We have 121 self catering cottages for a family holiday in South England to show you.
7 nights from £1404 *
Halland Rise
55004 bedroom, dog friendly holiday cottage with sea views in Seaview, Isle of Wight.
Introducing Halland Rise, a stunning detached house sleeping eight guests, nestled in Seaview, one of the Island's most sought-after villages. With a choice of hidden coves and lon...
7 nights from £1404 *
From £223 per night *
Stargazers' Retreat
5125Luxury Yurt for 5 with sea views and outdoor bathtubs near Ventnor, Isle of Wight.
This heavenly glamping yurt nestled in rural splendour on the southerly tip of the Isle of Wight offers blissful views of Reeth Bay and beyond. Situated just outside the pretty vil...
From £223 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 £588
The Cattle Byre
45352 bedroom, dog friendly self catering cottage near Brighstone, Isle of Wight.
The Cattle Byre has accommodation for three guests across two bedrooms, a double and a small single. It has two private outdoor seating areas, the rear enclosed garden can only be ...
7 nights from £588
7 nights from £475
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 £475
7 nights from £493
Westhill View
48822 bedroom self catering cottage near the beach in Shanklin, Isle of Wight.
With the golden sands of Shanklin beach a short walk away, this lovely holiday home sits in the heart of town, perfect for traditional days by the seaside and within easy reach of ...
7 nights from £493
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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 £509
2 Bermuda
35172 bedroom self catering apartment with sea views in Seaview, Isle of Wight.
Welcome to 2 Bermuda, a rather lovely first floor apartment nestled in the charming village of Seaview, with wonderful views stretching across the Solent - ideal for an unforgettab...
7 nights from £509
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
7 nights from £533
Castlemans Stables West
44222 bedroom, dog-friendly self-catering cottage near Battle.
Set within the High Weald Area of Outstanding Natural Beauty, in the heart of East Sussex's 1066 countryside, Castlemans Stables West is one of a pair of sympathetically converted ...
7 nights from £533
7 nights from £547
10 Bayclose
51592 bedroom self catering apartment with sea views in Freshwater, Isle of Wight
Overlooking the gorgeous coastline at Freshwater Bay sits 10 Bayclose, a wonderfully homely apartment perfect for a family getaway to the seaside. With light and airy interiors, sn...
7 nights from £547