Holiday cottages sleeping two people

Holiday cottages sleeping two people

For a last minute weekend away, or a special occasion, treat yourselves to a romantic getaway in a holiday cottage for two in South England.Read more

We need the tonic of wildness, said Thoreau. So, choose your favorite person and check in to the restorative cure of a South and West cottage for two.

Whether coming to the West Country for a romantic break or simply to reconnect and recharge with a friend or family member, a self-catering cottage for two in this part of the world will give you the peace and quiet to evoke old, fond memories and create new ones. 

Romp through Dorset’s Blackmoor Vale’s romantic rolling hills and explore remnants region’s fascinating mythological and historical past at Sherbourne Abbey or in the very cliffs of the Jurassic coastline. 

Head to Exmoor for wooded copses, sparkling streams, and heather-clad moors to serve as the backdrop to your escapades. Hop aboard the wonderfully nostalgic West Somerset Railway – a scenic 20-mile rail tour from the Quantock Hills to the Bristol Channel coast - to explore this county in style. 

Dartmoor’s wilds are equally as compelling. After an action-packed day cycling or hiking its myriad trails, visit the idyllic village of Lustleigh to imagine yourself in a bygone era and to treat yourself to a cream tea.

Stroll to the sound of crashing waves and the cries of seabirds at one of the region’s seaside towns or beautiful beaches. Try the promenade in Devon’s Babbacombe, the sand dunes at Croyde Bay or the elegance of Branscombe beach. Head further west for the Cornish wilds of Sennen Cove, surf-hub Bude and the rugged North Coast or to the mellower seas – and foodie heaven – of Fowey. 

After all your adventures together, return to your self catering cottage to relax and unwind. For added luxury choose a hot tub break for two and bubble your troubles away all holiday long.

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

We have 189 self catering cottages in South England that sleeps two.

Jessie is a Luxury dog friendly Shepherds Hut near Battle.
  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

From £80 per night

Jessie

5231

Luxury dog friendly Shepherds Hut near Battle.


Jessie is a gorgeous shepherd's hut situated two hours from London, tucked away down a long meandering path in a paddock between crab apple and cherry trees, with views of the Suss...

  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

From £80 per night

Oceanix is a 1 bedroom self catering apartment with sea views in Ventnor, Isle of Wight.
  • Sleeps 2
  • No pets
  • Changeover Sat

7 nights from £567

Oceanix

4900

1 bedroom self catering apartment with sea views in Ventnor, Isle of Wight.


A beautifully located top floor apartment in the heart of Ventnor, Oceanix provides the perfect seaside getaway for your next Isle of Wight holiday. The property has been though...

  • Sleeps 2
  • No pets
  • Changeover Sat

7 nights from £567

Hill Farm Cottage is a 1 bedroom self-catering cottage near Battle.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £588

Hill Farm Cottage

4556

1 bedroom self-catering cottage near Battle.


Situated in the High Weald National Landscape within easy reach of the coast, this beautifully crafted Sussex barn is the perfect retreat for couples looking for a relaxing break i...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £588

Cala Lily is a Dog friendly shepherds hut near Pulborough.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

From £85 per night

Cala Lily

5289

Dog friendly shepherds hut near Pulborough.


With countryside views and just two hours from London, Cala Lily is a luxury shepherd's hut situated in the beautiful countryside of West Sussex and offers a dreamy escape where yo...

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

From £85 per night

Douglas Fir is a Dog friendly shepherds hut near Pulborough.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

From £85 per night

Douglas Fir

5290

Dog friendly shepherds hut near Pulborough.


Hidden away in the West Sussex countryside yet just two hours from London, this luxury shepherd's hut offers a magical escape for two. Beautiful and handcrafted, it has all you ...

  • 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 near Ventnor.
  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

From £85 per night

Sunrise and Stars

5672

Dog friendly shepherds hut with a hot tub 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

Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.

Bay View is a 2 bedroom, rural holiday apartment near the beach in Freshwater, Isle of Wight
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £614

Bay View

3902

2 bedroom, rural holiday apartment near the beach in Freshwater, Isle of Wight


Perched above the stunning Freshwater Bay, this elegant contemporary apartment offers breathtaking views of the scenic coastline and the ultimate spot for refreshing seaside dips. ...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £614

Escape Away is a A luxury retreat with private hot tub and use of swimming pool.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £617 *

Escape Away

5612

A luxury retreat with private hot tub and use of swimming pool.


New to the Classic portfolio, very close to the beach, a short drive from pretty Yarmouth and not far from the iconic Needles, Escape Away is the perfect luxury retreat to base you...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £617 *

Driftwood is a A dog friendly luxury retreat with private hot tub sleeping 4.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £617 *

Driftwood

5613

A dog friendly luxury retreat with private hot tub sleeping 4.


Whisk yourself away to this pretty retreat on the glorious Isle of Wight, new to the portfolio this spring and perfect for couples, small families and four-legged companions who lo...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £617 *

House of Logs is a 4 bedroom, rural self catering cottage near the beach in Totland, Isle of Wight
  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £665 *

House of Logs

4225

4 bedroom, rural self catering cottage near the beach in Totland, Isle of Wight


House of Logs is a unique and stunning property located on the west coast of the Island, just a short walk from Widdick Chine and Totland Bay. Perfect for a peaceful holiday and do...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £665 *

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