Winter Short Breaks in South West England

Your search returned 864 cottages.

REFINE SEARCH
Most relevant
  • Most relevant
  • Price (lowest first)
  • Price (highest first)
  • Sleeps (lowest first)
  • Sleeps (highest first)
  • Rating (lowest first)
  • Rating (highest first)
  • Location (A to Z)
  • Location (Z to A)
  • Property name (A to Z)
  • Property name (Z to A)
10
  • 10
  • 20
  • 50
  • 100
Map View

    How reviews work

    A property's star rating is the average of the star ratings received from guests that wish for their review to be published
  • A house with a balcony and fence at Harescombe Lodge in Morchard Bishop
    New property
    42
    Morchard Bishop, Devon
    • Sleeps3
    • Bedrooms1
    • Pet FriendlyYes

    • Helpful Holidays rating

    Harescombe Lodge is a stunning, contemporary lodge settled in the outskirts of Morchard Bishop, Devon, pet-friendly with countryside views and a hot tub. (Ref. 1143176)

    • Pets go free
    • Wi-fi
    • Off-road parking
    • Hot Tub
    • Dishwasher
    • Washing machine

    2 nights from Mon 4th Jan From €559

    Last booked yesterday
    Book now
  • A pathway with hanging flags and flower pots at Tower View Cottage in Lympstone
    New property
    52
    Lympstone, Devon
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyYes

      5.0★

      Perfect

    • Helpful Holidays rating

    Alongside is a simply beautiful character cottage nestled into the riverside village of Lympstone, Devon, pet-friendly near shops, pubs, river, and walks. (Ref. 1206766)

    • Pets go free
    • Wi-fi
    • Dishwasher
    • Washing machine

    2 nights from Sat 28th Nov From €576

    Last booked 2 days ago
    Book now
  • A farmhouse with a driveway and stone flower planters with flowers and a hedge at Twelve Oaks Farmhouse in Teigngrace near Newton Abbot
    54
    Teigngrace near Newton Abbot, Devon
    • Sleeps10
    • Bedrooms4
    • Pet FriendlyYes

      5.0★

      Perfect

    • Helpful Holidays rating

    A spacious farmhouse resting in Teigngrace near Newton Abbot, Devon. (Ref. 1122542)

    • Pet friendly (extra charges may apply)
    • Wi-fi
    • Off-road parking
    • Swimming pool
    • Dishwasher
    • Washing machine
    • Baby-friendly

    2 nights from Tue 5th Jan From €961

    Book now
  • A view of buildings and pathway at The Mill Barn in Lustleigh
    New property
    43
    Lustleigh, Devon
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyYes

      5.0★

      Perfect

    • Helpful Holidays rating

    Lustleigh Mill Barn is a reverse‑level barn conversion situated in Lustleigh, Devon, boasting a woodburning stove, enclosed patio and pet‑friendly stays. (Ref. 1202234)

    • Pets go free
    • Wi-fi
    • Off-road parking
    • Ground floor bedroom

    2 nights from Sat 28th Nov From €392

    Last booked 2 days ago
    Book now
  • A house with a pond surrounded by trees at Lower Moorwood in Moorwood near Bovey Tracey
    59
    Moorwood near Bovey Tracey, Devon
    • Sleeps8
    • Bedrooms4
    • Pet FriendlyNo

      5.0★

      Perfect

    • Helpful Holidays rating

    Moorwood House, a pleasing single-storey annex near Bovey Tracey, Devon, boasts a hot tub, enclosed patio, and proximity to Dartmoor National Park. (Ref. 1158218)

    • Wi-fi
    • Off-road parking
    • Ground floor bedroom
    • Hot Tub
    • Dishwasher
    • Washing machine

    2 nights from Wed 6th Jan From €796

    Book now
  • An exterior view of a building with wooden facade and plants at Captains Barn Tiverton
    New property
    29
    Cadeleigh near Tiverton, Devon
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      5.0★

      Perfect

    • Helpful Holidays rating

    Captains Barn is a simply beautiful barn conversion settled into the picturesque countryside of Cadaleigh near Cheriton Fitzpaine, Devon, with a garden. (Ref. 1192716)

    • Pets go free
    • Wi-fi
    • Electric car charging
    • Dishwasher

    2 nights from Sat 28th Nov From €459

    Last booked yesterday
    Book now
  • A living area with two armchairs and a sofa near glass doors and a dining table with four chairs at Chalet Log Cabin C9 in Combe Martin
    39
    Combe Martin, Devon
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      4.5★

      Outstanding

    • Helpful Holidays rating

    This delightful, single-storey lodge rests upon Manleigh Park in Combe Martin, Devon. (Ref. 1129367)

    • Wi-fi
    • Off-road parking
    • Ground floor bedroom
    • Dishwasher
    • Baby-friendly

    2 nights from Sat 28th Nov From €517

    Book now
  • An outdoor view of a stone building with a patio and garden at Reddaway Threshing Barn near Okehampton
    New property
    50
    near Okehampton, Devon
    • Sleeps8
    • Bedrooms4
    • Pet FriendlyYes

      5.0★

      Perfect

    • Helpful Holidays rating

    Reddaway Threshing Barn, a charming cottage near Okehampton, Devon, boasts partial ground-floor living and a garden with a wood-fired hot tub and fire pit. (Ref. 1170811)

    • Pets go free
    • Wi-fi
    • Off-road parking
    • Ground floor bedroom
    • Hot Tub
    • Dishwasher
    • Washing machine

    2 nights from Sat 28th Nov From €1345

    Last booked yesterday
    Book now
  • A wooden outdoor dining table with chairs on a lawn in front of a large building with red tiled roof at The Stables in Watchfield near Highbridge
    39
    Watchfield near Highbridge, Somerset
    • Sleeps5
    • Bedrooms3
    • Pet FriendlyNo

      5.0★

      Perfect

    • Helpful Holidays rating

    The Stables is a superb barn conversion resting in Watchfield, Somerset. (Ref. 1112503)

    • Wi-fi
    • Off-road parking
    • Dishwasher
    • Washing machine
    • Baby-friendly

    2 nights from Sat 28th Nov From €523

    Last booked yesterday
    Book now
  • A house with multiple windows and a brick exterior at The Arches in Torquay
    36
    Torquay, Devon
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      5.0★

      Perfect

    • Helpful Holidays rating

    The Arches is a ground‑floor apartment in Torquay, Devon, featuring enclosed outdoor space, off‑road parking and easy access to local amenities. (Ref. 1199680)

    • Pets go free
    • Wi-fi
    • Off-road parking
    • Ground floor bedroom
    • Washing machine
    • Baby-friendly

    2 nights from Sat 28th Nov From €400

    Last booked yesterday
    Book now
Most relevant
  • Most relevant
  • Price (lowest first)
  • Price (highest first)
  • Sleeps (lowest first)
  • Sleeps (highest first)
  • Rating (lowest first)
  • Rating (highest first)
  • Location (A to Z)
  • Location (Z to A)
  • Property name (A to Z)
  • Property name (Z to A)
10
  • 10
  • 20
  • 50
  • 100
Map View

Winter short breaks in South West England

Stave off those post-summer blues by booking a winter short break in the South West. With Helpful Holidays you can pick from the best of Cornwall, Devon, Dorset and Somerset cottages.

Got a few days annual leave spare that you need to use? Need a quiet break before the chaos of the festive season begins? Or want something to look forward to in the New Year?

If the answer is yes to any of the above, browse these beautiful properties for your next South West winter short break.

Get to Know the West Country on a Winter Short Break

The magnificent scenery of the South West is only made more magical in the low winter sun. From walks through the Mendips on a frosty morning, to fish and chips by Weymouth Beach.

The towns and villages across Dartmoor make for lovely country retreats, with pubs home to welcoming roaring fires to keep you from the cold, alongside tasty, hearty food.

Cornwall’s amazing beaches may be deserted in winter, but the waters are populated with incredible waves and avid surfers. Head to Cornwall on a winter short break and find the best waves all year.

Find your ideal South West Short Break Winter Retreat

Helpful Holidays can accommodate you and your loved ones with a range of properties across the South West.

Bring a big group together at a large holiday cottage before you see in the New Year. Or choose to treat yourself and your loved ones to the finer things at a luxury holiday cottage.

Enjoy the lack of seasonal dog bans on a winter short break with your pet pooch, finding a host of dog-friendly cottages across the South West.

Book your winter short break in South West England with Helpful Holidays today! Book online or talk with one of our experts on the phone.

Quick links

Popular Destinations