
We have 42 self catering cottages for romantic breaks in Sussex.
From £85 per night
Cala Lily
5289Dog friendly shepherds hut near Pulborough.
With countryside views and just two hours from London, Cala Lily is a luxury shepherd's hut situated in the beautiful countryside of West Sussex and offers a dreamy escape where yo...
From £85 per night
7 nights from £600
4 Church Square
55201 bedroom, dog friendly self catering cottage in Rye.
Welcome to this gorgeous Grade II Listed cottage situated along one of Rye's famous cobbled streets, perfect for couples looking to stay in the heart of Rye. As you enter this ...
7 nights from £600
7 nights from £602
The Old Stables
48661 bedroom self catering cottage near the sea near Chichester.
The Old Stables has been beautifully converted and is a great base for visiting the Goodwood Estate, the city of Chichester, the beautiful village of Bosham and Emsworth with its p...
7 nights from £602
7 nights from £608
Hill Farm Cottage
45561 bedroom self-catering cottage near Battle.
Situated in the High Weald National Landscape within easy reach of the coast, this beautifully crafted Sussex barn is the perfect retreat for couples looking for a relaxing break i...
7 nights from £608
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!
From £119 per night
The Piggery at John Bulls House
49221 bedroom self catering cottage near Horsham.
The Piggery at John Bulls House is the perfect retreat for couples looking to stay at the foot of South Downs National Park. Situated in a quiet, rural and secluded location it giv...
From £119 per night
From £122 per night
Little Oak Treehouse
5288Gorgeous dog friendly treehouse with a wood burner near Pulborough.
This gorgeous quirky treehouse situated just two hours from London, is the perfect escape for a romantic getaway. Truly unique and in a lovely part of West Sussex, it sits in a sec...
From £122 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
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
7 nights from £533
Castlemans Stables East
44212 bedroom, dog-friendly self-catering cottage near Battle.
In the heart of East Sussex's 1066 countryside and set within the High Weald Area of Outstanding Natural Beauty, Castlemans Stables East is one of a pair of sympathetically convert...
7 nights from £533

We’re a Visit England Quality Accredited Agency for our high standards in holiday letting.
Quality Accredited Agency

Only the highest quality of accommodation is awarded Visit England accreditation. The assessment takes place over a few days and looks at all of our policies, practices and procedures, making sure we meet a five star standard for our guests.
We set our own standards above and beyond and we’re very proud of this accolade and all it represents.