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 45 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...
Be in the know… Sign up to our newsletter for holiday inspiration, offers and all things Classic.
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...
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...
British Travel Awards 2025
Best company for UK holiday home rentals
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...
-
20% off
2 Aug 2026 - 8 Aug 2026
From £162.00 £192.60 per night + £63 booking fees
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...
Buttermere Drive
29Homestay registered property - only available for bookings during the TT period.
This beautiful property is registered with Homestay IOM Limited and is marketed exclusively through Island Escapes. Buttermere Drive is available for self-catering accommodation ex...
We’re a Visit England Quality Accredited Agency for our high standards in holiday letting.
Quality Accredited Agency
Only the highest quality of accommodation is awarded Visit England accreditation. The assessment takes place over a few days and looks at all of our policies, practices and procedures, making sure we meet a five star standard for our guests.
We set our own standards above and beyond and we’re very proud of this accolade and all it represents.
