Holiday Cottages for June
Enjoy the sunshine this June and come out to play. We have a range of 1269 luxury self catering cottages of all shapes and sizes primed and ready to welcome you in. However you envisage your perfect holiday, we will help you find the perfect retreat. Make the most of the summer and relax in your own slice of paradise. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 1269 self catering cottages available to rent in June
7 nights from £740 * booking fees included
Admiral's Den
61692 bedroom, dog friendly apartment near the beach in Penzance.
Step into a piece of Cornish history at Admiral’s Den, a two-bedroom apartment occupying a wing of the magnificent Grade II Listed Georgian Nancealverne House. Set within 25 acres ...
7 nights from £740 *
7 nights from £756 booking fees included
The Old Tractor Shed
61802 bedroom, dog friendly self catering cottage near Winchelsea.
Tucked away on a working sheep farm close to the coast and the medieval towns of Rye and Winchelsea, this peaceful escape is surrounded by beautiful farmland and scenic footpaths i...
7 nights from £756
Our guests rate us 4.8/5 on Feefo, the independent review site.
Feefo ratings
Our latest feedback on Feefo:
Nancealverne Estate
7 nights from £1613.19 booking fees included
7 nights from £873 * booking fees included
Apple Loft Cottage
61682 bedroom, dog friendly cottage near the beach in Penzance, Cornwall.
Nestled within 25 acres of enchanting grounds of historic Nancealverne House, Apple Loft Cottage is a beautifully restored property offering a peaceful stay steeped in centuries of...
7 nights from £873 *
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £1021 * booking fees included
Lavender Cottage
61762 bedroom, dog friendly cottage near the beach in Christchurch.
Lavender Cottage is a delightful two bedroom home with open plan living areas and wonderful outdoor space. Set in the exclusive Wick Village it is just a short walk from one of Dor...
7 nights from £1021 *
7 nights from £853 * booking fees included
Primrose Cottage
61792 bedroom, dog friendly self catering cottage in Bridport, Dorset.
Primrose Cottage is the quintessential Dorset coastal property with its pretty village location and gorgeous, enclosed garden - it is packed with character. This semi-detached two ...
7 nights from £853 *
7 nights from £1788 * booking fees included
Langmoor House
61754 bedroom, dog friendly cottage with sea views in Lyme Regis, Dorset.
Langmoor House is a luxury four bedroom property with commanding sea views and just a 30 second walk into Lyme Regis town. This exquisite and dog-friendly home is laid out over thr...
7 nights from £1788 *
7 nights from £678 booking fees included
Bloomsbury Cottage
61861 bedroom, dog friendly self catering cottage in Wadhurst.
For a digital detox head to the beautiful countryside of the High Weald National Landscape to stay at this unique timber-cladded barn that offers a peaceful escape just moments fro...
7 nights from £678
7 nights from £934 * booking fees included
Broyle Cottage
61743 bedroom, dog friendly self catering cottage near Hailsham.
Tucked away in a peaceful hamlet near the village of Herstmonceux, this quintessential English country cottage lends itself to family gatherings, celebrations or romantic breaks. B...
7 nights from £934 *
7 nights from £3627 * booking fees included
Pen Den Har
61706 bedroom, dog friendly home with sea views in Kingsand, Cornwall.
Come and fall under the spell of this very special house, perfectly positioned in the heart of the utterly charming villages of Kingsand and Cawsand. Set in a plum elevated positio...
7 nights from £3627 *
We’ve been raising the standards of self catering holidays since 1977.
Our family ethos
Tony and Clare Tregoning started the business back in 1977 and their dedication to quality and excellence is at the heart of everything we do. Tony is sadly no longer with us, but we still adhere to their original ethos of finding holiday homes we would like to stay in and have slowly grown the company to find the best picks of properties across the counties. Plus Clare still drops in to keep us on our toes.
As an independent, family-run company, we wouldn’t expect you to stay anywhere we wouldn’t want to stay ourselves. And we’re pretty picky. We want you to walk into your handpicked holiday home and say ‘wow’, sit back and relax.
June is a great time to make the most of the sunshine ahead of the summer crowds. Head out onto the beaches before the school holidays start and laze in the warm sand. Don your shorts and hit the coast paths, soaking in the scenery and fresh air. Grab your hamper and take a picnic onto the moors. Zip up your wetsuit and try your hand at paddle boarding on a crystal sea. Whatever takes your fancy, treat yourself this June.
Holidays in June
At Classic Cottages, we understand how important quality accommodation is in taking your holiday from great to amazing. All of our self catering cottages are carefully inspected and fully kitted out, ensuring the highest standards are met. Everything you need is provided and more, so all you have to do is sit back and relax.