Family friendly holiday cottages in Sussex
Have your own space to be able to do things when you want in a family friendly, self catering holiday cottage in Sussex. The best family holidays leave little ones with memories for years to come, so book your ideal place to stay for a UK holiday with the kids.
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 27 self catering cottages for a family holiday in Sussex to show you.
7 nights from £369
The Tea Hut
44771 bedroom, dog-friendly self-catering cottage near Crowborough and the Ashdown Forest.
The Tea Hut is situated up a private drive in High Hurstwood. Nestled in the picturesque Sussex countryside it is a great base from which to explore Ashdown Forest and the local to...
7 nights from £369
7 nights from £462
The Byre
47321 bedroom self catering cottage near Battle.
Bursting with character and charm, The Byre is waiting to give you that rural experience. Situated in 12 acres of 1066 countryside it is one of Thornden Farm's original outbuilding...
7 nights from £462
Choose our flexible booking option and have the ability to cancel anytime.
7 nights from £483
The Old Stable
47331 bedroom, dog friendly self catering cottage near Battle.
Enjoy precious time together at The Old Stable, a wonderful cottage for couples looking for a quiet getaway in this peaceful part of Sussex. As you step inside the stable-door y...
7 nights from £483
7 nights from £500
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 £500
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
From £85 per night
Douglas Fir
5290Dog friendly shepherds hut near Pulborough.
Hidden away in the West Sussex countryside yet just two hours from London, this luxury shepherd's hut offers a magical escape for two. Beautiful and handcrafted, it has all you ...
From £85 per night
7 nights from £458
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 £458
7 nights from £480
Reysons Barn
52852 bedroom thatched self catering cottage near Rye.
Reysons Barn is perfect for couples and families who are looking for a rural escape in East Sussex. Converted in 2009, this lovely thatched barn sits on the edge of a small orchard...
7 nights from £480
We’re here to help you find your perfect place to stay 7 days a week.
Open 7 days a week
Call our office on 01326 555555, email hello@classic.co.uk or click on the live chat button in the bottom right of the screen to talk directly to someone who can help with choosing your holiday. If you have any questions or need a hand with the booking process, we’re happy to help.
After booking your holiday with us, you’ll receive your holiday details two weeks before your holiday. This also includes our emergency out of hours phone number for when the office is closed, so we’re never more than a phone call away!
7 nights from £521
Medleys Barn
44762 bedroom, dog-friendly self-catering cottage near Crowborough and the Ashdown Forest.
Medleys Barn in High Hurstwood is an ideal base for exploring Ashdown Forest or for visits to Glyndebourne. Once a cart barn on a well-established fruit farm, this charming barn co...
7 nights from £521
7 nights from £531
Darjeeling Lodge
55982 bedroom, dog friendly self catering cottage near Rye.
If you're looking for a peaceful or romantic break in the heart of the Sussex countryside, then this is the place for you! Situated in Beckley, near the village of Broak Oak, Darje...
7 nights from £531
Whether you are escaping for the first time with your newborn or holidaying with the whole tribe, it is great to have your own space and to be able to do things when you want. Family holidays can seem stressful but we've thought of everything so when you arrive in your family holiday destination, you can put your feet up and just relax. Your family's cottage holiday starts here.
[Region] brings a wealth of opportunities for families of all ages; being away with the kids can be filled with exciting days out exploring new places, or more sedate members of the family needn't leave the luxury of the holiday cottage. There's even room for four-legged members of the family to make sure no-one is left out of what has the potential to be the best family holiday yet.
UK breaks for families can cater for all requirements; crazy adrenalin-fuelled action or chilled-out respites, summers by the sea or adventures out in the countryside. Family holidays in Sussex have all the above and more. The hard part is choosing which of our 27 family cottages in Sussex you want to stay in the most!
