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Sweet Pea Cottage
Dorchester
5/5
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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Dorchester
5/5
Save 15% on stays before 17th June
Save 10% on stays between 6th Jun - 24th Jul
Forest Edge
Sandford
4.8/5
Bronte Cottage
Wareham
4.8/5
Save 30% on stays before 27th May
Save 20% on stays before 3rd June
Sea Breeze
Swanage
5/5
Save 20% on stays before 3rd June
+2 more discounts
Sea Reach
Swanage
4.9/5
Save 20% on stays before 27th May
Save 10% on stays before 19th June
Saxon Mews
Wareham
5/5
Save 10% on stays before 17th June
Elizabeth Cottage
Lulworth Cove,
5/5
Bayview
Swanage
4.7/5
Jasmine Cottage
Dorchester
5/5
Save 20% on stays between 5th - 28th May
+2 more discounts
Holly Cottage
Swanage
4.5/5
Save 10% on stays between 5th - 25th Jun
Save 10% on stays before 17th June
Greenhayes
Langton Matravers
4.8/5
Save 20% on stays before 3rd June
Save 10% on stays before 1st July
Harbour Vista
Weymouth
5/5
Save 20% on stays before 3rd June
Save 10% on stays before 17th June
Hill View
Weymouth
4.9/5
Save 20% on stays before 17th June
Cheesemans Cottage
Muckleford, Dorchester
4.7/5
Save 15% on stays before 17th June
Save 10% on stays before 1st July
St Marks Cottage
Swanage
5/5
Save 20% on stays before 17th June
Owl Cottage
Wareham
5/5
Save 20% on stays before 17th June
Save 10% on stays before 1st July
Sandy Shores Apartment
Swanage
5/5
Bluebell Cottage
Dorchester
5/5
Save 10% on stays before 17th June
Milton Cottage
Winfrith Newburgh
5/5
Mimosa House
Sandford, Wareham
5/5
Rosemary Cottage
Dorchester
5/5
Save 20% on stays between 5th - 20th May
+2 more discounts
Compass Cottage
Swanage
4.8/5
Save 15% on stays before 3rd June
Stone Quay Cottage
Swanage
4.9/5
Save 30% on stays before 27th May
Save 20% on stays before 17th June
Denbur Cottage
Gaunts Common
4.7/5
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.
Find a
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.
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