Cottages for large groups
These spacious UK cottages are perfect for reunions with friends or family get-togethers. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 326 self catering cottages for a group.
Thie Vunn
207A blue-hued delight in the heart of Peel
Thie Vunn was lovingly gifted to Manx Wildlife Trust who are working with Island Escapes to welcome explorers eager to soak up every magical Manx moment. Spot this charming blue ho...
7 nights from £1386
Tregoose Farmhouse
60855 bedroom thatched cottage with sea views near Truro, South Cornwall.
This enchanting 'picture postcard' cottage in the tranquil setting of Devoran is the kind of place where you arrive and then instantly relax. Surrounded by beautiful Cornish countr...
7 nights from £1386
7 nights from £1898
The Old Dairy
61435 bedroom, dog friendly cottage near the beach in Kingsand, Cornwall.
Gather family and friends to create cherished holiday memories at The Old Dairy, our delightful holiday cottage for up to 10 guests set on the beautiful Rame peninsula, Cornwall's ...
7 nights from £1898
Wringford Cottages
7 nights from £4058
British Travel Awards 2025
Best company for UK holiday home rentals
Norfolk Place
209Homestay registered property - only available for bookings during TT & MGP periods
This beautiful property is registered with Homestay IOM Limited and is marketed exclusively through Island Escapes. Norfolk Place is available for self-catering accommodation durin...
From £900 per night
The Retreat
61215 bedroom, dog friendly self catering cottage near Crickhowell.
The spellbinding beauty of the Bannau Brycheiniog (Brecon Beacons) are calling you for your next celebration or larger get-together. Escape to the hills at the exquisite The Retrea...
From £900 per night
7 nights from £1000
12 Castle Street
61304 bedroom, dog friendly self catering cottage near Ruthin.
Step into a world of timeless elegance and sheer comfort in 12 Castle Street, where classic charm meets modern luxury and pure relaxation. Escape to this superbly renovated Victori...
7 nights from £1000
7 nights from £1428
Oak Tree House
61124 bedroom, dog friendly holiday cottage near Dorchester, Dorset.
Oak Tree House is a particularly special property for gathering friends and family (plus the four-legged variety) together. Set in stunning grounds in the little village of Frampto...
7 nights from £1428
7 nights from £800
Y Beudy
61074 bedroom, dog friendly cottage with sea views near St Davids.
With far reaching, uninterrupted, spectacular sea views, set in eight acres of countryside and expansive lawns, gorgeous, stone-built Y Beudy is a charming conversion of a traditio...
7 nights from £800
Mount Folly Farm
7 nights from £2288
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.
The more the merrier, when it comes to your holiday. So get everyone together, friends, family even the pets and spend some quality time reacquainting with each other. Holidays are when the best memories are made so make sure none of your loved ones is missed out of the fun with one of our cottages for a large group.
