Luxurious Two Bedroom Loft Adorned with Local Art

Entire serviced apartment in Portland, Maine, United States

  1. 4 guests
  2. 2 bedrooms
  3. 3 beds
  4. 1.5 bathrooms
Hosted by The Docents Collection
  1. Superhost
  2. 6 years hosting

Listing highlights

Self check-in

Check yourself in with the smartlock.

Vibrant neighbourhood

Guests say this area is walkable with lots to explore, especially for dining out.

Dedicated workspace

A room with wifi that’s well suited for working.
Immerse yourself in the culture of the Old Port at your luxury loft. A top choice for travelers, The Docent's Collection was most recently awarded Condé Nast Readers' Choice (2025) and Tripadvisor Travelers' Choice (2025). Enjoy this spacious open-concept floor plan featuring a full-sized kitchen and bedrooms with soft luxurious linens and cozy pillows for your comfort. Admire the tapestry of a curated collection of local artists and enjoy five-star service from our local hospitality team.

The space
The kitchen is fully equipped with everything you need to prepare a delicious meal at any time of the day. We recommend taking a stroll to visit local markets, such as Portland Co-Op or Harbor Fish Market for the freshest of ingredients to stock your kitchen and pantry.

Relax along the historic windows arching high into the space and showcasing the architecture of nearby historic buildings.

Every loft features a welcome gift featuring local specialties and delights, such as a medium roast Coffee by Design’s select Old Port blend roasted locally for The Docent’s Collection.

Get settled in. Your luxury loft features ample storage for everything you brought along and picked up along the way. With everything in its place and after a long day of exploring Portland’s eclectic culture, you’ll be ready for a blissful slumber on lush linens and soft cozy pillows.

There are multiple floor plans featured within this listing. A specific loft will be assigned by our team upon your arrival. We are always happy to take requests, which are not guaranteed, for specific units.

Docent’s Old Port - Thompson Block

State of Maine Lodging License # 28352

Guest access
This private loft is in the historic Thompson Block – guests will only have access to the building’s
lobby and their loft.

Our guided check-in process is 100% mobile, and accessing your space is easy using the digital key, powered by FLEXIPASS. Before your arrival, please download the FLEXIPASS app on your mobile device. We will send the digital key code for the app as soon as your loft has been prepared for your arrival.

We allow guests to check in as soon as their loft is available, even before the stated check-in time of 5 p.m. If you arrive before your loft is ready, our local hospitality team is happy to take in your luggage, help you find the best place for lunch or an afternoon beverage, and text you as soon as your loft is prepared.

We cannot guarantee early arrival for guests, but please let us know what time you plan to arrive in Portland to help coordinate the cleaning schedule.

Limited on-site parking is available for $60 per night.

Only at The Thompson Block:

Due to the building’s historic features, the primary entrance has multiple stairs to the main doorway. Guests needing access to the building without stairs may use the rear entrance, which features automated door openers and easy access to paid on-property parking.

Other things to note
Your loft is in a nationally recognized historic building. Limited on-site parking is available for $60 per night. Conveniently located with unlimited in and out privileges, on-site parking provides the best value in the downtown Portland area.

Reservations for parking may only be made during your virtual check-in which is sent two nights before your arrival. All parking arrangements must be fully pre-paid before your arrival. If the on-property parking is full, we will provide recommendations on the various garage options available

For adequate comfort, it is recommended that the pull-out sofa bed be used only for children traveling.

Where you'll sleep

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What this place offers

Kitchen
Wifi
Dedicated workspace
Pets allowed
HDTV
Lift
EV charger
Central air conditioning
Luggage drop-off allowed
Exterior security cameras on property

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Rated 4.99 out of 5 from 83 reviews.

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Overall rating

  1. 5 stars, 99% of reviews
  2. 4 stars, 1% of reviews
  3. 3 stars, 0% of reviews
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  5. 1 stars, 0% of reviews

Rated 5.0 out of 5 stars for cleanliness

Rated 5.0 out of 5 stars for accuracy

Rated 4.9 out of 5 stars for check-in

Rated 5.0 out of 5 stars for communication

Rated 5.0 out of 5 stars for location

Rated 4.8 out of 5 stars for value

Where you’ll be

Portland, Maine, United States
This listing’s location is verified.

Neighbourhood highlights

Portland's downtown Old Port district is the epicenter of the Maine experience. During your visit enjoy great food, fresh air, and beautiful scenery.

This walkable area of the city is home to 150+ award-winning restaurants and chefs – with some of the freshest seafood and lobster in the world there is no better place for foodies to call home. The working waterfront has a charm of its own – you’ll find brightly colored lobster traps stacked along family-owned wharves and salty lobstermen pulling in their daily hauls. Just make sure to get a lobster dish at least once while you’re here.

Besides a great dining experience, Maine is home to over 140 micro-breweries. Some of the cleanest snowpacks melt into the freshwater supply of the Casco Bay area, giving breweries a "blank" slate to work with. It’s why we’re known for producing some of the haziest and juiciest IPAs in the world. Here’s a fun fact: did you know prohibition started in the State of Maine? This happened an entire year prior to the federal laws going into effect.

Along the historic cobblestone streets, you’ll find beautiful hand-crafted cocktails and small bites at one of Portland's various lounges. Nestled between eclectic food and drinks, locally-owned shops sell artisan gifts, clothing, jewelry, specialty food products, and artwork. The perfect Maine-made souvenir is mere blocks away.

Outdoor lovers can break out of the city and enjoy winding hiking trails into the mountains. Portland's the perfect basecamp for any of these socially distanced activities: ski/snowboard adventure, bird watching, bicycling, hiking, and camping. Off the working waterfront, charter a boat out of the marina for a day on the water and a visit to one of the 365+ islands of Casco Bay.

If you haven’t figured it out by now, there is truly too much to cover. Let us know your interests and we’d be happy to pinpoint you to some of our favorite local recommendations.

Meet your host

Superhost
1169 reviews
4.92 out of 5 average rating
6 years of hosting
My work: The Docent's Collection
Speaks English
Experience luxury living in the heart of Portland’s historic Old Port. The Docent’s Collection offers a distinctive approach to travel for elite guests seeking to curate a culturally rich stay. An alternative to traditional hotels, The Docent's Collection fuses first-class hospitality with modern, mobile-first service.

The Docents Collection is a Superhost

Superhosts are experienced, highly rated hosts who are committed to providing great stays for guests.

Host details

Response rate: 100%
Responds within an hour
To help protect your payment, always use Airbnb to send money and communicate with hosts.

Things to know

Cancellation policy
House rules
Check-in after 17:00
Checkout before 11:00
4 guests maximum
Safety & property
Exterior security cameras on property
Carbon monoxide alarm
Smoke alarm