscaped gardens,
Save 15% on stays before 12th September
Forest Edge
Sandford
4.8/5
Forest Edge is a two bedroom semi-detached chalet bungalow offering luxury accommodation near Wareham. Mainly laid out on the ground floor, this delightful holiday home has been completely refurbished to a very high standard.
Save 20% on stays between 4th Sep - 22nd Oct
Save 20% on stays before 12th September
Historic Country Estate
Kings House
Minterne Magna
5/5
A stylish village retreat with a secure garden, open fire and access to Minterne Estate's pool, tennis court and gardens.
Save 20% on stays before 12th September
Owl Cottage
Wareham
5/5
A quaint stone cottage in the heart of Wareham. Beautifully decorated throughout.
Save 20% on stays before 12th September
Save 10% on stays before 26th September
Holly Cottage
Swanage
4.8/5
Set just moments away from Swanage’s characterful High Street, Holly Cottage is a charming two-bedroom retreat that blends traditional seaside character with modern comfort.
Save 20% on stays before 29th August
Save 15% on stays before 12th September
Sea Reach
Swanage
4.9/5
2 Bedrooms. We are delighted to introduce Sea Reach, this spacious and modern ground floor apartment is in a prime place to stay in Swanage, just 3/4 minutes’ walk from the beach.
Save 20% on stays before 22nd August
Save 20% on stays before 13th November
View of Corfe Castle
Castle View House
Corfe Castle
5/5
Escape the ordinary at Castle View House, a haven in the countryside that accommodates up to nine guests. With its enchanting views of Corfe Castle, stylish open-plan interiors, and dog-friendly atmosphere, this residence promises a unique and memorable retreat. Nestled
Mimosa House
Sandford, Wareham
5/5
Mimosa House is a delightful, newly refurbished two-bedroom bungalow, set in a quiet cul-de-sac in Sandford, Wareham. This self-catering accommodation offers plenty of space for a family of 4 and is an ideal spot for a coastal break in Dorset.
Sweet Pea Cottage
Dorchester
5/5
Sweet Pea Cottage is a stylish 4-Star retreat set within a peaceful Dorset estate, perfect for couples, families or friends. Sleeping four, this dog-friendly cottage features a fresh modern interior, flexible bedrooms, and French doors leading to the shared gardens
Clover Cottage
Dorchester
5/5
Clover Cottage is a welcoming 4-Star Gold retreat set within a peaceful Dorset estate, perfect for families or friends. Sleeping four across two flexible bedrooms, it offers a fresh, homely interior with French doors opening to the gardens and hot
Save 20% on stays before 22nd August
Save 10% on stays before 12th September
Olive Cottage
Swanage
5/5
A gorgeous two bedroom town centre cottage for small families and couples in Swanage.
Rosemary Cottage
Dorchester
5/5
Rosemary Cottage is a welcoming 4-Star retreat set within a lively Dorset estate, perfect for families or friends. Sleeping four across two flexible bedrooms, this dog-friendly cottage blends antique character with modern comfort, opening directly onto the badminton lawn and
Find a cottage that is
Ideal for Families & Friends
Two bedroom cottages are a popular choice for families with children or friends holidaying together. With separate bedrooms and comfortable shared living spaces, everyone can enjoy their own corner of calm while still spending quality time together.
After a day of fossil hunting, exploring local attractions or building sandcastles on the beach, it’s a joy to return to a cottage where there’s space to unwind. Many of our two bedroom holiday cottages also feature enclosed gardens or patios, perfect for alfresco meals, games, or simply soaking up the Dorset sunshine while the kids have fun. Explore our full collection of family-friendly Dorset cottages.
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Pet-Friendly Two Bedroom Cottages
A Dorset escape wouldn’t feel complete without your dog by your side, and many of our two bedroom holiday cottages in Dorset are pet friendly. With ample space for both people and paws, these cottages make it easy to relax while exploring Dorset’s dog-friendly beaches, woodland trails and scenic countryside.
Some properties also benefit from enclosed or partially enclosed gardens, offering extra peace of mind when your dog needs a breath of fresh air after a day of adventures. Browse our wider range of dog-friendly Dorset cottages.
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Flexible Base for Exploring Dorset
Whether you’re staying for a long weekend or a full week (or more), a two bedroom cottage offers flexibility for all kinds of breaks. They’re ideal for couples who want extra space, families needing room to spread out, or guests working remotely while enjoying a change of scenery.
With locations across Dorset’s coast and countryside, these cottages make it easy to explore historic villages, coastal paths and charming market towns before retreating to your own comfortable base at the end of the day. Looking for something close to the sea? Discover our collection of coastal holiday cottages in Dorset.
Our latest two bedroom cottage added to our collection in 2026.
Milton Cottage
Make the most of your Dorset holiday by discovering local cycling routes and coastal adventures in our bike and boat hire guide.
Boat and Bike Hire
Discover Dorset’s rich prehistoric history with our guide to the best fossil hunting locations along the Jurassic Coast.
The Most Impressive Dinosaur Fossils of DorsetOur two-bedroom cottages are ideal for small families, couples travelling together, friends enjoying a coastal break, or anyone looking for extra space during their Dorset holiday.
Yes. Many of our two-bedroom holiday cottages are perfect for families, offering enclosed gardens, nearby beaches, spacious living areas and easy access to family attractions throughout Dorset. Most cottages are also equipped with high chairs, travel cots and stairgates to make your travelling easier.
Many of our two-bedroom cottages welcome dogs, making them ideal for exploring Dorset’s coastal paths, countryside walks and pet-friendly beaches. Please check individual property listings for specific details.
Many of our two-bedroom holiday cottages are located within easy reach of some of Dorset’s most beautiful beaches, including Swanage Beach, Studland Bay, Weymouth Beach and the Jurassic Coast.
Dorset offers something for everyone, including coastal walks along the Jurassic Coast, visits to Corfe Castle, fossil hunting, cycling, watersports, wildlife watching and exploring charming market towns and seaside resorts.
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