Cottages in Douglas
Douglas, the Island’s capital, is likely to be your first port of call on your Isle of Man holiday. This bustling town offers plenty of places to shop and dine, you can hop on the Isle of Man Steam Railway to visit Castletown or the Manx Electric Railway to explore the Island, and delve into the Island’s history with a visit to the Manx Museum. Stroll along the promenade, admire the beautiful Victorian buildings, and stop off at the popular Noa Bakehouse for a coffee, pastry, and a loaf of bread. Douglas Head is a great place for special views over the bay. And on the edge of the town, you’ll find Summerhill Glen, with its pretty streams and footpaths. In the autumn and winter months, the glen lights up with magical illuminations.
Planning an Isle of Man break? We’ll redirect you to our sister company, Island Escapes, but you can hop back anytime to keep exploring UK getaways.
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.
We have 47 self catering cottages in Douglas
West View
150West View is a charming annex to a large traditional Mansion house set in it's own grounds just a fe
w minutes walk from the Isle of Man TT Grandstand in Douglas. Whilst located in the island's capital, the secluded nature of the property within the large wooded grounds provide...
Deaks Cottage
53Deaks Cottage is tucked away in a quiet corner of Douglas, just a short walk from the TT Grandstand!
Deaks Cottage is a charming cottage hidden away in the tranquil grounds of a gated Manor House. Its' location is hard to beat, as Douglas town centre and the TT Grandstand are just...
Reserve your 2027 holiday for just £40.00
Find out more
Woodcroft
152Woodcroft is a charming cottage located in wonderfully leafy surroundings right in the heart of Doug
Woodcroft is a charming cottage located in a wonderfully leafy corner of Douglas, Isle of Man. Its' location is hard to beat, as the town centre and the TT Grandstand are just minu...
Greystones at Ago's Leap
221Impressive Douglas home with private gardens and tennis court
Set along Quarterbridge Road in Douglas, Greystones is a striking and spacious home offering an impressive place to stay within easy reach of the Island's capital. Beautifully p...
British Travel Awards 2025
Best company for UK holiday home rentals
Ballafletcher Farm Cottage
18Recently renovated cottage situated minutes from Douglas
Originally a working farmhouse, Ballafletcher Farm Cottage has been recently renovated to a superb standard. The cottage features two spacious bedrooms, both with en-suite bathr...
Little Haven
84Just off the promenade in Douglas, Little Haven is a cosy cottage refurbished to a high standard.
Little Haven is located in a quiet neighbourhood set just off Summerhill Road, close to the promenade in Douglas, Isle of Man. Close to the Manx Electric Railway, the famous Dou...
Santa Rosa
102Santa Rosa offers captivating views from its elevated position overlooking Douglas bay, Isle of Man.
With 3 bedrooms, Santa Rosa is a self catering holiday cottage providing a perfect base for exploring the Isle of Man. Close to public transport links, the Manx Electric Railway, t...
The Ballacloan
193A coastal haven in the heart of Douglas Promenade
The Ballacloan is the perfect family apartment to enjoy the heart of the Isle of Man in all its glory. Set directly on the promenade, The Ballacloan offers an enchanting ground-flo...
The Clypse
194A front-row coastal retreat with timeless bay views
Welcome to The Clypse, an island retreat nestled on the beautiful Douglas Promenade, just steps away from sandy shores and some of the island’s most charming attractions. Step i...
Loft 11
163Stylish, boutique NYC-style loft in the heart of Douglas.
Tucked away just off Castle Street in the heart of Douglas, Loft 11 is a one-of-a-kind luxury self-catering loft apartment offering a bold and beautifully designed base for your Is...
Our property managers are local experts who handpick perfect places to stay.
Local experts
We scour the coast and country to winkle out bits worth sharing with you, the best properties in lovely locations. While we’re out and about, we gather together the best things to do so that you can start planning your holiday as soon as you’ve booked.
The ‘Explore Nearby’ tab on our cottage pages show what’s nearby along with relevant articles from our holiday guides from Notes and Stories, where you’ll find hand-written experiences of outings across the South and West, from dog-friendly pubs on the Isle of Wight to free things to do in south Devon and everything in between.