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

We have 11 self catering cottages in Gloucestershire that sleeps two.

Evenlode is a 1 bedroom, dog friendly self catering cottage in the centre of Stow-on-the-Wold
  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £604

Evenlode

5297

1 bedroom, dog friendly self catering cottage in the centre of Stow-on-the-Wold


Based in the heart of the ever-popular Cotswold town of Stow-on-the Wold, Evenlode offers a cosy and convenient base to escape for a romantic getaway, or simply to explore the many...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £604

The Farthings is a 2 bedroom self catering cottage near Moreton-In-Marsh
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £570

The Farthings

5677

2 bedroom self catering cottage near Moreton-In-Marsh


If you are looking for a cosy Cotswold bolthole to escape to, then The Farthings won't disappoint. This pretty terraced cottage sits pretty amongst its neighbours and is nestled ju...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £570

Topside is a 2 bedroom, dog friendly self catering apartment in Moreton-in-Marsh
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £615

Topside

5140

2 bedroom, dog friendly self catering apartment in Moreton-in-Marsh


Conveniently located in the heart of the bustling Cotswolds market town of Moreton-in-Marsh, Topside is the perfect place to base yourself if you want everything on your doorstep, ...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £615

Botloes Farm Barn is a 2 bedroom, dog friendly self catering cottage near Newent.
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £726

Botloes Farm Barn

5711

2 bedroom, dog friendly self catering cottage near Newent.


This charming holiday let is a beautifully stylish converted barn situated within the serene surroundings of Botloes Farm, nestled amongst seven acres of picturesque landscapes com...

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

7 nights from £726

Piggy In The Middle is a 2 bedroom, dog friendly self catering cottage in Moreton-in-Marsh.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £833

Piggy In The Middle

5141

2 bedroom, dog friendly self catering cottage in Moreton-in-Marsh.


Located in the heart of Moreton-in-Marsh, a market town in an area of Outstanding Natural Beauty, Piggy In The Middle is a comfortable, spacious and elegantly stylish two bedroom, ...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £833

Hendy Cottage is a 3 bedroom, dog friendly self catering cottage in Stroud.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £927

Hendy Cottage

5793

3 bedroom, dog friendly self catering cottage in Stroud.


Hendy Cottage is a charming end of terrace, Grade II Listed Cotswold stone cottage situated just moments from Rodborough Common, offering stunning views over the Cotswold Way and t...

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

7 nights from £927

The Summer House is a 3 bedroom self catering cottage near Chipping Campden.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £854

The Summer House

5477

3 bedroom self catering cottage near Chipping Campden.


Situated amidst the orchards of a beautiful Cotswold Manor House, The Summer House is the very essence of rural England. The Grade II Listed property is a picture-perfect Cotswo...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £854

The Cottage At Maugersbury is a 3 bedroom, dog friendly self catering cottage in Stow-on-the-Wold.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1168

The Cottage At Maugersbury

5576

3 bedroom, dog friendly self catering cottage in Stow-on-the-Wold.


If you are after the perfect child and dog-friendly stay in the Cotswolds, then you will fall in love with The Cottage at Maugersbury. The property benefits from rare unobstructed ...

  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1168

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

Bank Cottage is a 3 bedroom self catering cottage in Longborough.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1383

Bank Cottage

5606

3 bedroom self catering cottage in Longborough.


Nestled within the charming village of Longborough in the scenic north Cotswolds, this inviting three bedroom stone cottage embodies quintessential Cotswold charm. The picturesque ...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1383

Wold House is a 5 bedroom, dog friendly self catering cottage in Blockley
  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £2310

Wold House

5638

5 bedroom, dog friendly self catering cottage in Blockley


Beautifully situated in an elevated position overlooking the serene Cotswold village of Blockley, experience exquisite luxury and charm in this breathtaking five bedroom holiday ho...

  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £2310

Load 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.

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