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.

Filter & Sort
{{ pagination.totalResults }}37 properties found
Save 30% on stays before 11th February
Save 20% on stays before 4th March
Denbur Cottage
Gaunts Common
4.8/5
4
2
2
0
Contact us for prices
View & Book
Mimosa House
Sandford, Wareham
5/5
4
2
1
0
Holiday prices from  £499
View & Book
Save 20% on stays before 4th March
Save 10% on stays before 18th March
Holly Cottage
Swanage
5/5
4
2
2
0
Holiday prices from  £357
View & Book
Save 10% on stays before 4th March
Juniper Cottage
West Lulworth
4.9/5
5
2
1
2
Contact us for prices
View & Book
Rosemary Cottage
Dorchester
5/5
4
2
1
0
Holiday prices from  £483
View & Book
Bayview
Swanage
5/5
5
3
2
2
Holiday prices from  £449
View & Book
Save 15% on stays before 18th February
Stone Quay Cottage
Swanage
4.9/5
3
2
1
2
Contact us for prices
View & Book
Wisteria Cottage
Dorchester
5/5
4
2
1
0
Holiday prices from  £420
View & Book
Save 20% on stays before 4th March
Save 10% on stays before 18th March
Sandy Shores Apartment
Swanage
5/5
5
2
1
0
Holiday prices from  £319
View & Book
Save 10% on stays before 4th March
Greenhayes
Langton Matravers
4.8/5
4
2
1
2
Holiday prices from  £383
View & Book
Save 20% on stays before 18th February
Save 10% on stays before 4th March
Hill View
Weymouth
5/5
4
2
1
1
Holiday prices from  £330
View & Book
Save 20% on stays before 11th February
Save 20% on stays before 5th May
Castle View House
Corfe Castle
5/5
9
5
4
1
Holiday prices from  £1,478
View & Book
Save 15% on stays before 4th March
Balcony Apartment
Swanage
5/5
4
2
1
0
Holiday prices from  £910
View & Book
Save 20% on stays before 18th March
The Lawns
Charlton Marshall, Nr Blandford
4.8/5
4
2
1
2
Holiday prices from  £405
View & Book
Save 20% on stays before 4th March
Owl Cottage
Wareham
5/5
4
2
1
1
Holiday prices from  £560
View & Book
Save 15% on stays between 13th Jan - 12th Feb
Save 15% on stays before 4th March
Forest Edge
Sandford
4.8/5
4
2
2
2
Holiday prices from  £364
View & Book
Jasmine Cottage
Dorchester
5/5
4
2
1
0
Holiday prices from  £483
View & Book
Save 15% on stays before 4th March
Save 10% on stays before 18th March
St Marks Cottage
Swanage
5/5
4
2
2
0
Holiday prices from  £391
View & Book
Rose Cottage
Dorchester
5/5
3
2
1
1
Holiday prices from  £466
View & Book
Save 20% on stays before 4th March
Save 10% on stays before 18th March
The Aspens
Swanage
4.7/5
5
2
2
0
Holiday prices from  £340
View & Book
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
View & Book
Save 30% on stays before 11th February
Save 20% on stays before 18th February
Sea Breeze
Swanage
5/5
4
2
2
0
Holiday prices from  £287
View & Book
Save 20% on stays before 4th March
Save 10% on stays before 18th March
Garden Flat
Swanage
4.5/5
4
2
2
0
Holiday prices from  £318
View & Book
Save 20% on stays before 4th March
Cheesemans Cottage
Muckleford, Dorchester
4.7/5
5
2
1
3
Holiday prices from  £315
View & Book
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.

Explore

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.