May Half Term Holiday Cottages
With a cool breeze and warm sunshine, May marks the start of summer and many happy times to come. Kick start your summer properly and hop in the car; a holiday in a luxury self-catering cottage awaits. Browse through our list of 276 available cottages and find your favourite. All of our cottages are handpicked; personally inspected and fully equipped so your holiday is the best it can be.Read more
Spend your days exploring deep, green countryside and skim stones across lazy streams. Follow the scent of salty air and head to the coast, spending long days on the beach flitting between soft sands and cool sea. Perch on a bench and watch as life goes by, before heading to a local restaurant to dine on fresh, local produce lovingly crafted and prepared by skilled hands. Then, when you've had your fill of exploring, turn your attention to relaxing. Throw yourself into the holiday spirit and land in your own private self-catering cottage, primed and ready for you. An early summer break in your own slice of paradise can give you the chance to unwind, catch up and settle into a slower, more considered rhythm.
Spend your May-Half Term in a Luxury Retreat
Whether you are looking for a solo retreat or want to bring the whole family away for a much-needed break, May half term provides ample opportunity to escape to greener grass for a while. However you'd like to spend your time, our cottages offer wide variety and consistent quality. Many of our cottages are dog-friendly too, meaning everyone can join in this May half term.
We have 276 cottages available for May half term
7 nights from £550
Orchard Cottage
39362 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight
Originally the farm's milking parlour, this delightful cottage sleeping four is the perfect cottage to spend quality time together as a family in a stunning rural location. Located...
7 nights from £550
7 nights from £572
61 Drake Cottage
35652 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
The perfect bolt-hole for families, 61 Drake Cottage is a comfortably furnished beach bungalow located in a small waterside development on the edge of Seaview. Just yards from the ...
7 nights from £572
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20% off
27 Apr 2019 - 4 May 2019
£387.40 £309.92
7 nights from £575
53a Howgate Road
37492 bedroom, dog friendly apartment near the beach in Bembridge, Isle of Wight.
This two bedroom apartment in Bembridge is small but perfectly formed. Lovingly restored by the owners, 53a offers a perfect base for a family with a light and airy double bedroom ...
7 nights from £575
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10% off
26 Apr 2019 - 3 May 2019
£395.02 £355.52
7 nights from £578
The Lobster Pot
36722 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
The Lobster Pot is a comfortably furnished beach bungalow located in a small waterside development on the edge of Seaview and next to a nature reserve. This beach bolt hole has dec...
7 nights from £578
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20% off
26 Apr 2019 - 3 May 2019
£384.92 £307.94
Need more time? Reserve any cottage for up to 24 hours before booking.
24hr no commitment reservations
You can reserve your holiday dates on your favourite cottage for up to 24 hours. You might need to check with other guests in your party or simply consider whether this cottage is right for your holiday, either way we’re happy to give you the time to step away and mull over your options before paying a penny.
We’ll send you a reminder to see if you want it or not so you won’t lose out. Take time to think it over, you don’t have to rush your decision. Have a cup of tea and when you’re ready, hit the button to book your holiday and start looking forward to it.
7 nights from £583
4 Tollgate Cottage
41182 bedroom, dog friendly holiday cottage near the beach in Seaview.
4 Tollgate Cottage is located near Seaview on the Duver - a beach front area that is home to the stunning Hersey Nature Reserve. This cosy cottage would suit a small family or a co...
7 nights from £583
7 nights from £587
2 Bermuda
35172 bedroom self catering apartment with sea views in Seaview.
Not far from the sea you will find 2 Bermuda, a bright, neutrally decorated flat that is perfect for a family with children or a couple. The location is what makes this flat so spe...
7 nights from £587
7 nights from £588
Trelyn
24892 bedroom, dog friendly cottage near Portreath, South Cornwall.
Boasting two pubs, a butcher, and two grocers, St Day is a thriving, friendly Cornish village only a few minutes' drive from the sandy beaches at Porthtowan and Portreath. A self-c...
7 nights from £588
7 nights from £598
Little Barwick Cottage
32982 bedroom, rural self catering cottage Iddesleigh, North Devon.
This peaceful detached barn conversion is off the beaten track yet easy to reach, with Dartmoor National Park a short distance to the west and just a few miles from a scenic route ...
7 nights from £598
7 nights from £600
Flax Barn
20192 bedroom holiday cottage near Ilminster, Somerset.
Flax Barn is located in the beautiful south Somerset village of Barrington, not far from the Dorset border. Barrington Court - one of several National Trust properties in the immed...
7 nights from £600
7 nights from £603
Coombe Cottage
38582 bedroom, rural holiday cottage near Launceston, North Cornwall.
Tucked away along a country lane, in 23 acres of Cornish meadows, woodland and stream, Coombe Cottage is the perfect retreat for those who want to get away from it all and enjoy a ...
7 nights from £603
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 in the post 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!