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.38 Sussex cottages in December
7 nights from £1222
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 £1222
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
-
10% off
29 Aug 2025 - 5 Sep 2025
£617.00 £555.30
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 £621
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 £621
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
7 nights from £474
Pump Cottage
57882 bedroom self-catering cottage in Rye.
Situated in the heart of Rye and just a short walk from the railway station, Pump Cottage is perfectly positioned for exploring this medieval town, 1066 country and the golden beac...
7 nights from £474
7 nights from £664
The Laundry
56502 bedroom, dog friendly self catering cottage near Polegate.
This retro-style retreat is the perfect place to relax, recharge and reconnect. It sits in the picturesque downland village of Jevington within the South Downs National Park, just ...
7 nights from £664
Choose our flexible booking option and have the ability to cancel anytime.
7 nights from £527
Hayesland Lodge
57001 bedroom, dog friendly self catering cottage near Rye.
This gem is situated in a peaceful and tranquil setting in a National Landscape (an Area of Outstanding Natural Beauty) with farmland views, a short drive from the coast and the me...
7 nights from £527
7 nights from £791
Beacon Hill Barn
56442 bedroom self catering cottage near Midhurst.
This gorgeous barn sits in the heart of the South Downs National Park providing an excellent base for all types of rural pursuits and is perfectly positioned for visiting the towns...
7 nights from £791
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 38 available properties.
