Winter Short Breaks in South West England

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  • A two-story house with wooden upper walls and cream lower walls beside a gravel driveway and outdoor seating area at The Outlook in Crowcombe
    35
    Crowcombe, Somerset
    • Sleeps7
    • Bedrooms3
    • PetsYes

      4.7★

      Outstanding

    • Helpful Holidays rating

    A large, detached property situated on the outskirts of Stogumber near Crowcombe in Somerset. (Ref. 1063843)

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

    2 nights from Fri 28th Nov £514

    Secure your holiday with a 30% deposit* Book now
  • A holiday lodge with a deck and outdoor furniture by a pond at Summerdown in Brean
    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

    2 nights from Fri 28th Nov £437

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
  • A single story cabin with black railings around a deck surrounded by trees and grass at 16 Manleigh Park in Combe Martin
    New property
    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 £408

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
  • A small house with a wooden door and two windows with a gravel driveway and a green gate at Cherryblossom Cottage in Winkleigh
    Property has offers
    28
    Winkleigh, Devon
    • Sleeps4
    • Bedrooms2
    • PetsYes

      5.0★

      Perfect

    • Helpful Holidays rating

    Cherryblossom Cottage is a charming, pet-friendly holiday cottage resting in the village of Monkokehampton in Devon with a toasty woodburning stove. (Ref. 1165367)

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

    • 15% off - Tue 22nd Jul to 1st Aug 2025

    2 nights from Fri 28th Nov £327

    Secure your holiday with a 30% deposit* Book now
  • A stone cottage with a wooden door and windows surrounded by trees at Harveys House in Helston
    60
    Helston, Cornwall
    • Sleeps6
    • Bedrooms3
    • PetsNo

      5.0★

      Perfect

    • Helpful Holidays rating

    Harvey's House is a lovely holiday cottage located in the outskirts of Lowertown near Helston in Cornwall with an indulgent private hot tub for guests. (Ref. 1145624)

    • Wi-fi
    • Off-road parking
    • Electric car charging
    • Hot Tub
    • Dishwasher
    • Washing machine
    • Baby-friendly

    2 nights from Fri 28th Nov £537

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
    Book now
  • A wooden house with large windows and a fenced wooden deck surrounded by grass at Cove Lodge in Ilfracombe
    39
    Ilfracombe, Devon
    • Sleeps4
    • Bedrooms2
    • PetsNo

      5.0★

      Perfect

    • Helpful Holidays rating

    Cove Lodge is a delightful lodge with a decking and exceptional countryside views, near a beach and the bustling seaside town of Ilfracombe in Devon. (Ref. 1161983)

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

    2 nights from Fri 28th Nov £457

    Secure your holiday with a 30% deposit* Book now
  • A stone house with wooden fence and wisteria flowers hanging from the roof at Little Orchard in Ashburton Down near Ashburton
    45
    Ashburton Down near Ashburton, Devon
    • Sleeps4
    • Bedrooms2
    • PetsYes

      5.0★

      Perfect

    • Helpful Holidays rating

    A delightful, two-bedroom barn conversion resting in Ashburton Down near Ashburton, Devon. (Ref. 1112988)

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

    2 nights from Mon 1st Dec £457

    Secure your holiday with a 30% deposit* Book now
  • A brick house with a sunroom and patio furniture in a garden at South Lodge in Hazelbury Bryan
    30
    Hazelbury Bryan, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      5.0★

      Perfect

    • Helpful Holidays rating

    A beautifully furnished annexe cottage on the edge of the little hamlet of Hazelbury Bryan in Dorset. (Ref. 969185)

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

    2 nights from Fri 28th Nov £381

    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
  • An exterior view of a rustic building with tiled roof and multiple glass doors opening onto a cobblestone courtyard with potted plants and a garden area at The Shippon in Honiton
    35
    Honiton, Devon
    • Sleeps2
    • Bedrooms1
    • PetsNo

      5.0★

      Perfect

    • Helpful Holidays rating

    The Shippon is a spacious and inviting home, with characterful yet chic features, perfect for a couples retreat at Lower Lye, in the Blackdown Hills AONB. (Ref. 1087064)

    • Wi-fi
    • Electric car charging
    • Ground floor bedroom
    • Hot Tub
    • Dishwasher
    • Washing machine
    • Baby-friendly

    2 nights from Mon 8th Dec £462

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
    Book now
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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.

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