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

Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.

We have 146 self catering cottages in South England that sleeps two.

1 Harrow Cottages is a 1 bedroom self catering apartment near the beach in Seaview, Isle of Wight.
  • Sleeps 2 + cot
  • No pets
  • Changeover Sat

7 nights from £358

1 Harrow Cottages

4642

1 bedroom self catering apartment near the beach in Seaview, Isle of Wight.


This charming first floor apartment is in Nettlestone, just up the hill from Seaview and within walking distance of the beach. Surrounded by countryside there are lovely views from...

  • Sleeps 2 + cot
  • No pets
  • Changeover Sat

7 nights from £358

The Tea Hut is a 1 bedroom, dog-friendly self-catering cottage near Crowborough and the Ashdown Forest.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £369

The Tea Hut

4477

1 bedroom, dog-friendly self-catering cottage near Crowborough and the Ashdown Forest.


*Book a 3 night stay during February and March and receive a free pottery experience. Spaces are limited, so please check availability with our sales team prior to booking.* The...

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

7 nights from £369

Carter's Cottage is a 1 bedroom self catering cottage near Hailsham.
  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £378

Carter's Cottage

6005

1 bedroom self catering cottage near Hailsham.


This cosy and well-appointed semi-detached country retreat sits on a working heavy horse farm, perfect for couples or solo travellers looking to unwind, reconnect and enjoy the slo...

  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £378

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

7 nights from £434

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

7 nights from £434

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

7 nights from £434

Isla Rose

5948

Dog friendly shepherds hut near Pulborough.


This oh-so-romantic shepherd's hut for two lies in the beautiful countryside of West Sussex and offers an idyllic, peaceful escape that's dog friendly too. Just a mere two hours...

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

7 nights from £434

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

7 nights from £434

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

7 nights from £434

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

From £63 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 £63 per night

Sawmill Cottage is a 1 bedroom, dog-friendly self-catering cottage in Royal Tunbridge Wells.
  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £462

Sawmill Cottage

4425

1 bedroom, dog-friendly self-catering cottage in Royal Tunbridge Wells.


On the site of the 18th Century sawmill and on the common across the road from The Pantiles, Sawmill Cottage is ideally suited for couples wishing to explore the Royal Spa town of ...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £462

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

7 nights from £480

18 Seaview Bay

4996

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


Perfectly situated in the much sought-after village of Seaview on the Isle of Wight, 18 Seaview Bay is a charming, sunny apartment found in a small development, close to the villag...

  • Sleeps 2
  • No pets
  • Changeover Sat

7 nights from £480

Hayesland Lodge is a 1 bedroom, dog friendly self catering cottage near Rye.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £500

Hayesland Lodge

5700

1 bedroom, dog friendly self catering cottage near Rye.


This gem is situated in a peaceful and tranquil setting in a National Landscape (an Area of Outstanding Natural Beauty) with farmland views, a short drive from the coast and the me...

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

7 nights from £500

Choose our flexible booking option and have the ability to cancel anytime.

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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.