Holiday Cottages Sleeping Two People

We have 1590 self-catering cottages that sleep two

Bobbins Cottage is a 3 bedroom self catering cottage near Cenarth.
  • Sleeps 5
  • No pets
  • Changeover Sat

7 nights from £594 *

Bobbins Cottage

5519

3 bedroom self catering cottage near Cenarth.


Once formerly part of a woollen mill dating back to 1870, Bobbins Cottage is an exquisitely renovated Welsh retreat nestling in the midst of enchanting woodland, just a short drive...

  • Sleeps 5
  • No pets
  • Changeover Sat

7 nights from £594 *

Ffion is a Dog friendly shepherds hut in Devils Bridge.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

From £85 per night

Ffion

5162

Dog friendly shepherds hut in Devils Bridge.


Welcome to Ffion, a wonderfully secluded, dog friendly shepherd's hut nestled away in the Cambrian mountains with stunning views of rich Welsh countryside. Sat overlooking one of t...

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

From £85 per night

Sunrise and Stars is a Dog friendly shepherds hut with a hot tub and use of pool, near Ventnor.
  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

From £85 per night

Sunrise and Stars

5672

Dog friendly shepherds hut with a hot tub and use of pool, near Ventnor.


Step into an oasis of peace and tranquility on the Isle of Wight at Sunrise and Stars, a beautifully crafted hideaway with a pool for private use and a hot tub, surrounded by capti...

  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

From £85 per night

The Surf Shack is a Bespoke cabin in walking distance from the beach, with sea views in Sennen, Cornwall
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

From £85 per night

The Surf Shack

5675

Bespoke cabin in walking distance from the beach, with sea views in Sennen, Cornwall


Sennen is a surfer's paradise, and The Surf Shack is a gorgeous abode with panoramic views of the quaint harbour and beautiful cove, both just a short stroll away. With the delight...

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

From £85 per night

Chy Morva is a 2 bedroom, rural cottage with sea views in Porthcurno, West Cornwall.
  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £597 *

Chy Morva

4133

2 bedroom, rural cottage with sea views in Porthcurno, West Cornwall.


Chy Morva, or should we say Little House by the Sea, is in an exquisite setting with views towards stunning Porthcurno beach and the Atlantic Ocean beyond. The first floor balcony ...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £597 *

Sunset Skies is a 2 bedroom self catering apartment with sea views in Hunstanton.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £598 *

Sunset Skies

5865

2 bedroom self catering apartment with sea views in Hunstanton.


Welcome to Sunset Skies - a stylish, first floor apartment located in the seaside town of Hunstanton, aptly named due to the way the sky lights up at dusk, bursting into bold, vibr...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £598 *

View
  • 5% off

    3 Oct 2025 - 10 Oct 2025

    From £628.00 £596.60

  • 5% off

    10 Oct 2025 - 17 Oct 2025

    From £607.50 £577.60

  • 5% off

    17 Oct 2025 - 24 Oct 2025

    From £608.00 £577.60

  • 5% off

    24 Oct 2025 - 31 Oct 2025

    From £668.70 £635.27

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

Barn Owls Cottage is a 3 bedroom, dog friendly cottage near Bridport, Dorset.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £599 *

Barn Owls Cottage

3015

3 bedroom, dog friendly cottage near Bridport, Dorset.


Barn Owls Cottage is a semi-detached cottage that has been converted from an 18th Century stone barn. Despite having stylish modern fittings, it has still retained much of its orig...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £599 *

Albie's Freight Train is a Dog friendly vintage railway carriage with a wood-fired hot tub near Richmond.
  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

From £86 per night

Albie's Freight Train

5967

Dog friendly vintage railway carriage with a wood-fired hot tub near Richmond.


All aboard this little beauty, a stunning converted train carriage complete with wood-fired hot tub. It's the perfect romantic, dog friendly getaway for two with gorgeous countrysi...

  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

From £86 per night

Sammi's Freight Train is a Dog friendly vintage railway carriage with a hot tub near Richmond.
  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

From £86 per night

Sammi's Freight Train

5287

Dog friendly vintage railway carriage with a hot tub near Richmond.


Immerse yourself in a restful rural getaway and escape the rush of everyday life. Disappear into the heart of the Yorkshire Dales and return for evening starlit soaks in the wood-f...

  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

From £86 per night

Nuthurst is a 3 bedroom, dog friendly cottage near the beach in Croyde, Devon.
  • Sleeps 7 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £600 *

Nuthurst

5898

3 bedroom, dog friendly cottage near the beach in Croyde, Devon.


Nestled in the heart of Croyde, mere moments from the footpath that leads you to its iconic beach, you'll find Nuthurst. This dog-friendly, three-bedroom bungalow can sleep up to s...

  • Sleeps 7 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £600 *

Load more