Family friendly holiday cottages in South West

We have 873 self catering cottages for a family holiday in South West to show you.

Oak Tree Cottage is a 2 bedroom self catering cottage near Burford.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £575

Oak Tree Cottage

5741

2 bedroom self catering cottage near Burford.


Oak Tree Cottage is a delightful semi-detached barn conversion and is nestled next to its neighbour, The Gallery (5756). They can be booked together for larger gatherings. The acco...

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

7 nights from £575

Freshfields is a 4 bedroom self catering cottage near Dorchester, Dorset.
  • Sleeps 7 + cot
  • No pets
  • Changeover Fri

7 nights from £577 *

Freshfields

5706

4 bedroom self catering cottage near Dorchester, Dorset.


Freshfields is a truly outstanding property in a picturesque Dorset village. Recently renovated throughout, the house provides space and privacy for all the family. Just a short dr...

  • Sleeps 7 + cot
  • No pets
  • Changeover Fri

7 nights from £577 *

The Long Barn is a 2 bedroom, dog friendly cottage near St Mawes, South Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £578

The Long Barn

5017

2 bedroom, dog friendly cottage near St Mawes, South Cornwall.


With its charming beamed ceilings and gorgeous stone flag flooring, The Long Barn is the ideal home-from-home as you discover the secret joys of the Roseland's unspoilt Heritage Co...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £578

The Gallery is a 2 bedroom self catering cottage near Burford.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £580

The Gallery

5756

2 bedroom self catering cottage near Burford.


The Gallery is a super spacious, light and airy, semi-detached Cotswold barn. It has a fully equipped kitchen that leads through to an open plan sitting/dining-room, with a hugely ...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £580

Be in the know… Sign up to our newsletter for holiday inspiration, offers and all things Classic.

Gull Rock View is a 2 bedroom cottage with sea views in Portscatho, South Cornwall.
  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £580

Gull Rock View

4948

2 bedroom cottage with sea views in Portscatho, South Cornwall.


Portscatho is a pretty Cornish harbourside village, with a choice of breathtaking golden sandy beaches surrounded by the lush green countryside of the Roseland peninsula. Gull Rock...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £580

View
  • 20% off

    18 Jul 2026 - 25 Jul 2026

    From £1320.00 £1056.00

  • 20% off

    25 Jul 2026 - 1 Aug 2026

    £1450.00 £1160.00

Chapel Cottage is a 2 bedroom, dog friendly cottage with sea views in St Mawes, Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £580

Chapel Cottage

5221

2 bedroom, dog friendly cottage with sea views in St Mawes, Cornwall.


Chapel Cottage is a simply delightful traditional Cornish cottage situated in the corner of a row of similar properties in an elevated position overlooking beautiful St Mawes and F...

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

7 nights from £580

View
  • 20% off

    26 Jun 2026 - 3 Jul 2026

    From £1088.00 £870.40

Meadowbank is a 4 bedroom, dog friendly cottage with sea views in Porlock, Somerset.
  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £580 *

Meadowbank

5187

4 bedroom, dog friendly cottage with sea views in Porlock, Somerset.


In the perfect situation on the edge of the rugged Exmoor National Park and on the stunning West Somerset coastline, Meadowbank is a stylish and beautiful home from which to explor...

  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £580 *

Puffin's Nest is a 2 bedroom, dog friendly cottage near the beach in Bude, Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £582

Puffin's Nest

3343

2 bedroom, dog friendly cottage near the beach in Bude, Cornwall.


Puffin's Nest is an absolute gem, returning to Classic for 2025! Set in the heart of the delightful village of Poughill, opposite the historic village church, this gorgeous 17th Ce...

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

7 nights from £582

View
  • 10% off

    26 Jun 2026 - 3 Jul 2026

    From £981.00 £882.90

The Threshing Barn is a 3 bedroom, dog friendly holiday cottage near Okehampton, North Devon.
  • Sleeps 7 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £585 *

The Threshing Barn

5733

3 bedroom, dog friendly holiday cottage near Okehampton, North Devon.


Nestled in a quaint west Devon village, escape to the tranquility of village life and a slower pace at The Threshing Barn. This newly fully refurbished barn offers style and charm ...

  • Sleeps 7 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £585 *

View
  • 15% off

    26 Jun 2026 - 3 Jul 2026

    From £835.00 £709.75

Pink Cottage is a 3 bedroom thatched cottage with sea views in Cadgwith, West Cornwall.
  • Sleeps 5 + cot
  • No pets
  • Changeover Sun

7 nights from £585 *

Pink Cottage

4862

3 bedroom thatched cottage with sea views in Cadgwith, West Cornwall.


If you are looking for the quintessential picture-perfect Cornish thatched cottage, with fabulous seascape views and in the heart of the delightful fishing village of Cadgwith, the...

  • Sleeps 5 + cot
  • No pets
  • Changeover Sun

7 nights from £585 *

We are Gold accredited with the Green Tourism Business Scheme.

Load more