Winter Short Breaks in South West England

REFINE SEARCH

Your search returned 826 cottages.

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
  • A holiday lodge with a deck and outdoor furniture by a pond at Summerdown in Brean
    Property has offers
    60
    Brean, Somerset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9★

      Outstanding

    • Helpful Holidays rating

    Summerdown is an attractive, single-storey lodge resting in Brean, Somerset, enjoying serene lake views and a short walk to a beach, pub, and shop. (Ref. 1172908)

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

    2 nights from Sat 6th Dec was £578 £437

    Secure your holiday with a 30% deposit* Book now
  • An outdoor seating area overlooking the sea at Combe View in Ilfracombe
    55
    Ilfracombe, Devon
    • Sleeps8
    • Bedrooms4
    • PetsYes

      4.9★

      Outstanding

    • Helpful Holidays rating

    Combe View is a charming, three-storey house situated near a beach Ilfracombe, Devon, boasting a hot tub, games room, pizza oven, and enclosed garden. (Ref. 1157991)

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

    2 nights from Sun 30th Nov £676

    Secure your holiday with a 30% deposit* Book now
  • Modern housing complex near a beach with parked cars and a blue sky at Rosen in Newquay
    16
    Newquay, Cornwall
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.8★

      Outstanding

    • Helpful Holidays rating

    Smart, first floor apartment 400 yards from Crantock beach. (Ref. 976391)

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

    2 nights from Fri 28th Nov £630

    Secure your holiday with a 30% deposit* Book now
  • A living room with a sofa and table looking out to the fields at Primrose Higher Wambrook near Chard
    19
    Higher Wambrook near Chard, Somerset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      5.0★

      Perfect

    • Helpful Holidays rating

    Primrose is an enchanting lodge set in Higher Wambrook near Chard, with an outside hot tub looking onto countryside views in Somerset. (Ref. 1144914)

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

    2 nights from Mon 5th Jan £529

    Secure your holiday with a 30% deposit* Book now
  • A single story cabin with black railings around a deck surrounded by trees and grass at 16 Manleigh Park in Combe Martin
    26
    Combe Martin, Devon
    • Sleeps4
    • Bedrooms2
    • PetsNo

      5.0★

      Perfect

    • Helpful Holidays rating

    16 Manleigh Park is a charming, single-storey lodge located near a beach in Combe Martin, Devon, boasting an open-plan living space and off-road parking. (Ref. 1174031)

    • Wi-fi
    • Off-road parking
    • Ground floor bedroom

    2 nights from Fri 28th Nov £445

    Secure your holiday with a 30% deposit* Book now
  • A garden with white metal table and two chairs in front of a stone house with attached garage and trees in the background at Woodstock in Chaffcombe near Chard
    38
    Chard, Somerset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      5.0★

      Perfect

    • Helpful Holidays rating

    Woodstock is a welcoming, pet-friendly house situated in Chaffcombe, Somerset, and boasting a woodburning stove, Smart TV, and ground-floor living. (Ref. 1138091)

    • Wi-fi
    • Ground floor bedroom
    • Dishwasher
    • Washing machine

    2 nights from Fri 28th Nov £452

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
  • A stone and wood house with a tiled roof and gravel driveway at Hoglets in Exford
    42
    Exford, Somerset
    • Sleeps4
    • Bedrooms3
    • PetsNo

      5.0★

      Perfect

    • Helpful Holidays rating

    This cosy, characterful cottage is located in the center of Exmoor, a short walk from Exford. (Ref. 1077329)

    • Wi-fi
    • Off-road parking
    • Electric car charging
    • Dishwasher
    • Washing machine

    2 nights from Fri 28th Nov £499

    Secure your holiday with a 30% deposit* Book now
  • A garden with bushes and a bird bath in front of a brick house with multiple windows and a glass door at Harbour View Cottage in Watchet
    38
    Watchet, Somerset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.8★

      Outstanding

    • Helpful Holidays rating

    A delightful terraced cottage overlooking Watchet harbour. (Ref. 982610)

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

    2 nights from Fri 28th Nov £448

    Secure your holiday with a 30% deposit* Book now
  • A beige house with tiled roof and white framed windows on a street with green bushes and flowers at Glebe House in Wells
    Property has offers
    21
    Wells, Somerset
    • Sleeps5
    • Bedrooms3
    • PetsNo

      4.9★

      Outstanding

    • Helpful Holidays rating

    A large house situated in the village of Wookey close to Wells in Somerset. (Ref. 980891)

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

    2 nights from Sat 29th Nov £396

    Secure your holiday with a 30% deposit* Book now
  • The facade of a three-story building with bay windows and a sign reading Bay Tree House in Seaton Devon
    61
    Seaton, Devon, Devon
    • Sleeps16
    • Bedrooms8
    • PetsYes

      5.0★

      Perfect

    • Helpful Holidays rating

    A beautiful four-storey townhouse resting in the seaside town of Seaton, Devon. (Ref. 1063005)

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

    2 nights from Sun 30th Nov £1541

    Secure your holiday with a 30% deposit*
    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