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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Sea Reach
Swanage
4.9/5
4
2
1
0
Holiday prices from  £370
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Save 20% on stays before 22nd January
Save 10% on stays before 14th February
Saxon Mews
Wareham
5/5
4
2
2
0
Holiday prices from  £455
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Bluebell Cottage
Dorchester
5/5
3
2
1
1
Holiday prices from  £405
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Save 20% on stays before 29th January
Save 10% on stays before 26th February
Harbour Vista
Weymouth
5/5
4
2
2
0
Holiday prices from  £548
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Poppy Cottage
Dorchester
5/5
4
2
1
1
Holiday prices from  £543
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Bayview
Swanage
5/5
5
3
2
2
Holiday prices from  £449
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Mimosa House
Sandford, Wareham
5/5
4
2
1
0
Holiday prices from  £499
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Save 30% on stays before 22nd January
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Denbur Cottage
Gaunts Common
4.8/5
4
2
2
0
Contact us for prices
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The Aspens
Swanage
4.7/5
5
2
2
0
Holiday prices from  £340
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Elizabeth Cottage
Lulworth Cove,
5/5
4
2
2
1
Holiday prices from  £559
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Castle View House
Corfe Castle
5/5
9
5
4
1
Holiday prices from  £1,478
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Balcony Apartment
Swanage
5/5
4
2
1
0
Holiday prices from  £910
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Stone Quay Cottage
Swanage
4.9/5
3
2
1
2
Contact us for prices
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Sweet Pea Cottage
Dorchester
5/5
4
2
1
1
Holiday prices from  £480
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Wisteria Cottage
Dorchester
5/5
4
2
1
0
Holiday prices from  £420
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Beach Approach
Swanage
4.8/5
4
2
1
0
Holiday prices from  £360
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Jasmine Cottage
Dorchester
5/5
4
2
1
0
Holiday prices from  £475
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Save 20% on stays before 12th February
Cheesemans Cottage
Muckleford, Dorchester
4.6/5
5
2
1
3
Holiday prices from  £315
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Save 10% on stays before 26th February
Holly Cottage
Swanage
5/5
4
2
2
0
Holiday prices from  £357
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Save 10% on stays before 12th February
Greenhayes
Langton Matravers
4.8/5
4
2
1
2
Holiday prices from  £383
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Save 15% on stays before 12th February
Save 10% on stays before 26th February
St Marks Cottage
Swanage
5/5
4
2
2
0
Holiday prices from  £391
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Save 20% on stays between 13th Jan - 12th Feb
+2 more discounts
Olive Cottage
Swanage
5/5
4
2
1
0
Holiday prices from  £260
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Save 15% on stays between 13th Jan - 12th Feb
Save 15% on stays before 12th February
Forest Edge
Sandford
4.8/5
4
2
2
2
Holiday prices from  £364
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Hill View
Weymouth
5/5
4
2
1
1
Holiday prices from  £333
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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.