Tenby Cottages
Glorious beaches, the coastal path and plenty to discover...A self catering holiday in Tenby (Dinbych-y-pysgod, meaning fortress of the fish or little town of fish after the town’s origins as a coastal fort) is a great base to explore the gorgeous town itself and the rest of Pembrokeshire. What to do on your holiday in Tenby? There's Tenby Museum and Art Gallery, St Mary's Church and the Tudor Merchant's House for those interested in culture and heritage.Read more
Colourful houses and fishing boats make for a very pretty picture and days can be spent simply admiring the beautiful views. Plus, there's Caldey Island just a 20 minute boat ride away, fishing trips and plenty of other coastal adventures to enjoy.
If you fancy venturing further afield, head to the lovely Dale or Little Haven for a day trip to enjoy beautiful scenery and watersports. Explore the region of Pembrokeshire and take advantage of the 186 mile long coast path for spectacular scenery and a dog friendly activity that everyone can enjoy.
We have 16 self catering cottages in Tenby to show you...
7 nights from £1650
Landsker House
49346 bedroom, dog friendly self catering home with sea views in Tenby.
A 5 star Visit Wales graded property, a warm welcome awaits in gorgeous Landsker House, a beautifully presented, luxurious coastal holiday property which sits in the heart of the p...
7 nights from £1650
7 nights from £800
Sea Blue House
48114 bedroom, dog friendly holiday cottage near the beach in Tenby.
Step out of this very stylish townhouse and gaze at the mesmerising sea, it's literally a minute from the doorstep. Set in a quiet street, yet a short stroll from the heart of the ...
7 nights from £800
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!
7 nights from £742 *
Beachscape
54363 bedroom self catering apartment with sea views in Tenby.
Enjoy beachside living, mesmerising views of the endless sea, golden sands, the enchanting Pembrokeshire coastline and the colourful hues of the harbour from gorgeous Beachscape. A...
7 nights from £742 *
7 nights from £3031
St Catherine's House
45188 bedroom, dog friendly home with sea views in Tenby.
Set above one of Tenby’s five glorious Blue Flag beaches sits the magnificent Georgian St Catherine’s House, an elegant beach side period property with a Visit Wales 5 star Self Ca...
7 nights from £3031
7 nights from £800
Leeward Cottage
52144 bedroom, dog friendly holiday cottage with hot tub near Pembroke.
Immersed in an enchanting rural and riverside location, Leeward Cottage nestles in a breathtakingly beautiful corner of Pembrokeshire, offering one of the most spellbinding locatio...
7 nights from £800
7 nights from £4038
Beach House
51974 bedroom self catering cottage with river views near Pembroke.
Welcome to Beach House, a very special getaway hidden within the timeless beauty of Pembrokeshire National Park. The secluded location is nothing short of idyllic; nestled into the...
7 nights from £4038
7 nights from £1124 *
Rose House
54984 bedroom, dog friendly holiday cottage with sea views near Pembroke.
Imagine relaxing in a heavenly, luxurious hot tub overlooking the shimmering expanse of the Haven Waterway, one of Pembrokeshire's most spectacular, idyllic views. Nestling in t...
7 nights from £1124 *
7 nights from £810
West Cottage
54972 bedroom self catering cottage near Tenby.
Spoil yourselves with a stay in gorgeous West Cottage. Your private heated pool is waiting, followed by some luxurious time in the hot tub, taking in the fresh countryside air. Bei...
7 nights from £810
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 £1351
Seaside House
44265 bedroom, dog friendly cottage with sea views in Little Haven, Pembrokeshire
With breathtaking, spectacular sea views from almost every room, spacious, elegant accommodation, a luxurious eight person hot tub with amazing sea views and just a stroll to the b...
7 nights from £1351
7 nights from £375 *
Beach Seekers
54894 bedroom, dog friendly self catering cottage near St Davids.
Choose Beach Seekers, just a short drive from twelve glorious sandy beaches, for the perfect stay in Pembrokeshire. The rolling surf and endless golden sands of Newgale, the neares...
7 nights from £375 *