Truly local, wherever you stay.

Good news! We’ve found 11 properties that match your search criteria You’re just a few clicks away from a holiday

Cottages in Weymouth and Portland

One of the top 10 holiday destinations in the UK, Weymouth is popular all year round due to its award winning beach and stunning harbour with raised bridge.  Surrounded by beautiful countryside, with bike trails through the town along the old railway, there is much to do in the great outdoors, as well as being the main location for a number of key attractions including the Sea life Centre and the Jurassic skyline. 

Crossing over the causeway from Weymouth to Portland, enjoy the world famous Chesil beach by visiting the Chesil Beach Centre and learning about the amazing wildlife to be found on this incredible natural wonder.  Location of the book ‘Moon fleet’, Chesil and the fleet are a fantastic place to explore.  Portland itself is the home of the 2012 Olympic sailing academy, and offers a huge variety of water sporting activities.  Explore the little villages and find pirate coves, a castle and of course the world famous Portland Bill lighthouse!        

Awarded 3 Stars with Original Cottages

Badgers Cottage

Langton Herring - Dorset Coast

Badgers Cottage is situated in the heart of Langton Herring Village, a stone’s throw from the Elm Tree Inn and within easy access of Fleet Lagoon and beyond. An ideal base for a family wanting to explore the Dorset coa...

  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet welcome
  • WiFi available
  • Open fire/woodburner
£392 - £842 per week *

WY431 View property

  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet welcome
  • WiFi available
  • Open fire/woodburner
  • Bed linen provided
  • 3 Stars
  • Towels provided
  • 1 mile to a pub
  • 5 miles to a shop
  • Travel cot available
  • Highchair
  • No smoking
  • Welcome pack provided
Awarded 4 Stars with Original Cottages

Casa Merocca

Weymouth - Dorset Coast

Casa Merocca is a quaint stone fronted terraced house situated in a residential street, just a stone’s throw away from Weymouth’s historic harbour. Great for a family holiday providing an excellent base to discover t...

  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • Pet free property
  • WiFi available
  • Dishwasher
£461 - £1000 per week *

WY436 View property

  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • Pet free property
  • WiFi available
  • 4 Stars
  • Towels not provided
  • 1 mile to a shop
  • Washing machine
  • Dishwasher
  • Freezer
  • Travel cot available
  • Highchair
  • No smoking
  • Welcome pack provided
Awarded 4 Stars with Original Cottages

New Property Fisherbridge

Weymouth - Dorset

  • Sleeps 5
  • 3 Bedrooms
  • 1 Bathroom
  • Pet free property
  • WiFi available
  • Private parking
£481 - £1035 per week *

WY458 View property

  • Sleeps 5
  • 3 Bedrooms
  • 1 Bathroom
  • Pet free property
  • WiFi available
  • Private parking
  • Bed linen provided
  • 4 Stars
  • Towels provided
  • Barbecue
  • 0.2 mile to a pub
  • 0.2 mile to a shop
  • Washing machine
  • Dishwasher
  • Freezer
  • Travel cot available
  • Highchair
  • Welcome pack provided
Awarded 4 Stars with Original Cottages

Coastal View Open plan living/dining room 4 At The Beach

Weymouth - Dorset Coast

4 at the Beach is a stunning contemporary first floor flat located right on Weymouth beach front

  • Sleeps 4
  • 1 Bedroom
  • 1 Bathroom
  • Pet free property
  • WiFi available
  • Bed linen provided
£401 - £885 per week *

WY434 View property

  • Sleeps 4
  • 1 Bedroom
  • 1 Bathroom
  • Pet free property
  • WiFi available
  • Bed linen provided
  • 4 Stars
  • Towels provided
  • Washing machine
  • Tumble dryer
  • Dishwasher
  • Freezer
  • Travel cot available
  • Highchair
Awarded 4 Star Gold with Original Cottages

Coastal View Galley kitchen 3 By The Sea

Weymouth - Dorset Coast

A modern 1 bedroom first floor apartment arranged over two floors in a character property, just a short walk from beach and town.

  • Sleeps 2
  • 1 Bedroom
  • 1 Bathroom
  • Pet free property
  • WiFi available
  • Bed linen provided
£362 - £791 per week *

WY437 View property

  • Sleeps 2
  • 1 Bedroom
  • 1 Bathroom
  • Pet free property
  • WiFi available
  • Bed linen provided
  • Balcony
  • 4.5 Stars
  • Towels provided
  • 0.1 mile to a pub
  • 0.1 mile to a shop
  • Washing machine
  • Tumble dryer
  • Dishwasher
  • Freezer
  • No smoking
  • Welcome pack provided
Awarded 3 Star Gold with Original Cottages

Special Offer Exterior of property Ruth's

Dorchester - Dorset Countryside

The perfect family cottage, located in the picturesque village of Charminster, just 2 miles from the county town of Dorchester, and 6 miles from Cerne Abbas, home of the Cerne Abbas giant.

  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet welcome
  • WiFi available
  • Private parking
£411 - £886 per week *

WY408 View property

  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet welcome
  • WiFi available
  • Private parking
  • Bed linen provided
  • Garden/courtyard
  • 3.5 Stars
  • Towels provided
  • Barbecue
  • Washing machine
  • Dishwasher
  • Freezer
  • Travel cot available
  • Highchair
  • Stairgate
  • No smoking
  • Welcome pack provided
Awarded 4 Stars with Original Cottages

Coastal View Open plan living/dining room 5 At The Beach

Weymouth - Dorset Coast

5 at the beach is a newly renovated property located in one of the many character buildings on Weymouth’s esplanade.

  • Sleeps 4
  • 1 Bedroom
  • 1 Bathroom
  • Pet free property
  • WiFi available
  • Bed linen provided
£401 - £885 per week *

WY435 View property

  • Sleeps 4
  • 1 Bedroom
  • 1 Bathroom
  • Pet free property
  • WiFi available
  • Bed linen provided
  • 4 Stars
  • Towels provided
  • Washing machine
  • Tumble dryer
  • Dishwasher
  • Freezer
  • Travel cot available
  • Highchair
  • No smoking
  • Welcome pack provided
Awarded 3 Star Gold with Original Cottages

New Property Living Room Bumble Bees

Weymouth - Dorset

  • Sleeps 2
  • 1 Bedroom
  • 1 Bathroom
  • Pet free property
  • WiFi available
  • Private parking
£317 - £631 per week *

WY455 View property

  • Sleeps 2
  • 1 Bedroom
  • 1 Bathroom
  • Pet free property
  • WiFi available
  • Private parking
  • Bed linen provided
  • 3.5 Stars
  • Towels provided
  • Walk-in shower
  • On one level, no stairs
  • 1 mile to a pub
  • 0.5 mile to a shop
  • No smoking
  • Welcome pack provided
Awarded 3 Stars with Original Cottages

Coastal View Spacious, light, south facing living/dining room Bowleaze Beach Apartment

Weymouth - Dorset Coast

Situated just a short walk from Bowleaze Coveway, a popular beach to the East of Weymouth, Bowleaze Beach Apartment is a spacious first floor two bedroom apartment, with a view of the sea, and private off road parking.

  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets welcome
  • WiFi available
  • Private parking
£398 - £865 per week *

WY406 View property

  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets welcome
  • WiFi available
  • Private parking
  • Bed linen provided
  • 3 Stars
  • Towels provided
  • Washing machine
  • Tumble dryer
  • Dishwasher
  • Freezer
  • Travel cot available
  • Highchair
  • No smoking
  • Welcome pack provided
Awarded 4 Stars with Original Cottages

Fabulous kitchen/dining room, perfect for entertaining Laurel House

Weymouth - Dorset Coast

Perfect for a family get-together or a group of friends. This immaculately presented five bedroom house has a welcoming, sociable and fun feel.

  • Sleeps 8
  • 5 Bedrooms
  • 2 Bathrooms
  • 1 Pet welcome
  • WiFi available
  • Bed linen provided
£805 - £1794 per week *

WY397 View property

  • Sleeps 8
  • 5 Bedrooms
  • 2 Bathrooms
  • 1 Pet welcome
  • WiFi available
  • Bed linen provided
  • Garden/courtyard
  • 4 Stars
  • Towels provided
  • Wet room
  • Walk-in shower
  • Barbecue
  • 1 mile to a pub
  • 1 mile to a shop
  • Washing machine
  • Tumble dryer
  • Dishwasher
  • Freezer
  • Cot available
  • Travel cot available
  • Highchair
  • Stairgate
  • No smoking
  • Welcome pack provided
Awarded 4 Stars with Original Cottages

Special Offer Back garden with seating Rose Cottage

Weymouth - Dorset Coast

Rose Cottage is a pretty two bedroom cottage, with a cosy, welcoming feel. Situated in Weymouth, approximately 4 miles from the town centre and beach.

  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet welcome
  • WiFi available
  • Private parking
£418 - £901 per week *

WY394 View property

  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet welcome
  • WiFi available
  • Private parking
  • Bed linen provided
  • Garden/courtyard
  • 4 Stars
  • Towels provided
  • Walk-in shower
  • 2 mile to a pub
  • 1 mile to a shop
  • Washing machine
  • Dishwasher
  • Freezer
  • Highchair
  • No smoking
  • Welcome pack provided

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