Weymouth Cottages

Weymouth Cottages

A town of two halves - the old town forms a cluster of quirky mismatched cottages around the harbour, while the new town is an elegant parade of Georgian town houses on the seafront.

Our exclusive ferry discounts will make your island trip with Classic plain sailing.

We have 16 self catering cottages in Weymouth to show you...

Beech Cottage is a 5 bedroom, dog friendly cottage with views over the nature reserve near Bridport, Dorset.
  • Sleeps 9 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1080

Beech Cottage

2887

5 bedroom, dog friendly cottage with views over the nature reserve near Bridport, Dorset.


This beautiful stone farmhouse has something very special indeed - it comes with a 450 acre nature reserve and a unique relationship with Dorset Wildlife Trust, offering comfortabl...

  • Sleeps 9 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1080

The Old Mill is a 2 bedroom, unique, dog friendly converted mill near Dorchester, Dorset.
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £871

The Old Mill

4503

2 bedroom, unique, dog friendly converted mill near Dorchester, Dorset.


If you are looking for a beautifully unique and special property for a perfect Dorset holiday, then look no further than The Old Mill. Formerly a working mill, this gorgeous proper...

  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £871

La Cabine Francaise is a 1 bedroom, dog friendly Shepherds Hut near Dorchester, Dorset.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Sat

From £94 per night

La Cabine Francaise

4726

1 bedroom, dog friendly Shepherds Hut near Dorchester, Dorset.


Welcome to La Cabine Francaise, a glorious expanse of glamping bliss with a French twist. Set in the stunning Dorset countryside, this exclusive spot for two provides the perfect r...

  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Sat

From £94 per night

Spring View is a 3 bedroom rural cottage near the sea and close to Dorchester, Dorset.
  • Sleeps 5 + cot
  • No pets
  • Changeover Fri

7 nights from £565

Spring View

5686

3 bedroom rural cottage near the sea and close to Dorchester, Dorset.


A family friendly holiday home situated in a beautiful rural Dorset hamlet with countryside views galore. Recently renovated throughout, Spring View, offers a peaceful escape from ...

  • Sleeps 5 + cot
  • No pets
  • Changeover Fri

7 nights from £565

We’ve been raising the standards of self catering holidays since 1977.

Spring View Cottage is a 1 bedroom cottage with countryside views near Dorchester, Dorset.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £363

Spring View Cottage

5783

1 bedroom cottage with countryside views near Dorchester, Dorset.


A sweet bolthole for two, Spring View Cottage is nestled in the beautiful Dorset countryside. Easily accessible but far enough away to feel like you have really escaped, this compa...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £363

Bluebells is a 2 bedroom, dog friendly cottage in walking distance of Bridport, Dorset.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £529

Bluebells

5624

2 bedroom, dog friendly cottage in walking distance of Bridport, Dorset.


Tucked away in a quiet location, yet just a stone's throw from bustling Bridport and the Jurassic Coast, you will find Bluebells. Situated at the end of a pretty row of cottages, t...

  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £529

Show properties within 20 miles of Weymouth