Sussex Holidays in December
Wander the streets of charming towns and villages, illuminated by pretty Christmas lights and the warm glow of windows. Sip mulled wine and breathe in cool, crisp air, the tip of your nose adopting a cheery pink hue in the cold. Explore, talk and relax, and then when you've had your fill, return to your home-from-home. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.36 Sussex cottages in December
7 nights from £650
Nobby Nook
60061 bedroom, dog friendly self catering cottage near Battle.
This characterful gem, nestled in beautiful Sussex countryside, offers the perfect retreat for couples and solo travellers seeking a luxury escape. Nobby Nook is a lovingly conv...
7 nights from £650
7 nights from £787
Austin House
60193 bedroom self catering cottage near the beach in Worthing.
Situated in the heart of Worthing, just a short walk from the seafront with its long promenade and Victorian pier, this spacious house is perfect for family get-togethers and those...
7 nights from £787
7 nights from £609
Pomona Annexe
60532 bedroom, dog friendly self catering cottage in Battle.
Located just a short drive from the stunning Sussex coast and a short ten-minute walk to the RSPB Fore Wood Nature Reserve and the iconic town of Battle, Pomona Annexe is a charmin...
7 nights from £609
7 nights from £841
Rockfield Lodge
60543 bedroom, dog friendly self catering cottage near Battle.
Situated in beautiful grounds just outside the medieval town of Battle and a short drive from Hastings and St Leonards-on-Sea, this delightful lodge offers a spacious holiday abode...
7 nights from £841
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £1443
Ellenhall
59904 bedroom, dog friendly self catering cottage near Battle.
Escape to this picture-perfect countryside retreat which sits in a salubrious location in the High Weald National Landscape (Area of Outstanding Natural Beauty). Surrounded by anci...
7 nights from £1443
7 nights from £391
Carter's Cottage
60051 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...
7 nights from £391
From £85 per night
Isla Rose
5948Dog 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...
From £85 per night
Little Oak Farm
7 nights from £254
7 nights from £678
Mellifount Farm
58392 bedroom self catering cottage near Haywards Heath.
Escape to the Sussex countryside and stay in this beautiful oak-framed barn situated in a quiet rural location overlooking wooded farmland and paddocks, where you can sometimes see...
7 nights from £678
7 nights from £721
Strawberry Hole Barn
58142 bedroom thatched, dog friendly self catering cottage near Rye.
Escape to this gorgeous thatched barn, sat in the grounds of the owners' double oast house, within walking distance of Great Dixter House and Gardens. This spacious property offers...
7 nights from £721
Choose our flexible booking option and have the ability to cancel anytime.
Whether you are looking for a solo retreat, romantic getaway with your beloved or a family holiday with all the crew and friends too, a December in Sussex is always magical. With beautiful countryside and coast to explore by day and infectious atmosphere and cheer buzzing around the county's towns, you won't fail to be enchanted this month. Christmas festivities, New Year celebrations or simply a chance to escape for a while, you can spend your days doing as much or as little as you please in a Classic cottage in Sussex. Take a step closer to your next adventure and take a look through our portfolio of 36 available properties.