Cottages for 10 people in South England
Share a holiday with your best friends, or bring all the family - there is room enough for everyone in our holiday cottages in South England that sleep 10 people. It might be a special occasion, a get-together for a birthday or anniversary, or maybe just to spread the cost of the annual summer holiday. There might just be four of you but you'd rather have the extra space - whatever the reason, we've 12 self catering properties to fit you all in. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 12 self catering cottages sleeping 10 people in South England.
7 nights from £1063 booking fees included
Windy Ridge
44644 bedroom, dog friendly holiday cottage with sea views in Seaview, Isle of Wight.
Tucked away in the idyllic setting of Seagrove Bay and just steps away from the beach, Windy Ridge is a stunning semi-detached house with wonderful sea views from both the ground a...
7 nights from £1063
7 nights from £1220 booking fees included
Creekside
35885 bedroom, dog friendly holiday cottage with sea views in Wootton, Isle of Wight.
Aptly named and perfectly positioned on the banks of pretty Wootton Creek on the north coast of the Isle of Wight, Creekside is a gorgeous waterfront holiday home with delightful v...
7 nights from £1220
-
15% off
17 Jul 2026 - 24 Jul 2026
From £2107.00 £1853.95 booking fees included
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.
7 nights from £1286 booking fees included
Orchard House
36414 bedroom, dog friendly holiday cottage near the beach in Bembridge, Isle of Wight
Orchard House is a wonderful property for an extended family looking for a sprawling holiday home near the beach in Bembridge. The downstairs living areas are inviting - no doubt t...
7 nights from £1286
7 nights from £1670 booking fees included
Pitt Corner
36444 bedroom, dog friendly holiday cottage near the beach in Bembridge, Isle of Wight.
A wonderfully modern property, beautifully furnished and housed in an American-style cladded exterior, Pitt Corner is a roomy retreat, with plenty of space for the family to spread...
7 nights from £1670
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £1718 booking fees included
Saye House
45734 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
Just a few minutes from idyllic Seagrove Bay, Saye House has been stylishly renovated to a high standard offering a wonderful place to enjoy a well-earned rest on the Isle of Wight...
7 nights from £1718
7 nights from £2102 booking fees included
Ridge House
39915 bedroom, dog friendly holiday home close to the beach, near Lymington.
On the edge of the New Forest this fabulous home is the perfect summer escape. Set in the stylish seaside village of Milford on Sea and within a 10 minute walk of the beach, Ridge ...
7 nights from £2102
7 nights from £2363 booking fees included
Cara Cottage
48465 bedroom, dog friendly holiday cottage near the beach in Bembridge, Isle of Wight.
Welcome to Cara Cottage, a stunning detached property located in the heart of Bembridge village. This eye-catching holiday home with soft pink 'Spanish inspired' exterior is beauti...
7 nights from £2363
7 nights from £2195 booking fees included
Redworth
45415 bedroom self catering home near the beach in Bembridge, Isle of Wight.
This impressive five bedroom house is located on Ducie Avenue, a charming unmade road leading to the beach, in the village of Bembridge. Located within a few minutes walk of the lo...
7 nights from £2195
7 nights from £2790 booking fees included
St Andrews
46416 bedroom, dog friendly holiday home with hot tub near the beach in Yarmouth, Isle of Wight.
Looking for a truly unique getaway? This beautiful, converted church offers an unforgettable Isle of Wight escape, blending historic charm with modern convenience. Perched in an el...
7 nights from £2790
7 nights from £2043 booking fees included
Pickeridge Barn
52166 bedroom, dog friendly self catering home near Haywards Heath.
This beautifully converted eco-friendly barn is rather unique, the perfect holiday home for those looking for a multi-family getaway in the heart of the Sussex countryside. Situat...
7 nights from £2043
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!
Share a holiday in South England with your best friends, or bring all the family - there is room enough for everyone in our holiday cottages that sleep 10 people. It might be a special occasion, a get-together for a birthday or anniversary, or maybe just to spread the cost of the annual summer holiday. There might just be four of you but you'd rather have the extra space - whatever the reason, we've 12 self catering cottages in South England to fit you all in.
