School Summer Holiday Cottages
Break up your summer and plan a holiday with the kids. We have a wide range of school summer holiday cottages available for you to choose from of all shapes and sizes. From country to coast, our self-catering retreats offer wide variety and consistent quality, however you envisage your dream holiday. Have a holiday to remember and book a luxury retreat.
Lazy days on the beach from a seaside cottage, or country walks past babbling brooks and rolling fields from a rural retreat. Close to all the local shops, restaurants and attractions, or away from it all in your own private paradise. With our selection of self-catering cottages, you can tailor your holiday to be exactly what you want it to be. Do as much or as little as you please, focusing on the important people in your life: your family.
Summer is a wonderful time of year filled with blues skies, warm weather and beautiful scenery bathed in sunlight. Take the opportunity to break from everyday life and give yourself and the children something special to look forward to.
School Summer Holiday Cottages
At Classic Cottages we pride ourselves on marketing only the finest self-catering accommodation around. Personally inspecting and handpicking each one, we make sure only the highest standards are maintained. With each cottage equipped with a complete inventory, everything you and your family could need and more for the perfect holiday is provided. All you have to do? Enjoy.
We have 169 self catering cottages for the school summer holidays.
West Flatlet
36921 bedroom self catering apartment near the beach in Seaview, Isle of Wight.
West Flatlet is situated right in the heart of Seaview village and is perfect for couples looking for a coastal break. This small but cosy and comfortable first floor flat sits at ...
Price per week £399 - £420
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20% off
22 Sep 2018 - 29 Sep 2018
£262.50 £210.00
Sea Song
39401 bedroom self catering apartment near Ventnor, Isle of Wight
Sea Song is an attractive one bedroom, first floor apartment overlooking beautiful communal gardens and surrounded by woodland on the southernmost tip of the island. Perfect for ro...
Price per week £429 - £475
Don’t miss out; reserve your favourite 2019 holiday cottage for just £30
Reserve your 2019 holiday
Our portfolio gets better year after year, with all the old favourites and some stunning new additions, so get in there quick and reserve your preferred dates for only £30.
Pick a place close to the coast for that year-round holiday vibe, or book a holiday townhouse to be close to every convenience. Escape to the country for peace and quiet or take to the moors for walks through wide open spaces, we’ve got plenty of holiday cottages for you to choose from for next year.
Reserve next year's holiday in advance to give you peace of mind and put off paying your deposit till after this summer (5th November). That way you know your preferred dates are yours for the choosing and you can get on with enjoying the rest of this year's holiday (before looking forward to the next!).
Little Tregerry
38591 bedroom, rural holiday cottage near Launceston, North Cornwall.
If you're looking for a peaceful break for two, you need look no further than Little Tregerry. Located down a country lane, in the heart of the Cornish countryside, this is the per...
Price per week £433 - £535
Trebah
40851 bedroom apartment with sea views in Praa Sands, South Cornwall.
Waking up in a king-size bed to sea views across Hendra Beach and Praa Sands is just the tonic for your Cornish seaside break. Walk barefoot along the beach to the local beach bar ...
Price per week £461 - £569
Little Barn Retreat
41871 bedroom, rural self catering cottage in Newport, Isle of Wight
This absolutely gorgeous barn conversion is the perfect place for a couple's holiday, located on the Durton Farm Estate in the centre of the Island. Lovingly refurbished by the own...
Price per week £475 - £500
Grace Cottage
42091 bedroom, dog friendly holiday cottage near the sea near Ventnor, Isle of Wight
This gorgeous barn conversion is set within the grounds of the stunning North Grounds Farm, just outside the village of Chale Green on the southern side of the Island. Laid over on...
Price per week £475 - £500
Little Tremore Cottage
39261 bedroom, rural self catering cottage near Newport, Isle of Wight
Little Tremore Cottage is a charming annexe situated in the historic village of Shorwell, surrounded by peaceful and idyllic countryside; this is the place to be for a romantic, re...
Price per week £486 - £520
Forda Hayloft
10081 bedroom, dog friendly holiday cottage near Tavistock, Dartmoor.
Close to Dartmoor National Park, dog-friendly and with gorgeous, extensive grounds, this former hayloft is a delight; think roses around the door, beamed ceilings and a welcoming o...
Price per week £517 - £528
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.
Cowslip
14311 bedroom, dog friendly holiday cottage near Fowey.
Cowslip, like Meadowsweet (1430), has two steps leading into the living-room, where neutral walls and polished wood floors frame the warmly coloured furnishings. There is a pine fi...
Price per week £529 - £540
Bay Retreat
32271 bedroom, dog friendly apartment with sea views in Falmouth.
This stylish contemporary apartment has views towards the sea at Swanpool beach on the outskirts of Falmouth. A 10 minute walk down through grassy playing fields and quiet lanes br...
Price per week £529 - £540