
Holiday cottages sleeping two people
For a last minute weekend away, or a special occasion, treat yourselves to a romantic getaway in a holiday cottage for two in Sussex. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 42 self catering cottages in Sussex that sleeps two.
7 nights from £403
Moorhen Cottage
45481 bedroom, dog friendly self catering cottage near Battle.
Moorhen Cottage is a single-storey barn situated in a rural location in the heart of an organic dairy farm in the hamlet of Wartling with views of the Pevensey marshes and the Sout...
7 nights from £403
7 nights from £447
Poppets Cottage
42801 bedroom, dog-friendly self catering cottage in Buxted, East Sussex
Nestled in a peaceful setting and part of a former convent, Poppets Cottage is as charming as its name implies. Thoughtfully furnished in a country vintage style, this delightf...
7 nights from £447
From £65 per night
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...
From £65 per night
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
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 £510
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 £510
From £75 per night
Jessie
5231Luxury dog friendly Shepherds Hut near Battle.
Jessie is a gorgeous shepherd's hut situated two hours from London, tucked away down a long meandering path in a paddock between crab apple and cherry trees, with views of the Suss...
From £75 per night
From £78 per night
Matilda
53801 bedroom, dog friendly self catering cabin near Battle.
This wonderful enchanting medieval-styled cabin is only a couple of hours from London, situated on land that was once part of the Battle Abbey Estate in 1066 country. If you're loo...
From £78 per night
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 £550
The Cottage
51131 bedroom self catering cottage near Uckfield, Ashdown Forest
Enjoy the peaceful surroundings of The Cottage which is situated on the edge of Piltdown and south of the Ashdown Forest, a lovely property for couples looking for a romantic break...
7 nights from £550
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
We need the tonic of wildness, said Thoreau. So, choose your favorite person and check in to the restorative cure of a South and West cottage for two.
Whether coming to the West Country for a romantic break or simply to reconnect and recharge with a friend or family member, a self-catering cottage for two in this part of the world will give you the peace and quiet to evoke old, fond memories and create new ones.
Romp through Dorset’s Blackmoor Vale’s romantic rolling hills and explore remnants region’s fascinating mythological and historical past at Sherbourne Abbey or in the very cliffs of the Jurassic coastline.
Head to Exmoor for wooded copses, sparkling streams, and heather-clad moors to serve as the backdrop to your escapades. Hop aboard the wonderfully nostalgic West Somerset Railway – a scenic 20-mile rail tour from the Quantock Hills to the Bristol Channel coast - to explore this county in style.
Dartmoor’s wilds are equally as compelling. After an action-packed day cycling or hiking its myriad trails, visit the idyllic village of Lustleigh to imagine yourself in a bygone era and to treat yourself to a cream tea.
Stroll to the sound of crashing waves and the cries of seabirds at one of the region’s seaside towns or beautiful beaches. Try the promenade in Devon’s Babbacombe, the sand dunes at Croyde Bay or the elegance of Branscombe beach. Head further west for the Cornish wilds of Sennen Cove, surf-hub Bude and the rugged North Coast or to the mellower seas – and foodie heaven – of Fowey.
After all your adventures together, return to your self catering cottage to relax and unwind. For added luxury choose a hot tub break for two and bubble your troubles away all holiday long.